Long Lots Real Estate

Welcome to Long Lots, a charming and inviting neighborhood nestled in the heart of Westport, Connecticut. Known for its picturesque tree-lined streets and a strong sense of community, Long Lots offers a perfect blend of suburban tranquility and urban convenience. This highly sought-after area is ideal for families, young professionals, and retirees alike, making it a vibrant tapestry of residents who take pride in their homes and surroundings.

The neighborhood is characterized by its spacious lots and beautiful single-family homes, many of which boast classic New England architecture. With a mix of historic charm and modern amenities, Long Lots is a place where you can truly feel at home. Residents enjoy easy access to top-rated schools, parks, and recreational facilities, ensuring that families have everything they need to thrive.

Long Lots is conveniently located just minutes away from the bustling downtown area of Westport, where you can explore an array of boutique shops, gourmet dining options, and cultural attractions. The nearby beaches along the Long Island Sound provide a perfect escape for sunbathing, swimming, or simply enjoying a leisurely stroll along the shore.

For those who commute, Long Lots offers easy access to major highways and the Metro-North train station, making travel to New York City a breeze. With its ideal location, strong community spirit, and beautiful surroundings, Long Lots is more than just a neighborhood—it's a place where memories are made and cherished for generations to come. Come discover the charm of Long Lots and see why so many are proud to call it home!

Newest Listings in Long Lots

$7,985,000

6 Beds ⋅ 6 Baths ⋅ COMING SOON Status ⋅ 24205532 MLS

Introducing 12 Beltas Farm Lane, an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm-one of Westport's newest and most distinctive luxury enclaves. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open space. The result is something increasingly rare in Westport: beautiful open views, a sense of space and privacy, and an enclave of significant luxury homes. Offered at $7,895,000 and built by Fairfield County Contractors, known for exceptional quality and craftsmanship, this remarkable new Westport home encompasses more than 9,000 square feet of sophisticated living space. A handsome wood roof introduces timeless architecture and the exceptional level of finish found throughout. Designed for today's luxury lifestyle, the residence features six ensuite bedrooms and beautifully proportioned living and entertaining spaces filled with natural light and oriented to capture the property's open views. A wine cellar adds another layer to the home's exceptional entertaining spaces, while the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience surrounded by the beauty and openness of the Beltas Farm setting. What distinguishes 12 Beltas Farm Lane is not simply the caliber of the new construction, but the rarity

12 Beltas Farm Ln, Westport

$1,500,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206148 MLS

This is the land and location Westport buyers are chasing hardest right now, and finding least. It won't last more than a moment. Bring your architect or builder or we can share ours. The acre is flat, easily buildable, screened on every side. The house could be reimagined however the value is in the land. Its a private blank canvas on a cul-de-sac. Long Lots, on the cusp of Hunt Club - the neighborhood and the country club. Close to town but not too close. A quick drive to Greens Farms station, Burying Hill Beach, and the many Post Road amenities - dangerously close to Fatto a Mano, though proximity to Equinox balances that right out. Zone Specifics: AA Zone, 30 ft from the street and 25 ft from the side setbacks, max 3 stories height of 40 ft, 25% lot coverage. No wetlands. Public water, septic. Access to both Gregg Lane and Grist Mill. Existing solar will be removed and settled by the trust. Buyers are responsible for their own due diligence; neither the trust nor the seller's agent can make any representations. The address is 4 Grist Mill Lane, the driveway is actually at the end of Gregg Lane. Not subject to probate. AS-IS. Ideal for a 6,000 sq foot plus new home in the $5-6+M value range. The deadline for submitting offers is 9/18 by 5pm.

4 Grist Mill Ln, Westport

$1,500,000

ACTIVE Status ⋅ 24205213 MLS

A ready canvas for the next generation of visionary homeowners and craftsmen. Flat, easily buildable, screened on every side: the kind of land and location Westport buyers are chasing hardest right now, and finding least. Long Lots, on the cusp of Hunt Club - the neighborhood and the country club. Close to town but not too close. A quick drive to Greens Farms station, Burying Hill Beach, and the many Post Road amenities - dangerously close to Fatto a Mano, though proximity to Equinox balances that right out. Zone Specifics: AA Zone, 30 ft from the street and 25 ft from the side setbacks, max 3 stories height of 40 ft, 25% coverage. No wetlands. Public water, septic. Access to both Gregg Lane and Grist Mill. In the supplements: original survey, existing septic map, GIS map, tank removal info. Existing solar will be removed and settled by the trust. Buyers are responsible for their own due diligence; neither the trust nor the seller's agent can make any representations. The address is 4 Grist Mill Lane, the driveway is at the end of Gregg Lane. As-is. Not subject to probate approval.

4-La Grist Mill Ln, Westport

$1,649,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201214 MLS

Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station.

104 Old Rd, Westport

$4,600,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24204809 MLS

Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering spaces. The primary suite serves as a private retreat with vaulted oak-beamed ceilings, fireplace, sitting area, private balcony overlooking the pool, custom dressing room, and spa-like bath with heated floors and dual showers. Designed for both entertaining and wellness, the lower level includes a glass-enclosed gym, custom marble-topped bar, recreation space, guest suite, and a dedicated area ready for a golf simulator or theater. Outside, enjoy a gunite pool with automatic cover, covered outdoor living area, expansive granite patios, outdoor kitchen provisions, and a large flat lawn surrounded by mature landscaping, stone walls, and privacy plantings. A rare offering that delivers the comfort of everyday living with the amenities of a private resort.

2 Windy Hill Rd, Westport

$2,350,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24203971 MLS

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.

28 Bulkley Ave N, Westport

$2,250,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201502 MLS

25 Bauer Place Ext, Walk to long lots School. 4 minutes to beach. Close to restaurants and shopping. A charming house located in the picturesque town of Westport, CT. This inviting residence accords a unique opportunity to enjoy the best of suburban living. Nestled in a tranquil setting, this property boasts a blend of traditional architecture and modern comforts. The exterior features a classic design that fits seamlessly into the beautiful surroundings. As you approach the house, you'll appreciate the well-maintained landscaping that enhances the curb appeal. While specific interior details are not provided, the house presents a canvas for personalization and the creation of a home that suits your tastes and needs. Whether you're looking for a peaceful retreat or a place to host gatherings, this property provides the foundation for a comfortable lifestyle. Explore the potential of this home and envision the possibilities that await at 25 Bauer Place Ext in Westport.

25 Bauer Pl Ext, Westport

$6,495,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24194674 MLS

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

5 Baldwin Pl, Westport

$1,999,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191704 MLS

Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear fireplace. The spacious family room opens to a sun-soaked bluestone patio overlooking an expansive backyard extending to the pond-an idyllic setting for entertaining and everyday enjoyment. The fabulous primary suite is a private retreat with a cozy fireplace, incredible walk-in closet, and beautifully appointed modern bath. Two additional bedrooms complete the second level, while a private 4th-bedroom ensuite is ideal for guests or flexible living space. A main-level office/5th bedroom, powder room, and mudroom with custom built-ins leading to the 2-car garage add versatility and convenience. Ideally located within walking distance of Staples High School and Bedford Middle School, and minutes from Westport's beaches, vibrant downtown, shopping, dining, and train station.

110 Cross Hwy, Westport

$8,450,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24190641 MLS

Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling details & European windows that flood the interiors w/ natural light.The Chef's Kitchen is highlighted by natural stone countertops,a dramatic stone backsplash & custom stone hood, premium appliances with column refrigerator & freezer all set flush to the cabinets. Luxurious living and entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed driveway The magnificent primary suite is a private retreat, complete w/ a custom rift oak cathedral ceiling & a covered balcony w/ glass & wood railings overlooking the property.The 2nd level features 5 BRs w/ensuite baths. The 6th BR Suite is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas, city water, Visual Comfort luxury lighting throughout, integrated recessed lighting, & countless custom features that elevate every room.This is a rare opportunity to own a newly built, architecturally stunning estate where exceptional design and refined living come together beautifully. Ready for move in Summer 2026

10 Beltas Farm Ln, Westport

$4,995,700

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176377 MLS

Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage and specs can vary, but the standard of excellence does not. Coastal Luxury Homes is the premier Fairfield County bespoke builder.

22 Dawn Dr, Westport

$5,650,000

7 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24172635 MLS

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area.

8 Pleasant Valley Ln, Westport

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