Westport Real Estate

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Newest Listings in Westport

$1,399,000

4 Beds ⋅ 2 Baths ⋅ 24198698 MLS

Welcome to a home that makes everyday living and entertaining easy. Set on a friendly cul-de-sac where neighbors wave hello, and bike rides and dog walks are part of the rhythm of the street. This 4-bedroom split-level offers space, warmth, and a location that's hard to beat. At the heart of the home is an open-plan living room and modern eat-in kitchen, highlighted by soaring vaulted ceilings with exposed beams plus a fireplace that creates a welcoming focal point. With hardwood floors and updated spaces, the home exudes comfort and convenience. Step outside to a large, sunny deck, perfect for grilling, entertaining or simply relaxing while overlooking the full acre of property. The newly renovated in-ground pool is heated and can be enjoyed for those last days of summer. Other significant improvements include a new roof and a completely new septic system, adding peace of mind. Best of all, enjoy the convenience of walking to Wakeman Town Farm and the playing fields, Gruel Britannia for a coffee or a meal, plus the award-winning Staples High School. This home is a wonderful combination of neighborhood, updated amenities and location. Quick closing available.

4 Half Mile Cmn, Westport

$355,500

24200448 MLS

Rare opportunity to own approximately 0.53 acres in Westport's Old Hill neighborhood. This wooded parcel offers a peaceful setting with mature trees and natural surroundings in an established residential area. Convenient access to Westport amenities, shopping, dining, transportation, and community services. An excellent opportunity for buyers seeking land in Westport. Buyers should conduct their own due diligence regarding zoning, permitted uses, utilities, site conditions, and municipal approvals.

1 Edge Hill Ln, Westport

$2,750,000

24197671 MLS

Set in one of Westport's most desirable locations, 4 Surrey Drive offers a rare opportunity to renovate or build new on a beautiful, level one-acre property. The existing approximately 3,500-square-foot home is being sold as-is and features a pool, providing an ideal foundation for a renovation or a chance to create a new home tailored to your vision. Enjoy the convenience of walking to the train station, beach, and town-an exceptional combination of location, land, and lifestyle. A truly special opportunity in the heart of Westport.

4 Surrey Ln, Westport

$1,150,000

3 Beds ⋅ 1 Baths ⋅ 24199965 MLS

Welcome to this charming and completely updated Compo Beach cottage. Ideally located along prestigious Compo Road South, readily accessible to everything Westport has to offer - walk or bike to the train, Longshore Country Club, or Compo Beach. Inside this unexpectedly spacious home, you'll find three finished levels of living space. A vestibule with coat closet welcomes you into the large ground-level family room, complete with built-in cabinetry and a wood-burning stove. A laundry room with storage completes this floor. Upstairs, the main level offers a sun-filled living room and a sitting room/office overlooking the front lawn. A dining room with built-ins leads to an updated kitchen with new appliances and direct access to the backyard. The primary bedroom, renovated, full bath, and sitting/dressing room round out this level, featuring refinished hardwood floors and high ceilings. A second staircase leads to two additional bedrooms with closet/storage space and continued hardwood floors. Ceiling heights continue to surprise! The entire home has been freshly painted and upgraded with new lighting fixtures. The fenced backyard offers privacy, with well-established perennial gardens enhancing the cottage feel, while the meticulously landscaped front yard showcases a mix of mature and new greenery. A must-see for those who embrace uniqueness!

209 Compo Rd S, Westport

$1,695,000

4 Beds ⋅ 4 Baths ⋅ 24199886 MLS

Located in the highly sought after Old Hill Neighborhood - set back from the street on a one acre lot. This is a 4 bedroom colonial with a spacious first floor lay out including a formal living room with a lovely mantled fireplace, formal dining room, with French doors to the sunroom, library or office with bookcases, eat-in kitchen with an island and a relaxed family room featuring a fireplace, vintage wooden ceiling beams and a bow window. The entry foyer and adjacent powder room designed with reclaimed antique marble. Four spacious bedrooms on the second floor. The primary bedroom has a walk in closet and its own full bath, plus access to unfinished attic space with a walk in cedar closet. The property needs some TLC.

40 Pequot Trl, Westport

$1,600,000

24199468 MLS

Lee's Pond Retreat | 1.13 Acres of Opportunity A rare opportunity to create your dream home on 1.13 acres along the shores of Lee's Pond in Westport. This residentially zoned property offers a unique combination of privacy, natural beauty, and exceptional potential. Currently home to an existing tennis court, the property is ready for a developer or end user to bring their vision to life and create a truly special residence in one of Westport's most desirable settings. Build new and take advantage of the tranquil pond setting, generous acreage, and the opportunity to design a home tailored entirely to your lifestyle. A remarkable canvas for those seeking a one-of-a-kind Westport property.

River Lane, Westport

$875,000

3 Beds ⋅ 2 Baths ⋅ 24199434 MLS

Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping, Dining, Recreation and Bus Line. Sold AS IS. Cash Offers and Quick Closing Preferred. Agent/Partner

383 Main St, Westport

$1,850,000

6 Beds ⋅ 4 Baths ⋅ 24197969 MLS

Rare Opportunity to own two private acres on the Aspetuck River in Westport. Tucked away at the end of a quiet cul-de-sac, this gracious Colonial offers an extraordinary blend of privacy, natural beauty and relaxed country living. Set on two spectacular acres, the property extends to and beyond the banks of the river, creating a truly unique waterfront retreat. A natural riverside setting invites fishing, kayaking, and peaceful moments by the water's edge, where the soothing sounds of the flowing river provide a constant connection to nature. Mature trees frame the landscape, while a private tennis court enhances the exceptional recreational appeal and creates a remarkable park-like setting. Designed for both comfortable living and effortless entertaining, the home features a spacious living room, an elegant dining room with handsome built-ins, a den with dry bar, and a family room with FP. The thoughtfully appointed kitchen includes a farmhouse sink and Wolf and Sub-Zero appliances. An important recent improvement is a new roof installed approximately two years ago. Whether enjoying morning coffee on the screened porch overlooking the water, entertaining guests on the deck, playing tennis, launching a kayak, or unwinding beside the river at day's end, this home offers an exceptional lifestyle and rare opportunity to experience nature's beauty just minutes from all that Westport has to offer. The house is located in the X flood zone. There are multiple zones on property.

5 Aspetuck Ln, Westport

$2,850,000

5 Beds ⋅ 6 Baths ⋅ 24195597 MLS

Still hoping to move before school starts? This exceptional new construction home is ready for immediate occupancy! Built by SIR Development, Westport's premier luxury builder with 30+ years of experience and 300+ homes built, this hidden gem sits at the end of a cul-de-sac in a welcoming neighborhood within walking distance to Long Lots Elementary School. The open layout spans 4 beautifully finished levels and showcases SIR Signature Home craftsmanship and designer finishes throughout. The custom eat-in kitchen with butler's pantry features sleek white cabinetry with warm oak accents, quartz countertops, handmade ceramic tile backsplash and premium Thermador appliances, opening seamlessly to the inviting family room with fireplace. The main level also offers a private study with custom oak shelving, formal dining room, mudroom and powder room. The luxurious primary suite features vaulted ceilings, a spa-inspired bath and two walk-in closets. The finished 3rd floor includes a 5th bedroom and full bath. The walk-out lower level offers custom built-ins, recreation room, gym and half bath. Outside, enjoy a level backyard, spacious granite patio with room for a pool, professionally landscaped grounds and fencing for privacy. Connected to city water and sewer with propane gas, this move-in-ready home offers the perfect blend of luxury, comfort and style.

27 Bauer Pl Ext, Westport

$1,599,000

4 Beds ⋅ 4 Baths ⋅ 24197030 MLS

MULTIPLE OFFER SITUATION - HIGHEST & BEST BY TUESDAY 8/18 AT 1PM. Custom built and well-maintained Ranch located in the "Old Hill" section of town, just minutes to Downtown Westport & Saugatuck dining and shopping, Route 1, Whole Foods, Stew Leonard's, I-95, the Merritt Parkway and Metro North. Large open living room/dining room combo with fireplace, flows directly into the bright and sunny kitchen/family room combo with second fireplace and sliders to the rear stone patio, making entertaining a breeze. The Primary bedroom suite is handicap accessible with a large bathroom with an open shower concept, dressing room and rear sliders to the patio as well. Three additional bedrooms, full hall bath with double vanity, laundry area, half bath and two car garage complete this floor. In the lower level, you will find a large playroom, 5th bedroom (or office) and full bath with built-in sauna. Tons of additional storage space in the unfinished portion of the lower level with room to expand. With over 3,500 sqft of finished living space and many updates throughout the years... This home and neighborhood are bound to steal many hearts. Don't miss your opportunity. Set up an appointment to preview today! (Estate Sale - Subject to Probate)

23 Pequot Trl, Westport

$1,850,000

4 Beds ⋅ 2 Baths ⋅ 24196991 MLS

31 Franklin Street will be Westports next NEW neighborhood. Prime for redevelopment or reno existing. Multiple redevelopment projects coming to Saugatuck including new approved townhomes and flats across street. Saugatuck train station block in the works. Walk to train station multiple restaurants and cafes. Saugatuck River just steps away.

Westport

$6,650,000

5 Beds ⋅ 7 Baths ⋅ 24196608 MLS

An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and finishes. Plans and renderings are representative and subject to change.

4 Lantern Hill Rd, Westport

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.