Westport Real Estate

Welcome to Westport, Connecticut – a picturesque coastal town nestled in the heart of Fairfield County. Known for its stunning waterfront views, charming neighborhoods, and vibrant arts scene, Westport offers a perfect blend of small-town charm and modern convenience.

With a rich history dating back to the 17th century, Westport has evolved into a thriving community that attracts families, professionals, and retirees alike. The town is renowned for its top-rated schools, making it an ideal location for families seeking a nurturing environment for their children. The education system here is complemented by a plethora of recreational activities, including parks, beaches, and sports facilities that cater to all ages.

Westport's downtown area is a delightful mix of boutique shops, gourmet restaurants, and cultural venues, including the Westport Country Playhouse and the Westport Arts Center. Whether you're strolling along the scenic Saugatuck River or enjoying a meal at one of the local eateries, the town's vibrant atmosphere is sure to captivate you.

Nature lovers will appreciate Westport's abundant outdoor spaces. With access to beautiful beaches along Long Island Sound and numerous hiking trails, residents can indulge in a variety of outdoor activities year-round.

Moreover, Westport's strategic location provides easy access to New York City, making it a popular choice for commuters. With its unique charm and exceptional quality of life, Westport truly embodies the best of Connecticut living. Discover your dream home in this enchanting town and experience all that Westport has to offer!

Newest Listings in Westport

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 24218869 MLS

SHERWOOD FARMS - Set within a private Greens Farms enclave designed by acclaimed architect Roger Ferris, this gracious Westport residence offers four en suite bedrooms, inviting verandas and a private terrace, with access to the association pool and clubhouse. Nine-foot ceilings and hardwood floors enhance the bright, generously scaled interiors. The kitchen, appointed with granite countertops, opens to a welcoming family room with a fireplace, while a second fireplace anchors the spacious living room. Each of the four bedrooms has its own full bath. Set apart on a separate side of the home, the fourth suite is particularly versatile as a generous bonus room or a private in-law or au pair suite. The verandas and terrace offer inviting settings for outdoor dining and entertaining. A powder room and attached two-car garage add everyday convenience, and the expansive unfinished lower level offers the opportunity to create additional living space. Enjoy a sought-after Greens Farms location near Westport's beaches, Longshore and the Greens Farms train station.

6 Sherwood Farms Ln, Westport

$1,599,000

5 Beds ⋅ 4 Baths ⋅ 24217233 MLS

Built in 1953, this beautiful Westport home offers timeless charm, inviting spaces and a wonderful blend of classic character and modern comfort. Featuring 5 bedrooms and 4 full bath, this home offers exceptional flexibility, including two primary bedroom suites. Ideal for comfortable living and accommodating guests.The beautiful kitchen serves the heart of the home, offering a wonderful space for cooking, gathering and entertaining.Two fireplaces add warmth and character, creating inviting spaces to relax and unwind.The finished level provides an additional flex space. The 1.4 acres offer natural beauty of mature tree, privacy and your own oasis.

23 Meeker Rd, Westport

$1,799,000

4 Beds ⋅ 3 Baths ⋅ 24218735 MLS

Tucked away on a private cul-de-sac, this distinctive contemporary home offers an exceptional combination of privacy, space, and indoor-outdoor living on 1.15 acres in Westport. Surrounded by mature trees and lush greenery, the property provides a peaceful, retreat-like setting just minutes from downtown, schools, beaches, and town amenities. Designed to embrace its natural surroundings, the home features soaring ceilings, expansive windows, skylights, and walls of glass that flood the interiors with natural light. The beautifully renovated kitchen flows seamlessly into spacious dining and gathering areas, including a cozy sitting area with fireplace and a screened porch overlooking the in-ground pool and private backyard. A dramatic great room with vaulted ceilings and skylights adds architectural character, while the expansive grounds offer endless possibilities for outdoor enjoyment and entertaining. Upstairs, the primary suite is a private retreat featuring a sitting area with fireplace, two closets, and a beautifully renovated bath with freestanding soaking tub and separate shower. Three additional bedrooms and a full bath complete the upper level. With a two-car garage, in-ground pool, and over an acre of private land, this home offers a rare opportunity to enjoy tranquility, space, and convenience in one of Westport's most desirable settings.

4 Bruce Ln, Westport

$1,095,000

1 Beds ⋅ 1 Baths ⋅ 24218452 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Residence 102 at Coastal Point offers 820 sq. ft. of beautifully designed single-level living in a boutique collection of just 12 residences, built in 2017 in central Westport. Select residences are being offered for sale for the very first time, presenting a rare opportunity to own in this sought-after community. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, this spacious one-bedroom, one-bathroom residence combines thoughtful design, generous proportions and high-end finishes. The open, easy-flowing floor plan is complemented by clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The well-appointed kitchen, in-unit laundry, air conditioning and private indoor parking offer everyday convenience, while beautifully landscaped grounds and attractive exterior finishes enhance the setting. Shops, restaurants and everyday services are within walking distance, with downtown Westport, the train and Long Island Sound beaches just a short drive away. An exceptional opportunity to enjoy the space and quality of luxury homeownership with the ease and convenience of low-maintenance condominium living.

4 Morningside Dr N Unit 102, Westport

$1,895,000

2 Beds ⋅ 3 Baths ⋅ 24218354 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Residence 202 at Coastal Point offers 1,660 sq. ft. of beautifully appointed living space in a boutique collection of just 12 residences, built in 2017 in central Westport. Select residences are being offered for sale for the very first time, presenting a rare opportunity to own in this sought-after community. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, this two-bedroom, two and a half -bathroom residence combines thoughtful design with high-end finishes and effortless living. The walk-out design creates an easy connection to its own private outdoor space, extending the living area and offering a welcome retreat for outdoor enjoyment. Inside, clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork reflect the quality and attention to detail throughout. A well-appointed kitchen, in-unit laundry, air conditioning and private indoor parking add to the convenience. Beautifully landscaped grounds and attractive exterior finishes complete the setting, while shops, restaurants and everyday services are just a short walk away. Downtown Westport, the train and Long Island Sound beaches are only a short drive away. A distinctive opportunity to enjoy the comfort and quality of luxury homeownership with the ease of low-maintenance condominium living.

4 Morningside Dr N Unit 202, Westport

$1,895,000

2 Beds ⋅ 3 Baths ⋅ 24217806 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Select units at Coastal Point, a boutique collection of just 12 condos built in 2017 in central Westport, are now being offered for sale for the very first time. Residence 401, one of three two-bedroom townhouses in the complex with 1,660 sq.ft. of thoughtfully designed living space. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, it showcases clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The kitchen features high end appliances, and the townhome layout offers the space and separation of a house with none of the upkeep. In-unit laundry, air conditioning and private indoor parking add everyday ease. With stunning exterior finishes and a private patio, the residences are surrounded by beautifully landscaped grounds, with shops, restaurants and services within walking distance, and downtown Westport, the train and Long Island Sound beaches a short drive away. A rare opportunity to own new, low-maintenance luxury townhome in one of Westport's most convenient locations.

4 Morningside Dr N Unit 401, Westport

$1,395,000

2 Beds ⋅ 2 Baths ⋅ 24218030 MLS ⋅ Coastal Point - Verification In Progress BLDG.

Select units at Coastal Point, a boutique collection of just 12 condos built in 2017 in central Westport, are now being offered for sale for the very first time. Residence 301, one of 4 two-bedroom condos in the complex, is 955 sq ft of thoughtfully designed living space. Built by Westport's preeminent builder, Coastal Luxury Homes, to the standards of a luxury single-family home, it showcases clean architectural lines, abundant natural light, hardwood floors, solid wood doors and custom millwork throughout. The kitchen features high end appliances, and the townhome layout offers the space and separation of a house with none of the upkeep. In-unit laundry, air conditioning and private indoor parking add everyday ease. With stunning exterior finishes and one of the few private patios, the residence is surrounded by beautifully landscaped grounds, with shops, restaurants and services within walking distance, and downtown Westport, the train and Long Island Sound beaches a short drive away. A rare opportunity to own new, low-maintenance luxury townhome in one of Westport's most convenient locations.

4 Morningside Dr N Unit 301, Westport

$8,450,000

6 Beds ⋅ 8 Baths ⋅ 24218289 MLS

A New Standard of Luxury in Westport.Timeless Architecture.Refined Design.Exceptional Living.Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs.Offering nearly 10,000SF of impeccably finished living space,this exceptional home blends timeless elegance w/modern luxury & showcases the finest craftsmanship throughout.Designed w/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 w/column refrigerator & freezer all set flush to the cabinets.Luxurious living & entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed drivewayThe magnificent primary suite is a private retreat, w/ a custom rift oak cathedral ceiling & a covered balcony w/glass/wood railings overlooking the property.A 2nd level features 5 BRs w/ensuite baths.The 6th BR is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas,city water,Visual Comfort lighting throughout, integrated recessed lighting & countless custom features that elevate every room.This is a rare opportunity to own an architecturally stunning estate where exceptional design & refined living come together beautifully

10 Beltas Farm Ln, Westport

$4,595,000

6 Beds ⋅ 8 Baths ⋅ 24194698 MLS

Refined living awaits on one of Westport's most coveted cul-de-sac settings, nestled within the sought-after Long Lots neighborhood. The exceptional residence unfolds across four finished levels, offering six ensuite bedrooms, two additional half baths, and a thoughtfully designed layout that balances grand scale with everyday functionality. A glass-doored entry introduces interiors defined by opulence and impeccable craftsmanship. Formal living and dining rooms are elegantly appointed, complemented by a butler's pantry for seamless entertaining. The chef's kitchen is both stunning and highly functional. Flowing effortlessly into a sunlit breakfast room and family room with fireplace and wet bar, all have a front row view to the spacious backyard. A private office and well-designed utility room enhance daily living, while direct access to the three-car garage ensures convenience. The second level hosts five beautifully appointed ensuite bedrooms, including a luxurious primary suite complete with fireplace, bespoke walk-in closets, and a spa-inspired bath. An additional study or lounge space provides flexibility for work or relaxation. The third floor offers a sixth ensuite bedroom along with generous bonus space, ideal for guests or extended stays. The finished lower level is designed for recreation and wellness, featuring a media room, gym, game room, and ample storage. Comprised of park-like acre with room for a pool, the property offers both privacy and possibilities.

34 High Point Rd, Westport

$3,395,000

5 Beds ⋅ 7 Baths ⋅ 24198123 MLS

Better than new, this 2025 build by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's lifestyle. Expansive windows and 10ft ceilings on the first floor will bathe the interior in natural light, & premium finishes have been carefully selected to create an environment of sophistication. The chef's kitchen featuring Thermador appliances, custom cabinetry, & a large center island, flowing seamlessly into the living and dining areas. The walk-out lower level offers areas for entertaining, fitness, and an additional bedroom, while the upper floors provide private retreats for rest and relaxation. The primary suite with vaulted ceilings includes a spa-like bathroom & custom walk-in closet. The secondary bedrooms are well proportioned and all en-suite. Step outside to a backyard with stunning landscaping designed for relaxation & play with an outdoor kitchen. Whether enjoying quiet mornings on the patio or hosting summer gatherings, this outdoor space will elevate your lifestyle. Located in a desirable Long Lots neighborhood, 12 Bauer Lane offers proximity to Westport's top-rated schools, vibrant downtown area, stunning beaches, and all of the amenities that make this town special.

12 Bauer Pl, Westport

$1,100,000

24217449 MLS

3 Bedroom Cape in the heart of Westport set on a picturesque level .41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk to the heart of Westport, Main Street's high-end shops, amazing restaurants, the Saugatuck River, Winslow Park, the Westport Country Playhouse, the Westport Farmers' Market, The Levitt Pavilion, the Westport Library & more! Minutes to Compo Beach, Longshore Park and Golf Course, Ned Dimes Marina. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor, buyer who understands the great potential in this most sought-after neighborhood.

61 Washington Ave, Westport

$1,100,000

3 Beds ⋅ 1 Baths ⋅ 24216682 MLS

61 Washington Ave, Westport

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Westport Real Estate

Newest Listings in Westport

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