Westover Real Estate

Westover Real Estate

Welcome to Westover, a charming and vibrant neighborhood nestled in the heart of Stamford, Connecticut. Known for its picturesque tree-lined streets and a strong sense of community, Westover offers a unique blend of suburban tranquility and urban convenience, making it one of the most desirable places to call home in Fairfield County.

Westover is characterized by its stunning architectural diversity, featuring a mix of classic colonial homes, contemporary designs, and spacious properties that cater to families of all sizes. With ample green spaces and parks, residents enjoy an active outdoor lifestyle, whether it’s a leisurely stroll through the neighborhood or a weekend picnic at one of the nearby parks.

One of the highlights of Westover is its proximity to excellent schools, making it an ideal choice for families seeking quality education for their children. The neighborhood is served by top-rated public and private schools, ensuring that academic excellence is a cornerstone of the community.

For those who appreciate the convenience of modern amenities, Westover is just a short drive from Stamford’s bustling downtown area, which boasts a wide array of shopping, dining, and entertainment options. From trendy cafes to fine dining restaurants, there’s something to satisfy every palate. Additionally, residents can easily access public transportation, making commuting to New York City a breeze.

In Westover, you’ll find a warm and welcoming community that hosts various events throughout the year, fostering connections among neighbors. Whether you’re drawn to its natural beauty, family-friendly atmosphere, or vibrant local culture, Westover is truly a gem in Stamford, CT, waiting to welcome you home.

Newest Listings in Westover

$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
$449,000
2 Beds ⋅ 2 Baths ⋅ 24204843 MLS ⋅ Fairway Commons BLDG.
Ideally located on the border of Westover and Ridgeway, this desirable corner-unit townhome offers golf course views and easy access to schools, shopping and the newly renovated Scalzi Park. The inviting living room features hardwood floors and flows into the dining area, while the updated kitchen opens to a private deck. A finished lower level with a full bath provides flexible space for a family room, playroom, home office or gym. Two assigned parking spaces complete this superbly-located Stamford home.

265 Bridge St Unit 265, Stamford
$999,000
3 Beds ⋅ 2 Baths ⋅ 24199048 MLS ⋅ Palmer Hill BLDG.
Welcome to this beautiful 3-bedroom condo in the highly sought-after gated Palmer Hill community! Although the tax records reflect this as a 2-bedroom, the home offers a true third bedroom with a closet. Enjoy resort-style living with 24-hour gated security, impeccably maintained grounds and landscaping, a sparkling pool, fitness center, and an array of amenities designed to make everyday living feel like a getaway. This exceptional community offers everything you could want right outside your door, all in a beautifully maintained and welcoming setting. Come see why Palmer Hill is one of the area's most desirable communities!

77 Havemeyer Ln Unit 410, Stamford
$1,975,000
5 Beds ⋅ 5 Baths ⋅ 24203285 MLS
A Westover Masterpiece of Luxury, Comfort & Style. Set in one of Stamford's most sought-after neighborhoods, this exceptional residence offers a rare combination of timeless elegance, sophisticated updates, and effortless everyday living. Once owned by renowned basketball player and coach Doc Rivers, the home has been thoughtfully enhanced while retaining its grand architectural character. From the moment you enter the dramatic two-story foyer, the sweeping staircase and stunning crystal chandelier make an unforgettable impression. The chandelier is thoughtfully mounted on a lift, allowing it to be conveniently lowered for cleaning: a perfect example of the home's attention to both beauty and practicality. The recently remodeled kitchen is elegant yet inviting, with three skylights, top-of-the-line appliances, and an open connection to the comfortable family room. A stone fireplace anchors the family room, while expansive views extend to the large deck and patio and the beautiful, heated in-ground gunite pool. Re-plastered in 2025 and equipped with an automatic cover, it creates an exceptional private setting for summer fun. You will love entertaining guests in the fully fenced back yard and on the expansive deck and patio.

97 Brookhollow Ln, Stamford
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 24200831 MLS
Welcome to Your Westover Oasis! Set on a quiet, tree-lined street in one of Stamford's most desirable neighborhoods, this inviting 3-bedroom, 3-bath Ranch offers easy living, wonderful indoor-outdoor spaces, and a fabulous pool setting. The main level is open and airy, featuring a spacious Living Room with gas fireplace, lovely Dining Room overlooking the beautiful yard and pool, and a granite-and-stainless Eat-In Kitchen with entry to the Deck. The bedroom wing includes a generous Primary Bedroom with walk-in closet & private bath with double vanity, heated floors & steam shower, two additional Bedrooms-one en-suite-and a Full Hall Bath. The walk-out lower level adds exceptional living space with a comfortable Family Room featuring a brick fireplace with wood-stove insert, wet bar, and sliders to the Patio and yard. An expansive Office, Laundry, and generous Storage/Pool Room complete the lower level. Step outside and discover your own private oasis! The fully fenced yard with sprinkler system centers around a heated pool, creating the perfect gathering spot while still offering plenty of lawn for play and relaxation. Mature plantings and thoughtfully designed landscaping provide privacy and enhance the peaceful setting. Ideally located in Westover, you're just minutes from commuting routes, shopping, dining, and all the restaurants, entertainment, and waterfront attractions of Downtown Stamford and Harbor Point. A wonderful home in a truly special setting-welcome home

45 Hemlock Dr, Stamford
$1,530,000
5 Beds ⋅ 4 Baths ⋅ 24199719 MLS
A home of enduring beauty and remarkable provenance, Roxbury Rose is a rare offering that celebrates the craftsmanship and character of a bygone era. Believed to be one of Westover's original farmhouses, this distinguished 1860 Greek Revival Colonial has been thoughtfully preserved while embracing the comforts of modern living. Rich in authentic architectural detail, the residence is defined by soaring ceilings, five original fireplaces, wide-board pumpkin pine floors, handcrafted millwork, and warm brick passageways that create an atmosphere both elegant and inviting. An award winning, architecturally faithful addition seamlessly expands the home's living spaces, honoring its historic integrity while providing exceptional scale for today's lifestyle. Set amid 1.22 acres of beautifully landscaped grounds with mature specimen trees, Roxbury Rose offers over 5,300 sf of timeless living where every room tells a story. More than a residence, it is a legacy property that preserves the romance of New England's past while offering an extraordinary setting for generations yet to come.

530 Roxbury Rd, Stamford
$600,000
24199800 MLS
Situated in the desirable Southern Westover section of Stamford, this rare .47-acre level lot offers the perfect canvas to bring your vision to life. Flat, cleared, and ready to build, the property features access to natural gas, city water, and city sewer-an exceptional opportunity whether you're an end user looking to create a custom dream home or a developer searching for the ideal site for a new construction spec project. Enjoy the best of Westover living with a peaceful residential setting while remaining conveniently located near multiple Metro-North train stations in Stamford and Greenwich, downtown Stamford, schools, parks, shopping, restaurants, and major commuting routes. With limited opportunities to build new in this sought-after area, this property offers the chance to create something truly special. Bring your plans, choose your builder, and make your vision a reality! The owner/builder also has permits in place for a custom built home, 4,300 above grade sq ft home with full finished basement, 2 car attached garage. Ask for more details.

91 Knobloch 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
$1,425,000
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
$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
$950,000
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
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