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51 Northwood Ln, Stamford
$890,000
4 Beds ⋅ 3 Baths ⋅ 24106477 MLS
Spacious & Updated North Stamford Ranch with In-Law Potential! This updated Ranch offers generous living spaces, flexible layout, and easy in-law or au pair potential-perfectly situated in a prime lower North Stamford location! Freshly painted throughout with gleaming refinished hardwood floors, this home also boasts updated bathrooms and an impressive eat-in kitchen. Step into the spacious Entry Foyer that flows into a large, light-filled Living Room with a classic fireplace and picture window. The separate Dining Room easily accommodates holiday gatherings and dinner parties. The expansive Eat-In Kitchen features two skylights and a large adjacent Laundry Room for added convenience. The Bedroom Wing includes a well-sized Primary Suite with a Walk-In Closet and Full Bath featuring a separate shower. Two additional Bedrooms and a Full Hall Bath complete the main level. The walk-out Lower Level offers incredible versatility-with a Family Room (fireplace and sliders to the patio and yard), Playroom with wet bar, Full Bath, additional Bedroom, and a large workshop that connects directly to the oversized 2-car Garage. Fantastic location just minutes from the Merritt Parkway, shopping centers, and a quick ride to the train, I-95, and the vibrant Downtown Stamford & Harbor Point districts. A must-see!

51 Northwood Ln, Stamford

290 Red Fox Rd, Stamford
$880,000
3 Beds ⋅ 2 Baths ⋅ 24171383 MLS
Welcome to 290 Red Fox Road, a well-maintained ranch on over an acre in sought-after North Stamford, offering the perfect blend of privacy, space, and convenience. With just over 2,300 square feet of living space, this 3-bedroom, 2-bath home is filled with natural light, highlighted by expansive windows and an easy, open flow designed for today's lifestyle. The family room, complete with a fireplace and wood-burning stove, creates a warm and versatile gathering space. The main-level primary suite features an ensuite bath, while two additional bedrooms provide flexibility for guests, work-from-home needs, or everyday living. Freshly painted and recently refreshed, the home is clean, well cared for, and move-in ready. Step outside to a spacious patio overlooking a private, wooded setting-ideal for entertaining or simply enjoying the quiet surroundings. A full walkout basement offers endless potential for expansion, recreation, or customization, plus an existing workshop for added functionality. Minutes to the Merritt Parkway and I-95, this location offers easy commuting without sacrificing a peaceful residential feel. A standout opportunity in one of Stamford's most desirable areas.

290 Red Fox Rd, Stamford

226 Ingleside Dr, Stamford
$860,000
3 Beds ⋅ 2 Baths ⋅ 24137181 MLS
Exceptional three-bedroom antique Colonial exudes tremendous curb appeal on 1.51 pastoral acres with heated pool, inviting terrace, fenced-in level yard, meadow teeming with native plants surrounding pond in a peaceful country setting across from a horse farm. Enduring charm defines this well maintained, thoughtfully updated 1800 home rich in classic architectural details with wide plank wood floors, French doors and built-in cabinetry. Marble-clad kitchen offers a basketweave tiled backsplash, a nod to the home's history as a basket shop. Living room with fireplace, dining room and sunroom with pellet stove, skylights and outdoor access are great for relaxed living and entertaining. Primary suite with adjacent sitting room, office, nursery or additional bedroom; third bedroom and full bath complete the second floor.

226 Ingleside Dr, Stamford

43 Mill Rd, Stamford
$845,000
4 Beds ⋅ 3 Baths ⋅ 24128303 MLS
Step inside a storybook antique, where time slows and history whispers through every timber. Circa 1740, this North Stamford gem feels less like a house and more like a chapter from New England's past. Wide-plank 18th-century floors polished by generations of footsteps, chestnut beams glowing in the one-of-a-kind kitchen's vaulted ceiling, handcrafted built-ins that balance charm and practicality, and a fieldstone wood-burning fireplace that has warmed countless winters - these are just a few of the enchanting details that make this home unique & special. Three en-suite bedrooms, including one on the main floor, along with thoughtful updates that honor the home's timeless spirit. Outside, take in the poetic landscape: ancient trees, sculptural boulders, and a weathered three-story red barn (~750 SF) perched on a hill. For the next thoughtful steward of this property, endless possibilities unfold. Perfectly positioned between the convenience of Downtown Stamford and the charm of Bedford and Pound Ridge, with a beloved country market just down the road, this is a home not just to be lived in, but to be cherished.

43 Mill Rd, Stamford

251 Saddle Hill Rd, Stamford
$843,000
5 Beds ⋅ 3 Baths ⋅ 24160996 MLS
Discover your dream home, where modern elegance meets comfort! This stunning property boasts a spacious open-concept living area, perfect for entertaining or relaxing. Enjoy natural light pouring in through large windows, highlighting the beautiful hardwood floors throughout. Step outside to a private backyard oasis, ideal for summer barbecues and outdoor gatherings. The master suite has an en-suite bathroom & sliders to the deck. Additional bedrooms are perfect for all, ensuring everyone has their own space. A full bathroom in the hallway serves the 2 bedrooms and is great for guests. Located in a friendly neighborhood, you'll have easy access to parks, schools, and shopping. Don't miss the opportunity to make this exceptional home yours! Schedule a viewing today and experience all it has to offer!

251 Saddle Hill Rd, Stamford

27 Briar Brae Rd, Stamford
$835,000
3 Beds ⋅ 2 Baths ⋅ 24128033 MLS
Nestled in the picturesque setting of Stamford, Connecticut, 27 Briar Brae Road welcomes you with its enchanting charm and timeless elegance. This delightful Colonial-style home, boasting 1,672 square feet, is perfectly situated on a square 1 acre lot that offers a serene escape with its mature trees and lush landscaping. Step inside to discover a home that seamlessly blends classic allure with modern comforts. The inviting living room is highlighted by a beautiful gas fireplace, ideal for cozy evenings. Adjacent is a spacious dining area, perfect for entertaining or enjoying intimate family meals. The kitchen, a dream for any culinary enthusiast, features ample cabinetry, stainless steel appliances, a gas stovetop and the convenience of an outdoor deck for easy dining or morning coffee. This home offers three generously-sized bedrooms, with a versatile family room on the first floor that easily transforms into a fourth bedroom, accommodating the evolving needs of any household. Two well-appointed bathrooms ensure convenience and privacy for residents and guests alike. Enjoy the tranquility of your private outdoor space, perfect for summer gatherings or quiet reflection. Additional amenities include a 1 car garage for secure parking, and the convenience of a washer and dryer. Experience the blend of elegance and warmth at 27 Briar Brae Road, a charming retreat that promises a comfortable and inviting lifestyle.

27 Briar Brae Rd, Stamford

15 Four Brooks Cir, Stamford
$825,000
3 Beds ⋅ 2 Baths ⋅ 24155507 MLS
Welcome to this lower North stamford upgraded 3-bedroom ranch with additional room ideal for a home office or 4th bedroom. Radiant heat ensures efficient, even warmth throughout. The chef's kitchen showcases premium Sub-Zero and Wolf appliances, blending performance with style. Recent improvements include a new roof, updated electric panel, newer hall bath, and repaved driveway. A two-car garage equipped with a Tesla wall charger and two dedicated storage rooms adds exceptional functionality. Enjoy seamless indoor-outdoor living with two patios with awnings and a flat, usable yard. Gas heating and 1250 gallon septic tank ideal for future addition. Located on a peaceful cul-de-sac, this property offers privacy and convenience with easy access from both Long Ridge Rd and High Ridge Rd in equal measure.

15 Four Brooks Cir, Stamford

368 Den Rd, Stamford
$820,000
3 Beds ⋅ 3 Baths ⋅ 24132661 MLS
Beautifully expanded ranch set on 1.18 acres in desirable North Stamford. This spacious home combines classic charm with modern updates, featuring a newer roof and driveway for true move-in readiness. The expansive primary suite includes a walk-in closet, private deck, and a luxurious bath with radiant heat, vaulted ceiling, whirlpool tub, and oversized shower. The large living room offers beamed vaulted ceilings, a fireplace, and wide-plank wood floors. The updated eat-in kitchen features custom cabinetry, granite countertops, and access to a generous deck and fully fenced yard. Set back from the road on a private, park-like property with serene pond views, yet just minutes to downtown Stamford, the Merritt Parkway, and Greenwich.

368 Den Rd, Stamford

247 Chestnut Hill Rd, Stamford
$813,709
2 Beds ⋅ 2 Baths ⋅ 24185865 MLS
Fall in love with the unmistakable character of this sun-drenched 1870 Farmhouse Colonial. Beautifully preserved on a lush, private 0.83-acre lot, this home blends timeless 19th-century architecture with modern updates, including a new roof, new septic system, and new well installed in 2020. Historic highlights include original wide-plank floors, exposed beams, and lovely built-ins. The main level features a spacious living room with a fireplace, a formal dining room with built-ins, framing the window, and a charming eat-in kitchen with new stone flooring, marble countertops, stainless steel appliances, a breakfast bar, and laundry. Relax in the glass-enclosed family room, which retains its original beams and flooring and opens effortlessly to a beautiful stone patio for outdoor entertaining. The second floor boasts the primary bedroom, a secondary bedroom, and a full hall bath. The third-floor features a versatile loft space that offers incredible potential to serve as a third bedroom, fully backed by the three-bedroom septic system installed in 2020, along with a new drilled well and asphalt roof.

247 Chestnut Hill Rd, Stamford

71 Country Club Rd, Stamford
$800,000
4 Beds ⋅ 3 Baths ⋅ 24147126 MLS
Set on a scenic pond and tucked away on a private back lot, this four-bedroom, two full and two half bath property presents an exceptional opportunity for renovation or new construction. Sited on 1.31 acres, the setting offers tranquil pond views, mature landscaping, and a high level of privacy. The existing home features an open floor plan, a stone fireplace that adds character and warmth, and an on-site tennis court, offering additional lifestyle potential. Features a separate entrance office. The property requires substantial renovation and is best suited for buyers seeking a build-your-own or full renovation project. The primary value lies in the land, location, and amenities, providing a rare chance to reimagine or rebuild in a peaceful, natural setting. An ideal opportunity for builders, investors, or end users looking to create a custom home with water views, privacy, and recreational amenities in a sought-after location.

71 Country Club Rd, Stamford

11 Dundee Rd, Stamford
$785,000
4 Beds ⋅ 4 Baths ⋅ 24108922 MLS
Charming Colonial/Cape in the Sought-After Sawmill Association - North Stamford Set on a quiet cul-de-sac in the desirable Sawmill Association, this charming Colonial/Cape offers peaceful country living in a prime North Stamford location. A welcoming entry foyer opens to a spacious living room with fireplace and picture window. The formal dining room connects to a screened porch and stone patio-ideal for indoor-outdoor entertaining. The eat-in kitchen features marble counters and access to the side deck. The main level offers a flexible layout with a primary bedroom featuring a walk-in closet and full bath, plus an additional bedroom, office, and hall bath. Upstairs are two generously sized bedrooms, a full bath, walk-in cedar closet, and bonus walk-in attic with excellent storage. The lower level features a large family room with fireplace and built-ins, powder room, laundry with yard access, workshop/storage space, and a utility room with access to the two-car garage. Hardwood floors throughout the main and upper levels. The Sawmill Association offers year-round activities and access to a 164-acre nature preserve. Just minutes to the Merritt Parkway, shopping, Downtown, and Harbor Point!

11 Dundee Rd, Stamford

761 Den Rd, Stamford
$780,000
3 Beds ⋅ 2 Baths ⋅ 24185396 MLS
Welcome to 761 Den Road, a charming and character-filled home set on a private, level lot in desirable North Stamford. Offering 3-4 bedrooms, 2 full baths, and timeless architectural details, this special property blends classic New England charm with comfortable everyday living. Custom built-ins, original millwork, and a beautiful stone fireplace create warmth and character throughout. The spacious living room flows seamlessly into the formal dining room, making entertaining easy and inviting. One of the home's standout features is the sun-filled family room with cathedral ceilings and walls of windows that bring the outdoors in. The kitchen offers ample space for casual dining and easy access to the patio and backyard. Outside, enjoy a large, flat yard with exceptional privacy, perfect for entertaining, gardening, pets, or play. A detached one-car garage and oversized driveway provide abundant parking for guests and multiple vehicles. Additional features include central air conditioning, forced hot air heat, a full basement with laundry, and numerous built-ins throughout. Conveniently located just minutes from the Merritt Parkway, shopping, restaurants, parks, and everyday amenities. Served by Stamford Public Schools, including Roxbury Elementary, Cloonan Middle School, and Westhill High School. Rarely does a North Stamford home offer this combination of charm, character, privacy, convenience, and value. Home has been freshly painted in an off-white/light greige.

761 Den Rd, Stamford

14 Chestnut Hill Rd, Stamford
$775,000
2 Beds ⋅ 2 Baths ⋅ 24158094 MLS
Built in 1840, this charming North Stamford carriage-house residence blends authentic character with an unforgettable layout across multiple levels. Enter into a generous living/family room opening to an outdoor terrace and over an acre of private landscaped grounds-an ideal setting for gathering, relaxing, and enjoying the quiet beauty North Stamford is known for. Two bedrooms are tucked on the second floor, while the home's most striking entertaining space has the homes original door entering into a former sunroom-now a dramatic dining room with cathedral ceiling, and a historic stone wall overlooking the street. Additionally there is a cottage on the property with electricity and perfect for a WFH space. Recent updates include new boiler in 2024, updated electrical system, renovated baths with new fixtures, repainted inside and outside of main house and cottage in 2023 and 2026, resurfaced and graveled drive in 2024 and added water purification system in 2025. This home has endless possibilities and is truly a rare opportunity to own a property that feels genuinely one-of-a-kind.

14 Chestnut Hill Rd, Stamford

78 Trinity Pass, Stamford
$775,000
4 Beds ⋅ 4 Baths ⋅ 24139865 MLS
Discover 78 Trinity Pass, almost complete proejct, awaiting your final touches. This home is a 4-bedroom, 4-bathroom ranch in North Stamford, situated on a 1 acre sprawling corner lot. This home features a handcrafted stone fireplace, radiant heating, 80 gallon hot water tank, and a kitchen primed for an open-plan transformation. The primary bedroom offers vaulted ceilings, and an ensuite bathroom that can be finished easily with tile and fixtures of your choice. This home has 3 more bedrooms on the same level, one more also being ensuite. Three of the 4 bathrooms in this home are roughed in, awaiting your personal touch. Additionally, the basement is finished, with a full bathroom. The property also includes a two-car attached garage, a large detached barn, and a new well pump installed in 2024. While the home requires some updates, many of the big ticket items have already been completed - 2023 roof, 200 amp electrical, plumbing, cedar impressions siding, and much more. This can be a rewarding project for those looking to customize. This home is sold AS-IS.

78 Trinity Pass, Stamford

27 Wellington Dr, Stamford
$774,000
4 Beds ⋅ 3 Baths ⋅ 24133749 MLS
Nestled in a tranquil setting on a private road, this expansive 2402 sq ft 4-bedroom, 3 3-full-bathroom home with a 2-car garage and a full attic offers a perfect blend of peace and potential. Set on 1.04 acres of land, with ancient trees and a serene pond, this residence is a true sanctuary. This location invites daily walks and peaceful moments in nature. The light-filled interiors and high ceilings create an inviting atmosphere, ideally suited for both comfortable living and creative pursuits. With dedicated spaces for an artist's studio and or an office, the home caters perfectly to professional needs. There is incredible potential to update and customize to your taste. The heart of the home is a custom European kitchen, expertly designed and fabricated in Europe and equipped with state-of-the-art appliances that cater to both culinary enthusiasts and everyday cooks. This space has been filled with joy and laughter, making it ideal for intimate family gatherings and lively entertaining. With its unique European charm, this home is ready to welcome its next chapter! As is. The buyers agent is to verify all the information.

27 Wellington Dr, Stamford

829 Scofieldtown Rd, Stamford
$764,000
4 Beds ⋅ 3 Baths ⋅ 24188261 MLS
Spacious Colonial set on a serene and private 1.5-acre property with breathtaking sunset views. Offering incredible flexibility and endless potential, this expansive home features 5 bedrooms, 3 full baths, and a separate second kitchen ideal for extended family or possible in-law accommodations. A massive walk-out basement provides abundant storage and the opportunity to create additional finished living space. The main level showcases a generously sized eat-in kitchen with center island and stainless steel appliances, a sun-filled living room with hardwood floors and a wood-burning fireplace, plus a charming screened porch perfect for relaxing or entertaining. Also on the first floor are a spacious bedroom with adjoining full bath that can serve as a primary suite, two additional bedrooms with hardwood flooring, and a second full bath. The second level offers its own oversized kitchen, a large primary bedroom, fifth bedroom, and a full bath - creating excellent potential for multi-generational living. Additional highlights include a detached 2-car garage, newer roof, and a flat, usable backyard with plenty of room for a pool. This home is being sold as-is and presents a fantastic opportunity to customize and make it your own.

829 Scofieldtown Rd, Stamford

421 Chestnut Hill Rd, Stamford
$725,000
3 Beds ⋅ 3 Baths ⋅ 24202888 MLS
Contemporary Colonial in a prime Long Ridge location! Move right into this 3-bedroom, and 2.1 bathroom home offering an open floor plan, and flexible living spaces, ideally situated just off Long Ridge Road. The main level features vaulted ceilings, oversized windows, and hardwood floors. Enjoy the modern, light and bright kitchen, a great room with a wood burning fireplace, a formal dining room, a large flex space which is ideal as an office, and a full bathroom. Upstairs offers 3 bedrooms, and a bath and a half. The lower level has a playroom, lots of storage, and an oversized 1 car garage. Step outside to your private outdoor oasis-relax on the spacious deck overlooking a serene backyard with a fire-pit, surrounded by walking trails, and a peaceful brook. Just steps away from Chestnut Hill Park, a 6.6-acre gem featuring a newly renovated playground, wide-open green spaces, and picnic areas. Minutes from shopping, dining, golf courses, and top-rated specialty hospitals, and a 2 minute drive to the Merritt Parkway makes this property ideal for buyers.

421 Chestnut Hill Rd, Stamford

37 Blue Ridge Dr, Stamford
$715,000
3 Beds ⋅ 2 Baths ⋅ 24166806 MLS
Charming ranch-style home in North Stamford featuring 3 bedrooms and 1.5 baths, ideally situated on a quiet cul-de-sac. This sun-filled home offers a spacious living room with a cozy fireplace, a dining area conveniently located just off the kitchen, and a versatile playroom or office with direct access to a private backyard. Enjoy an abundance of closet space throughout, along with a full basement providing exceptional storage. Complete with a two-car garage, this home combines comfort, functionality, and a peaceful setting. Roof is only 5 years old. 2025 Draining pipes were replaced with PVC, new water heater tank AND pressure tank. In addition, generator connection is already in place. City of Stamford is in the process of installing public sewer in the street to be completed in the following months. Conveniently located just 45 MINUTES from NYC, with easy access to the Merritt Parkway in under 5 minutes.

37 Blue Ridge Dr, Stamford

2408 High Ridge Rd, Stamford
$700,000
4 Beds ⋅ 3 Baths ⋅ 24160597 MLS
Nestled on one full acre in the picturesque setting of sought after North Stamford, 2408 High Ridge Rd offers a rare opportunity to own a 4 bedroom, 2.5 bathroom home with tranquil pond views! Set back from the road, this well maintained raised ranch - on the market for the first time in 60 years- combines privacy, charm and potential! Inside, you will find 1702 square feet of thoughtfully designed living space. This recently renovated eat in kitchen features elegant quartz countertops, chef's stainless steel appliances- stove, dishwasher, microwave, refrigerator. Sliding doors open to a spacious, private deck- perfect for outdoor dining and entertaining. The formal dining room flows seamlessly into a warm and inviting living room w/ a fireplace, ideal for both everyday living and special gatherings. The fully finished walk out lower level expands your living space with a large family room, half bath, laundry room and a versatile office or 4th bedroom- perfect for guests, remote work or recreation! Recent upgrades include a new roof, hot water heater and furnace, provide added peace of mind. Whether you choose to move right in and enjoy its current charm as-is or bring your vision to create your dream home, this property offers endless possibilities in a serene and sought after location, convenient location to Merritt Parkway and minutes to New Canaan!

2408 High Ridge Rd, Stamford

45 Opper Rd, Stamford
$700,000
3 Beds ⋅ 2 Baths ⋅ 24141805 MLS
Fantastic opportunity to own in one of North Stamford's most desirable and convenient neighborhoods, surrounded by higher-value homes. This prime 1.08-acre parcel boasts an impressive 335 feet of street frontage, offering exceptional potential for expansion, renovation, or a complete custom build. The cape-style home is positioned on a beautifully level lot, gently elevated on a natural knoll that provides privacy, natural light, and year-round serenity. Builders and visionaries take note: whether you choose to craft a new luxury residence from the ground up or transform the existing structure, the setting and proportions of this property are ideal. Enjoy the best of both worlds-peaceful, wooded surroundings with the convenience of being just minutes to shopping, dining, schools, and commuting routes. Property to be sold as-is.

45 Opper Rd, Stamford

112 Willard Ter, Stamford
$690,000
4 Beds ⋅ 2 Baths ⋅ 24168287 MLS
Located on a cul-de-sac just north of the Merritt Parkway, this lovely four-bedroom, two bath Cape Cod style home is situated on a level half acre lot and has so much to offer! Enter to find the living room with a picture window and wood-burning fireplace. The formal dining room is open to the living area making entertaining enjoyable and easy. The large kitchen with a center island and stainless-steel appliances even has pass-throughs so the chef can easily speak with and serve their guests. A door from the kitchen leads to the sunroom and from there you can access the deck. Also on the main level is the nice-sized primary bedroom with a wall of closets and sitting area. A full bath is also on this level. Upstairs, you'll find three well-apportioned bedrooms and another full bath. There are hardwood floors throughout. You won't want to miss the walk-out lower-level with full-height ceilings. The possibilities are endless. There is a one car garage, an enormous level backyard and a large deck for outdoor dining. The home is in a prime location less than a mile from High Ridge Center with Trader Joes, Starbucks and more and within walking distance to ACME, Chipotle and Jersey Mikes. Don't miss this opportunity to make 112 Willard Terrace your own!

112 Willard Ter, Stamford

1311 High Ridge Rd, Stamford
$675,000
4 Beds ⋅ 3 Baths ⋅ 24188848 MLS
Unlock incredible value with this classic 1940s colonial perfectly situated in desirable North Stamford. Serving as a fantastic canvas for both handy homebuyers and savvy investors, this 4-bedroom, 3-full-bath property is bursting with character and value-add potential. Step inside to discover beautiful hardwood floors, a living room anchored by a wood-burning stove and handsome built-ins, and a spacious eat-in kitchen that flows seamlessly onto a large deck overlooking a peaceful backyard. Maximizing the home's footprint is easy, thanks to a sprawling second-floor bonus room-the perfect layout for an in-law suite-and a walk-out lower level featuring a massive family room. With peace-of-mind upgrades like a 7-year-old roof and a 4-year-old hot water heater already in place, the home is primed for its next chapter. Located just north of the Merritt Parkway for a commuter's dream, and moments from local treasures like the Stamford Museum & Nature Center and the Bartlett Arboretum, this property is a rare find with extraordinary upside.

1311 High Ridge Rd, Stamford

1566 Long Ridge Rd, Stamford
$585,000
4 Beds ⋅ 3 Baths ⋅ 24170029 MLS
Brook House - your retreat in North Stamford. Bring your handyman or contractor. This property is for that special person who does not mind the work involved. The exterior needs paint and some repairs. The landscaping requires commitment. Lush gardens, Japanese Maple and Mountain Laurel. Many different flowers will bloom all summer. There are 3 Bedrooms and 3 Full baths. Front and South entrances have Stone Bridges over a calming, babbling Brook, hardwood floors throughout; and some may be the original, wide planked. Central A/C. Flagstone, Covered Patio on the South side. The 2-car garage is deep providing storage and work areas. The built-in workman's counter, and Wood Burning stove which vents to the outside is for the DIY enthusiast. Extra Refrigerator (2-yrs old) in garage. Off the deck, in the rear of the home is a fenced-in dog run. Other things to note: Newer Breaker Box; Newer Washer/Dryer; Gasoline powered Generator; Several Skylights throughout the upper level. The 4th bedroom was used to increase the Primary Bedroom and its closet space and the closet in the 2nd Bedroom. Homeowners share Snow plowing of the road. Last winter's share was $231. The pictures were taken before the owner moved out. You think you are choosing a house, but you are choosing a lifestyle.

1566 Long Ridge Rd, Stamford

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