Westover Real Estate

Welcome to Westover, a hidden gem nestled in the heart of Stamford, Connecticut. This picturesque neighborhood offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Westover is characterized by its tree-lined streets, charming single-family homes, and a strong sense of community. Residents take pride in their well-maintained properties, which range from classic Colonials to modern designs, each exuding unique character and warmth. The area boasts spacious yards and plenty of green space, providing an inviting atmosphere for outdoor activities and gatherings.

One of Westover's standout features is its proximity to Stamford's vibrant downtown. Just a short drive away, you'll find a plethora of dining, shopping, and entertainment options. Whether you're in the mood for a gourmet meal, a casual café, or a night out at the theater, Stamford has it all. For nature lovers, the neighborhood is also close to several parks and recreational areas, including the expansive Stamford Nature Center, where you can enjoy hiking, picnicking, and seasonal events.

Families in Westover benefit from access to highly-rated schools, making it a desirable location for those seeking a nurturing environment for their children. The community is also well-connected, with easy access to major highways and public transportation, ensuring a seamless commute to New York City and beyond.

In Westover, you’ll find not just a home, but a vibrant community where neighbors become friends and every day feels like a retreat. Discover the charm of Westover and make it your next home sweet home!

Newest Listings in Westover

$1,399,999

5 Beds ⋅ 3 Baths ⋅ 24196442 MLS

Nestled at the end of one of Westover's most sought after cul-de-sacs, this exceptional five bedroom residence offers the perfect blend of privacy, elegance, and convenience. Ideally positioned on the Greenwich border, you'll enjoy quick access to downtown Stamford, Metro North, and vibrant downtown Greenwich, while returning home to a peaceful, secluded setting surrounded by nature. Designed with both entertaining and gracious everyday living in mind, the thoughtfully crafted floor plan offers spacious, light filled rooms and an effortless flow throughout. The expansive deck serves as a true outdoor retreat, providing exceptional privacy and generous space for hosting summer gatherings, dining alfresco, or simply relaxing while overlooking the tranquil surroundings. The main level features a separate and private bedroom with an adjacent full bath, creating the perfect accommodations for guests, au pair, or for multigenerational living. Upstairs, the luxurious primary suite is a sanctuary all its own. The dramatic vaulted beamed ceiling, a stunning Palladian window, and three oversized closets create an impressive yet inviting space. The spa inspired primary bath offers a whirlpool tub, a walk-in shower, and the comfort of a private retreat at the end of each day. Located in one of Stamford's, most desirable neighborhoods, this home combines timeless style, exceptional privacy, and an unbeatable location to create a truly remarkable place to call home.

89 W Bank Ln, 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

$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

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 24189956 MLS ⋅ Palmer Hill BLDG.

Experience the perfect blend of luxury, convenience, and resort-style amenities in Palmer Hill, a premier gated community nestled on the Greenwich/Stamford border. This beautifully updated second-floor midrise home offers effortless single-level living. Flooded with natural light, walls of windows in every room showcase serene, park-like views of the courtyard's flowering trees. Flexible living with 3 bedrooms (or 2 bedrooms plus a private den/office) and a spacious open-concept living and dining area centered around a cozy gas fireplace. Two private balcony terraces provide the perfect spots for your morning coffee or evening relaxation. Fully refreshed with brand-new flooring, plush carpeting, and professional paint throughout. Equipped with modern cabinetry, granite countertops, and premium finishes. Enjoy secure elevator access directly from the underground parking garage. This home includes two parking spaces, a large private storage cage, a bicycle room, and convenient in-building mail and parcel pickup. Palmer Hill's award-winning amenities feel like a year-round retreat: A recently renovated clubhouse featuring a community/party room and meeting space. A fully equipped, state-of-the-art gym and yoga studio. An expansive heated pool, hot tub, and immaculately manicured, park-like grounds. You are just 5 to 10 minutes from downtown Stamford, Old Greenwich, and the Metro-North/Amtrak stations. Shopping and shores just a short distance away.

77 Havemeyer Ln Unit 310, Stamford

$995,500

4 Beds ⋅ 5 Baths ⋅ 24191783 MLS

Thoughtfully designed for both comfortable everyday living and effortless entertaining, this spacious home offers an inviting layout and a backyard setting overlooking the E. Gaynor Brennan Golf Course. A dramatic two-story foyer greets you upon entry and leads to a formal living room and formal dining room. Adjacent to the dining room, the large kitchen features a center island, breakfast nook, and overlooks the backyard and golf course beyond. The kitchen opens seamlessly to an expansive family room with a fireplace, creating a natural gathering space, while two powder rooms complete the main level. Upstairs, the generously sized primary bedroom suite includes a spa-like bathroom, complemented by three additional bedrooms and two full bathrooms. The lower level offers a large rec room, wine room, additional storage space, and a convenient mudroom with direct access to the attached two-car garage with an EV charger. Step outside to a private backyard retreat featuring a hot tub, providing the perfect place to unwind while overlooking the golf course. Ideally located, and just minutes from shopping, restaurants, parks, Metro-North, and major commuter routes.

387 Stillwater Ave, Stamford

$899,900

4 Beds ⋅ 3 Baths ⋅ 24177181 MLS

Nestled on a quiet street in Stamford's highly desirable Westover neighborhood, this spacious split-level home offers 4 bedrooms, 3 full bathrooms, and a flexible layout with potential for an in-law suite. A dramatic living room with soaring ceilings, oversized windows, and hardwood floors creates an impressive first impression. The sun-filled eat-in kitchen features granite countertops, a center island, skylights, and a dining area overlooking the private backyard. The primary suite includes a spacious bath with a whirlpool tub, while the lower-level family room provides additional living space with direct access to the outdoors. Enjoy the sunroom, oversized deck, and peaceful tree-lined setting surrounded by mature landscaping. Set on a beautiful lot in one of Stamford's most sought-after neighborhoods, this home offers space, privacy, and endless possibilities.

42 Akbar Rd, Stamford

$2,399,000

4 Beds ⋅ 5 Baths ⋅ 24179324 MLS

Completely rebuilt and reimagined, this exceptional Westover residence blends timeless design with the quality, efficiency, and comfort of new construction. Privately set on over an acre, the property offers an unparalleled indoor-outdoor lifestyle featuring a Gunite pool, expansive 1,500 SF patio, and 400 SF entertaining deck. Thoughtfully designed living spaces are enhanced by wide-plank 4" Red oak flooring, custom millwork, Andersen windows & doors, and abundant natural light throughout. The chef's kitchen serves as the heart of the home, showcasing custom cabinetry, Taj Mahal quartzite, a grand center island, and premium High-End appliances. The luxurious primary suite provides a private retreat with a custom walk-in closet and spa-inspired bath featuring heated floors, soaking tub, and oversized shower. Additional highlights include a finished walk-out lower level, two gas fireplaces, multi-zone HVAC, whole-house generator, city water, and a new four-bedroom septic system. An extraordinary offering that combines sophisticated luxury, exceptional craftsmanship, and one of Stamford's most sought-after neighborhoods.

1076 Westover Rd, Stamford

$1,195,000

3 Beds ⋅ 3 Baths ⋅ 24160576 MLS ⋅ Doral Farms BLDG.

Nestled in the coveted Westover neighborhood of Stamford, this beautifully appointed single-family residence in the prestigious Doral Farm association offers an exceptional blend of privacy and low-maintenance living. Enjoy the lifestyle of a standalone home with the added convenience of maintenance-free grounds and outstanding amenities.Spanning approximately 3,132 square feet, this 3-bedroom, 2.5-bath home features thoughtfully designed living spaces ideal for both entertaining and everyday comfort. A gracious living room with fireplace, an expansive family room with built-ins, and a generously scaled dining room create a seamless flow. The sun-filled eat-in kitchen with an inviting sitting area serves as the heart of the home, with sliders opening to a deck overlooking beautifully landscaped grounds.The spacious primary suite is complete with a large walk-in closet and an additional closet, offering abundant storage. The primary bath features dual sinks, a soaking tub, and a walk-in shower. Two additional well-proportioned bedrooms are located on the second floor, along with exceptional storage throughout, ensuring both comfort and functionality. Doral Farm is a vibrant, amenity-rich community offering a heated pool, clubhouse, tennis courts, and pickleball-creating a resort-like setting for an active and social lifestyle.A rare opportunity to experience turnkey, low-maintenance living without compromise in one of Stamford's most desirable communities.

38 Doral Farm Rd, Stamford

$2,195,000

6 Beds ⋅ 5 Baths ⋅ 24156764 MLS

Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current home presents a prime rehab opportunity with substantial square footage, solid footprint, and the potential to transform into a luxury showpiece. The detached cottage is ideal for guest quarters, rental income, or on-site living during construction. For developers, the expansive parcel offers subdivision potential to create up to three additional home sites. Surrounded by high-end properties and set in an enclave, this is a rare chance to build new luxury homes in a premier location with strong resale value. land, privacy, and prime positioning make this a standout investment. Endless possibilities - renovate, build new, or develop. Opportunities like this on W Hill Road are few and far between. Tenant-occupied. Please do not walk the property or disturb tenants. All showings require confirmed appointment .Tenant-occupied. Please do not walk the property or disturb tenants. All showings require confirmed appointment

677 W Hill Rd, Stamford

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