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19 Skymeadow Dr, Stamford
$3,345,000
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

19 Sea Beach Dr, Stamford
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 24206300 MLS
Located in Shippan Point on coveted Sea Beach Drive, this exceptional home offers the rare combination of water views, a private deeded beach directly across the street, and the peace of mind of being outside the flood zone with no flood insurance required. The private beach, shared by just 19 homes, creates an extraordinary coastal lifestyle just steps from the front door. Inside, the home is spacious, bright and beautifully designed for both everyday living and entertaining. The expansive family room features a coffered ceiling, fireplace and walls of windows framing views toward the water, while the large eat in kitchen offers abundant cabinetry, an oversized center island and an open connection to the main living spaces. A gracious dining room, separate living room and dedicated home office provide additional space to gather, work or unwind. The impressive primary suite features beautiful water views, a vaulted ceiling with exposed beams, fireplace, two walk in closets and a spacious private bath. The finished lower level offers additional living space with recreation areas, a home gym and wine storage. Outside, a private backyard with pool, patio and gas fireplace creates an inviting setting for outdoor living and entertaining. A full home generator provides added peace of mind. Just five minutes from downtown Stamford and the train station, with express trains to Manhattan in 45 minutes, this is Connecticut coastal living at its finest.

19 Sea Beach Dr, Stamford

40 Rogers Rd, Stamford
$2,950,000
6 Beds ⋅ 4 Baths ⋅ 24166634 MLS
Tucked within Stamford's coveted Shippan Point, 40 Rogers Road presents a refined coastal offering just moments from the water. Thoughtfully reimagined, the residence blends timeless character with a comprehensive suite of recent upgrades, delivering a turnkey living experience. Sun-filled interiors offer well-proportioned spaces with seamless flow for everyday living and entertaining. The second floor is anchored by a private primary suite, creating a peaceful retreat. The updated kitchen features new countertops, backsplash, sink, hardware, and faucet, along with upgraded appliances and bar amenities. Recent improvements include freshly painted interiors, refinished hardwood floors, new lighting and electrical finishes, and a gas fireplace insert. Major system upgrades include new furnaces, a tankless hot water system, enhanced HVAC, WiFi thermostats, updated drain lines, chimney repointing with a custom copper cap, blown-in insulation, and new gutters. Outdoors, a private, resort-like setting features a two-bedroom, two-bath pool house with sauna, a newly replastered pool with LED lighting, and refreshed landscaping. A new main roof (2025) underscores the home's exceptional upkeep. Moments from beaches, marinas, and downtown Stamford, this is coastal living at its finest. Across the street from your private deeded beach.

40 Rogers Rd, Stamford

150 Wildwood Rd, Stamford
$2,699,999
5 Beds ⋅ 8 Baths ⋅ 24199757 MLS
BACK ON THE MARKET. Buyers could not perform. Welcome to 150 Wildwood Road, an exceptional new construction that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most private neighborhoods, this 9,000+ sqft masterpiece showcases superior craftsmanship & thoughtful design by respected local builder known for quality & attention to detail. Four fully finished levels of lux living, designed for everyday comfort & entertaining. From the moment you enter, you're greeted by a 2-story foyer, sun-filled open spaces, and exquisite white oak detail trim. The main level features a grand foyer, expansive family room/EIK with custom fireplaces, dining rm, living room w wood burning fireplace. The gourmet chef's kitchen has Thermador appliances, custom cabinetry, & generous center island-all opening to a light-filled breakfast area & spacious fam room lead to a huge deck overlooking backyard. The serene primary suite incl. a walkout balcony, huge walk-in closet, & master bath with massive curbless shower and his/hers sinks. 3 other bedrooms on 2nd floor with private baths. The 2nd fl also offers an office space. Finished 3rd floor offers flex space for a playroom, gym, or guest suite, while the fully finished walkout LL provides endless possibilities includes half bath & fireplace. Irrigation system installed. Potential pool site shown on attached survey

150 Wildwood Rd, Stamford

35 Drum Hill Ln, Stamford
$1,899,999
4 Beds ⋅ 4 Baths ⋅ 24209351 MLS
Primely located at the end of a quiet Westover cul-de-sac, a long, sweeping drive leads to 35 Drum Hill Lane, gracefully set on one private acre. Taken down to the studs and completely rebuilt, the residence pairs a striking exterior with light-filled interiors and a refined, contemporary sensibility. Floor-to-ceiling windows, white oak floors and trimless recessed lighting bring warmth to beautifully proportioned rooms that flow effortlessly from one to the next. The kitchen features Thermador appliances, custom cabinetry, quartz countertops and an oversized island designed for casual gatherings and effortless entertaining. The dining and living spaces flow naturally together, with expansive glass doors opening to a bluestone patio for seamless indoor-outdoor living. A wood-burning fireplace with a reeded surround anchors the open-concept family room and create an inviting setting for both everyday living and entertaining. Upstairs, four bedrooms, an office, a laundry room and a spacious great room provide ample space to gather, work and unwind. The primary suite boasts vaulted ceilings, floor to ceiling windows, California Closets, while the bath offers a serene retreat with dual sinks, radiant-heated floors, heated towel racks, a deep soaking tub and a generous walk-in shower. One of Stamford's most desirable locations, this home offers convenient access to downtown Stamford, Greenwich and commuter routes.

35 Drum Hill Ln, Stamford

149 Don Bob Rd, Stamford
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 24186077 MLS
Discover this stunning newly constructed 4 BR, 3.5-bath home in desirable North Stamford, offering modern elegance set on a beautifully private lot. The heart of the home is the gourmet kitchen featuring Thermador appliances, including a professional-grade gas range, along with a Bosch dishwasher. It boasts white shaker cabinetry, a striking marble tile backsplash, luxurious quartz countertops. The kitchen opens seamlessly into the family room with a cozy gas fireplace with white mantel and stone surround. Formal living room and convenient built-in cubbies in the mudroom. Sliding glass doors off the kitchen lead to a spacious deck overlooking the private backyard - an ideal setting for outdoor entertaining amid natural privacy. Upstairs, 4 generous bedrooms include a primary suite with walk-in closet and bath. One additional hall full bath. Second floor laundry plus an office. A standout feature is the large finished third-floor family room, perfect for a home theater, playroom or gym. Additional highlights include a 2 car garage and a spacious unfinished high ceiling basement. Throughout the home you'll enjoy light hardwood flooring, abundant natural light from oversized windows and the quality of true new construction. This move-in-ready residence is contemporary luxury. SUN 9/20 OPEN HOUSE HAS BEEN CANCELED

149 Don Bob Rd, Stamford

129 Emery Dr E, Stamford
$1,895,000
5 Beds ⋅ 4 Baths ⋅ 24194647 MLS
A backyard worthy of a luxury resort, thoughtfully renovated interiors, and one of Westover's most desirable addresses...this is the home buyers have been waiting for. This exceptional five-bedroom home blends timeless architecture with sophisticated modern updates and an extraordinary backyard designed for everyday living and unforgettable entertaining. Minutes from downtown, Metro North and highways, you'll enjoy the rare combination of neighborhood charm, walkable streets, and generous property. Thoughtfully renovated from top to bottom, the floor plan offers effortless flow and abundant natural light. Easy entertaining in elegant living and dining rooms, home office, and a stunning chef's kitchen that serves as the heart of the home. Designed for both everyday living and entertaining, the kitchen features an oversized island, stainless steel appliances, quartz counters, and abundant cabinetry. Upstairs, the spacious primary suite offers a peaceful retreat with two walk-in closets and a luxurious spa-inspired bath. Four additional bedrooms and two full baths provide flexibility for family, guests, or work-from-home needs. The backyard is truly exceptional, with a heated saltwater pool and spa, complemented by an expansive deck, professionally designed landscaping, putting green, vegetable garden, and expansive lawn for recreation-- all fully fenced--offering beauty and privacy. This is a rare opportunity to enjoy luxury, comfort, and a luxury lifestyle.

129 Emery Dr E, Stamford

113 Seaside Ave, Stamford
$1,850,000
12 Beds ⋅ 6 Baths ⋅ 24157699 MLS
Desirable Cove Location ! 6 Family Apartment Building 3 Floors. Well maintained property. All apartments are 4 rooms in a railroad configuration. 2 apartments per floor. All 6 apartments are separately metered gas and electric. All tenants are responsible for their heat, hot water and electric. Secure storage room in basement for each tenant. Each apartment is separately metered for electric and gas heat and hot water. 6 Boilers and hot water heaters are newly replaced in the last 7 years. Updated electric meters and fuse panels. Building has sprinkle system in basement and remote controlled smoke and carbon monoxide thru out. As per fire department approval. Off street Parking for approximately 10 cars. Walk to Cove beach. Bus stop across the street. Great property Easy to manage. SEE EXPENSE AND INCOME STATEMENT IN THE DOCUMENT SECTION .

113 Seaside Ave, Stamford

58 Skymeadow Dr, Stamford
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 24205256 MLS
Historic character meets modern comfort on 1.11 acres at this special 1870 home. Listed as a 3-bedroom, but it easily lives like a 5. Original woodwork blends with a light-filled, open floor plan. The living room features a wood-burning fireplace, while the family room offers a decorative fireplace, new built-in bar, and abundant natural light. There's space for formal dining, a breakfast room, and that first-floor study conveniently located by a full bath. The chef's kitchen boasts a Lacanche range, Sub-Zero fridge, 2 islands, 2 sinks, Cambria quartz counters, and breakfast/coffee bars. A 3-season room with kitchenette, ideal for game nights or poolside relaxing, includes a pass-through window to the pool for easy entertaining. Upstairs, the primary suite has a tray ceiling, windows overlooking the property, and a large bath with radiant heated floors and a soaking tub. Two more spacious bedrooms one with an en-suite, plus the bunk room ideal as a home office or additional sleeping space and a full hall bath complete this level. Outdoors, romantic patios, lush gardens, and thoughtful landscaping create a private, peaceful setting. Just 5 minutes from the Merritt, restaurants, and shopping, a rare chance to own a home rich in history, character, privacy, and convenience.

58 Skymeadow Dr, Stamford

115 Fairway Drive, Stamford
$1,785,000
4 Beds ⋅ 3 Baths ⋅ 1041968 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 Drive, Stamford

115 Fairway Dr, Stamford
$1,785,000
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

79 Cross Country Trl, Stamford
$1,725,000
4 Beds ⋅ 5 Baths ⋅ 24202591 MLS
This majestic Colonial, part of a fine homes cul-de-sac neighb'hd, offers grand stylish space & brilliant design for living life to the fullest! Enjoy 5002sf of bright open living space w generous-sized rms, high ceilings, refined details, front & back stairs + finished walkout lower...set on a lush acre w/greenhouse, enclosed garden, charming playhouse/studio, invisible dog fence & unrivaled deck enhanced w/custom gazebo for fabulous indoor / outdoor living & entertaining. Dramatic entrance foyer w/2-story ceiling & sweeping main staircase welcomes you. Gracious step-down Living rm w/one of the homes' 3-marble fpls is open to holiday-size formal Dining rm, while versatile Den/Office is across the hall. They introduce the homes' deep windows, detailed crown moldings & rich hardwood floors. Splendid EIK boasts lg island, abundant cabinetry, quartz countertops, stainless applcs, great workspace, coffee/wine bar area & lg casual dining area w/French doors to the amazing deck. EIK is open to fantastic 2-story Family rm w fpl & family staircase to BR level. Pvtly set Primary suite boasts stunning BR w/fpl, 2-very lg WI closets & deluxe marble bath w vltd ceiling, shower & jetted tub. 3-distinctive lg BRs, one w/bath en suite, 1-w/bonus rm & 2 sharing Jack 'n Jill bath + conv laundry rm finish 2nd flr. Expansive walkout LL has playrm that's currently used as cabaret(!), exercise rm, lg shelved rm & powder rm. Filled w/amenities+upgrades-see feature sheet. Welcome to YOUR DREAM HOM

79 Cross Country Trl, Stamford

460 Cascade Rd, Stamford
$1,595,000
3 Beds ⋅ 5 Baths ⋅ 24206792 MLS
Meticulously updated Colonial ideally situated along the Stamford-New Canaan border, offering a thoughtful blend of classic character and modern updates throughout. A welcoming entry opens to a comfortable family room featuring a gas fireplace, while a versatile front room provides the perfect setting for a home office, library, or additional sitting area. The beautifully appointed kitchen showcases transitional modern finishes and fixtures and flows seamlessly into the main living space, where high ceilings and abundant natural light create a bright and inviting atmosphere. Upstairs, the spacious primary suite is a true retreat, featuring high ceilings, a generously sized en-suite bathroom, and a boutique-inspired walk-in closet. An additional en-suite bedroom is enhanced by custom built-in cabinetry and a desk, creating an ideal dedicated workspace or study area. The third bedroom is conveniently situated adjacent to the beautifully appointed guest bathroom. Additional living space can be found in the finished lower level, offering endless flexibility for a home gym, playroom, media room, or recreation space, with convenient direct access to the two-car garage. Just off the kitchen, a newly added screened-in porch creates a seamless extension of the home and the perfect setting for dining, entertaining, or relaxing while enjoying New England's changing seasons.

460 Cascade Rd, Stamford

530 Roxbury Rd, Stamford
$1,530,000
5 Beds ⋅ 4 Baths ⋅ 24199719 MLS
A home of enduring beauty and remarkable provenance, Roxbury Rose is a rare offering that celebrates the craftsmanship and character of a bygone era. Believed to be one of Westover's original farmhouses, this distinguished 1860 Greek Revival Colonial has been thoughtfully preserved while embracing the comforts of modern living. Rich in authentic architectural detail, the residence is defined by soaring ceilings, five original fireplaces, wide-board pumpkin pine floors, handcrafted millwork, and warm brick passageways that create an atmosphere both elegant and inviting. An award winning, architecturally faithful addition seamlessly expands the home's living spaces, honoring its historic integrity while providing exceptional scale for today's lifestyle. Set amid 1.22 acres of beautifully landscaped grounds with mature specimen trees, Roxbury Rose offers over 5,300 sf of timeless living where every room tells a story. More than a residence, it is a legacy property that preserves the romance of New England's past while offering an extraordinary setting for generations yet to come.

530 Roxbury Rd, Stamford

172 Fifth St, Stamford
$1,495,000
3 Beds ⋅ 4 Baths ⋅ 24203796 MLS
Perched on an incline overlooking downtown Stamford sits this wooden clad classical Georgian home on an oversized lot in the heart of town. The home features 3 bedrooms, 2 full and 2 half baths, spacious living room with fireplace, formal dining room with a side windowed porch, eat -in kitchen, and a spacious first floor office that can be turned into a primary bedroom suite. While the home requires updating it features a classical entry way & staircase. The property also has a detached 2 car garage with ample storage. In addition the house has an attic for expansion purposes and is sited on a generous .65 acre lot providing a buyer with not only a spacious front yard but also a private large back yard complete with its own grape arbor. In short this is a rare opportunity near Tully Center and convenient to downtown.

172 Fifth St, Stamford

115 Ridge Park Ave, Stamford
$1,399,000
3 Beds ⋅ 4 Baths ⋅ 24173055 MLS
Welcome to Stamford's coveted Mid-Ridges neighborhood, where this newly constructed Colonial offers luxury new construction, thoughtfully designed living, and expansive outdoor space in one of the city's most desirable residential settings. Offering nearly 3,000 square feet across three finished levels, 115 Ridge Park Avenue features 3 upstairs bedrooms, 3 full bathrooms, 1 half bath, a dedicated private office, and a fully finished lower level with its own full bathroom and direct exterior access. The oversized primary ensuite retreat spans over 400 square feet and features cathedral ceilings with custom wood shiplap detailing, designer lighting, abundant natural light, and a spacious walk-in closet. The spa-inspired bath includes oversized 48" x 48" tile, a frameless walk-in shower with gold fixtures, and a custom made double vanity. At the center of the home is a chef's kitchen with Taj Mahal countertops, a full-height backsplash, handcrafted wood range hood, dedicated coffee area, and custom wood-paneled island designed for entertaining and everyday living. The expansive two-tiered backyard offers privacy, sunrise and sunset views, and over 2,500 square feet of additional flat outdoor space ideal for entertaining, recreation, or future pool potential. Perfectly positioned minutes from Route 15, I-95, Metro-North, Whole Foods, Starbucks, and Stamford's premier dining and shopping destinations, this home delivers elevated living with exceptional convenience.

115 Ridge Park Ave, Stamford

501 Woodbine Rd, Stamford
$1,398,000
4 Beds ⋅ 5 Baths ⋅ 24138517 MLS
NEW YORK CITY : Time to Move/Flee? Stamford has been named the safest city in Connecticut. The Quality of Life is far superior to Manhattan, and the average price of a home is about 1/5 the cost. A newer residence In Manhattan is about $2,000 per square foot. In Stamford, it's about $388 per square foot. Two Million Dollars will get you about 1,000 square ft 2 bedroom condo in Manhattan versus about 5,100 square feet in Stamford.It is the center of The Gold Coast and is surrounded by Three of the Richest Towns in AMERICA: Greenwich, Darien and New Canaan and only 35 miles away. Total Area:7,568 sq. ft.* Main Living Space: 5,285 sq. ft., Walk-Out Finished Basement: 2,283 sq. ft. with high ceilings, Bedrooms/Baths: 5+ spacious bedrooms, 5 marble-finished bathrooms, Oversized 3-car garage (30' x 15') with epoxy-coated floors, Corner of Woodbine Road & Reservoir Lane, steps from the scenic Laurel Reservoir, Grand two-story foyer with double curved staircases, Brick front with cedar siding and a new roof (5 years old) Dedicated in-law/nanny suite with private entrance on the main level, Expansive deck and huge storage shed, Three wood-burning fireplaces/stove, Hydro-Air Heating and A/C, Summer kitchen in the lower level - perfect for entertaining or large gatherings, Whole-house generator, Integrated security system (Oil Tank encapsulated in vault=leakproof), Lightning arrestor and whole-house water filtration system, LED lighting throughout . Agent Owned

501 Woodbine Rd, Stamford

70 Chestnut Hill Ln, Stamford
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 24197898 MLS
Welcome to 70 Chestnut Hill Lane, a beautifully situated 4-bedroom, 3.5-bath colonial home tucked away on a quiet cul-de-sac in the highly desirable, southern part of North Stamford. Set on a phenomenally landscaped property, everything here is beautifully manicured and meticulously maintained, from the sprawling front lawn to the expansive backyard. Designed for everyday living and entertaining, the kitchen opens to the family room, creating a natural gathering place at the heart of the home. Cozy up by the fireplace while enjoying views of the gorgeous property. The crown jewel is the sunporch, where windows on three sides bring the outdoors in and create a peaceful setting for dining, relaxing and enjoying the changing seasons. Formal living and dining rooms offer additional space for entertaining. The primary suite features a huge walk-in closet, spa-like bath and a connected fourth bedroom that offers incredible versatility and can easily function as a dressing room, home office or bedroom. A finished basement provides even more space for recreation or entertaining, while generous closets and built-in storage are found throughout. Outside, enjoy the beautifully maintained grounds and the added bonus of Chestnut Hill Park, a neighborhood favorite, just down the street. Close to shopping, dining, schools and major commuting routes, this special home offers the best of Stamford living with everyday convenience.

70 Chestnut Hill Ln, Stamford

592 W Hill Rd, Stamford
$1,299,000
5 Beds ⋅ 4 Baths ⋅ 24196481 MLS
**ALL OFFERS to be submitted by Sunday 9/20 at 6pm** Move right into this timeless classic Colonial, beautifully sited on 1.49 manicured acres with a fully fenced backyard in the heart of desirable Westover. Brimming with character and thoughtfully updated throughout, the home welcomes you with a stunning foyer that opens to an expansive living room with a wood burning fireplace and a bright, elegant formal dining room. The chef's kitchen offers generous space for cooking and entertaining and flows into an expansive pantry and mudroom for exceptional everyday functionality. The grounds are perfect for entertaining, a large front patio, and back deck for BBQ's. Plenty of room for a pool and site plans available for a 3 car garage. Freshly painted throughout, the home also features beautifully refinished hardwood floors across the first and second levels. Upstairs, the completely renovated primary suite features a spacious walk-in closet and luxurious marble bath with Waterworks fixtures. The third floor, converted in 2024 adds an additional bedroom, full bath, and bonus office space, ideal for guests, working from home, or flexible living. Extensive improvements include a new 5 bedroom septic system (2021); Full HVAC and Electrical upgrades (2022); EV charger (2023); and third floor renovation (2024).

592 W Hill Rd, Stamford

29 Verplank Ave, Stamford
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 24206760 MLS
Location, opportunity, and endless potential in the heart of Shippan Point. Just a short stroll from Long Island Sound, this 2,600 square foot home sits on a 0.36 acre lot and is ready for its next chapter. Featuring a welcoming front porch, hardwood floors, and a detached two car garage, this is a wonderful opportunity to renovate and create the home you have always wanted in one of Stamford's most sought after waterfront neighborhoods. Enjoy the best of Shippan Point while remaining just minutes from the train station, downtown Stamford, and local shopping. Bring your vision and make it your own. Home is an estate sale and is being sold as is. Please submit highest and best offers by noon on Tuesday the 22nd.

29 Verplank Ave, Stamford

231 Skymeadow Dr, Stamford
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 24205130 MLS
Welcome to 231 Skymeadow Drive, a lovely and beautifully maintained ranch-style home offering a flexible 4-bedroom floor plan, including a finished lower level with a private entrance, kitchen, living area, bedroom and bath, all set on 1.11 picturesque acres in North Stamford.Blending style, comfort, and easy one-level living, this inviting home showcases light-filled interiors, generously sized rooms, and a versatile layout ideal for today's lifestyle. The main level features spacious living and entertaining areas, an expansive updated kitchen with breakfast area, 3 bedrooms, and office perfect for working from home. The primary suite features a beautiful new bathroom addition with radiant heated floors, while a bonus TV/playroom above the garage provides additional space to relax, work, or play. A standout feature is the walk-out lower level, which includes a complete accessory dwelling with its own kitchen, living room, bedroom, full bath, and private entrance. Ideal for extended family, guests, an au pair, or multigenerational living, this thoughtfully designed space provides privacy and independence. The expansive property provides a peaceful setting with a 24' x 24' patio for outdoor dining & entertaining. Ideally located near Scofieldtown Park with tennis/pickleball courts, a dog park, & walking path, and also just minutes from the Stamford Nature Center & Bartlett Arboretum. Thoughtfully updated, beautifully cared for, & move-in ready, this special home combines excep

231 Skymeadow Dr, Stamford

82-84 Harbor Dr, Stamford
$1,200,000
6 Beds ⋅ 4 Baths ⋅ 24203969 MLS
WATERFRONT LOCATION | TWO-FAMILY INVESTMENT OPPORTUNITY. Discover an exceptional opportunity at 82-84 Harbor Drive, a two-family property offering an attractive combination of lifestyle and investment potential in one of Stamford's sought-after coastal areas. Ideally located near the water, this property provides convenient access to Stamford's public beaches, parks, waterfront recreation, dining, shopping, and the vibrant Harbor Point district. Enjoy the best of coastal living with nearby access to West Beach and Cummings Park, where residents can take advantage of sandy beaches, Long Island Sound views, waterfront walks, recreational facilities, and outdoor activities. The surrounding neighborhood offers a blend of established residential streets and an evolving waterfront lifestyle, creating strong appeal for both residents and investors. Whether you're looking to expand a real estate portfolio, live in one unit while generating rental income from the other, or secure a property in a desirable waterfront market, 82-84 Harbor Drive presents a compelling opportunity. While remaining a short drive to downtown Stamford shops, restaurants, and the Metro-North station for commuting to New York City. Ideal location for enjoying waterfront living, outdoor recreation, and neighborhood convenience.

82-84 Harbor Dr, Stamford

24 Smoke Hill Dr, Stamford
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 24195487 MLS
B & F DUE BY MON.8-17-26 BY 4 PM.With vision, drive, investment, & masterful execution, these owners transformed this house into the turnkey dream home it was meant to be. Every improvement reflects thoughtful planning, exceptional craftsmanship, & a commitment to quality-a soulful transformation worthy of a before-and-after photo album. Now, you have the opportunity to enjoy their vision & make this remarkable home your own. Perfectly sited at the end of a cul-de-sac in bucolic North Stamford, 24 Smoke Hill Drive offers beauty, privacy, & a commanding presence on a 1+ acre property. Inside, abundant natural light, elevated ceilings, & all-new Andersen windows highlight the craftsmanship throughout. The open layout features a renovated kitchen with quartz countertops, island seating, stainless steel appliances, glass-front cabinetry, & subway tile backsplash with marble mosaic accents. The kitchen flows into an expansive dining room & sun-drenched great room with wood-burning fireplace, while a private den offers sliders to a deck overlooking the lush backyard. The main level includes a serene primary suite with two walk-in closets & luxurious en-suite bath, plus a secondary bedroom. The finished walkout lower level offers flexibility with a home office, full bath, fireplace, laundry room, guest space, kitchenette/dining area, & garage access. Updated with newer central air/heat, roof, chimney, electrical, insulation, & security system. Near shopping, Trains and NYC. Easy to

24 Smoke Hill Dr, Stamford

3 Megan Ln, Stamford
$999,000
4 Beds ⋅ 5 Baths ⋅ 24205346 MLS
Set on a level one acre lot along a private road in desirable Newfield neighborhood, 3 Megan Lane pairs classic Colonial curb appeal with a spacious, modern interior designed for both everyday living and entertaining. The expansive main level features generously proportioned rooms, three fireplaces, formal living and dining rooms, and a flexible den or home office. At the heart of the home is the impressive family room, highlighted by soaring 14+ foot vaulted ceilings and a wall of sliding glass doors opening to the large rear deck. Multiple entertaining spaces enjoy direct deck access, creating an easy indoor/outdoor flow overlooking the private grounds.Thoughtful conveniences include abundant storage, a dedicated laundry room, and direct garage access just off the kitchen. Upstairs, four bedrooms and three full baths offer exceptional space and privacy. The primary suite is truly impressive, with an expansive footprint that includes a dedicated dressing room and an oversized bath with room for both a shower & whirlpool tub. Two additional bedrooms offer ample closet space and share a full hall bath, while the fourth bedroom enjoys its own ensuite bath and walk-in closet, ideal for guests or extended family. Offering convenient access to nearby shopping, dining, schools, and everyday amenities. Megan Lane is a rare combination of space, privacy, and accessibility.

3 Megan Ln, Stamford

207 Barncroft Rd, Stamford
$999,000
3 Beds ⋅ 3 Baths ⋅ 24193896 MLS
Set on 1.5 picturesque acres in Stamford's desirable Westover neighborhood, this sprawling ranch offers comfortable living surrounded by a pond, and mature perennial gardens. The main level features a spacious eat-in kitchen with stainless steel appliances, a formal dining room, a private office, and a light-filled living room with hardwood floors, a fireplace with a custom mantel, and a large bay window overlooking the grounds. The primary bedroom suite includes its own full bathroom, while two additional bedrooms and another full bathroom complete the main level. The finished walkout lower level provides additional living space with a kitchenette and full bathroom, offering flexibility for guests, a potential in-law setup, or everyday use. A large deck overlooking the scenic backyard creates an inviting setting for relaxing and entertaining. Additional highlights include central air, a two-car garage, and a convenient location near shopping, parks, downtown Stamford, Metro-North, and major commuter routes.

207 Barncroft Rd, Stamford

101 Webb Ave, Stamford
$998,000
6 Beds ⋅ 4 Baths ⋅ 24199426 MLS
Discover this inviting, solidly built, and legally certified three-family home in 'The Cove', one of Stamford's most sought-after coastal neighborhoods! Cherished by the same family for more than six decades, this multi-generational property offers exceptional flexibility-perfect for an owner occupant, an investor, or anyone seeking versatile living arrangements. The main level features a very spacious 3BR/2BTH + den, while the 2nd floor offers both a 2BR/1BTH unit and a 1BR/1BTH unit. Each residence includes generously sized rooms, beautiful wood floors and separate gas & electric meters (the 1BR unit is all electric). The basement provides additional space for an office, workshop, or storage. A rare bonus, the detached oversized three-car garage is perfect for business equipment,winter boat storage, hobby gear, or extra vehicles. Behind the garage, a peaceful grassy area offers the opportunity to create your own garden sanctuary. Recent updates include newer roofs on both the home(2022)and the garage(2021). And the location is unbeatable-a short walk to the beach at Cove Island Park, marina/harbor, and skating rink, with downtown Stamford, the train station, and I-95 just minutes away! Homes like this don't come around often!

101 Webb Ave, Stamford

30 Idlewood Pl, Stamford
$995,000
4 Beds ⋅ 3 Baths ⋅ 24207663 MLS
Highest & Best by Thursday (9/24) at 5PM. Located on a cul-de-sac in Stamford's Newfield neighborhood, this spacious home features hardwood floors throughout and a versatile layout designed for comfortable living and entertaining. The main level offers an open-concept living and dining room that flows into the eat-in kitchen, complete with stainless steel appliances, granite countertops, abundant storage and a breakfast nook overlooking the private backyard. A large, sun-filled family room with built-in speakers and adjoining recreation room provide additional living space with convenient access to the powder room, mudroom and attached garage. Upstairs, the spacious primary suite features a walk-in closet and an updated private bathroom with a double vanity, soaking tub and separate shower. Three additional bedrooms, a full bathroom and a conveniently located laundry room complete the upper level. The lower level offers flexible space ideal for a home gym or office, along with abundant storage and additional possibilities. The professionally landscaped backyard is highlighted by beautiful stone walls, a built-in outdoor fireplace, privacy trees and a large patio. Conveniently located near parks, Newfield pool club, shopping, local restaurants and Stamford's many amenities.

30 Idlewood Pl, Stamford

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