Westover Real Estate

Welcome to Westover, a charming neighborhood nestled in the heart of Stamford, Connecticut. Known for its picturesque tree-lined streets and a strong sense of community, Westover offers a perfect blend of suburban tranquility and urban convenience. This inviting area is characterized by spacious homes, well-maintained gardens, and a variety of architectural styles, making it an appealing choice for families, professionals, and retirees alike.

Westover boasts a rich history, with many homes dating back to the early 20th century, showcasing the area’s unique character and charm. Residents enjoy a peaceful lifestyle while being just minutes away from Stamford’s vibrant downtown, which is brimming with shopping, dining, and entertainment options. The proximity to major highways and the Metro-North train station makes commuting to New York City a breeze, adding to the neighborhood's allure for those working in the city.

Nature enthusiasts will appreciate the abundance of green spaces in Westover, including parks and walking trails that offer opportunities for outdoor recreation. The nearby Westover School, a renowned educational institution, adds to the neighborhood's family-friendly appeal, providing quality education and a strong sense of community involvement.

In Westover, you’ll find not just a home, but a lifestyle. With its friendly atmosphere, excellent schools, and convenient access to urban amenities, this neighborhood truly embodies the best of Connecticut living. Come discover the warmth and charm of Westover, where your dream home awaits!

Newest Listings in Westover

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 24218421 MLS

Beautiful home located in Westover within the desirable Hycliff Association. Featuring 3 bedrooms and 2.5 bathrooms, this home offers comfortable living in a wonderful setting. Newly refinished hardwood floors and fresh paint throughout give the home a bright, fresh, and inviting feel. Move right in and enjoy all this lovely home has to offer! Hycliff Association fee is $1200/ yearly

305 Hycliff Ter, Stamford

$1,649,000

4 Beds ⋅ 4 Baths ⋅ 24218975 MLS

Located in Stamford's sought-after Westover neighborhood, 53 West Hill Circle has been fully reimagined into a sophisticated, move-in-ready 4 bedroom, 3.5 bath residence defined by scale, light, and seamless indoor-outdoor living. The centerpiece is a striking chef's kitchen with a large statement island, custom cabinetry, and premium Wolf and Sub-Zero appliances. Generous storage, including multiple pantry spaces, enhances both function and everyday living, while the kitchen opens effortlessly into the main living areas. A sun-filled dining/sunroom serves as a standout feature, with vaulted ceilings, a dramatic picture window overlooking the pool and bluestone patio, and direct outdoor access-creating a natural extension of the living space. A wet bar with wine cooler enhances the home's entertaining appeal. The expansive family room is anchored by a distinctive, designer-inspired fireplace, offering both warmth and architectural presence. The primary suite features two walk-in closets and a fully renovated bath, while all bathrooms have been thoughtfully updated with clean, modern finishes.

53 W Hill Cir, Stamford

$1,188,000

4 Beds ⋅ 3 Baths ⋅ 24122061 MLS

Welcome to 53 W. Bank Lane, a spacious Colonial nestled on a desirable cul-de-sac in Stamford's sought-after Westover neighborhood. Set on a beautifully landscaped one-acre property surrounded by mature trees, this inviting home offers privacy, generous living spaces, and wonderful indoor-outdoor living. Offering 3,408 square feet, the home features hardwood floors, abundant natural light, and a comfortable floor plan ideal for everyday living and entertaining. The living room features a classic fireplace, while the spacious family room showcases a striking brick fireplace with wood-burning stove insert and custom built-ins. A dedicated home office provides additional flexibility. The kitchen offers white cabinetry, granite countertops, a breakfast bar, and dining area with sliders to the expansive rear deck. Upstairs, the spacious primary bedroom features a private full bathroom, along with three additional bedrooms and another full bath. The finished lower level offers a recreation area, two bonus rooms, and storage. Outside, enjoy a private backyard retreat featuring a multi-level deck, hot tub, pergola, mature gardens, and picturesque waterfall feature. An attached two-car garage and detached two-car garage provide exceptional four-car parking. Conveniently located near shopping, dining, parks, and major transportation routes, this wonderful property offers the perfect combination of space, privacy, and convenience.

53 W Bank Ln, Stamford

$1,475,000

4 Beds ⋅ 3 Baths ⋅ 24218154 MLS

Nestled in Westover's coveted Hycliff Association, this four-bedroom, two-and-a-half-bath Colonial exudes timeless curb appeal while offering an expansive, highly versatile multi-level layout. Move in ready and full of historic soul, a warm entry foyer opens to a gracious living room anchored by a gas fireplace, classic built-ins, and a cozy sunroom. Entertaining flows seamlessly into the formal dining room with bay window and an updated kitchen complete with a Viking six-burner gas range, breakfast bar, and casual dining area. Through the sliders, access a private backyard retreat featuring a large slate patio, retaining walls, and stairs leading to a level upper yard. An expansive family room with custom built-ins, an updated powder room, and entry to the attached garage complete the main level. Upstairs, explore a vast primary suite with an expansive bedroom, an oversized walk-in closet, and a double-vanity bath, with the unique potential to incorporate the adjacent bedroom and sitting room into a grand private wing. Two additional generous bedrooms, a walk-up attic, and a hallway bath offer endless utility. The lower level includes an unfinished basement for abundant storage. Enjoy unmatched community perks with access to the Hycliff Association pool, tennis courts, basketball court, and playground. Ideally located minutes from downtown Stamford, Harbor Point, golf courses, and commuting options.

75 Halliwell Dr, Stamford

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 24216254 MLS

Location is everything, and 14 Coachlamp Lane delivers. Situated on a peaceful cul-de-sac in Stamford's highly desirable Westover neighborhood, this inviting home has the perfect balance of suburban comfort and commuter convenience with outstanding proximity to all that Stamford and Greenwich have to offer. Inside, the main level offers an inviting living room w/ a wood-burning fireplace, light-filled home office, and eat-in kitchen overlooking the deck. An ample pantry, direct access to the kitchen from the garage, and powder room add to the home's everyday functionality. On the upper level, a primary suite w/ 2 generous closets and spacious bathroom offers a welcoming retreat. Three additional bedrooms, full bath and laundry room complete the bedroom level. The lower level offers flexibility for a variety of uses and is currently being used for recreation, home office, gym, guest accommodations, or a potential in-law arrangement. A second laundry area on this level adds additional convenience. Infratructure highlights include city water, city sewer, natural gas service, and underground electrical utilities, offering greater protection against storm-related power outages common elsewhere in Westover. Within walking distance are E. Gaynor Brennan Golf Course and Scalzi Park, one of Stamford's top recreational destinations. Commuters will appreciate easy access to the Stamford train station, with express service to Manhattan and being minutes from I-95 and Mer

14 Coachlamp Ln, Stamford

$1,350,000

3 Beds ⋅ 3 Baths ⋅ 24214546 MLS

Contemporary colonial perfectly sited on the tranquil pond at desirable Doral Farm. Elegantly and lovingly maintained and updated by its original owners, this largest of the units in the secluded gated community boasts an open floor plan with sweeping architectural interior and soaring ceilings, a neutral palette, extensive use of granite, high end materials, hardwood and luxurious carpeting. The open flow and unusual amount of light in the unit welcome you with feelings of luxury and ease. The new oversized maintenance free deck overlooks the magnificent waterfront that is adorned by willowy plantings and the many sounds of nature. The 64 acres upon which the 58 free standing homes are built is often described as a bucolic nature preserve, providing beautiful and inviting walking opportunities. The complex offers a heated swimming pool, clubhouse and both tennis AND pickleball courts.

72 Doral Farm Rd, Stamford

$1,350,000

3 Beds ⋅ 3 Baths ⋅ 24214730 MLS ⋅ Doral Farms BLDG.

72 Doral Farm Rd, Stamford

$1,995,000

5 Beds ⋅ 5 Baths ⋅ 24212766 MLS

A Rare Westover Opportunity: Two Lots Offered Together -- Set on three private acres in sought-after Westover, this five-bedroom residence offers privacy, generous living spaces, and expansive water views. The property includes two lots being sold together, creating an exceptional opportunity for added space and possibilities. Enjoy desirable main-level living with expansive glass walls framing pond views and welcoming southern light. The formal living and dining rooms feature hardwood floors and a stone fireplace. The skylit kitchen offers granite countertops, while the family room features Spanish tile flooring, a second fireplace, and sliders to the deck and pool. The main-level primary suite features water views, dual bathrooms, generous closets, and a sauna. Two additional main-level bedrooms provide flexibility, along with a wood-paneled office with custom built-ins. Upstairs, two more bedrooms and a bonus room offer additional possibilities. Outdoor features include a stone patio, in-ground pool, and detached pool house with changing rooms, a full bath, kitchen facilities, and a seating area overlooking the grounds. The adjoining lot offers additional space for outdoor enjoyment, gardens, or future possibilities. A generator and abundant storage complete this distinctive offering, combining a special natural setting and versatile living spaces. House is being sold as-is.

132 Blueberry Dr, Stamford

$849,000

3 Beds ⋅ 2 Baths ⋅ 24206898 MLS

Perfectly situated overlooking the Rippowam River in Westover, this spacious mid-century Cape Cod has been thoughtfully updated throughout. The bright, modern interior features an open floor plan, abundant natural light, recessed lighting, two beautiful fireplaces, and bamboo and acacia hardwood floors throughout. The renovated kitchen features granite countertops with waterfall edges and high-end appliances, including a built-in Miele coffee maker. Step outside to an expansive patio and sanctuary-like backyard retreat featuring a large koi pond, outdoor kitchen, and natural gas grill, creating the perfect setting for entertaining or simply relaxing at home. Newly renovated bathrooms include a spa-like primary bath with a walk-in shower and double vanity. Generous closets provide plenty of storage, while two separate entrances add flexibility. Solar panels help keep electricity costs low, while public water, public sewer, and natural gas add everyday convenience. The location is hard to beat, just 10 minutes to Metro-North and minutes from Whole Foods, Trader Joe's, downtown Stamford, restaurants, shopping, parks, and everyday conveniences. Ideally situated between I-95 and the Merritt Parkway, offering easy access to New York City while enjoying the privacy, peaceful surroundings, and natural beauty of Westover.

87 Clover Hill Dr, Stamford

$2,295,000

6 Beds ⋅ 6 Baths ⋅ 24204113 MLS

Experience refined luxury in this expansive Westover residence, privately nestled at the end of a tranquil drive and moments from premier schools, major highways, transportation, and the exceptional amenities of Stamford and Greenwich. Surrounded by lush, mature landscaping with access to the beauty of Mianus River Park, this move-in-ready home offers a rare blend of privacy, sophistication, and convenience. Designed for elegant entertaining and effortless everyday living, the residence features a gourmet chef's kitchen with an exquisite butler's pantry flowing seamlessly into gracious open-concept living spaces. French doors open to an expansive west-facing deck, perfectly positioned for spectacular sunset views, while a sun-drenched patio just off the kitchen creates a seamless indoor-outdoor lifestyle. The luxurious main-level primary suite offers exceptional privacy and scale, with dual walk-in closets and a spa-inspired bath featuring a Jacuzzi tub. Upstairs, four generously sized bedrooms include two en-suite bedrooms and two sharing a bath. The extraordinary walk-out lower level provides a private en-suite guest suite, spacious office, and expansive recreation room anchored by a dramatic stone fireplace. Thoughtfully curated throughout, this exceptional residence delivers timeless elegance, comfort, and privacy in a coveted Westover setting.

46 Old Mill Ln, Stamford

$1,899,000

5 Beds ⋅ 5 Baths ⋅ 24203285 MLS

Welcome to 97 Brookhollow Lane, an exceptional turn-key residence set on a serene cul-de-sac in Stamford's highly sought-after Westover neighborhood. Offering an ideal balance of privacy and convenience, this sophisticated home is just minutes from downtown Stamford, Metro-North, Greenwich and the Merritt Parkway. A dramatic two-story foyer welcomes you with a sweeping staircase and striking crystal chandelier, which is thoughtfully installed on a winch for effortless lowering and cleaning. The gracious main level is designed for both everyday living and entertaining, featuring a beautifully remodeled kitchen with three skylights, professional-grade appliances and an open connection to the inviting family room and expansive outdoor living spaces. A new marble powder room, completed in 2024, adds another layer of sophistication. The first-floor bedroom, adjacent full bath and spacious great room create exceptional flexibility, offering the potential for a private home office, au pair accommodations, guest suite or comfortable in-law living. Upstairs, the generously proportioned primary suite provides a peaceful retreat, complete with an expansive marble bath featuring new countertops and hardware (2024), a jetted tub and dedicated vanity. Three additional spacious bedrooms and two beautifully updated marble baths, also completed in 2024, provide comfort and style for family and guests.

97 Brookhollow Ln, Stamford

$1,900,000

4 Beds ⋅ 5 Baths ⋅ 24199455 MLS

Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with pristine white cabinetry and expansive granite surfaces-flows effortlessly into a fireside living room and adjacent sunroom with French doors leading outside. The outdoor experience is truly peerless, featuring a resort-style saltwater pool with waterfall, a professional-grade basketball/sports court, and a sprawling bluestone patio framed by artisanal rock walls and secure perimeter fencing. With a high-efficiency infrastructure, vast expansion potential in the walk-out basement, and a commute to Manhattan in under an hour, this property represents a rare opportunity to enjoy "like-new" luxury and a private backyard oasis without the wait.

47 Summit Ridge Rd, Stamford

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Westover Real Estate

Newest Listings in Westover

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