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40 Pequot Trl, 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

58 Terra Nova Cir Unit 58, Westport
$1,649,000
2 Beds ⋅ 3 Baths ⋅ 24214379 MLS ⋅ Terra Nova At Westport BLDG.
Seller has requested best and highest offers by Wednesday, October 28, 2026 at 4PM. Move right in to this pristine townhome in Westport's exclusive Terra Nova condominium association. Located in one of the most desirable areas within the Terra Nova complex, the spacious home features an open floor plan, expansive rooms and tall ceilings. Highlights include a private elevator to all three levels of the home, two gas fireplaces, five-inch white-oak hardwood floors, SubZero, Bosch and Thermador kitchen appliances and private outdoor space with a natural gas barbecue connection. The fully finished walk-out lower level is great flexible-use space, suitable for entertaining, office, home gym, playroom, family and guests. The townhomes all encircle a beautifully landscaped swimming pool. Terra Nova is located moments from shopping, restaurants, Westport Library, Levitt Pavillion, Westport Country Playhouse, Compo Beach, excellent schools and Metro-North Railroad.

58 Terra Nova Cir Unit 58, Westport

23 Pequot Trl, 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

11 Hitchcock Rd, Westport
$1,495,000
1 Beds ⋅ 1 Baths ⋅ 24191062 MLS
An exceptional offering on 1.38 private acres in the heart of Westport. Ideally situated just moments from vibrant Main Street, this centrally located property offers convenient access to shopping, dining, parks, tennis courts, beaches, the train, and Westport's award-winning schools. It provides an outstanding foundation for creating a one-of-a-kind estate. At the heart of this property stands the Studio-a remarkable 1,551-square-foot stone building designed and built in 1932 by Lewis Welch of Manhattan for renowned sculptor Berthold Nebel. Nebel's Westport estate originally encompassed nine acres, and this offering represents the last remaining parcel of his original estate. Berthold Nebel's daughter, photographer Lucia Nebel White, made the Studio her home and lived there until her death. The property has remained in the Nebel family for three generations. Today, the Studio includes one bedroom, one full bath, a full kitchen, and a dramatic open living space featuring soaring ceilings, a striking stone fireplace, oversized handcrafted timber doors, and exceptional natural light. Rich in character and architectural detail, the Studio offers a rare opportunity for restoration, thoughtful renovation, or integration into a distinctive new estate in one of Westport's most sought-after neighborhoods.

11 Hitchcock Rd, Westport

228 Bayberry Ln, Westport
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 24208001 MLS
***Best & Final offers due Monday, 9/28 at noon***Tucked away at the end of a long, meandering driveway, this darling ranch offers a sense of privacy and natural beauty that's hard to find. Set back from the road on two acres of lightly wooded land, the home greets you with a welcoming front porch that's just begging for a pair of rocking chairs. Inside, the home is perfectly proportioned, creating an atmosphere that is both intimate and airy. The living room features a cozy fireplace, perfect for chilly evenings. Nearby, the dining area and family room, with wonderful built-ins, add a touch of character and practical storage, flowing seamlessly into a kitchen that truly takes your breath away. With soaring vaulted ceilings and exposed wood beams, the kitchen feels incredibly expansive and serves as a bright, stylish hub for daily life. Glass french doors lead you out to a wonderful back deck that feels like a private sanctuary. Whether you're sipping your morning coffee or hosting a summer dinner, you'll love the view of the sprawling backyard and the canopy of trees beyond. With three comfortable bedrooms and two full baths, the layout is remarkably efficient and well-appointed, proving that thoughtful design creates a massive sense of style. This property is a true retreat from the everyday hustle, offering a peaceful lifestyle and plenty of room to breathe. It's a place to truly unwind and enjoy the beauty of your surroundings.

228 Bayberry Ln, Westport

9 Primrose Ln, Westport
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 24200486 MLS
Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful combination of privacy, space and potential. A circular driveway framed by stone walls, Belgian block and exterior lighting creates a welcoming arrival. Inside, hardwood floors run throughout the main living spaces, including a spacious living room and dining room, while the family room is anchored by a classic brick fireplace and opens to a standout screened porch with a vaulted wood ceiling, exposed beams and skylights. This inviting porch is the perfect place for seasonal dining, relaxing and entertaining while overlooking the expansive backyard and mature landscape. Upstairs, the primary bedroom features an en-suite bath, walk-in closet and additional closet. Hardwood floors are found beneath the carpeting upstairs. With plenty of opportunity to update and personalize, this well-loved home is ready for its next chapter. It's a special place to create your own vision while enjoying all that Westport has to offer on lovely Primrose Lane.

9 Primrose Ln, Westport

6 Willowbrook Dr, Westport
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 24189022 MLS
Tucked away on a private lane just minutes from downtown, Compo Beach, and Metro-North, this beautifully updated 4-bedroom, 3-bath expanded Cape offers turnkey living in one of Westport's most desirable locations. Renovated in 2015 with all-new electrical and plumbing, the home has been meticulously maintained with significant recent improvements, including a new roof, furnace, A/C condenser, water heater, and irrigation system. The sun-filled open-concept living, dining, and kitchen spaces are designed for effortless everyday living and entertaining, featuring a wood-burning fireplace, expansive picture windows, and seamless access to a professionally landscaped backyard retreat centered around a charming flagstone patio. The beautifully appointed kitchen offers a large center island, stainless steel appliances, farmhouse sink, instant hot water dispenser, and chimney-style vent hood. A flexible formal dining room with custom built-in bar cabinetry, guest bedroom or home office, and full bath complete the main level. Upstairs, the primary suite features custom California Closets and a spa-inspired bath with marble finishes, soaking tub, double vanity, and glass-enclosed shower. Two additional bedrooms, an updated hall bath, and second-floor laundry complete the upper level. The finished lower level provides versatile living space, while refinished hardwood floors, privacy fencing, and an oversized one-car garage complete this exceptional home!

6 Willowbrook Dr, Westport

15 Hyatt Ln, Westport
$905,000
3 Beds ⋅ 2 Baths ⋅ 24201989 MLS
Quite possibly the best renovation opportunity this year! This 3-4 bedroom, 2 full bath 1940's cape awaits your vision to polish this home to perfection. Sited beautifully at the end of a most desirable Old Hill cul de sac; enjoy privacy and build equity in a convenient neighborhood of high end homes. The flat, fenced .32 acre property offers room to play and space to entertain outdoors. The antique barn is not only an oversized two-car garage, but the vaulted room above can serve any need you have for additional living space. Served by public water - Natural gas and public sewers are in the street - amenities on every buyers "must have" list. The property is located in a designated "limited historic district", and the sale is subject to Probate Court approval.

15 Hyatt Ln, Westport

1 Maplewood Ave, Westport
$899,000
2 Beds ⋅ 2 Baths ⋅ 24204656 MLS
Welcome to 1 Maplewood Avenue-Your Opportunity to Call Westport Home! Charming, stylish, and filled with possibilities, this inviting **2-3 bedroom Westport home** offers an exceptional opportunity to enjoy one of Fairfield County's most desirable communities and its **highly regarded school system**. Step inside to discover **beautifully refinished hardwood floors** and a bright, comfortable floor plan designed for today's lifestyle. The **updated kitchen features stainless steel appliances**, while refreshed **tile bathrooms** add a clean, modern touch. Need more room? You'll love the versatility of the **finished walk-up attic**, perfect for a home office, creative studio, guest space, or additional retreat. A separate **playroom** provides even more flexibility for recreation, entertaining, or everyday living. Situated on a corner lot with generous parking, the property offers space, convenience, and plenty of potential to make it your own. Whether you're purchasing your **first home, downsizing, or looking for an exciting opportunity to enter the Westport market**, 1 Maplewood Avenue delivers the perfect combination of charm, updates, flexible living space, and location. Westport living may be more attainable than you think-come discover the possibilities at 1 Maplewood Avenue!

1 Maplewood Ave, Westport

53 Cross Hwy, Westport
$800,000
3 Beds ⋅ 2 Baths ⋅ 24210176 MLS
Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.

53 Cross Hwy, Westport

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