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$1,050,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194291 MLS
Are you a visionary? An Investor? Or an End user looking to put your personal stamp on a home built with quality construction & golf course views? If so, then this is the home for you! A perfect blend of contemporary design paired w/ elements of charm define the spaces of this home w/ beams, barrel ceiling & an Arts and Crafts vibe. Enter through the large foyer with curved ceiling and tree trunk flooring. Step down into the Living room which shares a large 2 sided fieldstone fireplace with the Dining Room overlooking the golf course. These rooms share an open concept living arrangement including a family room with sliders leading to large two-tiered deck. The eat-in kitchen has a wet bar and side entrance to the house through a mudroom and half bath. Off the kitchen is a bright sunroom also with sliders to the deck. The main level also includes an office with builtins, 3 large bedrooms plus a primary with builtins, ensuite bath and huge walk-in closet. The walkout lower level has a big rec/play/family room with fireplace, a full kitchen and a bedroom with bath. Great set up for in-law, au pair or a dreamy suite. Outside is beautiful professionally landscaped property with specimen plantings and mature trees and a tennis court to boot! While this home is in need of cosmetic updates, the structure & mechanics have been well maintained by the original owners. This is an estate and is being sold "As Is". Bring your vision to create a beautiful and peaceful sanctuary!

22 Codfish Ln, Weston
$1,799,000
4 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24183665 MLS
Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, including a sparkling Gunite pool and spa, a private tennis court, and a separate sport court. The thoughtfully designed pool house elevates every gathering with its summer kitchen, changing room, half bath, and refreshing outdoor shower. Perched above the detached garage, you'll find a quiet retreat with a half bath - the perfect set up for a professional home office, a dedicated creative studio, or a home gym. The main residence is a sun-drenched contemporary, offering three finished levels of effortless living. Soaring ceilings and well-placed skylights create an airy atmosphere, while hardwood floors anchor the intuitive floor plan. All four bedrooms are tucked away on the upper level. The walkout lower level adds even more versatility, ready to serve as a media room, play room and/or a fitness hub to suit your needs. All this just minutes from Weston's top-rated schools, the town center, the Merritt Parkway, and neighboring Westport. Whether you're lounging poolside, perfecting your serve, or simply savoring the serenity of this incredible property, every day here feels like a getaway.

7 White Oak Ln, Weston
$1,000,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188955 MLS
Welcome to this spacious 4-bedroom, 3-bath Colonial offering 2,700+ square feet of versatile living space in Lower Weston. Set on 2.3 private wooded acres, the home features a flexible floor plan with generous living areas, a finished lower level, and a bright four-season room that provides additional year-round living space. The main level has the convenience of first-floor laundry along with an additional room and full bath, creating an ideal setup for guests, or a home office, while the finished lower level adds even more flexibility for a den or entertaining. Enjoy the best of Weston living with award-winning schools, and convenient access to major commuting routes. Here's your opportunity to create your dream home in one of Fairfield County's most desirable communities.

103 Steep Hill Rd, Weston
$1,065,258
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191063 MLS
"A rare retreat where nature, comfort, and craftsmanship come together in perfect harmony." Enter through electronic gates,experience quiet & calm & feel as though you've stepped into another world. This charming 2-bedroom,2-bath cottage welcomes you w/warmth, character & timeless appeal. Inside,you'll discover the results of thoughtful renovations & meticulous upgrades completed over the years. Aside from the main house--2 additional structures. Each room & outbuilding possess its own distinctive charm & function. Above the garage, a versatile 624+/- sq.ft. studio loft offers the perfect setting for either home/office/gym/studio or recreation room & is complete w/sauna,gas fireplace & abundant storage. The detached 204+/- sq.ft. studio office showcases soaring vaulted ceilings w/cedar & hemlock beams,rich pine floors,gas fireplace, baseboard heating & wrap around wood deck w/built-in seating-- overlooking a tranquil pond. The sun-filled kitchen features premium new appliances, custom cabinetry & new tile heated floors. The primary suite offers vaulted ceilings,revamped walk-in closet & private deck complete w/hot tub. The spacious primary bath is a spa-like retreat. Both rooms have access & views to the spacious backyard. Set on nearly 2 acres of beautifully landscaped grounds. Privately tucked away off Georgetown Road &bordering the protected open space of the Honey Hill Preserve. More than a home-it's a lifestyle.

131 Georgetown Rd, Weston
$2,545,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191757 MLS
Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living space for all seasons! Your friends will never want to leave & that's ok because in addition to the gourmet kitchen w/high end stainless steel appliances, sun-filled dining area & family room w/fireplace & built-ins, there is a banquet sized dining room w/ fireplace & climate controlled wine room & butler's pantry, as well as a large living room w/ fireplace to host your guests. An entertainers dream! There is room for everyone with the 5 ensuite bedrooms including fabulous primary w/ fireplace, sunroom and huge walk in closet/dressing room. The fun continues in the finished, heated lower level. Think a game of Pool, Ping Pong or just relaxing in front of the TV watching the big game with family & friends. In addition to all of this, you can enjoy central air, a generator, large mudroom and craft room, 2nd story laundry room, 9ft. ceilings and hardwood floors throughout. The extras that make daily living easy and comfortable. This is not just a home, it is an uncompromised sanctuary offering endless amenities for those who appreciate quality & ease of lifestyle. Make it yours!

2 High Noon Rd, Weston
$1,369,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191446 MLS
Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the ground up to celebrate its extraordinary setting. Walls of glass, soaring vaulted ceilings, skylights, and multiple decks were thoughtfully designed to capture the ever-changing play of natural light-from the first rays of sunrise to the soft glow of moonrise-while framing breathtaking panoramic vistas that extend well beyond the fairway. Here, the eye is drawn to long-distance views that seem to stretch for miles, creating a living backdrop that transforms beautifully with every season. At the heart of the home, the centrally located eat-in kitchen opens to a spacious great room, creating an inviting gathering space for family and friends. Enjoy entertaining from expansive decks, where indoor & outdoor living blend seamlessly. However, the one-of-a-kind private indoor pool pavilion-an extraordinary year-round retreat for swimming, entertaining, recreation, fitness, and relaxation that sets this property apart from virtually any other in the area. 2-striking granite fireplaces add warmth & architectural character to the gracious living and dining spaces. All 5bd's are conveniently located on the main level, including the spacious primary suite with a balcony and a retro-inspired bath featuring a sunken soaking tub & separate shower +4 additional bd's of which have private balconies with stunning views!

4 Aspetuck Hill Ln, Weston
$1,035,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24115297 MLS
Welcome to 49 Blue Spruce Circle, a sun-drenched contemporary colonial nestled on two picturesque acres of mature trees and vibrant flowering plants. Boasting 3,297 square feet of versatile living space, this 4-bedroom, 3.1-bath home features a unique, airy layout designed to maximize natural light at every turn. The heart of the home centers around an inviting, open floor plan that flows effortlessly to the expansive back deck-perfect for indoor-outdoor entertaining or enjoying peaceful woodland views. Relax on the sweet front porch, or retreat to the upper level, where you will find the private primary suite complete with a full bath and walk-in closet. Directly adjacent to the primary is a fantastic, light-filled studio loft, offering a creative sanctuary for an art studio, home office, or additional recreation space. Additional features include a fully finished 1,430sf walk-out basement providing endless possibilities for recreation, along with convenient interior access to the 2-car garage. While being Sold AS-IS, this exceptional 2 acre property with a fully fenced backyard represents an incredible opportunity to bring your personal touch and updates to a truly special Weston retreat.

49 Blue Spruce Cir, Weston
$899,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186968 MLS
Nestled on 2.25 breathtaking hilltop acres, this is one of Lower Weston's beautiful building sites. Set in a picturesque, level meadow w/ mature trees, the property offers exceptional privacy on a coveted cul-de-sac just south of Weston Center, near the Historical Society, & minutes from the Merritt Parkway. Whether you choose to renovate the existing home or create the custom estate you've always envisioned, the possibilities are endless. The existing residence offers 5 beds, 4 baths, & timeless features including original oak hardwood floors. The spacious layout includes a living room w/ fireplace, formal dining room, kitchen, and a family room with a second fireplace and radiant heated floors. The primary suite features a private entrance & deck, while a second-floor laundry room adds everyday convenience. A versatile 5th bedroom on the main level includes a kitchenette & full bath, making it ideal as a guest suite, in-law apartment, home office, or pool changing room. Additional highlights include a welcoming front foyer with heated slate flooring, a full dry basement with laundry sink, two separate attics, & a heated 21/2-car garage complete with sink, work area, radiant heat, & generator hookup. Outside, a secluded 20' x 40' in-ground pool enjoys a sunny, private setting & offers the opportunity to be restored to its former glory. An extraordinary opportunity to own one of Lower Weston's premier properties & create your dream home in an idyllic setting. Sold As-Is

18 Briar Oak Dr, Weston
$1,299,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190123 MLS
Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to own a truly special home in sought-after Weston.

21 Deepwood Rd, Weston
$1,299,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189015 MLS
This artistically inspired Lower Weston retreat comes with a separate guest house, saltwater pool and beautifully cultivated grounds enhanced by numerous specimen trees and beautiful shrubs. The 2,506 sq. ft. main residence features an expansive first-floor primary suite with sitting room or study. Two sets of French doors lead to either the tranquil, private pool or one of several stone terraces. A dressing room lined with custom closets completes this private wing of the main house. A dramatic two-story living room showcases a striking stone fireplace with antique marble mantel, vintage Venetian chandelier and elegant iron railings. The main house offers three bedrooms plus a finished lower-level room with fireplace, ideal for a den or playroom. A separate 760-square-foot guest house includes a great room, bedroom, fully renovated bathroom, vaulted ceiling with skylights, and private deck. New mechanical systems provide added peace of mind. This rare offering combines privacy, character, and convenience in a sought-after Lower Weston location. See Agent Remarks. Please submit best and final offers by 5 pm, Tuesday, July 14.

4 Hidden Hill Rd, Weston
$1,349,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188962 MLS
Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive open floorplan has a living room & dining room which gaze upon an oversized deck & private backyard. Spoil yourself in a Primary suite which features a vaulted ceiling and brand new spa bath (2026). Three additional renovated bathrooms, new roof (2026), solid custom 7.5ft doors, and custom closets elevate the home throughout. Abundant in flexibility, thanks to four bedrooms on the main level plus two more on the lower level. Lower level includes family room with fireplace, gym/5th bedroom, office/6th bedroom, renovated bath, recreation space, and updated laundry and mudroom. Enjoy a bucolic lifestyle at a home that abuts Aspetuck Land Trust for privacy and nature access.

26 Hill Farm Rd, Weston
$1,100,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189056 MLS
The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story that inspired the hit play Me and Jezebel, after Davis unexpectedly stayed for 32 unforgettable days. Today, this captivating home blends historic character with modern comfort. The renovated kitchen features a Wolf range, Bosch column refrigerator, and inviting marble fireplace, while all three bathrooms have been tastefully updated. Fresh interior and exterior paint, new lighting, and custom built-ins completed in 2025 enhance the home's move-in-ready appeal. Wake to the soothing sounds of the river, enjoy peaceful outdoor living, and experience the privacy and beauty of this exceptional setting just minutes from the shopping, dining, beaches, and train station in Westport. Whether you're searching for a full-time residence or a weekend escape, The Weston Cottage offers an extraordinary lifestyle in one of Fairfield County's most desirable locations.

78 River Rd, Weston
$1,399,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189016 MLS
Set on 1.57 picturesque acres this beautifully reimagined farmhouse colonial pairs timeless New England character with a comprehensive top-to-bottom renovation. From the original windows and hand-laid stone floors to the reclaimed shiplap walls and solid wood doors, every detail honors the home's 1959 roots with modern systems and design. A recent full-scale renovation touched virtually every system in the home - HVAC, tankless water heater, plumbing, electrical, kitchen, baths, flooring, and millwork -move in with confidence and none of the guesswork of an older home. The main level offers the open, connected layout today's buyers are searching for: a flowing family, living, and dining space anchored by three wood-burning fireplaces, a dedicated home office, and a bright four-season sunroom perfect for year-round enjoyment. The kitchen is a true showpiece, featuring marble countertops and a professional-grade appliance suite, ideal for both everyday living and entertaining. Upstairs, the primary suite features a striking, spa-inspired wet-room bath with designer fixtures, offering a private retreat at the end of the day. Three additional bedrooms, a convenient upper-level laundry, and a second family room round out the second floor - giving families room to spread out and gather alike. This is a rare opportunity to own a fully updated classic on a beautiful piece of Weston property - schedule your private showing today.

235 Newtown Tpke, Weston
$2,200,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24187814 MLS
Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the dining room and a sun-drenched living area. Large windows frame picturesque views of the lush, private acreage, creating a stunning backdrop for daily life. The main floor also features a thoughtful guest suite with a full bath, perfect for visitors or a quiet home office. Upstairs, the primary suite serves as a true sanctuary, complemented by three additional well-appointed bedrooms. With five bedrooms and five bathrooms in total, the layout provides exceptional space and privacy. Outside, the three-car garage and vast backyard provide plenty of room for a custom pool or outdoor oasis. The property and septic are specifically designed to accommodate an ADU if desired, offering incredible flexibility. Because construction is in the early stages, you can step in now to select finishes and personalize the aesthetic. Looking for just the land? The lot is also available to purchase separately (see MLS#24180742). Move into a home uniquely yours, set against a backdrop of natural beauty.

96 Georgetown Rd, Weston
$1,599,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24178099 MLS
This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and a spectacular 40x20 heated gunite pool. A private tennis court adds to the recreational appeal. Enhancing the compound is a separate guest cottage featuring a great room with cathedral ceilings, a kitchenette, a gas fireplace, and two bedrooms. Thoughtfully maintained with a newer roof, whole-house generator, and EV charger, this architectural gem is located minutes from Weston Center and Westport.

9 Fall Ridge Rd, Weston
$1,750,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181401 MLS
Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated kitchen, appointed with stone countertops and premium appliances, opens to a bright sunroom overlooking the property. A dramatic family room with soaring cathedral ceilings, fireplace, and wet bar serves as the heart of the home, while walls of windows fill the space with natural light. The luxurious primary suite is a true retreat, featuring a cathedral ceiling, dual walk-in closets, and a spa-like marble bath. Additional bedrooms are generously sized, and the finished lower level offers exceptional flexibility with a guest bedroom, full bath, and direct access to the outdoor entertaining areas. Outside, the property unfolds into a private oasis anchored by a gunite pool and expansive grounds. A former Har-Tru tennis court remains on the property, presenting an opportunity for restoration or reimagining to suit your lifestyle. Beautifully sited in one of Weston's most sought-after neighborhoods, this special offering is just minutes from award-winning schools, downtown Westport, Metro North, shopping, dining, and beaches.

32 Silver Ridge Cmn, Weston
$1,399,995
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186444 MLS
Welcome to 11 Hunt Lane! This charming Colonial delivers lots of space and flexibility while situated at the end of a tranquil double cul-de-sac in Lower Weston, near the Westport line. Perfect for entertaining, the sun-filled, spacious interior boasts excellent flow. Enter a charming two-story foyer flanked by a living room with fireplace and dining room with wet bar and sliders to a beautiful backyard deck. The open floor plan also connects to a family room leading to the New eat-in kitchen with quartz countertops providing ample workspace and additional storage. The spacious laundry room features a utility sink and mudroom access entry from the kitchen and garage. Above the garage, an enormous office/rec room with built ins, full bath and walk-in closet offering the potential for guest quarters, an au pair or in-law suite. Expansive basement with Large Cedar closet provides additional storage. The private, fully landscaped yard with mature plantings backs up to open space offering peace and serenity while still being close to Merritt, I-95, train stations, beaches, and highly regarded Weston schools.

11 Hunt Ln, Weston
$1,049,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24176959 MLS
Perched atop a private, sun-drenched hill in the heart of Lower Weston, 123 Lyons Plain Road is a masterclass in charm and character. This home strikes the rare balance between secluded retreat and total convenience, located just minutes from the vibrant shopping and dining of Westport, local beaches, and easy commuting via the Merritt Parkway or Metro-North. Once inside the home, the craftsmanship speaks for itself. The interior is bathed in natural light, showcasing architectural details like elegant coffered ceilings, original wide-plank wood floors, and rustic restored beams. At the center of it all, a dramatic stone fireplace anchors the living space, creating a warm and inviting atmosphere. The layout is designed for a seamless lifestyle. The kitchen flows naturally toward the stone terrace, making it easy to transition from indoor prep to alfresco dining. Whether you're enjoying a quiet morning coffee on the covered porch or hosting friends to take in the vibrant sunset views, the outdoor spaces are truly an extension of the home. For added flexibility, the walkout lower level provides a versatile footprint for a gym, laundry, and plenty of storage. Beyond the property, the town of Weston offers a unique community spirit, highlighted by its award-winning schools all conveniently situated on one central campus. 123 Lyons Plain Road isn't just a house; it's a beautifully curated lifestyle defined by craftsmanship, light, and an incredible sense of place.

123 Lyons Plain Rd, Weston
$1,299,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182893 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
$1,450,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24182006 MLS
Storybook charm and effortless living come together in this beautifully maintained stone-and-shingle ranch, ideally located in the heart of Lower Weston. Set majestically on more than 3 private acres with a sparkling heated pool, mature specimen trees, and sweeping lawns, this special property offers an exceptional blend of tranquility and convenience-just steps from Weston Center, the library, award-winning schools, and only minutes from the Westport line. Lovingly cared for and thoughtfully expanded, the home is filled with natural light and a warm, welcoming ambiance. Expanded by current owners, the flexible floor plan offers 4 bedrooms, 3.5 baths and comfortable living spaces designed for everyday enjoyment and entertaining. At the heart of the home is an inviting kitchen that flows seamlessly into a sunken family room. A charming breakfast area and window-lined sun room capture views of the grounds. A spacious dining room, with its own sitting area and access to the deck, provides the perfect setting for both intimate dinners and larger celebrations. A cozy office offers an ideal work-from-home space, and abundant custom built-ins throughout the home provide exceptional storage and functionality. Completing the offering are a convenient laundry room, central air conditioning, security system, generator, detached barn/three-car garage, and gorgeous outdoor spaces that make the most of this coveted Lower Weston setting.

75 Norfield Rd, Weston
$3,895,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24162168 MLS
Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience to downtown Westport's shopping, dining, and beaches- as well as easy commuting to NYC. This impeccable design by the Tomas Brothers Builders redefines luxury with their electrical and landscaping expertise. Set on a lush 2-acre oasis that includes a high-end pool, the home offers a resort-style retreat right in your backyard. A masterfully planned sanctuary.

8 Norfield Woods Rd, Weston
$2,445,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24182562 MLS
Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented by beautifully renovated baths, designer finishes, abundant natural light, a partially finished walk-out lower level, and a versatile multi-purpose room ideal for a home office, art studio, fitness room, or playroom. The stunning chef's kitchen features premium appliances, custom cabinetry, and expansive windows overlooking the beautifully landscaped grounds. Designed for both everyday living and entertaining, the open-concept layout seamlessly connects the main living spaces. Set behind a gated entrance, the fully fenced property offers exceptional privacy with mature evergreen plantings and professional landscaping. Outdoor amenities include an expansive patio, fire pit area, beautiful gardens, and a sprawling level backyard with ample room for a pool. Whether enjoying recreation, entertaining guests, gardening, or simply relaxing, this property offers endless possibilities. A charming shed provides additional storage and flexibility for hobbies or gardening. The oversized garage features extra height, ideal for a vehicle lift, workshop, or additional storage.

284 Georgetown Rd, Weston
$549,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24181661 MLS
Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include upgraded electrical, new infrared propane heater, new appliances, new mini splits, new well pressure tank and water filtration system. Perfect for those looking to enjoy a low maintenance lifestyle, this move-in ready home offers a wonderful opportunity to experience all that Weston has to offer. Conveniently located near the Weston Field House, town amenities, and miles of scenic open space trails, you'll love the balance of privacy, recreation, and convenience. Whether you're looking for a full time residence or a weekend retreat, this adorable home is ready to welcome you.

457 Newtown Tpke, Weston
$449,000
ACTIVE Status ⋅ 24180742 MLS
Discover the potential of 96 Georgetown Rd., a 2.04-acre parcel set back from the road, offers unparalleled usability and readiness, beyond the standard price-per-lot comparison. Unlike nearby parcels that may offer more acreage but are limited by wetlands, flag lot layouts, or hefty restrictions, this property is genuinely "Shovel-Ready." The lack of special building restrictions from the town, along with the favorable natural characteristics of the land, further reduces development costs for excavation and septic installation. Key Features: Utilities in Place: Includes a functional well, street gas hook-up, and temporary electric service. Site Preparation Complete: The driveway is roughed in, and the building envelope is cleared, leveled, and ready for construction. Completed Engineering Design: Offers a full septic and drainage design for a 6-bedroom house or a 5-bedroom main house with a 1-bedroom guest house (ADU) and circular driveway. Privacy Assured: Situated on a standalone lot with a natural buffer for full acoustic and visual privacy. This parcel supports a high-end estate layout, offering maximum potential for: A Main Residence An In-Ground Pool (without wetland setback restrictions) An Accessory Dwelling Unit (ADU) for guests, office, pool house, or studio With current surveys and completed engineering designs, the price for this lot reflects its dry, buildable status and existing infrastructure. Avoid settling for constrained land-build here without compro

96 Georgetown Rd, Weston
$1,325,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176914 MLS
This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train stations of Westport and Fairfield. The home's immaculate exterior sets a welcoming tone with an oversized front porch with seating that beckons you inside. Upon entry, the home unfolds with an open layout featuring vaulted ceilings, skylights, walls of glass, rich wood floors, and fireplaces that add warmth and character. The main house offers a first-floor primary suite with walk-in closet and sunlit bath with double sinks, tub/shower, and sauna, along with access to a versatile loft. The great room features a dramatic two-story fireplace and flows into the dining room, living room, and kitchen, all filled with natural light and opening to the outdoor decks. Two powder rooms and a second loft level include a dedicated office, sitting room, & studio/recreation room. Lower level offers a family room with fireplace, three bedrooms, and a renovated full bathroom. Each room opens via sliders to decks/patio, and a laundry room completes this level. A renovated studio with separate entry and full bath offers multiple uses. A special home offering privacy, beauty, and seamless living

38 Old Redding Rd, Weston
$2,195,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24179349 MLS
This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an epicurean chef's kitchen boasts dramatic 12-foot ceilings and premium finishes, serving as a magnificent centerpiece for both daily life and hosting. The primary bedroom suite is a true private sanctuary, complete with soaring cathedral ceilings, a spa-like bath, and two spacious walk-in closets. Beyond the main home, the expansive property stands out as a versatile estate compound, featuring three additional outbuildings. Among them is a massive, historic barn that has been cleverly converted to include a private one-bedroom apartment and an inspiring art studio-ideal for guests, multi-generational living, or creative endeavors. Perfectly situated within walking distance to Weston's award-winning schools, this property offers a rare combination of privacy, community, and unmatched charm. It is not just a house, but a complete lifestyle compound that must be experienced in person to be fully appreciated. Showings by appointment only.

159 Newtown Tpke, Weston
$2,675,000
7 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24179272 MLS
Privately set off a secluded drive on a level acre in a premier Weston location, this exceptional custom home is the epitome of understated luxury and timeless elegance. The home is distinguished by its extraordinary craftsmanship, exquisite architectural detail & generously proportioned rooms throughout.The rich custom millwork,refined moldings, soaring ceilings & harmonious spaces create an atmosphere of sophistication & warmth. Designed for both elegant entertaining & comfortable daily living, the home offers 5 en suite bedrooms, 2 private offices, a stunning formal dining room w/ fireplace, elegant living room w/fireplace. The expansive family room w/fireplace creates an extraordinary setting for gatherings both large & intimate. A fully finished walk-out LL offers exceptional flexibility, featuring a full bath, 2 bedrooms + abundant living space ideal for a rec room, home gym, media room, or guest accommodations. A graceful connection between indoor & outdoor living enhances the home's appeal, with a charming screened porch, expansive deck, a private balcony overlooking the private yard, w/ mature trees for privacy year-round. There are very few homes that offer a remarkable blend of elegance, comfort & location! Perfectly situated within walking distance to town, schools, and all the charm Weston has to offer, yet just approximately 10 minutes from downtown Westport's vibrant shopping, dining, and cultural attractions.

7 Old Hyde Rd, Weston
$999,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178366 MLS
This exceptional 3,096 square foot home perfectly combines modern mechanical updates with prime convenience, located in Weston's top-rated school district with a bus stop right in front of the house. The sun-drenched main level boasts a dramatic open floor plan and soaring vaulted ceilings, creating an airy environment ideal for entertaining. Relax by one of the 3 cozy fireplaces on winter days, and enjoy the beautiful hardwood floors flowing throughout. This beautiful property features 6 spacious bedrooms and 3 full bathrooms, including a beautifully remodeled bathroom and laundry room on the lower level. Enjoy rare, premium convenience with a direct hookup to town water-a highly sought-after asset when most of Weston relies on private wells. Mechanics are completely worry-free with a brand-new HVAC system, new water heater, and a newly lined chimney. Solidly built and boasting a brilliant layout, this home is complete with reliable cell reception - providing the perfect foundation for Weston living at an incredible value in today's market.

50 Ravenwood Dr, Weston
$2,995,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24176936 MLS
Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.

22 Pent Rd, Weston
$899,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24172740 MLS
Exceptional opportunity in a prime Lower Weston location directly bordering Westport - just minutes to both Weston and Westport town centers, award-winning schools, shopping, dining, trains and commuting routes. Privately set on a beautiful 2-acre lot on a quiet country lane, this property offers endless potential for buyers with vision. Whether you choose to renovate, customize, expand, or build your dream home from the ground up, the setting and location are truly outstanding. Existing features include a freeform in-ground pool, expansive patio, underground utilities, and a remarkable 12-car barn/garage ideal for car enthusiasts, hobbyists, storage, or creative use. Surrounded by nature and offering exceptional privacy, this is a rare chance to create something truly special in one of Fairfield County's most desirable locations. Property being sold as-is. Pool hasn't been open in a few years.

27 Huckleberry Ln, Weston

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