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19 Skymeadow Dr, Stamford
$3,168,000
5 Beds ⋅ 4 Baths ⋅ 24166734 MLS
Welcome to The Benjamin Weed House, a distinguished and storied estate set across 3.5 exquisite acres-where historic provenance meets refined modern living. Expanded and meticulously curated over time, this exceptional five-bed, four-bath residence offers a rare blend of architectural integrity and contemporary sophistication. Inside, soaring ceilings, wide-plank hardwood floors, and masterful craftsmanship create an atmosphere of understated elegance. The chef's kitchen is both functional and beautiful, appointed with a Sub-Zero refrigerator, Wolf cooktop, granite countertops, and an expansive dining area designed for effortless entertaining. The grounds are nothing short of extraordinary-evoking the romance of an English country garden with fountain, mature specimen plantings, hydrangeas, and peonies woven throughout the landscape. A collection of thoughtfully designed outdoor amenities elevates the estate to a private retreat: a newly constructed post-and-beam barn in pine and cedar, a fully renovated guest house with kitchen and bath, a tennis court, and a resort-style gunite pool. The stone terrace-complete with fireplace, grill, and pergola-creates an idyllic setting for al fresco dining. A detached 3 car garage is complemented by a beautifully finished second-floor flex space, ideal for a studio, office, or wellness retreat. The new guest house offers a luxurious and private accommodation for extended family and guests.

19 Skymeadow Dr, Stamford

4 Ravenglass Dr, Stamford
$2,812,500
5 Beds ⋅ 6 Baths ⋅ 24154753 MLS
Welcome to Windermere on the Lake, a premier, gated community in North Stamford. Situated on a private, scenic lot, this custom 5-bedroom, 5.1-bathroom home offers year-round views of the lake within a sought-after neighborhood. Upon entry, guests are greeted by a stunning foyer with soaring ceilings. The heart of the home is the gourmet eat-in kitchen, featuring brand-new quartzite countertops, a substantial center island, and plenty of counter space for meal prep. The kitchen flows seamlessly to the outdoor deck (with firepit), offering guests captivating views of the lake. From the elegant, formal dining room to the warmth of the cozy great room with custom built- ins, every corner of this home is a sanctuary. A spacious office is conveniently located just off the great room on the first floor. This spectacular home boasts new decorative lighting inside and out, a new entertainment system throughout, refinished floors, a repaved driveway (2025), and a new modern stair railing. The luxurious primary bedroom suite is a private retreat, featuring a designer, walk-in closet and a large, spa-like bathroom complete with a free-standing tub. This home has so many versatile living spaces, including an expansive multi-purpose room on the second floor, perfect as a playroom or additional guest quarters.

4 Ravenglass Dr, Stamford

198 Woodchuck Rd, Stamford
$2,450,000
3 Beds ⋅ 3 Baths ⋅ 24177197 MLS
Completely rebuilt and reimagined, this exceptional Mid-Century Modern ranch lives like new construction and offers a rare blend of architectural sophistication, privacy, and lakefront serenity. Tucked away at the end of a quiet cul-de-sac, the home is surrounded by mature trees and immersed in nature, with approximately 300 feet of private lake frontage and walls of glass framing breathtaking water views from nearly every room. Designed for modern living, the home features a sleek contemporary kitchen open to a spacious family room made for gathering, where abundant natural light, soaring ceilings, and stunning lake views create an unforgettable backdrop for everyday living and entertaining. Adjacent to the kitchen, the inviting living and dining room is anchored by a striking stone wood-burning fireplace, offering a warm and intimate retreat. Three spacious bedrooms plus a private office or optional fourth bedroom with en-suite bath provide exceptional flexibility. Integrated smart-home technology and a built-in audio system enhance comfort and convenience throughout the home, while direct lake access invites kayaking, fishing, or simply enjoying the peaceful natural setting. Wildlife glides overhead and dances across the lake, creating a setting that feels worlds away-yet shopping, dining, and transportation are just five minutes away. A truly one-of-a-kind waterfront sanctuary where modern design, complete privacy, and nature exist in perfect harmony.

198 Woodchuck Rd, Stamford

215 S Lake Dr, Stamford
$2,410,000
4 Beds ⋅ 8 Baths ⋅ 24159274 MLS
Lakefront living! This elegant home features 450" ft of private, pristine lakefront in a coveted area of North Stamford CT! 1 hour from NYC by train, minutes from the vibrant city life of Stamford CT, this custom built, sunlit home has been exquisitely re-imagined in a sophisticated, modern style. The grand entrance opens to a foyer with marble floors, winding staircase, and panoramic lake views! Open floor plan with gallery walls are replete with vibrant paintings and sophisticated photographs. Arching oversized windows draw the eye to the lake front, saturating the interior with natural light. Main level includes a music room/study with a wood burning fireplace, elegant dining room, an oversized 2 story living room with a Onyx surround fireplace, updated kitchen with chef's appliances, primary bedroom with a custom marble mosaic fireplace, private balcony, 2 walk-in closets and a luxurious ensuite bath. Deck with steel cord-Ipe wood railings provides indoor-outdoor entertaining space. The 2nd floor has 3 ensuite bedrooms, (2 currently used for art studios) plus a generous recreation room/office/playroom. Walk-out lower level has a potential in-law/office suite with a separate entrance and kitchenette, a gym area, temperature controlled wine closet, and multiple closets/storage areas. Full house generator. Radon system. Bosch, Wolf, Subzero appliances. Approx 4200 sq ft on main and upper levels-another 3000 sq ft in lower walkout level.

215 S Lake Dr, Stamford

29 Flint Rock Rd, Stamford
$2,295,000
5 Beds ⋅ 4 Baths ⋅ 24179884 MLS
Welcome to 29 Flint Rock Road. Located on a quiet, newly paved dead-end road in North Stamford, this completely gut-renovated 5-bedroom, 3.5-bathroom, 2-car garage home spans over 5,600 square feet on a private 1-acre lot. Just 2 minutes to the Merritt Parkway, this turnkey property is ideal for a growing family seeking privacy and space. The home has been fully updated from the outside in, featuring a new roof, maintenance-free fiber cement Hardie Board siding, a freshly paved driveway, and a 26 kW whole-house Generac generator for uninterrupted peace of mind. Additional upgrades include a tankless water heater, a central vacuum system, and smart thermostats throughout. The property is pre-wired for outdoor cameras, and out back, there is a 700+ square foot deck, a 700+ square foot patio, and a future pool site available. Enter through the front door to a two-story foyer, featuring a stunning chandelier and modern staircase. The brand-new kitchen is outfitted with a full Thermador suite (propane cooktop, double wall ovens, fridge/freezer) and refrigerated drawers, all finished with quartz countertops and a casual eat-in dining area. Just off the kitchen, the family room boasts vaulted ceilings, exposed beams, a wet bar with a beverage fridge, and a masonry wood-burning fireplace. The main level is further complemented by a formal dining room, a formal living room, a study, and a powder room, as well as a dedicated laundry room with a new LG washer/dryer

29 Flint Rock Rd, Stamford

12 Woodbine Way, Stamford
$2,275,000
4 Beds ⋅ 7 Baths ⋅ 24172956 MLS
Nestled in sought-after North Stamford near the New Canaan border, this exceptional Colonial, built in 2007, offers over 7,000 sq ft of elegant and versatile living space on a private one-acre property. Thoughtfully designed for both everyday living and entertaining, the home combines timeless style with modern comfort. A grand entry leads to expansive, light-filled rooms enhanced by quality craftsmanship and sophisticated finishes throughout. The chef's kitchen is beautifully appointed with luxury appliances, abundant cabinetry, generous counter space, and ample storage, making it ideal for casual meals or large gatherings. The open layout flows seamlessly into the stunning family room, featuring a dramatic stone fireplace, and oversized sliders leading to a massive new deck overlooking the picturesque property. There's even room for a pool! The home offers four spacious en-suite bedrooms, including a luxurious primary suite designed as a private retreat. An expansive great room provides endless flexibility for a playroom, media room, office, fitness area, in-law suite, or additional family room. The fully finished walk-out lower level adds even more living and entertaining space with direct backyard access. Conveniently located near shopping, dining, parks, schools, and commuter routes, this remarkable North Stamford home offers the perfect blend of luxury, comfort, and functionality in an exceptional setting. Make this house your new home!

12 Woodbine Way, Stamford

71 Heming Way, Stamford
$2,150,000
4 Beds ⋅ 5 Baths ⋅ 24155110 MLS
Heming Way is a premier North Stamford cul-de-sac with underground utilities and a quiet, refined setting. This custom-built Colonial offers exceptional space, craftsmanship, and flexibility for today's lifestyle. The chef's kitchen with stainless steel appliances and sun-filled breakfast room opens seamlessly to the expansive family room with stone fireplace, ideal for everyday living and effortless entertaining. A private office with custom built-ins and a full bath on the main level provides flexibility, including potential for a first-floor primary suite. Upstairs, the vaulted primary suite features a spa-inspired bath with heated marble floors and an oversized walk-in closet, plus three additional bedrooms and a private upper level retreat. The finished lower level with custom cherry cabinetry and wet bar extends the entertaining space and flows easily to the backyard. A statement property offering privacy, versatility, and timeless appeal in one of North Stamford's most desirable enclaves.

71 Heming Way, Stamford

81 Pinewood Rd, Stamford
$2,120,000
5 Beds ⋅ 6 Baths ⋅ 24166767 MLS
Elegant Colonial set on a private, beautifully landscaped acre in North Stamford. Built in 2005, this 5 bedroom, 5.5 bath home offers timeless design, high ceilings, Brazilian hardwood floors, and detailed custom millwork throughout. A grand foyer leads to formal living and dining rooms, a private office, and a chef's kitchen with high-end appliances, opening to the family room with fireplace and stone patio-ideal for everyday living and entertaining. A main-level bedroom adds flexibility, and an elevator from the garage to the main level adds convenience. Extensively updated with full propane conversion, three new AC systems, new boiler, water system and tank, roof, driveway, and garage doors, plus radon mitigation, fresh interior paint, updated powder room, and a fully fenced backyard. Kitchen features new Danby marble countertops, backsplash, dishwasher, two sinks, garbage disposal, and updated faucets, hardware, and lighting, with matching Danby marble countertop, sink and hardware in the butler's pantry. Additional updates include new dryer and exterior lighting fixtures with timers. Upstairs, the primary suite offers a private retreat with fireplace and spa-like bath. A second suite features a walk-in closet and en suite bath, plus two additional en suite bedrooms. Walk-up attic offers expansion potential. Three-car garage with temperature control and hot/cold water connection. Convenient to High Ridge Rd, New Canaan, and Pound Ridge

81 Pinewood Rd, Stamford

422 Scofieldtown Rd, Stamford
$2,000,000
5 Beds ⋅ 6 Baths ⋅ 24155820 MLS
Built in 1785, this remarkable antique colonial has been thoughtfully expanded and renovated to today's standards. Spanning 5,662 square feet, the home features 5 bedrooms, 4 full and 2 half baths, 6 fireplaces, and high ceilings offering a refined balance of period craftsmanship and modern comfort. The kitchen boasts a custom wood ceiling, complemented by a large center island, soapstone countertops and top-of-the-line Sub-Zero and Wolf appliances, making it ideal for culinary enthusiasts. Exposed beams frame the great room, while oversized windows and French doors invite natural light and extend the living area outdoors. Three finished levels include a spacious dining room, private bedroom suites, and other inviting living spaces. An expansive bluestone terrace with its outdoor fireplace overlooks a level acre, providing a perfect setting for dining and entertaining - a fitting backdrop to this storied North Stamford residence. Central air and a two-car garage add everyday convenience, along with easy access to the Merritt Parkway, shopping and downtown Stamford.

422 Scofieldtown Rd, Stamford

436 Rock Rimmon Rd, Stamford
$1,995,000
5 Beds ⋅ 6 Baths ⋅ 24194184 MLS
Resort-style living meets timeless elegance in this completely renovated five-bedroom Modern Colonial set on a spectacular North Stamford property. Meticulously maintained and reimagined with exceptional craftsmanship, this turnkey home showcases soaring ceilings, sun-filled living spaces, designer finishes, and the finest materials throughout. The stunning chef's kitchen flows seamlessly into beautifully appointed living and entertaining spaces, while luxurious modern baths-including a spa-inspired primary suite retreat-offer comfort and sophistication. With five bedrooms, three full baths, three half baths, and a finished lower level, the home provides exceptional space for everyday living and entertaining. Outside, discover your own private resort. The beautifully landscaped, fully fenced property features a sparkling pool and spa, pickleball and basketball courts, an outdoor kitchen pavilion, landscape lighting, fire pit, irrigation system, and expansive areas for relaxing or gathering with family and friends. Every detail has been thoughtfully designed to create an unparalleled indoor-outdoor lifestyle. Perfectly blending luxury, recreation, and privacy, this extraordinary North Stamford home is truly move-in ready and offers the ultimate staycation experience-every day feels like a vacation.

436 Rock Rimmon Rd, Stamford

511 Den Rd, Stamford
$1,915,000
4 Beds ⋅ 4 Baths ⋅ 24137258 MLS
Brand-new construction at 511 Den Road offers refined modern living in a peaceful North Stamford setting on 1.09 private acres. This thoughtfully designed 4-bedroom, 3.5-bath home features an open-concept layout with hardwood floors, recessed lighting, and a striking living area centered around the fireplace, flowing seamlessly into a chef's kitchen with an oversized island, quartz countertops, custom cabinetry and a butler's pantry-ideal for effortless entertaining. Oversized Marvin windows flood the home with natural light and frame tranquil wooded views, while sliders open to a spacious deck overlooking the private backyard. The luxurious primary suite delivers a spa-like retreat with a soaking tub, double vanity, and elegant finishes. A large mudroom off the 2-car attached garage adds everyday functionality and includes an EV car charger, while a dedicated home office provides the perfect work-from-home setup. Built for comfort and efficiency, the home features spray foam insulation, Hardie board siding, central air, energy-efficient systems, and a walk-out lower level, offering the perfect balance of privacy, luxury, and convenience just minutes from nature preserves, dining, downtown Stamford, and major commuter routes.

511 Den Rd, Stamford

88 Bentwood Dr, Stamford
$1,899,000
5 Beds ⋅ 5 Baths ⋅ 24164539 MLS
Discover this distinctive Colonial, gracefully positioned on a quiet cul-de-sac with 2 acres of stunning natural beauty. From the moment you arrive, timeless elegance and thoughtful design welcome you home. Sun-filled grand rooms flow seamlessly throughout. The impressive living room captivates with a fireplace, gleaming hardwood floors, and a wall of windows. The gourmet kitchen is a true showpiece - granite counters, premium stainless appliances, and an oversized island perfect for entertaining. Step through French doors to your private deck and sparkling heated in-ground pool - outdoor living at its absolute finest. The primary suite is a sanctuary of its own - a private wing complete with a fireplace, personal gym, steam shower, jetted tub, and two oversized walk-in closets. Four generous upstairs bedrooms, including an en-suite second primary, accommodate family and guests beautifully. A main-level office and two powder rooms add everyday convenience. The finished lower level offers a mud room playroom, cedar closet, and exceptional storage - ideal for hobbies or a private workspace. A whole-house generator and EV charging hookup deliver the ultimate in modern luxury and peace of mind. Exceptional space. Exquisite details. Extraordinary value. This is the one you've been waiting for.

88 Bentwood Dr, Stamford

115 Fairway Dr, Stamford
$1,886,000
4 Beds ⋅ 3 Baths ⋅ 24196933 MLS
Welcome to this beautifully updated Center Hall Colonial, ideally situated on a private cul-de-sac in desirable North Stamford. Designed for both comfortable living and entertaining, this move-in-ready home offers exceptional indoor and outdoor spaces. A bright eat-in kitchen boasts a breakfast bar, gas cooktop, stainless steel appliances, and updated finishes. The formal living room features a wood-burning fireplace and bay window, while the adjoining dining room is accented by classic wainscoting. The spacious family room offers a floor-to-ceiling stone fireplace, custom built-ins, wet bar, and French doors leading to a sun filled room ideal for a home office or playroom. Upstairs, the primary suite includes a walk-in closet and spa-inspired bath with a whirlpool tub and separate shower. Three additional bedrooms share an updated hall bath with a double vanity and marble countertop. Additional features include hardwood floors throughout, a partially finished lower level with extra entertaining space and custom cubbies, central air, a two-car garage, city water, and a private back lot with professionally landscaped grounds. The backyard is a private oasis featuring a new in-ground pool, expansive patio, fire pit, spacious deck, three-season porch with skylights, and custom playground, creating an exceptional setting for family gatherings and everyday enjoyment. An outstanding entertaining home offering privacy, style and an opportunity not to be missed!

115 Fairway Dr, Stamford

72 Barclay Dr, Stamford
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 24157368 MLS
You had me at hello. This stunning North Stamford Colonial delivers the space and flexibility today's buyers are searching for. Tucked away on a private cul-de-sac just minutes from downtown Stamford, the train, shopping, restaurants, and the Merritt Parkway, this beautifully maintained home features 5 bedrooms, 3.5 baths, and a dedicated office that could serve as a 6th bedroom. The main level includes a wonderful mix of formal and informal living spaces including a living room with wood burning fireplace and built ins, a formal dining room, and an expansive family room. The updated kitchen is the heart of the home with a large granite center island, stainless steel appliances, abundant cabinetry, and a spacious eat in area with sliders leading to a deck overlooking the private, park like backyard. Outdoor living shines with a beautiful outdoor kitchen ideal for entertaining. Upstairs you will find a spacious primary suite with full bath, glass stall shower, double vanity, and walk in closet along with three additional bedrooms and a full hall bath. The walk out lower level is a true show stopper featuring a finished in law suite with full bath, living space, and access to the backyard patio. Two car garage, mudroom, and great storage throughout.

72 Barclay Dr, Stamford

47 Cross Country Trl, Stamford
$1,825,000
5 Beds ⋅ 6 Baths ⋅ 24172957 MLS
Welcome home to this elegant North Stamford Colonial set on a quiet cul-de-sac, offering the perfect blend of space, light and privacy. A dramatic two-story entry with oversized windows welcomes you into an open floor plan designed for both everyday living and entertaining. Sun-filled rooms, gleaming hardwood floors, and seamless flow define the main level, including a dedicated home office perfect for today's lifestyle. The spacious kitchen features a walk-in pantry and opens to inviting living and dining areas. Upstairs, the serene primary suite boasts a cozy fireplace, accompanied by four additional generously sized bedrooms. The finished lower level includes a full bath, and space ideal for a recreation area, home gym or guest suite. Enjoy outdoor living on a large deck overlooking a private backyard. A circular driveway and three-car garage complete this exceptional offering. **Best offers by tomorrow 6/2 at 5pm**

47 Cross Country Trl, Stamford

73 Harpsichord Tpke, Stamford
$1,815,000
4 Beds ⋅ 4 Baths ⋅ 24176765 MLS
Tucked away on a quiet lane this spectacular sun-drenched Colonial offers modern living with a seamless connection to nature. A dramatic two-story entry foyer with a graceful sweeping staircase sets an impressive tone, opening to a thoughtfully designed floor plan that lives effortlessly and suits today's lifestyle The main level is anchored by a wonderful sense of flow - from the inviting living room and elegant and sunny dining room to the beautifully renovated kitchen featuring a large island with waterfall countertops and casual dining area, through to the stylish family room with fireplace. Entertaining comes naturally here, whether hosting intimate dinners, holiday gatherings, or summer evenings on the oversized deck and beautiful stone patio below. Upstairs, the primary suite is a true retreat, appointed with a generous walk-in closet and a luxurious bath. Three additional well-proportioned bedrooms as well as a newly updated laundry room complete the upper level. A versatile bonus room above the three-car garage offers endless possibilities as a media room, studio, or playroom. The finished lower level extends the living space even further, offering a recreation room with slider access to the patio, an additional bedroom, full bath, and a private office - ideal for guests or flexible everyday use. Impeccably maintained and beautifully landscaped, this is a home that is as polished as it is livable.

73 Harpsichord Tpke, Stamford

S Brook Dr, Stamford
$1,758,371
4 Beds ⋅ 4 Baths ⋅ 170552650 MLS
This beautiful Modern Farmhouse is designed with both comfort and style in mind, for a lifestyle of LUXURY living! This "TO BE BUILT" 4BRs 3.5BAs home is located in a prestigious enclave of fine residences in North Stamford, on a quiet cul-de-sac. Nestled on 2 lush acres offering a bucolic natural setting and plenty of privacy. It features gorgeous living spaces with an array of luxury amenities to personalize your home. The first floor offers 10 ft ceilings, open-plan chef's kitchen w/butlers pantry, dining and family room provide ample space for entertaining guests and hosting gatherings, with easy access to the large deck and yard. 1st floor guest suite with full bath, office, powder room, mudroom & storage. The second floor offers Primary suite w/spa bath, sitting area, 2 addt'l BR's and a versatile flex space with terrace which can be used as a 5th BR, playroom, gym or office. This home offers everything you can think of to create lasting memories with family and friends. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford has to offer with easy access to train, airport and Hwys! Enjoy nearby Greenwich and the quaint towns of Pound Ridge/Bedford, NY. Perfect year-round home or an amazing weekend retreat! Less than 1 hour to NYC! Ask about upgrades, now offering Geothermal and Solar Systems. Land can be purchased separately $395K. Note: Taxes are for the land only.

S Brook Dr, Stamford

124 Shady Knoll Dr, Stamford
$1,750,000
5 Beds ⋅ 5 Baths ⋅ 24161743 MLS
Timeless North Stamford Elegance with Modern Updates & Exceptional Living Space. Sun-filled and spacious colonial set on 1.29 private acres, offering 5 bedrooms and 4 full plus 1 half baths with an ideal open floor plan for everyday living and entertaining. A dramatic two-story entry with sweeping staircase leads to generously sized rooms filled with natural light. The living room with marble fireplace flows into the family room with fieldstone fireplace, custom built-ins, and French doors to the deck. The eat-in kitchen features granite countertops, stainless steel appliances, center island, and excellent storage, with easy access to outdoor living. A standout feature is the first-floor bedroom or office with a fully renovated bath, perfect for guests or flexible living. A renovated laundry room and direct access from the 2-car garage add convenience. Upstairs, the primary suite offers a marble bath with dual vanities, whirlpool tub, and separate shower, along with three additional bedrooms, including one en-suite, plus a renovated hall bath. The finished lower level provides additional living space for recreation, gym, or media. Recent updates include new roof (2022), gutters, updated HVAC components, renovated baths and laundry, refinished flooring, new carpeting, interior painting, LED lighting, and built-ins. Generator-ready with central vac and security system. Beautiful private setting with usable yard. Move-in ready!

124 Shady Knoll Dr, Stamford

40 Wildwood Rd, Stamford
$1,675,000
5 Beds ⋅ 7 Baths ⋅ 24159152 MLS
Step into timeless elegance with this 6,034 sq. ft. Colonial masterpiece, featuring a legally finished 2638 square foot walk-out basement over lower level. Set behind stately stone pillars, the home welcomes you with a sweeping driveway, manicured gardens, and a pool site ready for your dream oasis. Inside, a sun-drenched, two-story marble foyer sets the stage for stunning architectural details throughout, including exquisite millwork, rich herringbone-patterned hardwood floors, and three fireplaces. Expansive windows flood the interior with natural light, while dual staircases add both grandeur and convenience. Perfect for entertaining and everyday living, the home offers an effortless flow between generously scaled rooms, all crowned by dramatic ceilings. Upgrades include a brand-new $40,000 HVAC system, a Well Pump and Wire (2022), a Hot Water Heater (2021), a Bosch AC System (2021) and Smart Home features (thermostats, lights, doors, cameras, garage doors) that provide year-round comfort in this extraordinary, move-in-ready residence.

40 Wildwood Rd, Stamford

192 Barclay Dr, Stamford
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24168271 MLS
Seller requests highest and best offers, with complete terms, by Tuesday 12PM. Turn-key and ideally set on a cul-de-sac near the Greenwich and Westover border, 192 Barclay Drive offers updated living, flexible space, and convenience less than one hour from NYC. Beautifully maintained, the home features sun-filled rooms, refinished hardwood floors, a recently renovated kitchen, updated baths, premium custom windows, new siding, upgraded HVAC, and numerous recent system improvements that reflect exceptional care. The private backyard is designed for both relaxation and entertaining, with a pool, refreshed deck, updated hardscape, and inviting outdoor spaces. An integrated wing of the home adds exceptional versatility, ideal for an in-law suite, guest quarters, pool lounge, home office, or studio. Just minutes to the Merritt Parkway, shopping, and dining.

192 Barclay Dr, Stamford

42 Dogwood Ln, Stamford
$1,650,000
4 Beds ⋅ 5 Baths ⋅ 24160080 MLS
Exceptional custom-built 4 to 5 bedroom Colonial in desirable North Stamford! This impressive 4,644-square-foot residence welcomes you with a dramatic two-story entry hall and offers sophisticated living on a beautifully landscaped 1.1-acre lot. Four generous bedrooms and four full baths plus one half bath provide ample space for family and guests. A versatile bonus in-law suite over the three-car garage features convenient back stair access, perfect for multi-generational living or au pair accommodations. Plus 2200 square foot lower level with high ceilings is just waiting to be finished. Outdoor living is a dream with a level yard, expansive wood deck and patio with a heated in-ground pool-ideal for entertaining throughout the seasons. The prime North Stamford location offers tranquility and privacy while remaining just minutes from the Merritt Parkway for easy commuting. Experience the perfect balance of luxury, functionality, and location in this distinguished home.

42 Dogwood Ln, Stamford

45 Mayapple Rd, Stamford
$1,600,000
6 Beds ⋅ 5 Baths ⋅ 24185506 MLS
Welcome to an exceptional country estate where timeless elegance meets modern luxury. Set on 1.37 beautifully landscaped and private acres, this impeccably renovated 6-bedroom, 3.2 half bath Colonial offers a sophisticated turnkey lifestyle in one of the area's most desirable settings. Thoughtfully redesigned with both comfort and entertaining in mind, the heart of the home is a stunning chef's kitchen featuring granite countertops, premium stainless-steel appliances, gas cooking, a walk-in pantry, expansive center island, and sun-filled dining area. The kitchen flows seamlessly into the inviting family room, anchored by a fireplace and opening to a screened porch overlooking breathtaking natural vistas. Refined living spaces include a dedicated home office, mudroom/laundry suite, and six generously sized bedrooms. The luxurious primary retreat offers its own dedicated heating and cooling zone, a private sitting area, dual walk-in closets, and a spa-inspired bath complete with heated floors, double vanity, oversized glass-enclosed shower, and private water closet. The expansive walk-out lower level is bathed in natural light and designed for exceptional versatility, featuring a spacious family room with fireplace, wet bar, powder room, and a private in-law or guest suite complete with a bedroom, walk-in closet, and ensuite bath.

45 Mayapple Rd, Stamford

29 Old Logging Rd, Stamford
$1,575,000
4 Beds ⋅ 3 Baths ⋅ 24189968 MLS
Tucked away on a quiet, tree-lined street in North Stamford, this charming split-level home sits on a private 1.29-acre lot with mature landscaping that provides exceptional beauty and seclusion. Offering approximately 3,088+ square feet of living space, the home features four bedrooms and three bathrooms with a flexible layout perfect for today's lifestyles. The upper level includes a spacious primary bedroom suite with sitting area and two additional bedrooms. The main level offers a bright living room, formal dining room, large eat-in kitchen, and oversized family room with fireplace and wet bar that opens to a generous deck. The finished lower level adds a versatile suite and extra bedroom, ideal as a guest space or second primary option, along with a two-car garage and laundry area. Outside, enjoy the outdoor kitchen, gunite in-ground pool surrounded by a spacious bluestone patio, and a whimsical hidden treehouse tucked in the wooded backyard. This private oasis combines resort-style outdoor living with comfortable indoor spaces. This well-maintained home is ready for its next chapter-schedule your private showing today.

29 Old Logging Rd, Stamford

43 Laurel Ledge Rd, Stamford
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24182775 MLS
A rare opportunity to enjoy turnkey living in one of Stamford's premier neighborhoods! Ideally situated within the sought-after Laurel Ledge Association, featuring a community pool and year-round social events. Set behind a picturesque spring-fed pond, this meticulously maintained and expanded Colonial has been renovated to the highest standards. At the heart of the home is a gourmet eat-in kitchen featuring custom cabinetry, stone countertops, a coffered ceiling, and professional-grade Sub-Zero, Viking, & Bosch appliances. Designed for modern living, the home offers both a spacious great room & family room, highlighted by hardwood floors, detailed millwork & abundant natural light. Formal living & dining rooms provide elegant spaces for entertaining, w/a gas fireplace & custom architectural accents. Upstairs are four-plus bedrooms, all with hardwood floors, including a vaulted-ceiling office w/private balcony overlooking the serene backyard. The luxurious outdoor living space features an oversized stone patio with a built-in chef's grill, surrounded by professionally landscaped grounds offering exceptional privacy. The home's systems have been thoughtfully upgraded & maintained, including an automatic whole-house generator, whole-house surge protection, reverse osmosis water system & automated LED landscape lighting.

43 Laurel Ledge Rd, Stamford

121 Thornwood Rd, Stamford
$1,480,000
4 Beds ⋅ 3 Baths ⋅ 24180810 MLS
Definitely the one you've been waiting for. It's in superb condition, it's in a coveted location and it's on a level "playing field" acre! The main floor, has a versatile open concept, is designed for today's lifestyle and allows your eye to travel uninterrupted from room to room to room. Windowed walls and an East/West exposure offer glorious sunrises and sunsets, flood the home with natural light all day long and bring the outdoors in. Upper level primary bedroom with sparkling new bath and walk in closet. This quiet North Stamford neighborhood location, with its level topography and multiple cul de sacs, makes walking and biking riding fun and also allows easy access to both New Canaan and Scotts Corners in Pound Ridge. It's a real beauty!

121 Thornwood Rd, Stamford

42 Briar Woods Trl, Stamford
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 24179600 MLS
Walls of glass, soaring ceilings, skylights & incredible natural light define this stunning North Stamford contemporary, set on a private cul-de-sac in the desirable Briar Woods Assoc. Designed to bring the outside in, this 4 bed/4.5 bath home has a true treehouse feel. The dramatic two-story entry opens to an airy, flexible floor plan w/hardwood floors, multiple fireplaces, vlt'd ceilings & seamless indoor/outdoor living & entertaining. The renovated kitchen features custom wood cabinetry, an oversized island, thoughtful storage & easy flow to the dining area, expansive wraparound deck & mudroom w/half bath. A first-floor bdrm w/adjacent full bath is ideal for guests, office or playroom. Upstairs, the spacious primary suite w/ vlt'd ceilings offers a fireplace, walk-in closet, private balcony & fabulous spa-like bath, while two add'l bdrms, renovated shared bath & open loft complete the 2nd floor. The finished, walkout lower level offers incredible flexibility w/fireplace, rec room, built-in cherry bar, full bath, storage & in-law suite potential. Enjoy morning coffee, summer bbqs or evenings under the stars from the private elevated setting, expansive deck & firepit area. See feature sheet for the many recent upgrades incl generator hookup, refreshed mudroom, remote monitoring & more. All part of a special 12-home association w/ pool, tennis, dining area & cabanas, close to parks, hiking, shopping, restaurants, Merritt Parkway & all North Stamford has to offer.

42 Briar Woods Trl, Stamford

46 Fernwood Dr, Stamford
$1,464,000
4 Beds ⋅ 6 Baths ⋅ 24194755 MLS
Fully Renovated and Move-In Ready! Every inch of this exceptional home has just been beautifully renovated, including fresh interior paint throughout, stunning new bathrooms, a luxurious primary bath, and a brand-new finished lower level. Best of all, every bedroom features its own private full bathroom, offering comfort and privacy for family and guests alike. From the moment you step into the picture-perfect entry hall, you'll feel at home. The sun-filled living and dining rooms are anchored by a cozy fireplace, while the charming sunroom with its own fireplace overlooks the stone patio and expansive private backyard with mature plantings, stone walls and exposed rock, the kitchen is warm, inviting, and ideal for everyday living or entertaining. A flexible main-level room, perfect as a home office, den, guest suite, or in-law space, leads to a spacious family room featuring custom oak shelving, abundant storage, a private entrance, and an adjacent bath. A convenient laundry room with an additional refrigerator adds everyday functionality. Upstairs, every bedroom enjoys its own en-suite bathroom and individual heating and cooling system for personalized comfort. The serene primary suite features a balcony with, French Doors, peaceful views, a beautifully renovated spa-like bathroom, and an adjoining room ideal for a sitting area, nursery, office, or oversized walk-in closet. Situated on 2.25 private acres just minutes from shopping, New Canaan, and the Merritt Parkway

46 Fernwood Dr, Stamford

46 Breezy Hill Rd, Stamford
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 24170427 MLS
ALL OFFERS BY MONDAY, MAY 4TH - 5pm. Set in Stamford's coveted north backcountry, this spectacular ranch offers a rare blend of privacy, scale, and serene waterfront living. Overlooking a secluded pond framed by mature specimen trees, the setting is nothing short of breathtaking-an everyday escape defined by tranquility and natural beauty. An airy, open-concept layout with 9-foot ceilings enhances the sense of space and light throughout. With views of the water in every room.The main level is designed for both comfort and effortless entertaining, featuring soaring beamed ceilings in the living and dining rooms, two fireplaces, and seamless indoor-outdoor flow. A gourmet kitchen opens to the family room, with french doors leading to a screened porch and expansive deck-perfect for taking in the magnificent pond views. Step outside to your own private waterfront experience, complete with a dock ideal for kayaking, fishing, or simply enjoying peaceful moments by the water. The home offers 5 bedrooms and 4 full baths, including a primary suite with a beautifully updated bath, dressing room, and private balcony overlooking the pond. A fully finished lower level with separate driveway and entrance adds exceptional flexibility, featuring a third fireplace, full kitchen, bath, wet bar, and potential for additional bedrooms-ideal for in-law or au pair living. Grab a fishing rod catch some bass! Electric car charger in garage

46 Breezy Hill Rd, Stamford

95 Saddle Hill Rd, Stamford
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 24168378 MLS
***Multiple offers received. Highest and best requested by Monday (5/4) at 12***Tucked away on a quiet cul-de-sac in North Stamford, this beautifully maintained Colonial offers space, privacy, and a layout designed for today's lifestyle. Featuring 5 bedrooms and 3.5 baths, the home boasts a large living room and formal dining room, along with an open kitchen that seamlessly flows into the family room-perfect for everyday living and entertaining. Hardwood floors run throughout the main and upper levels, adding warmth and continuity. The main level also includes a dedicated office with beautiful built-ins, ideal for working from home. A sun-drenched sunroom just off the kitchen leads to a stunning stone patio complete with a built-in fireplace, creating a true backyard retreat surrounded by a private, serene setting. The main level includes a convenient first-floor bedroom with its own full bath-ideal for guests or flexible living arrangements. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with an en-suite bath and walk-in closet. The walkout lower level is fully finished and features custom built-ins along with ample storage space. Completing the home is a two-car garage, making this a rare opportunity in a peaceful North Stamford location.

95 Saddle Hill Rd, Stamford

320 Chestnut Hill Rd, Stamford
$1,440,000
3 Beds ⋅ 3 Baths ⋅ 24157806 MLS
Completely rebuilt from the studs in 2008, this one-of-a-kind Contemporary blends sleek modern design with classic New England exterior charm. Set on 3+ private acres, the home was designed to capture beautiful views from every room, with walls of windows creating a bright, open, and airy feel throughout. The main living space features soaring cathedral ceilings and dramatic two-story windows with water views. A chef's kitchen with expansive island, Viking double ovens, and a sunlit breakfast room surrounded by windows overlooks your own waterfall. The layout flows seamlessly from a formal dining room to spacious living areas and out to wraparound decks, ideal for everyday living and entertaining. Outside, enjoy a resort-style setting with a heated gunite pool, spa, and tranquil natural surroundings. Three private bedroom suites include two updated baths, while the primary suite features vaulted ceilings, a sitting area, and serene pond views. Custom storage maximizes functionality throughout. Ideally located just 2 miles from the Merritt Parkway and LaRocca's Market, and within walking distance to Chestnut Hill Park, this property delivers superior construction, privacy and a lifestyle that you will love.

320 Chestnut Hill Rd, Stamford

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