Long Lots Real Estate

Welcome to Long Lots, a charming 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 delightful area is characterized by its beautiful single-family homes, many of which boast generous yards and stunning gardens, making it an ideal setting for families and nature lovers alike.

One of the standout features of Long Lots is its proximity to excellent schools, including the highly regarded Long Lots Elementary School and Staples High School, both of which are known for their academic excellence and robust extracurricular programs. Families will appreciate the safe, friendly atmosphere that this neighborhood provides, fostering a nurturing environment for children to thrive.

Long Lots is also conveniently located near Westport's vibrant downtown area, where residents can enjoy a variety of shops, restaurants, and cultural attractions. From artisanal coffee shops to upscale dining, there’s something for everyone just a short drive away. Nature enthusiasts will love the close proximity to the Saugatuck River and the scenic parks that dot the landscape, perfect for weekend picnics, hiking, or simply unwinding in nature.

With its rich history, community spirit, and convenient location, Long Lots is not just a place to live—it's a place to call home. Discover the charm of this lovely neighborhood and experience the ideal blend of suburban living with access to all the amenities Westport has to offer. Come visit Long Lots, where your dream home awaits!

Newest Listings in Long Lots

$1,300,000

2 Beds ⋅ 3 Baths ⋅ 24215497 MLS ⋅ Harvest Commons BLDG.

Warm and welcoming from the moment you enter - this light and bright new condominium offering will make you feel at home. Vaulted ceilings, gleaming hardwood floors throughout the main level and numerous updates elevate this gem of an opportunity. The private entry patio includes a thoughtfully curated Zen garden, with plenty of space for outdoor entertaining and easy flow from both the living room and kitchen. A most desirable floor plan with main level primary suite and fully renovated bath with step in shower. Generous rooms throughout, including the living room with fireplace and brick accent wall, a dedicated formal dining room that opens to a second outdoor patio plus a powder room for guests. The spacious kitchen includes newer stainless appliances, granite counters as well as an informal dining area. The first floor also boasts the laundry room and mudroom plus interior access to the attached two car garage. Everything you need on one level plus a fully finished upper level including an open loft/office/studio space, a massive additional bedroom for family or guests and the second full bath. Superior cul-de-sac location in this highly desirable, well managed community. Harvest Commons offers country club amenities including a pool, pool house and two Har-Tru tennis courts. Enjoy worry free living and easy access to shopping and dining, the beaches, highways and the railroad in a most convenient Westport location.

313 Harvest Commons Unit 313, Westport

$2,999,999

5 Beds ⋅ 6 Baths ⋅ 24213615 MLS

Classic Colonial 5 Bedroom 5 - 1/2 Bath set on over 1 acre with a Gunite Swimming Pool on Westport's longest and perhaps, most sought after Cul-De-Sac! Almost 4700 sq ft on 1st & 2nd floors (hardwood flooring throughout), Plus 1400 sq ft in the fully finished, daylight, walk-out lower level. On the Main level the Gracious Living Room with Fireplace & Box Bay Window, is so large it easily accommodates the grand piano. Stroll through the Cocktail Lounge with built-ins, wet-bar & wine fridge to the delightful sunny, oversized Dining Room with dozens of windows & French Doors that lead to the rear deck. Circle back to the large Eat-In Kitchen with Island that seats four and a dedicated Dining Area by the Bay Window, this all seamlessly flows into the Family Room with Fireplace, Built-In Bookshelves and French Doors opening to the rear deck with views of the pool below. Rounding out the first floor are a Home Office, Ensuite Guest Bedroom with a Full Bath and Walk-In Closet, Half Bath in hall. The 2nd floor has an Enormous Primary Suite with Spa Bath, 3 Walk-In closets & Office or Dressing Room attached to the suite. The 2nd level has 3 more spacious family bedrooms, including one with an ensuite bath and walk-in closet and two more that have ample closet space and share a hall bath. The daylight, walkout lower level has a full bath, tv/media room, gym/playroom with sink, d/w, and fridge and a bonus storage room. Generac Generator! Walls freshly painted! Newer -Roof, HVAC, Septic!

14 High Point Rd, Westport

$7,985,000

6 Beds ⋅ 6 Baths ⋅ 24205532 MLS

12 Beltas Farm Lane is an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm, one of Westport, Connecticut's newest and most distinctive enclaves, Westport, CT 06880. 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, creating a sense of space and privacy rare in Westport today. Offered at $7,985,000 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 beneath a handsome wood roof, with 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, and the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience amid the beauty and openness of the Beltas Farm setting. A rare opportunity to own an exceptional new-construction luxury home in Westport, Connecticut 06880, and to become part of one of the town's most compelling new luxury addresses.

12 Beltas Farm Ln, Westport

$4,600,000

6 Beds ⋅ 8 Baths ⋅ 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

$6,495,000

6 Beds ⋅ 8 Baths ⋅ 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

$8,450,000

6 Beds ⋅ 8 Baths ⋅ 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 ⋅ 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 ⋅ 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. Agent/Owner

8 Pleasant Valley Ln, Westport

$6,299,000

6 Beds ⋅ 7 Baths ⋅ 24147970 MLS

New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with generous room sizes, flexible living areas, and seamless indoor-outdoor flow. Additional highlights include a three-car garage, elevator-ready and thoughtful design throughout. Conveniently located close to Westport schools, train, beaches, and town amenities, this is a rare opportunity to own a custom home in a coveted setting. **See photos for progress update!**

10 Mary Jane Ln, Westport

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Long Lots Real Estate

Newest Listings in Long Lots

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