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$1,225,000
4 Beds 4 Baths ACTIVE Status 24205130 MLS
Welcome to 231 Skymeadow Drive, a lovely and beautifully maintained ranch style home with a complete accessory dwelling/in-law suite and a flexible 4Bd floorplan 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 exceptional space, flexibility, & comfort for a variety of lifestyles.

231 Skymeadow Dr, Stamford

$1,795,000
3 Beds 3 Baths ACTIVE Status 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

$1,725,000
4 Beds 5 Baths ACTIVE Status 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

$725,000
3 Beds 3 Baths ACTIVE Status 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

$769,000
4 Beds 3 Baths ACTIVE Status 24201620 MLS
Tucked away on a tranquil 1.2 acre lot in desirable North Stamford, this classic 4-Bedroom, 2.5 Bath Colonial offers a rare opportunity to create rhe home of your dreams. Enter the Foyer of the home and be welcomed by the traditional layout and generously sized rooms. The Main Level features the Living Room, Kitchen, Formal Dining Room, generously sized Family Room with a Fireplace and a sliding glass door to an enclosed Porch, Powder Room and Laundry Room. The Upper level features a Primary En-Suite Bedroom, over-sized Bedroom/Office, 2 additional Bedrooms and a shared Hall Bath. The partially finished Lower Level, Deck, and pristine wood floors complete the picture. Enjoy the peace and serenity of North Stamford living while being just minutes away from the Merritt Parway,Downtown Stamford, and Metro North. Home is equipped with a whole house generator and central AC for your convenience.

568 Hunting Ridge Rd, Stamford

$989,000
3 Beds 3 Baths ACTIVE Status 24202881 MLS
This vintage North Stamford classic Cape exudes refinement and offers a relaxed retreat. A welcoming entry foyer leads to a delightful great room with built ins, beams, skylights, fireplace and a bay window that draws the outdoors in. The main floor primary bedroom includes a luxury full bath with radiant heated floors and multiple outfitted closets. The kitchen, dining room and den guide you easily out to an oversized bluestone patio framed by a masonry knee wall and the private, level verdant rear grounds beyond. Two second floor bedrooms share a full bath with radiant heated floors. The partially finished lower level is outfitted for more storage than you may ever need. A tranquil piece of paradise set amongst homes of distinctive character.

163 Cedarwood Rd, Stamford

$950,000
4 Beds 3 Baths ACTIVE Status 24203337 MLS
**Something Different in North Stamford!** Tucked away near the Stamford Nature Center, this charming and well-maintained 4-bedroom, 3-bath ranch offers privacy, character, and thoughtful updates. The home features a brand-new kitchen and two newly renovated bathrooms, along with updated windows, roof, siding, LeafGuard system, landscaping, well pump, washer/dryer, and more. A sun-filled 18' x 16' gathering room with slate floors, heat, and A/C overlooks the patio, deck, flagpole, and beautifully landscaped yard. Two bedrooms are en-suite, while a private entrance leads to a 575 sq. ft. office above the detached 2-car garage. An attic and large shed provide additional storage. The heated and air-conditioned porch is not included in the City of Stamford square footage but provides additional interior living space. **Fun fact:** The home hosted the Prince and Princess of Nepal on November 27, 1958, adding a fascinating touch of history to this truly unique North Stamford property.

26 Campbell Dr, Stamford

$1,150,000
5 Beds 3 Baths ACTIVE Status 24183782 MLS
Nestled on a private level acre in desirable North Stamford, located at the end of a cul-de-sac this beautifully updated five-bedroom executive colonial offers the perfect blend of timeless elegance and modern comfort. Thoughtfully renovated throughout, the home features spacious sun filled rooms, hardwood floors on the main level, and an ideal layout for both everyday living and entertaining. The heart of the home is the stunning updated kitchen with premium finishes, seamlessly flowing into inviting family and dining spaces. A generous primary suite provides a peaceful retreat, while four additional bedrooms offer flexibility for family, guests, or home office needs. Step outside onto a private deck to enjoy the expansive acre of professionally landscaped grounds, providing exceptional privacy and plenty of room for recreation and gardening. Located in one of Stamford's most sought-after neighborhoods, this move-in-ready home combines a tranquil setting with convenient access to downtown Stamford, parks, shopping, dining and commuting routes. Note: Dining room chandelier is excluded. Tax records show 4 bedrooms when there are actually 5.

240 Fishing Trl, Stamford

$1,585,000
5 Beds 6 Baths ACTIVE Status 24200386 MLS
Double gates glide open to beckon you down a winding drive revealing this special historical residence. Set in coveted North Stamford, this 5-bedroom, 5.5 bath home combines artisanal craftsmanship with modern appeal. Originally built in 1792, its professional restorations maintain authenticity while newer construction offers numerous options for current lifestyles. From the moment you arrive, the property feels like a hidden retreat. Hand-laid stone walls, mature trees, vibrant gardens and expansive lawns create an enchanted setting. Inside, the home's layout unfolds naturally. A breathtaking great room with an impressive fireplace, hand-crafted millwork, custom built-ins, and soaring 12 ft. ceiling flows through French doors to a light-filled sunroom and on into the timber-framed dining room with its own fireplace...perfect for entertaining. The kitchen and adjacent breakfast room support easy daily living with views and access to surrounding gardens and delightful al fresco eating spaces. A thoughtfully designed (2013) extension complete with a spacious family room, kitchenette, office, 2 bedrooms and baths provide flexibility for extended family, guests, exercise room or playroom. Outdoors, the setting is peaceful and secluded. Lush plantings surround the home, offering total privacy. A hilltop pool and screened, eat-in pool cabin create a special destination.

297 Rock Rimmon Rd, Stamford

$2,699,999
5 Beds 8 Baths ACTIVE Status 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

$2,500,000
5 Beds 6 Baths ACTIVE Status 24195672 MLS
A private estate where timeless architecture meets resort-inspired living. Set on a professionally landscaped property in one of Stamford's most desirable locations, this exceptional custom residence offers more than 7,000 sq ft of refined living space designed for elegant entertaining and luxurious everyday living. A dramatic 2-story foyer opens to soaring ceilings, rich hardwood floors, 3 fireplaces, gracious formal rooms, a sun-filled family room, private executive office, and a spectacular chef's kitchen featuring premium appliances, an oversized island, walk-in pantry, and spacious casual dining area. The magnificent primary suite is a true retreat, complete with a boutique-inspired dressing room with illuminated glass cabinetry and center island, beverage station, and a spa-quality marble bath with soaking tub, oversized rain shower, and designer finishes. Spacious secondary bedrooms provide beautifully appointed accommodations for family and guests. The finished lower level offers exceptional flexibility with recreation and wellness spaces, a sauna, and a private in-law suite with its own kitchen, living room, bedroom, bath, laundry, and separate entrance - ideal for extended family, guests, or live-in staff. Surrounded by peaceful wooded privacy yet just minutes from downtown Stamford, Metro-North, the Merritt Pkwy, and only an hour from Manhattan, this extraordinary residence delivers an unmatched blend of luxury, craftsmanship, privacy, and convenience.

333 Rock Rimmon Rd, Stamford

$985,000
3 Beds 3 Baths ACTIVE Status 24190336 MLS
PRICE IMPROVEMENT!! Nestled on a quiet cul-de-sac in desirable Lower North Stamford, this beautifully maintained 3-bed 2.5-bath Colonial offers the perfect balance of privacy and convenience. Peaceful setting just minutes from shopping, restaurants, and the Stamford Museum & Nature Center. A bright, sun-filled foyer welcomes you into a spacious floor plan designed for comfortable everyday living. The main level features a generous living room, formal dining room, private home office/guest space, and an eat-in kitchen w/granite countertops, stainless steel appliances, and sliding glass doors leading to a spacious deck overlooking the level, fully fenced backyard. Just a few steps up, the impressive 13' x 24' family room is the heart of the home, featuring vaulted ceilings, skylights, a cozy wood-burning fireplace, and a charming Juliet balcony. The finished lower level provides additional living space/guest area, perfect for a recreation room, media room, fitness area, or home office, along with a separate storage room. Upstairs, the spacious primary suite offers a walk-in closet and an en-suite bath with dual vanities, a standing shower, and a Jacuzzi tub. Two additional generously sized bedrooms and a full hall bath complete the upper level. Additional features include hardwood floors, Central A/C, city water, attached two-car garage. This versatile floor plan, peaceful setting, and exceptional Lower North Stamford location, this home is one you won't want to miss

26 Marva Ln, Stamford

$1,700,000
4 Beds 4 Baths ACTIVE Status 24184368 MLS
Welcome to this elegant North Stamford custom-built Center Hall Colonial, where timeless craftsmanship, elegant design, and thoughtfully planned living spaces create an exceptional home. A dramatic two-story foyer welcomes you and is flanked by a gracious formal living room and elegant dining room, creating the perfect setting for both everyday living and sophisticated entertaining. At the heart of the home is the spacious eat-in kitchen, complete with a sunny breakfast nook and direct access to the rear deck-ideal for morning coffee, casual dining, and outdoor gatherings. Just off the kitchen, the inviting family room provides a warm and comfortable space to relax, while a private first-floor office offers the ideal work-from-home setting. The second floor features an impressive primary suite that serves as a luxurious private retreat, complete with a generous walk-in closet and a spa-inspired en-suite bath. Three additional spacious bedrooms, two full bathrooms, and an expansive great room provide exceptional flexibility for a media room, game room, home gym, guest suite, or an additional home office. The unfinished walk-out lower level offers endless possibilities for future customization and expansion. Blending classic architecture with quality craftsmanship, generous room sizes, and an exceptional floor plan, this remarkable custom Colonial offers the perfect balance of luxury, comfort, and functionality.

132 E Hunting Ridge Rd, Stamford

$1,650,000
5 Beds 5 Baths ACTIVE Status 24186518 MLS
Nestled on nearly two acres at the end of a quiet cul-de-sac in desirable North Stamford, this lovely Colonial offers nearly 4,000 square feet of elegant living space. A welcoming foyer leads to sun-filled formal living and dining room, ideal for entertaining. The spacious eat-in kitchen features granite countertops, abundant cabinetry, and a bright breakfast area overlooking the scenic property. The adjoining family room boasts a fireplace and French doors that open to the outdoor living space, creating the perfect setting for indoor and outdoor gatherings. A first-floor bedroom offers private bathroom for guests, extended family, or a home office. Upstairs, the spacious primary suite features hardwood floors and a luxurious bath with a whirlpool tub, separate shower, and double-sink vanity. Three additional generously sized bedrooms and full bath complete the upper level. Additional highlights include hardwood floors, two wood burning fireplaces, central air, main-level laundry, a full basement with endless potential, and an attached three-car garage. Conveniently located near shopping, restaurants, parks, and major commuter routes, this exceptional home offers the perfect blend of privacy, comfort, and convenience.

918 Rock Rimmon Rd, Stamford

$1,325,000
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 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

$925,000
4 Beds 3 Baths ACTIVE Status 24177896 MLS
Part of the Alexandra Subdivision established in 1965, this distinctive North Stamford residence incorporates a c.1850 barn structure, with the majority of the home constructed in 1965 and a dramatic great room addition completed in 2004. Quietly set back from the road on a private, wooded acre, this unique property offers a rare blend of history, architecture, and modern comfort less than an hour from Manhattan. The formal living room is the soul of the home, occupying the original c.1850 barn structure where local history suggests artisans may have gathered for basket weaving. Original hand-hewn beams overhead and sliders opening to the deck and serene pond make it an extraordinary space. The sunken great room commands panoramic views with a vaulted ceiling and abundant natural light, while wide-plank wood floors run throughout. Soaring walls of gallery-worthy space make this a dream for the serious art collector. The kitchen features exceptional-quality wood cabinetry by Executive Kitchens Fine European Cabinetry. Four bedrooms, including two ideally suited as a home office and private studio, 2.5 baths, and an attached two-car garage provide every comfort needed. An intimate loft with built-ins overlooks the living room below, adding a layer of architectural charm, perfect as a reading retreat or creative perch. It feels like a weekend escape. A piece of living history reimagined for modern life, rare, special, and one of a kind.

2596 High Ridge Rd, Stamford

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