Westover Real Estate

Welcome to Westover, a charming neighborhood nestled in the heart of Stamford, Connecticut. This picturesque area, part of Fairfield County, offers a unique 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, spacious lots, and a diverse array of architectural styles that reflect the neighborhood's rich history. From elegant colonial homes to modern builds, the real estate options here cater to a variety of tastes and lifestyles. Residents enjoy the luxury of ample green spaces, including parks and recreational facilities, perfect for outdoor activities and community gatherings.

One of Westover's greatest assets is its sense of community. Neighbors know one another, and local events foster a welcoming atmosphere. The neighborhood is served by highly-rated public and private schools, making it a top choice for families prioritizing education.

Convenience is key in Westover, with easy access to major highways and public transportation options that connect you to New York City and beyond. The vibrant downtown Stamford is just a short drive away, offering a plethora of dining, shopping, and entertainment options.

Whether you’re exploring the scenic trails at nearby parks or enjoying a quiet evening in your backyard, Westover provides a serene escape with all the amenities of city living. Discover the charm and warmth of Westover, where community spirit meets suburban elegance!

Newest Listings in Westover

$999,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$1,150,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$1,250,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24174074 MLS

Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors, expansive entertaining spaces, and oversized windows create an airy elegance throughout, while refined architectural details add warmth and character at every turn. The stunning primary suite is a true sanctuary, featuring soaring vaulted ceilings and dramatic arched windows that flood the space with natural light while overlooking the picturesque surroundings. Generously scaled bedrooms, renovated baths, and flexible living areas offer both comfort and versatility for today's lifestyle. Complementing the main residence is a separate accessory structure with rich wood interiors and entertaining space, perfectly suited as a private studio, wellness retreat, home office, or guest escape. An exceptional offering combining privacy, sophistication, and extraordinary land in one of the area's most sought-after locations.

450 Westover Rd, Stamford

$1,489,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24173447 MLS

Offering a warm blend of 19th-cent character & modern updts, this 1860 Greek Revival Col showcases truly distinctive features. Despite its expansive 5,358sf, the home feels inviting & intimate, highlighted by rustic design elements incl brick hallways & accents. Orig rich random width pumpkin pine plank flrs recently refin 10' clgs thru-out & 5FPs. Set on 1.22 lvl acres w/specimen trees, this special property offers a peaceful, prvt setting in desirable Westover-just moments from city amenities. The orig residence, believed to be the orig area farmhse, feat a gracious LR & DR both w/FPs, Kit w/access to charming Bkfst Rm, Full Bth & unique brick hallway w/sunlit nooks ideal for reading, gardening & relaxing. An award-winning late 1960s addition recognized for architectural accuracy of design & craftsmnshp, enhances the home w/stunning FR feat a wall of blt-ins & spacious Den-both w/FPs & wonderful windows flooding the space w/natural light. Upstairs you'll find a priv & spacious PBR w/FP & en-suite Full Bth. 4 add'l BRs, 3rd Full Bth w/Laundry, & a framed space ready for an add'l bth, +a bright, airy Bonus Rm. Dramatic walls of floor-to-clg windows overlook the brick patio & beautifully landscaped grounds. The lvl, fenced yard w/mature plantings provides a serene outdoor retreat perfect for relaxation and entertaining. This wonderful home features brand new mech sys incl C/A, Furnace, Wtr Htr, Boiler & Well Purification sys.

530 Roxbury Rd, Stamford

$1,195,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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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