Refine Search
Sort by
9 Pepperbush Rd, Weston
$1,460,000
5 Beds ⋅ 5 Baths ⋅ 24158801 MLS
A special residential neighborhood characterized by a coveted cul de sac and offering the quiet luxury Weston is known for. Privately sited on Pepperbush Rd, this perfectly maintained and thoughtfully updated Colonial offers over 5,100 sq ft of refined living space. Sun-filled interiors and an elegant layout provide the perfect balance for everyday living and sophisticated entertaining. The chef's kitchen with large center island and sun-lit breakfast room opens to a welcoming family room with custom built-ins and a wood-burning fireplace. Exquisite millwork in the living room with fireplace (option of gas or wood burning), spacious dining room, and private office enhance the home's gracious design. The home features 5 spacious bedrooms including a stunning primary suite with high ceilings, a luxurious bathroom, and two walk-in closets. The lower level, off the kitchen and family room area, includes a rec (play) room with dry bar, exercise room, plus full bath. Set amongst beautiful gardens and lawn, and across from conservation land and trails, the home is enhanced with premium upgrades including an Aerus G4 whole house air system, whole house generator and a new Carrier furnace. Backyard features 3 electric canopies for sun coverage, and built-in peninsula for ease of entertainment. A two car garage, attached to the home by an interior breezeway, plus a new mudroom add to an ideal lifestyle. Showing appointments begin March 18th. More Photos Soon.

9 Pepperbush Rd, Weston

48 Old Mill Rd, Weston
$1,450,000
3 Beds ⋅ 4 Baths ⋅ 24183921 MLS
Move-in ready and flooded with natural light, this exceptional European Craftsman home built in 2014 combines sophisticated architectural design and effortless modern living in highly desirable Lower Weston. Dramatic double-height ceiling anchors the open floor plan, creating an inviting atmosphere for everyday living and gracious entertaining. The chef's kitchen is well-appointed with stainless steel appliances, two dishwashers and wine fridge. The effortless layout draws you towards your private outdoor retreat with an expansive deck, dining area and jacuzzi. Situated on over 2.98 acres, the property features a sprawling, level backyard, professional landscaping and access to the Saugatuck River. The first-floor primary bedroom and equally spacious guest bedroom both offer en suite bathrooms and private access to the deck. Upstairs, a third bedroom with walk-in closet, full bathroom, dedicated home office/music room, study, and abundant closets and extra storage spaces serve every practical need. A large recreation room rounds out the upper level, offering additional room to play and relax. Energy-efficient design with extra insulation, thermopane windows, smart thermostats, custom smart lighting, whole home generator, and heated garage with fast universal electric vehicle charger offer superior modern convenience. Welcome home!

48 Old Mill Rd, Weston

14 White Oak Ln, Weston
$1,450,000
5 Beds ⋅ 5 Baths ⋅ 24169471 MLS
Striking contemporary sanctuary set on 2.4 private acres along one of Lower Weston's most coveted cul-de-sacs-where sophistication meets serenity. A dramatic atrium entry with soaring ceilings and skylights introduces a home defined by light, volume, and architectural distinction. Walls of glass and multiple French doors dissolve the boundary between indoors and out, creating a seamless connection to the surrounding landscape. 2 fireplaces-gas and wood-burning-add warmth and ambiance, while wood floors and Saltillo tiles bring a refined balance of modern design and natural texture. 2 primary suites, each with private outdoor access- ideal for flexible living. The walk-out lower level features a media room (optional 5th bedroom), office, gym, & temp-controlled wine and tasting room. Upstairs, two additional ensuite bedrooms complete the home's flexible layout. Set against 1.5 acres of protected open space, the property offers exceptional privacy while remaining minutes to Weston's top-rated schools, town center, downtown Westport, and the Cannondale train with direct service to New York City. Modern infrastructure: gigabit internet, whole-house Ubiquiti Wi-Fi, updated HVAC. Fully deer-fenced w/ mature specimen plantings - Japanese maples, birch, dogwood, hydrangea - & structured boxwood. A rare Lower Weston offering-where privacy, light, & design come together in a setting that feels both refined & effortles

14 White Oak Ln, Weston

262 Lyons Plain Rd, Weston
$1,450,000
6 Beds ⋅ 10 Baths ⋅ 24123556 MLS
A Premier New England Property & Extraordinary Opportunity! Riversbend is a singular opportunity to own a one-of-a-kind stone and cedar shake New England Colonial located on a spectacular 1.7 acre property on the Saugatuck River. The Estate was home for 30 years to an international family who entertained many family & friends from around the world - heads of hotels & restaurants - and in great style with grand terraces, river walks, bocce court, croquet, and outdoor dining. A great room with cathedral ceiling and commanding floor-to-ceiling stone fireplace welcomes you home. Plaster walls, chestnut-paneling, vaulted ceilings, extensive vintage hand-hewn oak post-and-beams, and 4 floor elevator are just a few of the exceptional finishes. With panoramic views of Banks Mountain, the family room opens directly to the commercial kitchen, elegant dining room, media/entertainment room, mirrored gym w. sauna, pool room, 6+ bedrooms, 10 bathrooms, and a heated four-car garage. The lower level is yet another impressive entertaining world! Recreation & pool room, second kitchen, 780-bottle wine cellar, 20+ seat dining area. Riversbend is located next door to Westport beaches, shopping, theater, trains.

262 Lyons Plain Rd, Weston

29 Salem Rd, Weston
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 24122986 MLS
Welcome to 29 Salem Road, where modern design and timeless elegance converge in a home that makes one-floor living effortless. Completely renovated to the highest standards, this light-filled residence is designed for comfort, flow, and connection. Walls of glass bathe the interiors in natural light, while soaring ceilings enhance the sense of openness throughout. At the heart of the home, the chef's kitchen boasts quartz counters, dual oversized islands-one for prep and one for casual dining-custom cabinetry, and top-tier appliances, creating a hub for both everyday living and entertaining. The adjoining living and dining rooms, anchored by a dramatic two-story fireplace, provide seamless spaces for formal or informal gatherings. The sunroom, wrapped in windows, frames serene views of the pool, stone patio, and lush landscape-an ideal spot for year-round relaxation-while the cozy den offers a more intimate retreat for quiet evenings. The bedroom wing ensures privacy and convenience, featuring a stunning new primary suite with spa-like bath and walk-in closet, plus two additional bedrooms with a shared full bath. A separate wing with bedroom, bath, and flexible living area offers endless options: home office, gym, in-law suite or guest quarters. Set on a cul-de-sac in coveted Lower Weston, just minutes from schools and the town center, this property blends the ease of single level living with style, sophistication and an ideal location.

29 Salem Rd, Weston

4 Trails End Rd, Weston
$1,440,000
5 Beds ⋅ 4 Baths ⋅ 24136553 MLS
This beautifully renovated 4-bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout. Set on a level, two-acre corner lot, the home offers both privacy and a tranquil setting. The modern kitchen features top-quality finishes and flows seamlessly into the family and dining rooms, overlooking a picturesque backyard. The living room, featuring a wood-burning fireplace and sliding doors that open to the deck, is ideal for indoor-outdoor entertaining. A sun-filled home office is conveniently located on the first floor. Upstairs, the primary suite is a true retreat, featuring a brand-new bathroom with radiant-heated floors, generous closet space, and a quiet, private setting. 3 additional bedrooms on the second floor provide comfortable accommodations for family or guests, complemented by an attic that offers additional storage. The basement provides 1,372 sq. ft. of flexible space, ideal for a home gym, media room, or recreation area. Outside, the home is surrounded by tranquil, well-maintained grounds, creating a peaceful and inviting setting perfect for relaxation, recreation, or entertaining. Located just minutes from Weston's top-rated schools, shops, restaurants, and recreational amenities. Convenient access to the Merritt Parkway and Westport Metro-North Station, offering a direct commute to NYC's Grand Central Station in just over an hour.

4 Trails End Rd, Weston

31 White Birch Rd, Weston
$1,405,000
4 Beds ⋅ 3 Baths ⋅ 24136824 MLS
Set back from the street in a desirable lower Weston location, this elegant colonial offers just under 4,000 sqft of beautifully finished living space. Classic in form with farmhouse-inspired details, the exterior showcases traditional siding, board-and-batten accents, dual front doors, and detailed window trim that lend timeless curb appeal. Inside, the home impresses with remarkable scale and craftsmanship. The main level living spaces flow beautifully, offering versatility for modern living. A dramatic coffered-ceiling living room opens seamlessly to the kitchen and sun room, creating an effortless connection for both everyday comfort and entertaining. The dining room features raised paneling and intricate millwork, while additional spaces provide flexibility for an office, playroom, or media room-adaptable to any lifestyle. At the center of it all, the updated kitchen is a true showpiece with a Sub-Zero refrigerator, double ovens, custom light-stone countertops, and luxury appliances. The open design invites gathering while maintaining a refined sense of style and purpose. Outdoor living completes the picture with expansive stone patios, a built-in grill, and a fire element surrounded by multiple areas for dining and relaxation. A rare opportunity in lower Weston, blending timeless design and exceptional craftsmanship throughout. Less than 50 miles to NYC & 10 min to downtown Westport. Lower Weston offers the small town feel with convenience, Welcome Home!

31 White Birch Rd, Weston

17 Grays Farm Rd, Weston
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24113400 MLS
Stonehaven: Located on a coveted cul de sac on two acres in lower Weston, this meticulous home was rebuilt and expanded in 2015, Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The heart of the home is the chef's kitchen-anchored by a massive island and high end appliances; Wolf, Subzero, Asko. Large rooms, including a sun room with windowed walls and passive solar heat, and your choice of a first or second floor primary with tons of closets gives you much needed choices. Freshly finished hardwood floors, French doors and sliding doors open to a private, expansive backyard. The massive unfinished basement, under the entire house, has a walk-out with its own has incredible possibilities. Thoughtfully designed exterior spaces and stone patios are perfect for dining and entertaining. This rare property offers space, style, and the best of Weston and Westport living and is a home that adapts beautifully to all of your needs.

17 Grays Farm Rd, Weston

4 Kettle Creek Rd, Weston
$1,390,913
4 Beds ⋅ 3 Baths ⋅ 24162991 MLS
Set along one of Weston's most picturesque and sought-after roads in Lower Weston, this beautifully renovated Colonial farmhouse blends timeless charm with thoughtful modern upgrades on 2.59 level acres. Meticulously maintained and move-in ready, the home offers 4 bedrooms, 3 full baths, and approximately 2,646 square feet, including a finished walk-out lower level with fireplace. The sun-filled kitchen features cathedral ceilings, exposed beams, granite countertops, custom cabinetry, stainless steel appliances, and a new French door (2025) opening to the outdoor living spaces. A gracious living room with fireplace, formal dining room with bay window, and flexible fourth bedroom complete the main level. Upstairs are three well-proportioned bedrooms, including a comfortable primary suite with an updated bath. Extensive recent upgrades include refinished hardwood floors and fresh interior paint (2026), renovated lower level (2025), Trex wraparound deck and covered side porch (2024), fenced backyard (2024), and new heat pump, central air and hydro air throughout with a mini split in finished lower level (2024). Additional improvements include a basement drainage system with lifetime warranty (2022), new chimney (2021), and shed (2022). Enjoy peaceful outdoor living with a stream that flows into a tranquil on-site pond. Minutes to Weston Center and Downtown Westport with access to top-rated schools and Westport public beaches.

4 Kettle Creek Rd, Weston

4 Hidden Hill Rd, Weston
$1,345,000
3 Beds ⋅ 4 Baths ⋅ 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

193 Newtown Tpke, Weston
$1,340,000
4 Beds ⋅ 5 Baths ⋅ 24129886 MLS
Welcome to a stunning blend of contemporary and Colonial architecture featuring the "Scandifornia" aesthetic-where Scandinavian simplicity meets California warmth. Set on over two acres of sprawling, private grounds in highly sought-after lower Weston, this light-filled contemporary Colonial creates an effortless, elegant, and cozy atmosphere. Every room in this happy home is bright and airy, designed with clean lines, a neutral palette, and thoughtful modern updates. A beautifully updated custom kitchen, flows seamlessly into the dining room with fireplace, the family/playroom, and the spacious living room with 2nd fireplace. All main living areas open through sliders to a new composite wraparound deck, ideal for indoor-outdoor living and entertaining. Rounding out the first floor is a versatile bedroom, adjacent fully updated bath and recently updated mudroom/laundry room with built-ins and half bath. Upstairs the primary suite boats radiant-heated floors, soaking tub, frameless glass shower, and a custom Berth cherry double vanity with quartz countertop offering a true retreat. Two additional oversized bedrooms share a beautifully updated hall bath.

193 Newtown Tpke, Weston

26 Glory Rd, Weston
$1,325,000
4 Beds ⋅ 4 Baths ⋅ 24130125 MLS
Find Your Place on Glory Road. Step inside this charming contemporary ranch with a twist, tucked on a quiet cul-de-sac in Weston's sought-after Georgetown neighborhood. With a flat backyard, countless updates, and spaces designed for both connection and retreat, this home blends timeless character with modern comfort. The sun-filled main level opens with a welcoming living & dining area, anchored by a cozy fireplace & flowing into the eat-in kitchen, where exposed brick adds just the right touch of charm. From here, double door leads to the deck, the perfect spot to gather for al fresco meals overlooking the private, tree-lined yard. Originally built in 1955, the home was thoughtfully expanded in 2008 to include a private primary suite with vaulted ceilings, 2-car garage, mudroom, and an additional den with 1/2 bath. In the opposite wing, you'll find two bedrooms, a dedicated office, & a hall bath. The walk-out lower level offers flexible space for a playroom or media area, plus an additional bedroom & full bath alongside a convenient laundry room/kitchenette. Perfect for guests, an in-law suite or an au-pair! With a flexible 4-5 bedroom layout & approximately 3,300 sq ft of living space, this home adapts beautifully to today's lifestyle needs. All of this is set in an incredible location, close to schools, town, & parks, yet nestled in a neighborhood with winding streets, where bike rides, evening strolls, and community connection are part of everyday life. Rare in Weston!

26 Glory Rd, Weston

111 & 115 Old Easton Tpke, Weston
$1,317,500
4 Beds ⋅ 3 Baths ⋅ 24131538 MLS
2 SEPARATE, ADJACENT LOTS in lower Weston, one with an interior designer's personal home, thoughtfully renovated in 2024 with luxurious, high-end finishes rarely found in a classic ranch. Step inside to discover a brand-new quartz kitchen with custom cabinetry and millwork, a spa-inspired primary bathroom with double sinks, gorgeous tile and a walk-in shower, two additional beautifully renovated bathrooms, designer lighting, custom hardware, new windows, and hardwood floors throughout. Outside, this picture-perfect Connecticut home makes a stunning first impression with a new front portico, charming cupola, new garage doors and fresh exterior paint. A large screened-in porch overlooks the peaceful property with river access. This offering includes an ADDITIONAL, adjacent 2-acre building lot offering endless expansion possibilities. Just a short stroll away, enjoy hiking trails in Brett Woods - the perfect balance of nature and convenience. Whether you're looking for a move-in-ready retreat or a fully furnished designer showpiece, this rare offering invites you to create the lifestyle you've dreamed of. Available to purchase fully furnished. Taxes and Assessment are totals of both parcels. See Agent Remarks for breakdown.

111 & 115 Old Easton Tpke, Weston

25 Sunset Dr, Weston
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 24186420 MLS
An outstanding Cape Farmhouse in a friendly family neighborhood. 4 bedrooms, 3 full baths and 2 half bath. A brand-new Premiere Suite with a large walk-in closet has just been completed on the upper level with a radiant heated floor bathroom with double shower heads. Easy flow house with a great west facing deck with incredible sunsets.3 bedrooms on the main floor with 1 en suite full bath, 1 full and 2 half baths. Beautifully landscaped property in a peaceful and quiet setting.A short drive to the town center , Westport and to the blue ribbon school campus. Whole house generator with a very large basement, finished exercise room and side workshop. Basement floors have a polyurea concrete coating.Hardwoods thru out. Tremendous storage space in basement and the second floor

25 Sunset Dr, Weston

38 Old Redding Rd, Weston
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 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

39 Tannery Ln S, Weston
$1,280,000
4 Beds ⋅ 4 Baths ⋅ 24178409 MLS
39 Tannery South is the kind of home that makes you exhale the second you walk in. Thoughtfully updated, every space feels intentional, warm, and beautifully designed. An open concept layout flows through a stunning kitchen with custom cabinetry, quartz counters, glass tile backsplash and a generous island made for gathering. The living room features custom barn door sliders that let you create a private space when needed, while the family room with a wood-burning fireplace invites cozy nights in. Upstairs, the primary suite is a true retreat with a vaulted sitting room, office, walk-in dressing room, in-suite laundry and a spa-like bath with Restoration Hardware finishes and an oversized glass shower. Three additional bedrooms and a renovated bath complete this level. The walk-out lower level offers a gym, rec room and full bath. Outside, enjoy a huge deck, bluestone patio, firepit, seasonal brook and mature trees, all just minutes from schools and shopping. Solar panels, a whole-house generator, irrigation, an invisible fence, and new cobblestone parking make this stunning home as efficient as it is beautiful. Turn-key Weston living at its best.

39 Tannery Ln S, Weston

43 Blueberry Hill Rd, Weston
$1,280,000
6 Beds ⋅ 4 Baths ⋅ 24153840 MLS
Thank you for your interest! Sellers are asking for interested buyers to submit highest & best offers by Sunday, 3/15 at 2pm. Located on a sought-after cul-de-sac in desirable Lower Weston, this beautifully maintained home offers 6 bedrooms, 4 full baths, and a stunning gunite pool-perfect for today's lifestyle. An exceptional floor plan centers around the Eat-In Kitchen with breakfast nook, seamlessly connecting to the dining room/living room with fireplace and inviting family room, with vaulted ceilings, beams and provides direct access to the deck for effortless indoor-outdoor living. The main level features a spacious primary suite with vaulted ceilings and sliders to a private deck, along with two additional bedrooms and a full bath. Upstairs, you'll find two bedrooms, a sitting area or office, and a full bath-ideal for guests or flexible living space. The updated lower level offers wonderful versatility, perfect for a home office, in-law setup, or au pair suite, complete with a renovated full bath. Outdoors, the backyard oasis showcases a gunite pool, new deck with bluestone landing, and serene privacy-an ideal setting for entertaining or relaxing. Recent updates include new hardwood floors in the kitchen and family room, a new oil burner and water heater, and a new driveway with apron, plus much more. Located in the Blueberry Hill neighborhood, this home offers the best of Weston living-top-rated schools, low taxes, beach rights, and just minutes to Westport.

43 Blueberry Hill Rd, Weston

25 Samuelson Rd, Weston
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 24126711 MLS
Designed for everyday comfort, this 4-bedroom Colonial combines the privacy of a wooded retreat with the convenience of nearby schools, dining, shopping, and NYC commute. Step inside the light-filled living spaces that feel graceful and welcoming. The family room, anchored by a striking stone fireplace, is the heart of the home, while the dining and living rooms flow easily and are ideal for entertaining. Cathedral ceilings and hardwood floors carry a sense of timeless style. The kitchen with its granite island opens to a three-season porch that invites quiet moments overlooking calming views of nature. The inviting lower level provides plenty of extra space for recreation, activities and entertainment. With miles of walking trails accessed directly from your backyard, Weston's award-winning schools just minutes away, and every space designed for comfort, this home embodies the best of Weston living: privacy, convenience, and a true sense of sanctuary. You'll find a quintessential New England vibe hidden within the hamlet of Georgetown right next door: indulge in the region's best brisket at Wire Mill BBQ, gather with friends for live music at Milestone, and stock the kitchen with fresh finds from Caraluzzi's Market. The Cannondale train station, with its quaint New England character, is minutes away and offers unmatched convenience for the NYC commute. Schedule your private showing today and see firsthand why this home captures the essence of Weston living.

25 Samuelson Rd, Weston

50 Old Farm Rd, Weston
$1,261,000
4 Beds ⋅ 4 Baths ⋅ 24165738 MLS
Welcome to this sophisticated country Cape blending modern living with charm in Weston's Georgetown area. White picket fences & stepping stones through an arbor welcome you to the front porch of this beautiful home! Set at the end of a quiet cul-de-sac on a level acre w/inviting circular driveway, the open floor plan creates comfortable flow for everyday living & entertaining. Two story entry leads to a spacious Family Room w/stunning stone fireplace, cathedral ceiling, wall of windows & french door to the large covered deck. A bright Office with built-ins just off the entry is perfect for remote work. Fabulous Dining Rm with skylights & built-in hutch opens to the chef's Kitchen, complete w/ island, granite counters & two sinks. FIRST FLOOR Primary Suite with spacious walk-in closet and elegant bathroom, opens to the back deck. Convenient laundry, powder room & mudroom complete the main floor. Up the stairs find two large BRs, hall bath & a flexible room used now as an Office. Head to the LL for the exercise room & playroom, plus lots of storage! Need room for in-laws or guests? The separate apt provides great space with BR Ste, open living & kitchen area & laundry, plus lovely balcony for enjoying nature. All this, just a short drive to Georgetown's eateries, Milestone & bagels at Uncle Leo's! Weston's top-rated schools, close-by shopping, Devil's Den, Lachat Farm and Westport beach rights make Weston such a desirable destinati

50 Old Farm Rd, Weston

29 Old Stage Coach Rd, Weston
$1,252,500
5 Beds ⋅ 5 Baths ⋅ 24132667 MLS
This distinctive Colonial offers tremendous curb appeal on a peaceful country road. It provides scenic views overlooking a nature preserve, the Saugatuck Reservoir & Trout Brook Trails & is just 15 minutes from downtown Westport. The thoughtful layout of this welcoming residence is perfect for seamless entertaining, both inside & on the expansive terrace that overlooks the naturally landscaped yard. Meticulously maintained, the home offers a versatile floor plan, including a potential In-law or Au-Pair Suite within the Office/Studio wing.The main level features an airy, front-to-back Living Room with a fireplace & historic wood beams, a Chef's Kitchen that flows into both the Dining Room & a bright Breakfast Room & a spacious Family Room with its own fireplace. The Den, complete with a full bath, presents an ideal option for a first-floor Bedroom.Upstairs, you will find five generously sized Bedrooms, including the Primary Bedroom with a walk-in closet & beautiful en-suite bath, plus a private Guest Room that includes its own full bath. The finished lower level is home to a comfortable Playroom (featuring the home's third fireplace & a pool table area) & a well-appointed Laundry Room. This residence has seen numerous high-quality improvements, including new AC, furnace & new hardwood floors in multiple rooms (a complete list is available upon request). This exceptional home is located in the sought-after town of Weston, known for its award-winning Blue Ribbon Schools.

29 Old Stage Coach Rd, Weston

27 Hackberry Hill Rd, Weston
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 24162505 MLS
Prepared to be awe-struck! This renovated/updated mid-century modern home is a naturalist's dream with walls of glass that allow for light filled spaces & a calming vibe. A two-sided field stone fireplace anchors the living spaces including the stunningly designed kitchen featuring a 10x6 quartz topped center island & new windows overlooking the magical zen courtyard/garden w/ flowering trees and shrubs.Top of the line newer stainless steel appliances include Bosch DW, Thermador double ovens & Wolf cooktop... all at the ready for preparing fabulous meals! There is tons of cabinetry & a fireside sitting area to relax and enjoy the calm. The living/dining room also enjoys the fireplace and is drenched in sunlight with sliders to the newly stained wrap around deck with new wire railings providing open views of the beautiful 2.3 acres of property. Upstairs offers 2 family bedrooms and new hall bath as well as the primary suite w/ new ensuite bath & a large dressing room/walk-in closet. The above grade lower level w/ fireplace has been completely redone & has flexible space to suit a variety of lifestyles including 4th BR w/ new bath and closet, office or playroom and has sliders leading to patio w/ newly constructed stone walls. There are newly refinished hardwood floors and paint throughout, new furnace, new hotwater heater, new oil tank & upgraded 200 amp electrical. All of this & more located just moments from Weston's charming town center and award winning school campus!

27 Hackberry Hill Rd, Weston

9 Woods End Ln, Weston
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 24152068 MLS
Quintessential cul-de-sac living in the heart of sought-after Weston small town suburbia with top rated schools. This stately center hall Colonial sits gracefully atop a hill, offering privacy, elevated views, and a peaceful wooded setting. Inside, the home offers the flow today's buyers seek, featuring beautifully updated bathrooms including a newly renovated primary bath, a sun filled kitchen with vaulted ceiling breakfast area wrapped in windows, and seamless transitions from one inviting space to the next, along with a convenient mudroom for everyday living. The spacious primary suite is a true retreat with soaking tub, separate shower, dual vanities, and abundant natural light. The expansive finished lower level provides a large open area ideal for relaxing, working out, or play, along with a separate space offering potential for a fifth bedroom or home office. Numerous recent improvements add peace of mind, including a new roof, updated water heater system, new water softener system, new oil tank, newer furnace, and central air, making this a home that delivers comfort, flexibility, and timeless appeal in an exceptional neighborhood setting.

9 Woods End Ln, Weston

48 Blue Spruce Cir, Weston
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24127797 MLS
Weston Gem - Where Charm, Nature & Lifestyle Meet! Tucked away on over 2 private, park-like acres on a tree-lined street, this beautifully updated Colonial offers the perfect balance of elegance, comfort, and convenience. With a New Roof and Driveway, Refinished Hardwood floors, Newer Windows & Furnace, plus freshly paint inside and out, the home is completely move-in ready. The first floor was designed for both daily living and entertaining:Living room w/ French doors opening to a stone patio, a sun-drenched cathedral-ceilinged Sunroom with wraparound windows and serene views and a formal dining room that flows effortlessly into the renovated kitchen with center island, stainless steel appliances & breakfast area. A cozy family room with a fireplace & built-ins creates the perfect spot to gather and unwind. Upstairs, retreat to the primary suite with double closets, spa-like bath & private home office. 3 additional bedrooms, a full bath, and a large laundry room provide space and function. Step down to the fin lower level with a bonus area, wine cellar and mudroom with access to the garage. Step outside to your own outdoor paradise-mature trees, colorful plantings, multiple patios, a large entertaining deck, a level backyard, a storage shed and a firepit with seating area-all creating a setting that's both vibrant and tranquil year-round. All just minutes from Weston's top-rated schools, town center, Lachat Farm, Devil's Den Preserve & Cannondale train sta. Welcome Home

48 Blue Spruce Cir, Weston

33 Cardinal Rd, Weston
$1,218,000
4 Beds ⋅ 3 Baths ⋅ 24162512 MLS
Welcome home! This charming and updated 4 BR 2 1/2 bath colonial is sited on 2 acres of property on a cul-de-sac street in a true lower Weston location! The gracious entryway leads to the bright living room with brick fireplace. Perfect for those chilly nights. The family room has a large bay window letting the natural light flood in and is open to the dining area with sliders to deck and the completely updated gorgeous kitchen with quartz countertops, high end stainless steel appliances (Thermador & LG), huge pantry and 9 1/2 foot quartz topped island w/ built-in wine rack. A chef's dream! Also on the first floor is a renovated laundry room with sink, cabinets, counter top and updated 1/2 bath. Upstairs you will find a large primary bedroom with en-suite bath and walk-in closets. 3 other bedrooms and a remodeled hall bath complete the 2nd story. The finished lower level space is fully above grade and can have a variety of uses including an office or playroom or both. Sliders lead to a flat back yard with stone outcroppings for playing and a zen-like rock sitting area with chairs for relaxing and enjoying the peaceful surroundings. Other special features include new siding and mostly new/newer windows, new AC, standby generator and hardwood floors throughout. This bright and sunny well maintained home awaits its new owners. Come on home!

33 Cardinal Rd, Weston

12 Mountain View Dr, Weston
$1,213,000
5 Beds ⋅ 3 Baths ⋅ 24184490 MLS
Sold. Located at the end of a long private driveway off a cul-de-sac, this charming Dutch Colonial offers both character and modern efficiency. The kitchen is beautifully appointed with Omega cherry cabinetry, honed granite countertops, and a maple butcher block island that opens seamlessly to a warm and inviting family room with a wood-burning fireplace. The main level also features a versatile first-floor bedroom or home office, along with a spacious living and dining room highlighted by hardwood floors. From here, step out to a screened-in porch that overlooks the property and leads down to a bluestone patio-perfect for indoor-outdoor living. Upstairs, the primary suite boasts recently refinished hardwood floors and its own fireplace, creating a cozy retreat. Three additional bedrooms and a hall bathroom complete the second floor. Blending classic New England charm with exceptional energy efficiency, the home includes an owned Tesla solar roof (12.8 kW) with three Powerwalls (40 kWh total capacity), two EV chargers with a 50-amp circuit in the garage, and participation in the Eversource Managed Charging Program-keeping monthly electric costs impressively low. Recent updates include a repaved driveway, new indirect hot water tank, and LG washer and dryer.

12 Mountain View Dr, Weston

180 Davis Hill Rd, Weston
$1,210,300
5 Beds ⋅ 4 Baths ⋅ 24169073 MLS
Beautiful 5-bedroom 3 and half bath Colonial set on 2 private acres featuring hardwood floors throughout, a whole-house automatic standby generator, completely refinished hardwood floors upstairs, and fresh interior paint throughout. The open floor plan seamlessly connects the eat-in kitchen and family room, creating the perfect space for everyday living and entertaining. The spacious family room showcases a stunning beamed vaulted ceiling and gas stove, adding warmth and character. A sun-filled living room features a cozy wood burning fireplace and an oversized picture window that brings in abundant natural light and offers peaceful views of the backyard and surrounding nature. The spacious primary suite features a private bath, while two additional full hall baths provide convenience for family and guests. This well-appointed home also includes a formal dining room and private home office/study, offering both functionality and flexibility for today's lifestyle. Generous living areas, large bedrooms, and a thoughtful layout make this home ideal for comfortable living. Enjoy the peace and privacy of the expansive property while still being conveniently located near shopping, dining, schools, and commuter routes as well as the Saugatuck walking trails.

180 Davis Hill Rd, Weston

27 Rogues Rdg, Weston
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24114393 MLS
Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable figures like Paul Newman, infused this residence with character, creativity, and timeless craftsmanship. Thoughtfully sited on nearly 3 bucolic acres to capture natural light and serene views, the home spans over 2,900 sq. ft. and offers 4 bedrooms and 3 full baths. Floor-to-ceiling windows, gleaming restored radiant heated slate floors, and a spacious open layout create seamless transitions between indoor and outdoor living. A dramatic double-story entry opens into a versatile family room, while the chef's kitchen flows effortlessly into the dining and living areas-perfect for entertaining or quiet everyday moments. The primary suite features 9+ ft. tray ceilings, a spa-inspired bath with a deep soaking tub, double sinks, a separate shower, and a large walk-in closet. A second ensuite bedroom includes oversized closets and opens directly to a wraparound stone terrace-an ideal spot for a morning latte, evening glass of wine, or peaceful nights of stargazing. Two additional bedrooms share a generously sized hall bath.

27 Rogues Rdg, Weston

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!