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$2,200,000

Welcome to 16 Winding Brook, a distinguished custom estate offering an exceptional combination of craftsmanship, privacy and resort-style outdoor living. Built as the personal residence of a renowned builder and completely updated for today's lifestyle, the home is privately positioned on more than 3 fully fenced acres at the end of a desirable cul-de-sac, with a 100-acre land preserve creating an extraordinary natural backdrop. A two-story foyer introduces beautifully proportioned interiors enhanced by custom millwork, hardwood floors and abundant natural light. The elegant dining room is ideal for entertaining, while the front-to-back living room features a fireplace and French doors opening to an expansive porcelain-tile patio. The completely remodeled kitchen showcases Wood Mode cabinetry, quartz countertops and an oversized center island, flowing seamlessly into the inviting family room with a dramatic floor-to-ceiling fireplace. Bathroom have been beautifully remodeled, including the primary bath. Outdoors, the expansive level lawn is truly exceptional, providing a magnificent setting for the gunite pool and pool house, with generous space for entertaining, recreation and relaxed summer living. Raised stone beds create a beautiful vegetable garden area. The finished walkout lower level adds a game room, full bath and sauna. Minutes from the center of town, this remarkable estate offers a level of privacy, quality and outdoor living, difficult to replace.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24205817 MLS

Welcome to 16 Winding Brook, a distinguished custom estate offering an exceptional combination of craftsmanship, privacy and resort-style outdoor living. Built as the personal residence of a renowned builder and completely updated for today's lifestyle, the home is privately positioned on more than 3 fully fenced acres at the end of a desirable cul-de-sac, with a 100-acre land preserve creating an extraordinary natural backdrop. A two-story foyer introduces beautifully proportioned interiors enhanced by custom millwork, hardwood floors and abundant natural light. The elegant dining room is ideal for entertaining, while the front-to-back living room features a fireplace and French doors opening to an expansive porcelain-tile patio. The completely remodeled kitchen showcases Wood Mode cabinetry, quartz countertops and an oversized center island, flowing seamlessly into the inviting family room with a dramatic floor-to-ceiling fireplace. Bathroom have been beautifully remodeled, including the primary bath. Outdoors, the expansive level lawn is truly exceptional, providing a magnificent setting for the gunite pool and pool house, with generous space for entertaining, recreation and relaxed summer living. Raised stone beds create a beautiful vegetable garden area. The finished walkout lower level adds a game room, full bath and sauna. Minutes from the center of town, this remarkable estate offers a level of privacy, quality and outdoor living, difficult to replace.

16 Winding Brook Rd, Newtown

$1,025,000

Set within "Newtown Hunt", an intimate Toll Brothers community of just 15 homes, 2 Pond View Drive offers nearly 4,000 square feet of living space on a beautiful two-acre property in Newtown. The main level is designed with both everyday living and entertaining in mind. The kitchen opens to the family room with a wood-burning fireplace, while a sunroom just off the kitchen leads to the patio and backyard. A formal dining room with a tray ceiling, formal living room, and separate library or playroom provide plenty of additional space. The mudroom includes laundry, a utility sink, backyard access, and a direct connection to the three car garage. Upstairs, the primary suite stands out for its size and privacy, with a separate office, oversized walk-in closet, and spacious bathroom featuring a soaking tub and separate shower. Three additional bedrooms share a hallway bath with double sinks. The level lot offers plenty of room to entertain, play, garden, or create the outdoor space you've been envisioning. Additional highlights include dual oil tanks and a new boiler installed in 2023. It's the kind of home that makes it easy to picture what comes next: quiet mornings in the sunroom, a full house gathered for the holidays, and summer evenings that stretch a little longer in the backyard-all from a private neighborhood setting close to Newtown's town center and convenient to I-84.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194267 MLS

Set within "Newtown Hunt", an intimate Toll Brothers community of just 15 homes, 2 Pond View Drive offers nearly 4,000 square feet of living space on a beautiful two-acre property in Newtown. The main level is designed with both everyday living and entertaining in mind. The kitchen opens to the family room with a wood-burning fireplace, while a sunroom just off the kitchen leads to the patio and backyard. A formal dining room with a tray ceiling, formal living room, and separate library or playroom provide plenty of additional space. The mudroom includes laundry, a utility sink, backyard access, and a direct connection to the three car garage. Upstairs, the primary suite stands out for its size and privacy, with a separate office, oversized walk-in closet, and spacious bathroom featuring a soaking tub and separate shower. Three additional bedrooms share a hallway bath with double sinks. The level lot offers plenty of room to entertain, play, garden, or create the outdoor space you've been envisioning. Additional highlights include dual oil tanks and a new boiler installed in 2023. It's the kind of home that makes it easy to picture what comes next: quiet mornings in the sunroom, a full house gathered for the holidays, and summer evenings that stretch a little longer in the backyard-all from a private neighborhood setting close to Newtown's town center and convenient to I-84.

2 Pond View Dr, Newtown

$894,900

Welcome to 32 Pine Tree Hill Road, an exquisite, meticulously maintained 4-bedroom, 2.5-bath center-hall Colonial offering privacy, elegance, and an ideal Newtown location. Set on over two acres surrounded by Newtown Forest Association open space, this exceptional home feels like a private retreat. A dramatic two-story foyer welcomes you with abundant natural light, rich hardwood floors, and beautiful architectural details. Two story foyer leads to the formal sitting room, while the elegant dining room features tray ceilings and wainscoting. The bright, spacious kitchen offers a center island, pantry, stainless steel appliances, and triple sliders to an expansive deck overlooking the peaceful wooded setting. The spectacular great room features cathedral ceilings, floor-to-ceiling windows, hand-scraped wide-plank wood floors, and a striking river rock hearth with wood-burning stove. A private office and mudroom/laundry complete the main level. Upstairs, the primary suite offers a walk-in closet and spa-like bath with cathedral ceiling, Jacuzzi tub, Palladian window, separate shower, and double vanity. Three additional bedrooms and a full bath complete the upper level. The finished lower level provides versatile recreation, gym, and sitting space. Ideally located near shopping, dining, Routes 25 and I-84, with easy access to lower Fairfield County. Come see why it's nicer in Newtown!

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194792 MLS

Welcome to 32 Pine Tree Hill Road, an exquisite, meticulously maintained 4-bedroom, 2.5-bath center-hall Colonial offering privacy, elegance, and an ideal Newtown location. Set on over two acres surrounded by Newtown Forest Association open space, this exceptional home feels like a private retreat. A dramatic two-story foyer welcomes you with abundant natural light, rich hardwood floors, and beautiful architectural details. Two story foyer leads to the formal sitting room, while the elegant dining room features tray ceilings and wainscoting. The bright, spacious kitchen offers a center island, pantry, stainless steel appliances, and triple sliders to an expansive deck overlooking the peaceful wooded setting. The spectacular great room features cathedral ceilings, floor-to-ceiling windows, hand-scraped wide-plank wood floors, and a striking river rock hearth with wood-burning stove. A private office and mudroom/laundry complete the main level. Upstairs, the primary suite offers a walk-in closet and spa-like bath with cathedral ceiling, Jacuzzi tub, Palladian window, separate shower, and double vanity. Three additional bedrooms and a full bath complete the upper level. The finished lower level provides versatile recreation, gym, and sitting space. Ideally located near shopping, dining, Routes 25 and I-84, with easy access to lower Fairfield County. Come see why it's nicer in Newtown!

32 Pine Tree Hill Rd, Newtown

$825,000

Some homes simply check the boxes - Welcome to 9 Marlin Road. Nestled in one of the area's most sought-after neighborhoods, this beautifully updated 4-bedroom, 3.5-bath home blends timeless style with modern comfort. Freshly painted inside and out, it offers a crisp, move-in-ready feel that's complemented by thoughtful updates throughout. The heart of the home is the refreshed kitchen, where gleaming white cabinetry, new countertops, and a stylish backsplash create a bright, inviting space that opens seamlessly to the main living areas. Just beyond, the dramatic family room steals the show with soaring ceilings, abundant natural light, and a cozy fireplace that's perfect for everything from quiet evenings to holiday gatherings. Convenience meets luxury with a main-level primary suite featuring an updated spa-like bath, creating the perfect retreat at the end of the day. Upstairs, you'll find three generously sized bedrooms, including a private en-suite and a Jack-and-Jill bath, offering plenty of space for family and guests. The finished lower level offers a den and flex space great for a game room or extra guests. Step outside to a private backyard patio overlooking a spacious yard with room for play, entertaining, gardening, or simply enjoying a beautiful New England evening. Handicap accessible features make the home welcoming for all guests. Close to town, shopping and life's creature comforts, this is the kind of home-and neighborhood-you'll enjoy for years to come.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192329 MLS

Some homes simply check the boxes - Welcome to 9 Marlin Road. Nestled in one of the area's most sought-after neighborhoods, this beautifully updated 4-bedroom, 3.5-bath home blends timeless style with modern comfort. Freshly painted inside and out, it offers a crisp, move-in-ready feel that's complemented by thoughtful updates throughout. The heart of the home is the refreshed kitchen, where gleaming white cabinetry, new countertops, and a stylish backsplash create a bright, inviting space that opens seamlessly to the main living areas. Just beyond, the dramatic family room steals the show with soaring ceilings, abundant natural light, and a cozy fireplace that's perfect for everything from quiet evenings to holiday gatherings. Convenience meets luxury with a main-level primary suite featuring an updated spa-like bath, creating the perfect retreat at the end of the day. Upstairs, you'll find three generously sized bedrooms, including a private en-suite and a Jack-and-Jill bath, offering plenty of space for family and guests. The finished lower level offers a den and flex space great for a game room or extra guests. Step outside to a private backyard patio overlooking a spacious yard with room for play, entertaining, gardening, or simply enjoying a beautiful New England evening. Handicap accessible features make the home welcoming for all guests. Close to town, shopping and life's creature comforts, this is the kind of home-and neighborhood-you'll enjoy for years to come.

9 Marlin Rd, Newtown

$899,900

Beautiful Colonial with a fantastic layout in sought-after Rolling Wood Estates! Bring the whole family-this sunlit home offers abundant living space and a floor plan designed for comfortable everyday living and effortless entertaining. Relax with your favorite book in the attractive sunroom overlooking the deep backyard and picturesque rolling hills. The spacious kitchen is one any chef will appreciate, featuring abundant counter space, a huge center island with a pretty curved seating edge, stainless steel appliances, a large pantry, and a generous dining area. The living and dining rooms are adjacent and elegantly separated by decorative columns and trim, creating a flexible layout ideal for everyday living or holiday gatherings when extra table space is needed. Upstairs, the comfortable bedroom level features hardwood floors throughout and generously sized bedrooms. The primary suite boasts a luxurious full bath and two walk-in closets. The laundry is conveniently located on the bedroom level too. The walk-out lower level is unfinished and offers endless possibilities for future expansion-create a family room, home office, gym, or whatever best suits your lifestyle. Consider it your blank canvas! Please read agent-to-agent remarks prior to submitting an offer.

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24177115 MLS

Beautiful Colonial with a fantastic layout in sought-after Rolling Wood Estates! Bring the whole family-this sunlit home offers abundant living space and a floor plan designed for comfortable everyday living and effortless entertaining. Relax with your favorite book in the attractive sunroom overlooking the deep backyard and picturesque rolling hills. The spacious kitchen is one any chef will appreciate, featuring abundant counter space, a huge center island with a pretty curved seating edge, stainless steel appliances, a large pantry, and a generous dining area. The living and dining rooms are adjacent and elegantly separated by decorative columns and trim, creating a flexible layout ideal for everyday living or holiday gatherings when extra table space is needed. Upstairs, the comfortable bedroom level features hardwood floors throughout and generously sized bedrooms. The primary suite boasts a luxurious full bath and two walk-in closets. The laundry is conveniently located on the bedroom level too. The walk-out lower level is unfinished and offers endless possibilities for future expansion-create a family room, home office, gym, or whatever best suits your lifestyle. Consider it your blank canvas! Please read agent-to-agent remarks prior to submitting an offer.

46 Hoseye Coach Rd, Newtown

$529,000

Great condo alternative! Move right into this beautifully updated 3-bedroom, 2.5-bath home, ideally located minutes from the heart of Newtown.Enjoy easy access to shops, restaurants, parks, and community amenities while coming home to a low maintenance private .9-acre setting.This home has been thoughtfully improved with an impressive list of updates: new boiler, new roof, blown-in attic insulation, refinished hardwood floors, new hardwood flooring in the bedrooms, replacement windows, new front and garage entry doors, updated lighting with recessed fixtures, fresh interior paint, new ceiling fans, custom tile flooring, custom bead-board accents, a new basement slider, and more.The sun-filled main level features vaulted ceilings, hardwood floors, a spacious living room with cozy gas fireplace, and an updated kitchen with stainless steel appliances and a breakfast bar that opens to the dining area. French doors lead to an expansive rear deck~perfect for entertaining.The primary suite offers 3 closets and a private bath, while two additional bedrooms and a full hall bath provide comfortable accommodations.A finished lower level adds valuable living space with a half bath, laundry area, utility room, and convenient access to an oversized 2 car garage.With its extensive updates, an exceptional location and an easy to care for property, 23 Cedar Hill Road offers the perfect blend of comfort, convenience and value!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24183809 MLS

Great condo alternative! Move right into this beautifully updated 3-bedroom, 2.5-bath home, ideally located minutes from the heart of Newtown.Enjoy easy access to shops, restaurants, parks, and community amenities while coming home to a low maintenance private .9-acre setting.This home has been thoughtfully improved with an impressive list of updates: new boiler, new roof, blown-in attic insulation, refinished hardwood floors, new hardwood flooring in the bedrooms, replacement windows, new front and garage entry doors, updated lighting with recessed fixtures, fresh interior paint, new ceiling fans, custom tile flooring, custom bead-board accents, a new basement slider, and more.The sun-filled main level features vaulted ceilings, hardwood floors, a spacious living room with cozy gas fireplace, and an updated kitchen with stainless steel appliances and a breakfast bar that opens to the dining area. French doors lead to an expansive rear deck~perfect for entertaining.The primary suite offers 3 closets and a private bath, while two additional bedrooms and a full hall bath provide comfortable accommodations.A finished lower level adds valuable living space with a half bath, laundry area, utility room, and convenient access to an oversized 2 car garage.With its extensive updates, an exceptional location and an easy to care for property, 23 Cedar Hill Road offers the perfect blend of comfort, convenience and value!

23 Cedar Hill Rd, Newtown

$449,900

The value is in the land!! Beautiful rolling 14.78 acre lot!! This is zoned as a residential and farming 2-acre (R-2) parcel and is currently a single family residence. The house sits very close to the main road and is in need of significant repair or demo. Being sold as-is. This is a great location to build your private dream home! Buyer to do their due diligence. Please do not walk property without agent approval.

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24182481 MLS

The value is in the land!! Beautiful rolling 14.78 acre lot!! This is zoned as a residential and farming 2-acre (R-2) parcel and is currently a single family residence. The house sits very close to the main road and is in need of significant repair or demo. Being sold as-is. This is a great location to build your private dream home! Buyer to do their due diligence. Please do not walk property without agent approval.

128 Toddy Hill Rd, Newtown

$999,000

An exceptional commercial opportunity awaits with two adjacent parcels totaling 2.06 acres, ideally positioned along South Main Street Route 25 in a highly visible, high traffic corridor. Offered together as a single package, 271 South Main Street encompasses 1.18 acres and 263 South Main Street adds an additional 0.88 acres, creating a versatile footprint with outstanding exposure to approximately 16,000 vehicles per day. Formerly home to a well known local restaurant, the property is now vacant land ready for a fresh vision and future development. The setting is surrounded by established retail, dining, and convenient highway access, making it a prime location for a wide range of commercial uses. Existing well and septic systems are in place, adding value and flexibility for redevelopment. Permitted uses include retail, office, printing and publishing, wholesale, warehouse, light industrial, and veterinary hospital, while special exception uses with approval include restaurant, quick service restaurant, drive thru, hotel or motel, shopping center, bank, and private school. Additional potential exists for uses such as a gas station, Restaurant, or car wash, subject to zoning changes and town approvals. With its strong visibility, flexible zoning, and strategic location, this property presents a compelling investment opportunity for developers, business owners, or investors seeking long term value. The property is being sold as is and offers endless potentia!

ACTIVE Status ⋅ 24150429 MLS

An exceptional commercial opportunity awaits with two adjacent parcels totaling 2.06 acres, ideally positioned along South Main Street Route 25 in a highly visible, high traffic corridor. Offered together as a single package, 271 South Main Street encompasses 1.18 acres and 263 South Main Street adds an additional 0.88 acres, creating a versatile footprint with outstanding exposure to approximately 16,000 vehicles per day. Formerly home to a well known local restaurant, the property is now vacant land ready for a fresh vision and future development. The setting is surrounded by established retail, dining, and convenient highway access, making it a prime location for a wide range of commercial uses. Existing well and septic systems are in place, adding value and flexibility for redevelopment. Permitted uses include retail, office, printing and publishing, wholesale, warehouse, light industrial, and veterinary hospital, while special exception uses with approval include restaurant, quick service restaurant, drive thru, hotel or motel, shopping center, bank, and private school. Additional potential exists for uses such as a gas station, Restaurant, or car wash, subject to zoning changes and town approvals. With its strong visibility, flexible zoning, and strategic location, this property presents a compelling investment opportunity for developers, business owners, or investors seeking long term value. The property is being sold as is and offers endless potentia!

263 & 271 S Main St, Newtown