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Tucked away in a picturesque wooded setting, The Treetop Cottage is a little slice of Vermont in the heart of Weston. Originally built in the 1930's and beautifully reimagined from top to bottom, this enchanting 3 bedroom retreat seamlessly blends timeless charm with modern sophistication. Thoughtfully redesigned interiors feature beautiful hardwood floors, a stunning new kitchen with custom cabinetry, sleek countertops, stainless steel appliances, and refined finishes throughout. The main level offers an inviting living room with classic brick fireplace, flexible office space, bedroom, powder room and effortless access to outdoor living. Upstairs, the primary bedroom steals the show with a magnificent, oversized glass slider that floods the space with natural light and frames breathtaking views. A beautifully renovated full bath and spacious 3rd bedroom complete the upper level. Outdoors, multiple decks invite you to embrace the peaceful surroundings, while a detached one-car garage adds versatility. Minutes from Weston center, top-rated schools, and scenic trails, this is an opportunity to enjoy the serenity of a VT escape with leaving Fairfield County. Welcome to Treetop Cottage!

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217909 MLS

Tucked away in a picturesque wooded setting, The Treetop Cottage is a little slice of Vermont in the heart of Weston. Originally built in the 1930's and beautifully reimagined from top to bottom, this enchanting 3 bedroom retreat seamlessly blends timeless charm with modern sophistication. Thoughtfully redesigned interiors feature beautiful hardwood floors, a stunning new kitchen with custom cabinetry, sleek countertops, stainless steel appliances, and refined finishes throughout. The main level offers an inviting living room with classic brick fireplace, flexible office space, bedroom, powder room and effortless access to outdoor living. Upstairs, the primary bedroom steals the show with a magnificent, oversized glass slider that floods the space with natural light and frames breathtaking views. A beautifully renovated full bath and spacious 3rd bedroom complete the upper level. Outdoors, multiple decks invite you to embrace the peaceful surroundings, while a detached one-car garage adds versatility. Minutes from Weston center, top-rated schools, and scenic trails, this is an opportunity to enjoy the serenity of a VT escape with leaving Fairfield County. Welcome to Treetop Cottage!

494 Newtown Tpke, Weston

$9,500

Set on a desirable cul-de-sac in Weston, this spacious contemporary features 4 bedrooms, 4 renovated marble bathrooms, an attached two-car garage, and a circular driveway. A grand entrance welcomes you into 5,722 square feet of living space, including a finished walk-out lower level, while a generous mudroom adds everyday convenience.The updated kitchen features new cabinetry, countertops, and appliances, with an easy flow to the dining and living areas. Hardwood floors throughout, soaring ceilings, skylights, and expansive windows create a bright, airy atmosphere. A dramatic floor-to-ceiling stone fireplace anchors the living room, while a second fireplace brings warmth to the family room. The open layout provides a comfortable setting for everyday living and entertaining. Freshly painted inside and out, the home also features replaced siding and roofing. The finished walk-out lower level provides flexible space for recreation, fitness, or a home office. Conveniently located minutes from Weston schools, town center, shopping, dining, and commuter routes. Available furnished or unfurnished.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24217496 MLS

Set on a desirable cul-de-sac in Weston, this spacious contemporary features 4 bedrooms, 4 renovated marble bathrooms, an attached two-car garage, and a circular driveway. A grand entrance welcomes you into 5,722 square feet of living space, including a finished walk-out lower level, while a generous mudroom adds everyday convenience.The updated kitchen features new cabinetry, countertops, and appliances, with an easy flow to the dining and living areas. Hardwood floors throughout, soaring ceilings, skylights, and expansive windows create a bright, airy atmosphere. A dramatic floor-to-ceiling stone fireplace anchors the living room, while a second fireplace brings warmth to the family room. The open layout provides a comfortable setting for everyday living and entertaining. Freshly painted inside and out, the home also features replaced siding and roofing. The finished walk-out lower level provides flexible space for recreation, fitness, or a home office. Conveniently located minutes from Weston schools, town center, shopping, dining, and commuter routes. Available furnished or unfurnished.

40 Greenfield Dr, Weston

$2,400

PERFECT FOR A SINGLE PROFESSIONAL . HEAT & ELECTRICITY INCLUDED IN THE RENT. SECLUDED AND VERY PEACEFUL AND QUIET . ONE HUGE PRIMARY BEDROOM WITH SIDE SPACE FOR AN OFFICE AT ONE END. EASY ONE LEVEL RANCH LIVING. SURROUNDED BY 9 ACRES OF BEAUTIFUL WATERSHED WOODS. WALK TO THE SAUGATUCK RESERVOIR AND DEVILS DEN NATURE CONSERVANCY. LARGE LIVING ROOM WITH FIREPLACE, GALLEY KITCHEN,WASHER & DRYER,MUD ROOM. LARGE BACK DECK 13ft by 40ft. FIREPLACE IS DECORATIVE AND CANNOT BE USED. A TRULY RELAXING SPACE. EASY TO SHOW

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217456 MLS

PERFECT FOR A SINGLE PROFESSIONAL . HEAT & ELECTRICITY INCLUDED IN THE RENT. SECLUDED AND VERY PEACEFUL AND QUIET . ONE HUGE PRIMARY BEDROOM WITH SIDE SPACE FOR AN OFFICE AT ONE END. EASY ONE LEVEL RANCH LIVING. SURROUNDED BY 9 ACRES OF BEAUTIFUL WATERSHED WOODS. WALK TO THE SAUGATUCK RESERVOIR AND DEVILS DEN NATURE CONSERVANCY. LARGE LIVING ROOM WITH FIREPLACE, GALLEY KITCHEN,WASHER & DRYER,MUD ROOM. LARGE BACK DECK 13ft by 40ft. FIREPLACE IS DECORATIVE AND CANNOT BE USED. A TRULY RELAXING SPACE. EASY TO SHOW

517 Newtown Tpke Unit A, Weston

$795,000

This charming classic Colonial is ready to welcome its next chapter for the first time in over 50 years! Nestled on a picturesque cul-de-sac in a sought after Weston neighborhood, this home sits on two beautifully landscaped, lightly wooded acres, offering exceptional privacy and a peaceful setting. Freshly painted throughout and featuring gorgeous hardwood floors, the home is filled with timeless character and warmth. The main level offers an inviting living room and family room, each with its own fireplace, a formal dining room, a convenient first floor bedroom with a full bath, and a sun-filled sunroom overlooking the serene backyard. Upstairs, you'll find a spacious primary suite complete with a third fireplace, three additional generously sized bedrooms, a shared full bathroom, and an abundance of closet space throughout. The expansive unfinished basement offers endless possibilities, with the potential to create approximately 1,300 square feet of additional living space, and is already equipped with a CT Basement Systems drainage system. With its classic New England charm, beautiful natural surroundings, and desirable cul-de-sac location, this special property presents a rare opportunity to make a well-loved home your own.

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215845 MLS

This charming classic Colonial is ready to welcome its next chapter for the first time in over 50 years! Nestled on a picturesque cul-de-sac in a sought after Weston neighborhood, this home sits on two beautifully landscaped, lightly wooded acres, offering exceptional privacy and a peaceful setting. Freshly painted throughout and featuring gorgeous hardwood floors, the home is filled with timeless character and warmth. The main level offers an inviting living room and family room, each with its own fireplace, a formal dining room, a convenient first floor bedroom with a full bath, and a sun-filled sunroom overlooking the serene backyard. Upstairs, you'll find a spacious primary suite complete with a third fireplace, three additional generously sized bedrooms, a shared full bathroom, and an abundance of closet space throughout. The expansive unfinished basement offers endless possibilities, with the potential to create approximately 1,300 square feet of additional living space, and is already equipped with a CT Basement Systems drainage system. With its classic New England charm, beautiful natural surroundings, and desirable cul-de-sac location, this special property presents a rare opportunity to make a well-loved home your own.

6 Mountain View Dr, Weston

$10,500

Fully remodeled and ideally located within walking distance of the award-winning Weston school campus, this exceptional Lower Weston Colonial offers refined living in one of the town's most coveted neighborhoods. Thoughtfully expanded and redesigned with a spacious four-level floor plan, the home features six generously sized bedrooms and four beautifully appointed full baths, showcasing high-end finishes throughout. The designer kitchen is equipped with a Viking range, quartz countertops, and custom cabinetry, flowing effortlessly into bright, open living spaces centered around a striking double-sided fireplace. The luxurious primary suite serves as a private sanctuary, complete with a spa-inspired bath featuring an oversized double shower. Spacious secondary bedrooms, versatile living areas, and abundant natural light provide exceptional comfort and flexibility for today's lifestyle. Step outside to discover your own forest-like retreat. A composite deck overlooks the tranquil, private backyard, where mature trees create a peaceful setting for relaxing or entertaining. Gather around the custom stone fire pit, unwind beneath the pergola, or entertain your guests on the wrap-around deck. The finished lower level includes a spacious rec room, mudroom, and access to the attached two-car garage. Conveniently located minutes from town, Devil's Den Preserve, and approximately 12 minutes to downtown Westport.

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215978 MLS

Fully remodeled and ideally located within walking distance of the award-winning Weston school campus, this exceptional Lower Weston Colonial offers refined living in one of the town's most coveted neighborhoods. Thoughtfully expanded and redesigned with a spacious four-level floor plan, the home features six generously sized bedrooms and four beautifully appointed full baths, showcasing high-end finishes throughout. The designer kitchen is equipped with a Viking range, quartz countertops, and custom cabinetry, flowing effortlessly into bright, open living spaces centered around a striking double-sided fireplace. The luxurious primary suite serves as a private sanctuary, complete with a spa-inspired bath featuring an oversized double shower. Spacious secondary bedrooms, versatile living areas, and abundant natural light provide exceptional comfort and flexibility for today's lifestyle. Step outside to discover your own forest-like retreat. A composite deck overlooks the tranquil, private backyard, where mature trees create a peaceful setting for relaxing or entertaining. Gather around the custom stone fire pit, unwind beneath the pergola, or entertain your guests on the wrap-around deck. The finished lower level includes a spacious rec room, mudroom, and access to the attached two-car garage. Conveniently located minutes from town, Devil's Den Preserve, and approximately 12 minutes to downtown Westport.

143 Old Hyde Rd, Weston

$700,000

This is very special. $7,500 per month income! 3 Units! INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS - Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens, brand new oil tanks and heating systems separate to each unit.. This was in the past a two family configuration and still is. There is a separate large rentable office space with a full bath in the lower level, overlooking the river. Two separate units with separate front doors - with kitchens, living rooms, bedrooms, etc - in excellent shape. Freshly painted inside and outside. Could be very easily converted back to a single family home. The garage is unattached, a little separate from the house.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215266 MLS

This is very special. $7,500 per month income! 3 Units! INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS - Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens, brand new oil tanks and heating systems separate to each unit.. This was in the past a two family configuration and still is. There is a separate large rentable office space with a full bath in the lower level, overlooking the river. Two separate units with separate front doors - with kitchens, living rooms, bedrooms, etc - in excellent shape. Freshly painted inside and outside. Could be very easily converted back to a single family home. The garage is unattached, a little separate from the house.

274 Lyons Plain Rd, Weston

$3,000

Tucked away from the road, where privacy and tranquility take center stage, this charming 2-bedroom, 1.5-bath Cape Cod cottage feels like a little escape from the everyday. Brimming with charm and character, this inviting home offers the perfect blend of storybook appeal and modern-day comforts. Kitchen has all new appliances. A beautiful sun-filled sunroom wrapped in windows on three sides invites the outdoors in, creating a peaceful retreat for morning coffee, a favorite book, or simply watching the seasons unfold. Two nicely sized bedrooms, dining room, hallway laundry room and two baths complete this single living home. Thoughtful updates, including new kitchen appliances, split-system cooling, and a backup generator, bring everyday convenience and peace of mind to this charming country setting. Privately situated on a tranquil rear lot, yet conveniently located in the heart of Weston, this delightful cottage offers the rare opportunity to enjoy a quieter pace of life without sacrificing accessibility to the town's highly regarded schools and amenities. A little bit of magic, a whole lot of charm, and a place you'll love calling home.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213755 MLS

Tucked away from the road, where privacy and tranquility take center stage, this charming 2-bedroom, 1.5-bath Cape Cod cottage feels like a little escape from the everyday. Brimming with charm and character, this inviting home offers the perfect blend of storybook appeal and modern-day comforts. Kitchen has all new appliances. A beautiful sun-filled sunroom wrapped in windows on three sides invites the outdoors in, creating a peaceful retreat for morning coffee, a favorite book, or simply watching the seasons unfold. Two nicely sized bedrooms, dining room, hallway laundry room and two baths complete this single living home. Thoughtful updates, including new kitchen appliances, split-system cooling, and a backup generator, bring everyday convenience and peace of mind to this charming country setting. Privately situated on a tranquil rear lot, yet conveniently located in the heart of Weston, this delightful cottage offers the rare opportunity to enjoy a quieter pace of life without sacrificing accessibility to the town's highly regarded schools and amenities. A little bit of magic, a whole lot of charm, and a place you'll love calling home.

213 Georgetown Rd, Weston

$1,475,000

Welcome to 8 Glen Lane - a beautifully renovated home set on a peaceful cul-de-sac in coveted Lower Weston, offering exceptional lifestyle flexibility with plenty of room for family and friends. Ideally located just minutes from Weston's award-winning schools, Westport's vibrant Main Street, premier shopping, fine dining, and the NYC train, this home seamlessly blends suburban tranquility with commuter convenience. Inside, sun-filled living spaces unfold with an effortless flow. The main floor features a gracious living room and an inviting family room, both complete with fireplaces. The recently renovated kitchen and bathrooms showcase timeless design and modern functionality suited for today's lifestyle. The layout features 5 spacious bedrooms and 2 full baths on the second floor, plus an additional bedroom and bath on the main level. A flexible bonus room above the garage serves as an ideal media room, playroom, fitness studio, or private home office. Completing the property is a finished lower level and a generator transfer switch to easily keep the house powered during outages. Move-in ready and thoughtfully updated, this home offers the perfect balance of comfort, style, and location in one of Fairfield County's most desirable neighborhoods.

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24212759 MLS

Welcome to 8 Glen Lane - a beautifully renovated home set on a peaceful cul-de-sac in coveted Lower Weston, offering exceptional lifestyle flexibility with plenty of room for family and friends. Ideally located just minutes from Weston's award-winning schools, Westport's vibrant Main Street, premier shopping, fine dining, and the NYC train, this home seamlessly blends suburban tranquility with commuter convenience. Inside, sun-filled living spaces unfold with an effortless flow. The main floor features a gracious living room and an inviting family room, both complete with fireplaces. The recently renovated kitchen and bathrooms showcase timeless design and modern functionality suited for today's lifestyle. The layout features 5 spacious bedrooms and 2 full baths on the second floor, plus an additional bedroom and bath on the main level. A flexible bonus room above the garage serves as an ideal media room, playroom, fitness studio, or private home office. Completing the property is a finished lower level and a generator transfer switch to easily keep the house powered during outages. Move-in ready and thoughtfully updated, this home offers the perfect balance of comfort, style, and location in one of Fairfield County's most desirable neighborhoods.

8 Glen Ln, Weston

$6,000

Picture-perfect stone and shingle Cape set along a historic road in the heart of Lower Weston, offering timeless charm, character, and exceptional living spaces. The stunning newly renovated kitchen features honed marble countertops, a center island, breakfast bar, wood beams, and a seamless connection to a lovely sunroom-ideal as a playroom, sitting room, or home office. Warm hardwood floors, rich wood beams, and interior stone walls create an inviting ambiance throughout the family room and dining room. The generously sized living room features a welcoming wood-burning fireplace with stone surround and abundant built-ins. A newly created butler pantry/office adds incredible functionality with honed marble countertops, sink, wine cooler, and built-in desk. The main level includes two bedrooms and a shared full bath with tub/shower. Upstairs, the spacious ensuite primary suite offers a walk-in closet, additional closet space, and a beautifully renovated bath with double sinks, marble countertops, and Jacuzzi/shower combination. An additional bedroom and full bath complete the second floor. A detached two-car garage provides parking and excellent storage. The bluestone patio overlooks the private, picturesque backyard-an idyllic setting for relaxing and entertaining. New roof & new skylights installed 10/15.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212513 MLS

Picture-perfect stone and shingle Cape set along a historic road in the heart of Lower Weston, offering timeless charm, character, and exceptional living spaces. The stunning newly renovated kitchen features honed marble countertops, a center island, breakfast bar, wood beams, and a seamless connection to a lovely sunroom-ideal as a playroom, sitting room, or home office. Warm hardwood floors, rich wood beams, and interior stone walls create an inviting ambiance throughout the family room and dining room. The generously sized living room features a welcoming wood-burning fireplace with stone surround and abundant built-ins. A newly created butler pantry/office adds incredible functionality with honed marble countertops, sink, wine cooler, and built-in desk. The main level includes two bedrooms and a shared full bath with tub/shower. Upstairs, the spacious ensuite primary suite offers a walk-in closet, additional closet space, and a beautifully renovated bath with double sinks, marble countertops, and Jacuzzi/shower combination. An additional bedroom and full bath complete the second floor. A detached two-car garage provides parking and excellent storage. The bluestone patio overlooks the private, picturesque backyard-an idyllic setting for relaxing and entertaining. New roof & new skylights installed 10/15.

24 Cartbridge Rd, Weston

$11,500

Ideally located lower Weston Colonial set back from the road with privacy and panoramic views. Recently updated with light filled living spaces and spaciously proportioned open plan rooms. Wonderful entertaining home with gourmet kitchen with stainless appliances and quartz countertops opening up to the generous yet comfortable family room with stunning elevated views over the property. The home offers 4 bedrooms and large bonus room, 3 full baths including a luxurious spa worthy primary bathroom with soaking tub, double vanity and oversized shower. The bonus room offers many options and convenience for a fabulous home office, gym, games room or au pair / in-law suite with separate entrance and full bathroom. Set on 2.33 picturesque acres, enjoy the tranquility of a park-like private backyard with stone walls, terraced patios, deck and porch in a truly sought-after, convenient location. Comfort of the country with the convenience of many amenities: Parks, hiking, golf, restaurants, shops, top rated schools and the Merritt just moments away. Welcome home to your personal retreat!

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211600 MLS

Ideally located lower Weston Colonial set back from the road with privacy and panoramic views. Recently updated with light filled living spaces and spaciously proportioned open plan rooms. Wonderful entertaining home with gourmet kitchen with stainless appliances and quartz countertops opening up to the generous yet comfortable family room with stunning elevated views over the property. The home offers 4 bedrooms and large bonus room, 3 full baths including a luxurious spa worthy primary bathroom with soaking tub, double vanity and oversized shower. The bonus room offers many options and convenience for a fabulous home office, gym, games room or au pair / in-law suite with separate entrance and full bathroom. Set on 2.33 picturesque acres, enjoy the tranquility of a park-like private backyard with stone walls, terraced patios, deck and porch in a truly sought-after, convenient location. Comfort of the country with the convenience of many amenities: Parks, hiking, golf, restaurants, shops, top rated schools and the Merritt just moments away. Welcome home to your personal retreat!

140 Good Hill Rd, Weston

$710,000

Built on a private road this 1953 home on 2+ acres of land has a sloped frontyard and has an almost flat large backyard that is accessed by walk out doors from the finished basement segment of the full basement. The other, larger, section of the basement has the potential of further development. Since this is a private road it should be noted that the property extends up the hill on the other side of the road. Solid wood flooring runs throughout the majority of the main floor. Both fireplaces in the house are in working order, one in the living room and one in the finished section of the basement. This property is located 0.4 miles from the Trout Brook Valley Preserve (1009 acres), with its biking and hiking trails etc. Bisceglie-Scribner Park is 4.7 miles away, with its fitness trails, man made swimming pond, playground, and baseball fields. The Weston Historical & Cultural Center is 4 miles away. Known for an outstanding school system, the Weston School Complex is only 5 miles away. Major shopping areas such as Fairfiled/Black Rock (8 miles) and Westport (8 miles) are less that 15 minutes away. Add 5 minutes and you are at the beaches of Sherwood Island State Park and/or Compo Beach in Westport.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211308 MLS

Built on a private road this 1953 home on 2+ acres of land has a sloped frontyard and has an almost flat large backyard that is accessed by walk out doors from the finished basement segment of the full basement. The other, larger, section of the basement has the potential of further development. Since this is a private road it should be noted that the property extends up the hill on the other side of the road. Solid wood flooring runs throughout the majority of the main floor. Both fireplaces in the house are in working order, one in the living room and one in the finished section of the basement. This property is located 0.4 miles from the Trout Brook Valley Preserve (1009 acres), with its biking and hiking trails etc. Bisceglie-Scribner Park is 4.7 miles away, with its fitness trails, man made swimming pond, playground, and baseball fields. The Weston Historical & Cultural Center is 4 miles away. Known for an outstanding school system, the Weston School Complex is only 5 miles away. Major shopping areas such as Fairfiled/Black Rock (8 miles) and Westport (8 miles) are less that 15 minutes away. Add 5 minutes and you are at the beaches of Sherwood Island State Park and/or Compo Beach in Westport.

3 Trout Brook Ln, Weston

$2,250,000

Gorgeous & Beautifully Renovated Riverfront Retreat along the western banks of the Saugatuck River bordering nearly 1,800 acres of protected nature at Devil's Den Preserve. This Craftsman-style home offers refined living, privacy & immersion in nature. Surrounded by a wildlife sanctuary, the property is a haven for cranes, hummingbirds, an occasional bald eagle & an abundance of native bird species creates a peaceful setting that feels worlds away while remaining close to everything. Renovated with attention to detail, the home blends Craftsman character with sophisticated modern amenities. Expansive windows bring the landscape indoors with tranquil views. A two-sided fireplace provides a dramatic focal point seen from both the living room & kitchen. One of the most distinctive spaces is the Family Room, affectionately known as the "Tree House". Perched among the treetops, this special retreat offers a spectacular view, a peaceful place to read, gather & enjoy each season from above the canopy. A wrap-around deck, heated Gunite pool, hot tub & firepit create spaces for entertaining & enjoying the natural beauty of the property. Updates include Hardie Board Siding, Anderson Windows, Radiant Heated Floors, New Boiler 2018, New Indirect Water Heater 2023, Updated Gunite Pool & Patio 2025, Leaded Copper Standing-Seam Roof, Whole Home Heavy Duty Generator, Exterior EV/RV Charging Station & more! Pls note flood insurance was NOT required due to home's high elevation.

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24208616 MLS

Gorgeous & Beautifully Renovated Riverfront Retreat along the western banks of the Saugatuck River bordering nearly 1,800 acres of protected nature at Devil's Den Preserve. This Craftsman-style home offers refined living, privacy & immersion in nature. Surrounded by a wildlife sanctuary, the property is a haven for cranes, hummingbirds, an occasional bald eagle & an abundance of native bird species creates a peaceful setting that feels worlds away while remaining close to everything. Renovated with attention to detail, the home blends Craftsman character with sophisticated modern amenities. Expansive windows bring the landscape indoors with tranquil views. A two-sided fireplace provides a dramatic focal point seen from both the living room & kitchen. One of the most distinctive spaces is the Family Room, affectionately known as the "Tree House". Perched among the treetops, this special retreat offers a spectacular view, a peaceful place to read, gather & enjoy each season from above the canopy. A wrap-around deck, heated Gunite pool, hot tub & firepit create spaces for entertaining & enjoying the natural beauty of the property. Updates include Hardie Board Siding, Anderson Windows, Radiant Heated Floors, New Boiler 2018, New Indirect Water Heater 2023, Updated Gunite Pool & Patio 2025, Leaded Copper Standing-Seam Roof, Whole Home Heavy Duty Generator, Exterior EV/RV Charging Station & more! Pls note flood insurance was NOT required due to home's high elevation.

26 Pent Rd, Weston

$1,495,000

Welcome to 11 Soundview Farm, a stunning contemporary residence offering a serene and private escape in one of Weston's most coveted cul de sac neighborhoods. Featuring approximately 4,500+ square feet of thoughtfully designed living space, this 5-bedroom, 4.5-bath home perfectly balances architectural flair with everyday comfort. Enjoy sun-drenched principal rooms with hardwood flooring throughout, soaring ceilings, and an effortless flow for both intimate living and grand entertaining. Delight in the comfort provided by three wood burning fireplaces and the expansive maintainance free composite exterior decking...New Roof installed 2025...Nestled on a peaceful, scenic lot surrounded by mature trees, this property delivers the ultimate Connecticut lifestyle while remaining just minutes from top-rated schools, local parks, and commuting routes. Your private sanctuary awaits!

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24209506 MLS

Welcome to 11 Soundview Farm, a stunning contemporary residence offering a serene and private escape in one of Weston's most coveted cul de sac neighborhoods. Featuring approximately 4,500+ square feet of thoughtfully designed living space, this 5-bedroom, 4.5-bath home perfectly balances architectural flair with everyday comfort. Enjoy sun-drenched principal rooms with hardwood flooring throughout, soaring ceilings, and an effortless flow for both intimate living and grand entertaining. Delight in the comfort provided by three wood burning fireplaces and the expansive maintainance free composite exterior decking...New Roof installed 2025...Nestled on a peaceful, scenic lot surrounded by mature trees, this property delivers the ultimate Connecticut lifestyle while remaining just minutes from top-rated schools, local parks, and commuting routes. Your private sanctuary awaits!

11 Soundview Farm, Weston

$2,600,000

Nestled on two private acres and bordered by more than 1,700 acres of protected nature preserve, this newly constructed estate in Weston delivers an uncommon blend of privacy and craftsmanship. Five generously proportioned bedrooms, each with its own en suite bath, offer refined comfort for family and guests alike, while a three car garage with soaring ceiling height stands ready for a car lift, a rare luxury for the discerning collector. At the heart of the home, a fully custom chef's kitchen commands attention with sleek quartz countertops and a professional grade suite of Wolf and Sub-Zero appliances, framed by rich white oak flooring that flows seamlessly throughout. Thoughtfully placed built in track lighting accentuates the home's clean, architectural lines at every turn. Descend to the lower level and discover a dedicated home theater, an indulgent retreat built purely for cinematic escape. Just minutes from Branchville Train Station, this address offers effortless access to Manhattan without ever compromising the tranquility of its wooded, preserve backed setting. Offered at $2,600,000, this is new construction elevated: opulent in detail, exacting in craftsmanship, and ready to welcome its first owner.

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24208892 MLS

Nestled on two private acres and bordered by more than 1,700 acres of protected nature preserve, this newly constructed estate in Weston delivers an uncommon blend of privacy and craftsmanship. Five generously proportioned bedrooms, each with its own en suite bath, offer refined comfort for family and guests alike, while a three car garage with soaring ceiling height stands ready for a car lift, a rare luxury for the discerning collector. At the heart of the home, a fully custom chef's kitchen commands attention with sleek quartz countertops and a professional grade suite of Wolf and Sub-Zero appliances, framed by rich white oak flooring that flows seamlessly throughout. Thoughtfully placed built in track lighting accentuates the home's clean, architectural lines at every turn. Descend to the lower level and discover a dedicated home theater, an indulgent retreat built purely for cinematic escape. Just minutes from Branchville Train Station, this address offers effortless access to Manhattan without ever compromising the tranquility of its wooded, preserve backed setting. Offered at $2,600,000, this is new construction elevated: opulent in detail, exacting in craftsmanship, and ready to welcome its first owner.

108 Old Farm Rd, Weston

$1,850,000

*THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 9/28/26* Set on a premier cul-de-sac across from the beautiful grounds of the prestigious Aspetuck Valley Country Club, this gorgeous all-brick Colonial makes a spectacular first impression. A new circular driveway through the landscaped 2 acres leads to this architecturally distinctive custom home. Varied roof lines, bay windows, copper accents, distinctive chimneys & established landscaping set the tone for this refined home. Double doors lead to the sun-filled foyer w/floating staircase, powder rm & walk-in coat clst. Many rms feat. soaring cathedral-height ceilings, incl the LR & fam rm, each w/ fpl & oversized windows. DR w/tray ceil. Updated EIK w/fresh white cabinetry & new appls incl dbl ovens has a breakfast area w/bay window & garden views, plus a mudroom leading to the 3-car garage. The exquisite library/office has a cathedral ceil, 3rd fpl, cstm built-ins & bay window. 5 BR (4 per town) beginning with a main level guest/in-law/staff/den w/adjacent full bath. Upstairs, an open & gracious landing leads to lrg BRs. The primary suite is a stunning space with king-size BR, sitting nook, glorious windows, a lrg marble bath, walk-in clst & two extra storage spaces. The finished lower level w/high ceilings has a rec/play room/gym area, wet/snack bar, full bath and massive storage rooms or space for additional future finishing. The stone terrace leads out to level lawns and enchanting gardens.

5 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24197426 MLS

*THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 9/28/26* Set on a premier cul-de-sac across from the beautiful grounds of the prestigious Aspetuck Valley Country Club, this gorgeous all-brick Colonial makes a spectacular first impression. A new circular driveway through the landscaped 2 acres leads to this architecturally distinctive custom home. Varied roof lines, bay windows, copper accents, distinctive chimneys & established landscaping set the tone for this refined home. Double doors lead to the sun-filled foyer w/floating staircase, powder rm & walk-in coat clst. Many rms feat. soaring cathedral-height ceilings, incl the LR & fam rm, each w/ fpl & oversized windows. DR w/tray ceil. Updated EIK w/fresh white cabinetry & new appls incl dbl ovens has a breakfast area w/bay window & garden views, plus a mudroom leading to the 3-car garage. The exquisite library/office has a cathedral ceil, 3rd fpl, cstm built-ins & bay window. 5 BR (4 per town) beginning with a main level guest/in-law/staff/den w/adjacent full bath. Upstairs, an open & gracious landing leads to lrg BRs. The primary suite is a stunning space with king-size BR, sitting nook, glorious windows, a lrg marble bath, walk-in clst & two extra storage spaces. The finished lower level w/high ceilings has a rec/play room/gym area, wet/snack bar, full bath and massive storage rooms or space for additional future finishing. The stone terrace leads out to level lawns and enchanting gardens.

10 Weddington Ln, Weston

$1,299,900

Stunning, modern renovation on this spacious home ideally situated steps to the Westport/Weston line in a very convenient lower Weston location. The open-concept interior features soaring vaulted ceilings, generously sized rooms, a fireplace, modern glass railings, and walls of windows that fill the home with natural light. The brand new modern kitchen is designed to impress with new modern cabinetry, a large center island, and premium Thermador appliances. Newly installed hardwood floors, LED recessed lighting, fresh interior and exterior paint, new trim and new interior doors add to the stylish transformation. The main level also offers four bedrooms, including a spacious primary suite with a stunning remodeled bath featuring a double vanity, oversized shower stall and soaking tub. An additional renovated full bath and convenient main level laundry complete this floor. The expansive finished walk-out lower level provides exceptional additional living space or a perfect potential in-law/au pair. Featuring a family room with a fireplace, fifth bedroom, another remodeled full bath, large recreation room and versatile bonus room. Corner lot with large private yard and grounds. Additional improvements include a new HVAC system, Navien hot-water heater, new modern glass garage doors and front door, new Trex decking and a roof completed in 2025. Gas heat, gas hot water and city water for added convenience. Septic redone in 2009. Nothing to do but move in and enjoy.

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207576 MLS

Stunning, modern renovation on this spacious home ideally situated steps to the Westport/Weston line in a very convenient lower Weston location. The open-concept interior features soaring vaulted ceilings, generously sized rooms, a fireplace, modern glass railings, and walls of windows that fill the home with natural light. The brand new modern kitchen is designed to impress with new modern cabinetry, a large center island, and premium Thermador appliances. Newly installed hardwood floors, LED recessed lighting, fresh interior and exterior paint, new trim and new interior doors add to the stylish transformation. The main level also offers four bedrooms, including a spacious primary suite with a stunning remodeled bath featuring a double vanity, oversized shower stall and soaking tub. An additional renovated full bath and convenient main level laundry complete this floor. The expansive finished walk-out lower level provides exceptional additional living space or a perfect potential in-law/au pair. Featuring a family room with a fireplace, fifth bedroom, another remodeled full bath, large recreation room and versatile bonus room. Corner lot with large private yard and grounds. Additional improvements include a new HVAC system, Navien hot-water heater, new modern glass garage doors and front door, new Trex decking and a roof completed in 2025. Gas heat, gas hot water and city water for added convenience. Septic redone in 2009. Nothing to do but move in and enjoy.

1 Greenlea Ln, Weston

$2,000,000

WOW! Gorgeous MID CENTURY MODERN nestled on over 300 feet of direct Saugatuck river frontage! Enter to sweeping views of the leafy bucolic scenes of nature through the walls of glass on both levels. Light and bright white kitchen opens to lovely deck for effortless entertaining. The inviting living room has a stunning floor to ceiling fireplace for cozy fall evenings. The primary bedroom suite is complete with a spa like bathroom, walk in closet, laundry and convenient office --ALL with RIVER VIEWS. The lower level is a comfortable relaxing family room, two bedrooms and full bath with direct access to the slate patio--with RIVER VIEWS. Thru a separate entrance in the back there is a newly finished sauna and shower. The cottage has endless possibilities...home office, work out space, separate lounge area...AND of course has gorgeous RIVER VIEWS!!! Pool permit has been approved; renderings attached just steps from the new sauna/shower. A pool would be a great addition 46 Valley Forge, a stunning riverfront retreat! BACK ON MARKET NO FAULT OF HOUSE; Buyer divorce complications.

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24200625 MLS

WOW! Gorgeous MID CENTURY MODERN nestled on over 300 feet of direct Saugatuck river frontage! Enter to sweeping views of the leafy bucolic scenes of nature through the walls of glass on both levels. Light and bright white kitchen opens to lovely deck for effortless entertaining. The inviting living room has a stunning floor to ceiling fireplace for cozy fall evenings. The primary bedroom suite is complete with a spa like bathroom, walk in closet, laundry and convenient office --ALL with RIVER VIEWS. The lower level is a comfortable relaxing family room, two bedrooms and full bath with direct access to the slate patio--with RIVER VIEWS. Thru a separate entrance in the back there is a newly finished sauna and shower. The cottage has endless possibilities...home office, work out space, separate lounge area...AND of course has gorgeous RIVER VIEWS!!! Pool permit has been approved; renderings attached just steps from the new sauna/shower. A pool would be a great addition 46 Valley Forge, a stunning riverfront retreat! BACK ON MARKET NO FAULT OF HOUSE; Buyer divorce complications.

46 Valley Forge Rd, Weston

$2,999,000

Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday enjoyment. Step outside to your own private resort, featuring a gunite heated swimming pool, jacuzzi, expansive stone patio, outdoor shower and beautifully appointed outdoor entertainment area with a fully equipped outdoor kitchen. Surrounded by mature landscaping and tranquil natural beauty, the outdoor spaces create the perfect setting for al fresco dining, summer gatherings, or quiet evenings under the stars. The residence offers 5 bedrooms, 5 full bathrooms, and 3 half bathrooms, along with an impressive array of thoughtfully designed spaces, including a billiard room, wine cellar, exercise room, recreation room, office, sunroom and family room. An additional attic level offers a finished room and versatile bonus space, providing even more room for guests, hobbies, or personal use. Every detail reflects a commitment to comfort, entertaining, and refined living. A 3-car garage adds convenience and ample space for vehicles and storage. From the grand approach and peaceful cul-de-sac setting to the exceptional amenities and expansive indoor-outdoor living spaces.

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24206702 MLS

Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday enjoyment. Step outside to your own private resort, featuring a gunite heated swimming pool, jacuzzi, expansive stone patio, outdoor shower and beautifully appointed outdoor entertainment area with a fully equipped outdoor kitchen. Surrounded by mature landscaping and tranquil natural beauty, the outdoor spaces create the perfect setting for al fresco dining, summer gatherings, or quiet evenings under the stars. The residence offers 5 bedrooms, 5 full bathrooms, and 3 half bathrooms, along with an impressive array of thoughtfully designed spaces, including a billiard room, wine cellar, exercise room, recreation room, office, sunroom and family room. An additional attic level offers a finished room and versatile bonus space, providing even more room for guests, hobbies, or personal use. Every detail reflects a commitment to comfort, entertaining, and refined living. A 3-car garage adds convenience and ample space for vehicles and storage. From the grand approach and peaceful cul-de-sac setting to the exceptional amenities and expansive indoor-outdoor living spaces.

32 Bernhard Dr, Weston

$959,000

Welcome to Hills End Lane, an exclusive enclave of distinguished estates just minutes from Weston's charming town center. This exceptional 2.53-acre property presents a rare opportunity to create a custom residence in one of Weston's most desirable settings. The level, lightly wooded site offers privacy and natural beauty, with 50 feet of road frontage and approximately 0.9 acres of protected wetlands and watercourses. The property is septic-approved, meets town setback requirements, and has received Inland Wetlands Commission approval. A proposed pool site further enhances the property's design possibilities. Underground gas, electric, and cable are available at the street. Renowned for its exceptional schools, scenic trails, and convenient access to Westport and the Merritt Parkway, Hills End Lane offers an extraordinary setting to bring a distinctive vision to life. Agent is Owner.

ACTIVE Status ⋅ 24205345 MLS

Welcome to Hills End Lane, an exclusive enclave of distinguished estates just minutes from Weston's charming town center. This exceptional 2.53-acre property presents a rare opportunity to create a custom residence in one of Weston's most desirable settings. The level, lightly wooded site offers privacy and natural beauty, with 50 feet of road frontage and approximately 0.9 acres of protected wetlands and watercourses. The property is septic-approved, meets town setback requirements, and has received Inland Wetlands Commission approval. A proposed pool site further enhances the property's design possibilities. Underground gas, electric, and cable are available at the street. Renowned for its exceptional schools, scenic trails, and convenient access to Westport and the Merritt Parkway, Hills End Lane offers an extraordinary setting to bring a distinctive vision to life. Agent is Owner.

10 Hills End Ln, Weston

$649,900

Welcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parcel in desirable Weston. Offering approximately 1,515 square feet of living space, this 3-bedroom, 2-full-bath residence features a comfortable layout with two fireplaces, central air. A standout feature is the expansive wrap-around deck, offering a wonderful outdoor setting for entertaining, relaxing, and enjoying the surrounding natural landscape. Mature trees and the generous 2-acre lot provide a sense of privacy and tranquility while maintaining convenient access to area schools, shopping, dining, parks, and commuter routes. A great opportunity to bring your vision to this well-located Weston property and create a home tailored to your lifestyle. Some images attached are virtually rendered.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205703 MLS

Welcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parcel in desirable Weston. Offering approximately 1,515 square feet of living space, this 3-bedroom, 2-full-bath residence features a comfortable layout with two fireplaces, central air. A standout feature is the expansive wrap-around deck, offering a wonderful outdoor setting for entertaining, relaxing, and enjoying the surrounding natural landscape. Mature trees and the generous 2-acre lot provide a sense of privacy and tranquility while maintaining convenient access to area schools, shopping, dining, parks, and commuter routes. A great opportunity to bring your vision to this well-located Weston property and create a home tailored to your lifestyle. Some images attached are virtually rendered.

38 Ravenwood Dr, Weston

$2,095,000

Sensational home! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace & sun solarium overlooking beautiful pool & grounds. The light & bright dining room w/ sliders to a private deck also flows into the spectacular kitchen. Your friends & family will love being entertained in this fabulous space w/ huge center island w/ five burner cook top & 2 sinks, 6 burner Viking range as well as two additional wall ovens (one w/ a pizza stone), 2 dishwashers, huge side by side Subzero, walk-in pantry, fireplace, built-ins & eat-in dining area leading to multi-tiered decking & heated in ground pool and pavilion. The main level of the home also includes lovely guest quarters w/ensuite bath & large closet. The light filled sunken Primary bedroom has fireplace, walls of glass for viewing spectacular sunrises, dual walk in closets & large bath w/spa tub & walk-in shower. The 2nd floor offers 2 bedrooms w/ bath & a bonus room (playroom, music room etc).The full walkout lower level boasts pool cabana, media room,full bath, office, workout space, large cedar closet & flexible spaces for 5th BR. All of this & so much more just minutes to Weston school campus & town center!

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24202562 MLS

Sensational home! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace & sun solarium overlooking beautiful pool & grounds. The light & bright dining room w/ sliders to a private deck also flows into the spectacular kitchen. Your friends & family will love being entertained in this fabulous space w/ huge center island w/ five burner cook top & 2 sinks, 6 burner Viking range as well as two additional wall ovens (one w/ a pizza stone), 2 dishwashers, huge side by side Subzero, walk-in pantry, fireplace, built-ins & eat-in dining area leading to multi-tiered decking & heated in ground pool and pavilion. The main level of the home also includes lovely guest quarters w/ensuite bath & large closet. The light filled sunken Primary bedroom has fireplace, walls of glass for viewing spectacular sunrises, dual walk in closets & large bath w/spa tub & walk-in shower. The 2nd floor offers 2 bedrooms w/ bath & a bonus room (playroom, music room etc).The full walkout lower level boasts pool cabana, media room,full bath, office, workout space, large cedar closet & flexible spaces for 5th BR. All of this & so much more just minutes to Weston school campus & town center!

36 Old Orchard Dr, Weston

$20,000

This exceptional custom shingle-style home offers an impressive combination of privacy, space and sophisticated indoor-outdoor living. A gracious wraparound porch welcomes you to the home, surrounded by gorgeous grounds and mature landscaping. The heart of the home is the expansive kitchen and family room, where walls of windows overlook the private backyard, spacious terrace, hot tub + outdoor fireplace. The dramatic family room features a vaulted ceiling, striking stone fireplace and sliders opening directly to the terrace. The generously sized gourmet kitchen is designed for both everyday living and entertaining, with an oversized center island + a wood-burning fireplace. The main living spaces flow seamlessly together, creating a warm and inviting setting for gatherings large and small. A mudroom/laundry room + attached 3-car garage complete the main level. Upstairs are 4 spacious ensuite bedrooms. The primary suite offers a private retreat with a generous bedroom and well-appointed ensuite bath. The finished lower level provides exceptional additional living space with 9-foot ceilings, a large play/recreation room, separate bonus/gym area + features a second lower-level garage with room for up to 3 additional cars-ideal for the car enthusiast or anyone seeking exceptional storage space. Residents enjoy beach rights to Westport's Compo Beach, Ideally located just 2 miles from Weston schools and town center. Enjoy Weston living at its best.

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24206046 MLS

This exceptional custom shingle-style home offers an impressive combination of privacy, space and sophisticated indoor-outdoor living. A gracious wraparound porch welcomes you to the home, surrounded by gorgeous grounds and mature landscaping. The heart of the home is the expansive kitchen and family room, where walls of windows overlook the private backyard, spacious terrace, hot tub + outdoor fireplace. The dramatic family room features a vaulted ceiling, striking stone fireplace and sliders opening directly to the terrace. The generously sized gourmet kitchen is designed for both everyday living and entertaining, with an oversized center island + a wood-burning fireplace. The main living spaces flow seamlessly together, creating a warm and inviting setting for gatherings large and small. A mudroom/laundry room + attached 3-car garage complete the main level. Upstairs are 4 spacious ensuite bedrooms. The primary suite offers a private retreat with a generous bedroom and well-appointed ensuite bath. The finished lower level provides exceptional additional living space with 9-foot ceilings, a large play/recreation room, separate bonus/gym area + features a second lower-level garage with room for up to 3 additional cars-ideal for the car enthusiast or anyone seeking exceptional storage space. Residents enjoy beach rights to Westport's Compo Beach, Ideally located just 2 miles from Weston schools and town center. Enjoy Weston living at its best.

25 Alwyn Ln, Weston

$1,695,000

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston 5/6 bedroom contemporary OFFERS OVER 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining, the open, airy floor plan features two fireplaces and multiple decks for relaxing and enjoying the surrounding landscape. The renovated kitchen offers brand-new appliances, generous workspace and an easy connection to the living and dining areas. The main-level primary suite provides the ease of one-floor living, while additional bedrooms offer plenty of room for family and guests. A private space above the garage is ideal as an au pair suite, guest quarters or home office. The finished lower level adds even more flexibility with space for a possible 6th BR, recreation/media room, fitness area and kitchenette. Numerous decks overlook the beautiful private yard. Just minutes from charming Weston Center and Weston's top-rated schools, residents also enjoy beach rights at Westport's Compo Beach. A rare combination of space, style, privacy and convenience. Enjoy the best of Weston living-peaceful surroundings, award-winning schools (bus stop at end of driveway!), a welcoming town center and easy access to Westport's shopping, dining, train and beaches.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205738 MLS

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston 5/6 bedroom contemporary OFFERS OVER 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining, the open, airy floor plan features two fireplaces and multiple decks for relaxing and enjoying the surrounding landscape. The renovated kitchen offers brand-new appliances, generous workspace and an easy connection to the living and dining areas. The main-level primary suite provides the ease of one-floor living, while additional bedrooms offer plenty of room for family and guests. A private space above the garage is ideal as an au pair suite, guest quarters or home office. The finished lower level adds even more flexibility with space for a possible 6th BR, recreation/media room, fitness area and kitchenette. Numerous decks overlook the beautiful private yard. Just minutes from charming Weston Center and Weston's top-rated schools, residents also enjoy beach rights at Westport's Compo Beach. A rare combination of space, style, privacy and convenience. Enjoy the best of Weston living-peaceful surroundings, award-winning schools (bus stop at end of driveway!), a welcoming town center and easy access to Westport's shopping, dining, train and beaches.

158 Steep Hill Rd, Weston

$1,550,000

Fully remodeled and ideally located within walking distance of the award-winning Weston school campus, this exceptional Lower Weston Colonial offers refined living in one of the town's most coveted neighborhoods. Thoughtfully expanded and redesigned with a spacious four-level floor plan, the home features six generously sized bedrooms and four beautifully appointed full baths, showcasing high-end finishes throughout. The designer kitchen is equipped with a Viking range, quartz countertops, and custom cabinetry, flowing effortlessly into bright, open living spaces centered around a striking double-sided fireplace. The luxurious primary suite serves as a private sanctuary, complete with a spa-inspired bath featuring an oversized double shower. Spacious secondary bedrooms, versatile living areas, and abundant natural light provide exceptional comfort and flexibility for today's lifestyle. Step outside to discover your own forest-like retreat. A composite deck overlooks the tranquil, private backyard, where mature trees create a peaceful setting for relaxing or entertaining. Gather around the custom stone fire pit, unwind beneath the pergola, or entertain your guests on the wrap-around deck. The finished lower level includes a spacious rec room, mudroom, and access to the attached two-car garage. Conveniently located minutes from town, Devil's Den Preserve, and approximately 12 minutes to downtown Westport.

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192647 MLS

Fully remodeled and ideally located within walking distance of the award-winning Weston school campus, this exceptional Lower Weston Colonial offers refined living in one of the town's most coveted neighborhoods. Thoughtfully expanded and redesigned with a spacious four-level floor plan, the home features six generously sized bedrooms and four beautifully appointed full baths, showcasing high-end finishes throughout. The designer kitchen is equipped with a Viking range, quartz countertops, and custom cabinetry, flowing effortlessly into bright, open living spaces centered around a striking double-sided fireplace. The luxurious primary suite serves as a private sanctuary, complete with a spa-inspired bath featuring an oversized double shower. Spacious secondary bedrooms, versatile living areas, and abundant natural light provide exceptional comfort and flexibility for today's lifestyle. Step outside to discover your own forest-like retreat. A composite deck overlooks the tranquil, private backyard, where mature trees create a peaceful setting for relaxing or entertaining. Gather around the custom stone fire pit, unwind beneath the pergola, or entertain your guests on the wrap-around deck. The finished lower level includes a spacious rec room, mudroom, and access to the attached two-car garage. Conveniently located minutes from town, Devil's Den Preserve, and approximately 12 minutes to downtown Westport.

143 Old Hyde Rd, Weston

$564,900

Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and Devil's Den Nature Preserve, the property is ready for its next owner's vision. Thoughtful updates could transform the existing home into a beautiful retreat, while the generous lot may offer exciting possibilities for expansion, including a potential second story addition or new construction, subject to town approvals. Surrounded by impressive neighboring homes, the possibilities here are substantial. Whether you're looking to renovate, expand, build new, or simply create your dream home while enjoying convenient single level living, this Weston property offers a rare combination of location, privacy, land, and potential. One of the parties to the LLC has an active real estate license.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205265 MLS

Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and Devil's Den Nature Preserve, the property is ready for its next owner's vision. Thoughtful updates could transform the existing home into a beautiful retreat, while the generous lot may offer exciting possibilities for expansion, including a potential second story addition or new construction, subject to town approvals. Surrounded by impressive neighboring homes, the possibilities here are substantial. Whether you're looking to renovate, expand, build new, or simply create your dream home while enjoying convenient single level living, this Weston property offers a rare combination of location, privacy, land, and potential. One of the parties to the LLC has an active real estate license.

261 Newtown Tpke, Weston

$2,895,000

Perfectly positioned on 2.25-acres on a private lane, this extraordinary new home, expertly crafted by Thomas Sturges Construction, offers modern luxury that embraces its natural environment. From the moment you step inside, the cohesive design & meticulous attention to detail are evident, creating an atmosphere that is as sophisticated as it is welcoming. Whether you're hosting a large-scale gathering or enjoying a quiet evening, the intuitive, effortless flow feels perfectly proportioned. Every inch reflects a commitment to quality, featuring premium finishes & a palette that feels both timeless & fresh. The culinary center of the home is a showpiece, anchored by elegant Taj Mahal quartzite countertops, Thermador appliances, a stunning center island & a spacious walk-in pantry. Each of the 5 generously sized bedrooms is thoughtfully designed as a private sanctuary with its own dedicated en-suite bath. The primary suite is a true standout, offering a spa-like experience with dual walk-in closets & a sense of calm that mirrors the property's serene surroundings. Outside, a covered patio overlooks the expansive, flat backyard - an ideal backdrop for al fresco dining or peaceful relaxation. All this just minutes from Weston's top-rated schools, the town center, the Merritt Parkway & neighboring Westport, offering the perfect blend of seclusion & convenience.

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24198358 MLS

Perfectly positioned on 2.25-acres on a private lane, this extraordinary new home, expertly crafted by Thomas Sturges Construction, offers modern luxury that embraces its natural environment. From the moment you step inside, the cohesive design & meticulous attention to detail are evident, creating an atmosphere that is as sophisticated as it is welcoming. Whether you're hosting a large-scale gathering or enjoying a quiet evening, the intuitive, effortless flow feels perfectly proportioned. Every inch reflects a commitment to quality, featuring premium finishes & a palette that feels both timeless & fresh. The culinary center of the home is a showpiece, anchored by elegant Taj Mahal quartzite countertops, Thermador appliances, a stunning center island & a spacious walk-in pantry. Each of the 5 generously sized bedrooms is thoughtfully designed as a private sanctuary with its own dedicated en-suite bath. The primary suite is a true standout, offering a spa-like experience with dual walk-in closets & a sense of calm that mirrors the property's serene surroundings. Outside, a covered patio overlooks the expansive, flat backyard - an ideal backdrop for al fresco dining or peaceful relaxation. All this just minutes from Weston's top-rated schools, the town center, the Merritt Parkway & neighboring Westport, offering the perfect blend of seclusion & convenience.

16 Katydid Ln, Weston

$1,899,000

Refreshed and gorgeous, 30 Soundview Farm Road is a timeless Nantucket-style colonial in one of Weston's most desirable locations. Designed by renowned Fairfield County architect Michael Greenberg, this home blends classic elegance with a layout made for today's lifestyle. Flooded with natural light, brand-new light hardwood floors lend an air of coastal Connecticut, all tucked away on a private cul-de-sac. The grand entry is flanked by a formal dining room and living room, both perfect for holiday entertaining. The bright, airy kitchen features a breakfast bar, large dining area, and abundant counter space and storage. It opens to a family room anchored by a wood-burning fireplace encased in natural stone, plus a stylish wet bar with brand-new appliances. A cozy den or guest room with a private bath completes the first floor. Upstairs, the primary suite is a true retreat with high ceilings, two walk-in closets, a luxurious en-suite bath, and a balcony overlooking the grounds, plus an adjoining room perfect for a home office or sitting area. Three additional en-suite bedrooms offer comfort and privacy for the whole family. The partially finished lower level adds versatility as a gym and recreation space. Set on beautifully landscaped grounds bordering Aspetuck Country Club, 30 Soundview Farm Road offers privacy, timeless design, and unmatched lifestyle in one of Weston's most sought-after neighborhoods.

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24204750 MLS

Refreshed and gorgeous, 30 Soundview Farm Road is a timeless Nantucket-style colonial in one of Weston's most desirable locations. Designed by renowned Fairfield County architect Michael Greenberg, this home blends classic elegance with a layout made for today's lifestyle. Flooded with natural light, brand-new light hardwood floors lend an air of coastal Connecticut, all tucked away on a private cul-de-sac. The grand entry is flanked by a formal dining room and living room, both perfect for holiday entertaining. The bright, airy kitchen features a breakfast bar, large dining area, and abundant counter space and storage. It opens to a family room anchored by a wood-burning fireplace encased in natural stone, plus a stylish wet bar with brand-new appliances. A cozy den or guest room with a private bath completes the first floor. Upstairs, the primary suite is a true retreat with high ceilings, two walk-in closets, a luxurious en-suite bath, and a balcony overlooking the grounds, plus an adjoining room perfect for a home office or sitting area. Three additional en-suite bedrooms offer comfort and privacy for the whole family. The partially finished lower level adds versatility as a gym and recreation space. Set on beautifully landscaped grounds bordering Aspetuck Country Club, 30 Soundview Farm Road offers privacy, timeless design, and unmatched lifestyle in one of Weston's most sought-after neighborhoods.

30 Soundview Farm Rd, Weston

$9,000

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston contemporary offers over 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining, the open, airy floor plan features two fireplaces and multiple decks for relaxing and enjoying the surrounding landscape. The renovated kitchen offers brand-new appliances, generous workspace and an easy connection to the living and dining areas. The main-level primary suite provides the ease of one-floor living, while additional bedrooms offer plenty of room for family and guests. A private space above the garage is ideal as an au pair suite, guest quarters or home office. The finished lower level adds even more flexibility with space for a possible 6th BR, recreation/media room, fitness area and kitchenette. Numerous decks overlook the beautiful private yard. Just minutes from charming Weston Center and Weston's top-rated schools, residents also enjoy beach rights at Westport's Compo Beach. A rare combination of space, style, privacy and convenience. Enjoy the best of Weston living-peaceful surroundings, award-winning schools (bus stop at end of driveway!), a welcoming town center and easy access to Westport's shopping, dining, train and beaches. Also listed for SALE.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24202959 MLS

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston contemporary offers over 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining, the open, airy floor plan features two fireplaces and multiple decks for relaxing and enjoying the surrounding landscape. The renovated kitchen offers brand-new appliances, generous workspace and an easy connection to the living and dining areas. The main-level primary suite provides the ease of one-floor living, while additional bedrooms offer plenty of room for family and guests. A private space above the garage is ideal as an au pair suite, guest quarters or home office. The finished lower level adds even more flexibility with space for a possible 6th BR, recreation/media room, fitness area and kitchenette. Numerous decks overlook the beautiful private yard. Just minutes from charming Weston Center and Weston's top-rated schools, residents also enjoy beach rights at Westport's Compo Beach. A rare combination of space, style, privacy and convenience. Enjoy the best of Weston living-peaceful surroundings, award-winning schools (bus stop at end of driveway!), a welcoming town center and easy access to Westport's shopping, dining, train and beaches. Also listed for SALE.

158 Steep Hill Rd, Weston

$1,249,000

Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201546 MLS

Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.

181 Georgetown Rd, Weston

$1,249,500

NEW PRICE! EXCEPTIONAL SPACE & VALUE | PRIME LOWER WESTON CUL-DE-SAC | RARE NATURAL GAS! Beautifully situated on a highly desirable cul-de-sac in prime Lower Weston, just half a mile from the Westport border, this spacious four-bedroom Colonial offers an exceptional combination of location, generous living space, thoughtful improvements, and beautiful grounds. Newly priced at $1,249,500, the home features 3,161 square feet above grade plus an additional 528 square feet in the finished walk-out lower level, for an impressive 3,689 square feet of total finished living space and outstanding value. Generously proportioned rooms and a versatile floor plan provide wonderful spaces for comfortable everyday living and entertaining. The expansive kitchen with stainless steel appliances opens to an inviting family room with fireplace, while a gracious living room with a second fireplace, dining room, and spacious sunroom offer an abundance of additional living space. The sunroom opens directly to a generous cedar deck overlooking the lovely, level backyard, colorful gardens, mature specimen trees, and professionally landscaped grounds with irrigation. Upper level; spacious bedrooms with generous primary suite+ oversized walk-in closet & access to additional attic storage. The finished walk-out lower level provides a 528 Sq.Ft. of FLEX-space, ideal for recreation, playroom, or home office, along with ample storage.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200819 MLS

NEW PRICE! EXCEPTIONAL SPACE & VALUE | PRIME LOWER WESTON CUL-DE-SAC | RARE NATURAL GAS! Beautifully situated on a highly desirable cul-de-sac in prime Lower Weston, just half a mile from the Westport border, this spacious four-bedroom Colonial offers an exceptional combination of location, generous living space, thoughtful improvements, and beautiful grounds. Newly priced at $1,249,500, the home features 3,161 square feet above grade plus an additional 528 square feet in the finished walk-out lower level, for an impressive 3,689 square feet of total finished living space and outstanding value. Generously proportioned rooms and a versatile floor plan provide wonderful spaces for comfortable everyday living and entertaining. The expansive kitchen with stainless steel appliances opens to an inviting family room with fireplace, while a gracious living room with a second fireplace, dining room, and spacious sunroom offer an abundance of additional living space. The sunroom opens directly to a generous cedar deck overlooking the lovely, level backyard, colorful gardens, mature specimen trees, and professionally landscaped grounds with irrigation. Upper level; spacious bedrooms with generous primary suite+ oversized walk-in closet & access to additional attic storage. The finished walk-out lower level provides a 528 Sq.Ft. of FLEX-space, ideal for recreation, playroom, or home office, along with ample storage.

4 Pilgrim Ln, Weston

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