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$2,195,000
4 Beds ⋅ 3 Baths ⋅ 24205784 MLS
Experience modern coastal luxury in this custom-built, down-to-the-studs NEW CONSTRUCTION just minutes from Compo Beach and downtown Westport. Blending the scale and sophistication of a true custom home with effortless single-level living, this exceptional property showcases designer finishes and impeccable craftsmanship throughout. The sun-filled open floor plan features soaring cathedral ceilings, white oak floors, custom millwork, Marvin windows, and a striking porcelain fireplace. The chef's kitchen features custom cabinetry, premium Calacatta porcelain countertops, full-height backsplash, oversized island, and matching wet bar, complete with a dual-zone wine refrigerator, beverage cooler, and ice maker. Top-of-the-line Bosch appliances complete this exceptional space, designed for both everyday living and entertaining. Expansive tri-fold doors open to a spacious deck overlooking private, fully fenced backyard with professional landscaping. The main-level primary suite offers heated bathroom floors, automated blinds, and spa-inspired finishes. The finished lower level includes a gym or recreation room, five-person infrared sauna, wine room, full bath, laundry room with GE appliances, and abundant storage. Additional highlights include smart home technology, integrated sound, a Tesla Universal EV charger, and an epoxy-finished garage. This is not just an extraordinary home, it's a spectacular lifestyle offering every amenity imaginable in a coveted location.

2 Drumlin Rd, Westport
$999,000
3 Beds ⋅ 3 Baths ⋅ 24196339 MLS
An incredible opportunity has become available in a prime Westport, CT location. Set off the road on a quiet turnoff at the corner of the Overlook cul-de-sac, this expanded Cape on 0.52+/- acre of enchanting property is ready for your creative vision. This is the only 3 bedroom, 3 full bathroom home available in Westport below $1,649,000 - making this a spectacular chance to add value by updating, remodeling, expanding, or building new construction within moments of downtown, train, the Merritt Parkway, I-95, the Y, & schools. This quintessential New England Cape Cod-style home begins with a larger than expected foyer/center hall. The large living room has the first fireplace, built-ins, and French doors leading to the distinctive family room with a custom-patterned hardwood floor, stone fireplace and bookshelves. Formal dining room for entertaining. The kitchen was remodeled w/quality cabinetry and beautiful granite counters, top appliances including Sub Zero, and leads to the vltd ceiling breakfast room with skylights & glass doors facing both front & back. Private office/bonus room/playroom lined with built-ins. The first of the 3 BRs is on the main level, with built-ins and an adjacent full bath. Upstairs, the 2nd BR has its own full bath and the primary suite is an incredible surprise, with king-size BR, oversized lux-scale bathroom & walk-in clst. Partially fin LL. Patios & charming garden paths add to the character. This home requires work and is being sold-as is.

183 Wilton Rd, Westport
$1,890,000
4 Beds ⋅ 4 Baths ⋅ 24205323 MLS
Welcome to Northfield Drive, a street in a highly sought after neighborhood, with walking paths to both the elementary and middle schools. This spacious and inviting home is set on a stunning park-like, flat, dry acre. Approx. 3,174 square feet of living space across three levels, plus a full basement, this 11-room home features 4/5 bedrooms and 4 full baths. Kitchen has been updated with quartz counters, Wolf stove and a Sub-Zero refrigerator. Designed for both comfortable everyday living and effortless entertaining, the home features an open floor plan, hardwood floors throughout the first and second levels, vaulted ceilings and walls of windows that fill the interiors with natural light and bring the beauty of the outdoors in. A true highlight is the spectacular family room, with its soaring vaulted ceiling, abundant windows and custom built-ins...an inviting space to enjoy throughout the seasons. The primary suite offers a spa-like retreat with a steam shower, Jacuzzi tub, double sinks and high-end fixtures. The full basement provides wonderful bonus space for a home gym, game room, recreation area or additional storage, while a walk-up attic offers even more versatility. Spacious garage w/EV charger. With generous living spaces, wonderful natural light and an exceptional one-acre setting, this Coleytown home offers the space and flexibility to live, work and entertain with ease-all in one of Westport's most sought-after neighborhoods.

5 Northfield Dr, Westport
$4,750,000
5 Beds ⋅ 7 Baths ⋅ 24204438 MLS
A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of glass blend the natural setting with stunning interiors, and bring sunlight deep into the spectacular rooms. The chef's kitchen is a showpiece, featuring bespoke oak cabinetry, premium finishes, and a substantial walkin pantry. Dual mainlevel offices support today's lifestyle. 5 spacious bedrooms and 7 refined baths create a harmonious balance of comfort and sophistication. The primary suite is a serene retreat with three fitted closets and a spalevel ambiance. Additional bedrooms offer generous scale and thoughtful design. A sunlit upstairs lounge and a finished thirdfloor space provide flexible areas for work, play, or creativity. The finished lower level offers exceptional spaces for fitness, media, or entertaining. Outside, an expansive patio overlooks 1.68 acres of private grounds, ideal for gatherings or quiet reflection. A 3car garage (with a separate bay for a trophy vehicle or storage) and sleek modern detailing complete this remarkable offering. An inspired blend of architecture, setting, and convenience await in a prime location. Pool permit in place.

1 Twin Oaks Ln, Westport
$2,650,000
3 Beds ⋅ 3 Baths ⋅ 24203635 MLS
Impeccable, effortlessly sophisticated house with lovely water views nestled on private road in idyllic Saugatuck Shores steps to Long Island Sound and Bermuda Lagoon. Designed by top architect VITA Design, the house combines relaxed coastal luxury with an elevated contemporary aesthetic for easy living, enjoyable year round. Features warm beach-inspired woods, high-end finishes, high ceilings, light wood floors, oversized windows and abundant natural light. On the main level the sleek chefs kitchen w/ center island flows seamlessly into the dining area and great room w/ wood-burning fireplace framed by floor-to-ceiling windows. Office/bedroom and full bath complete the main level. Second floor features serene primary suite with water view, custom built-ins and luxurious bath. Two additional bedrooms, full bath, laundry, and stylish reading nook complete this level. The front to back top floor bonus room with water views on both sides, leads out to spectacular roof deck terrace with view of Long Island Sound --a wonderful outdoor living space perfect for entertaining or quiet enjoyment to take in glorious sunsets, sunrises and Fourth of July fireworks over the Sound. The lower level offers additional versatile rec room, mudroom, attached garage. Private back yard. House is FEMA compliant. Lovely neighborhood for walking, biking, boating, kayaking. Close golf/tennis. Quick drive to the train station, Saugatuck shops and dining, and all Westport has to offer.

14 Promised Rd, Westport
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 24204054 MLS
In-town living at its best! Step into a little piece of history with this charming three-bedroom, 2 1/2-bath home, beautifully renovated and situated in Evergreen's historic district just moments from Main Street. Light and airy throughout, this home offers an inviting open floor plan with a warm comfortable feel. The newer kitchen opens seamlessly to a spacious great room with relaxed living and dining areas, anchored by a cozy fireplace; an ideal setting for everyday living and entertaining. Enjoy generous outdoor spaces, including a large deck and stone patio. The private yard provides a wonderful spot to garden, unwind, or savor a cup of coffee. A true condo alternative without giving up privacy, outdoor space, or the appeal of a single-family home. This property is so conveniently located near Westport's Main Street shopping, Compo Beach, Metro-North, and major highways. Part of Westport's history, this timeless home is ready for you to begin its next chapter! Not to be missed!!

2 Evergreen Ave, Westport
$9,860,000
6 Beds ⋅ 9 Baths ⋅ 24205443 MLS
Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four finished levels featuring soaring ceilings, custom millwork, and engineered white oak flooring. The chef's kitchen showcases dual quartzite waterfall islands, custom rift white oak cabinetry, a walk-in pantry, and a professional appliance suite. The primary suite offers cathedral ceilings, a fireplace, private balcony, dual dressing rooms, and a spa-inspired bath with heated floors and a soaking tub. Designed for seamless indoor-outdoor living, the nearly 950-square-foot covered terrace features granite flooring, a wood-burning fireplace, outdoor kitchen, heated 20' 40' saltwater pool, 10-person spa, and room for a future tennis or pickleball court. The walk-out lower level includes a family room, wet bar, fitness studio, guest suite, and flexible space for a theater, golf simulator, or media lounge. Prepare to fall in love.

9 Over Rock Ln, Westport
$5,495,000
6 Beds ⋅ 9 Baths ⋅ 24203359 MLS
Located within the highly desirable Stony Point Association, this exceptional home offers a rare combination of privacy and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture seasonal water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, mudroom, and a charming 'hidden' playroom. A truly turnkey offering.

3 Stony Point W, Westport
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 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
$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
$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
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 24204780 MLS
This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living.

27 Woody Ln, Westport
$7,015,000
6 Beds ⋅ 10 Baths ⋅ 24204343 MLS
Move right in THIS October! Just weeks away from completion, come see this 8,417SF dream residence w/sauna, pool & spa on 1 private acre in coveted Greens Farms as the finishing touches are being made. 24 Edgemarth Hill was designed, crafted, and appointed with the finest materials - see rendering photos. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted ceilings, and romantic balconies, this is a spec build with all the custom features the most discerning buyer desires. Finished on 4 floors - be ready to be "WOWED": enviable public rooms; 2 indoor fireplaces and 1 outside on the covered porch; 6+ bedrooms (guest bedroom on the main level) including the most sumptuous Primary Bedroom with fireplace, balcony, wet bar/coffee bar, 2 walk-in closets, and gorgeous bath; 8 full and 2 half baths. LL includes a Media room w/ultra luxe wet bar, Gym & sauna, & 6th Bdrm. Above the 3 car garage, you'll find addt'l finished space w/full bath. This cul de sac neighborhood is just minutes to shops, restaurants, beach, Longshore, and train, but once you've arrived you'll never want to leave your own private paradise. The resort style grounds include: 20x40 pool & spa, sleek built-in grill w/custom stone countertop, glorious entertaining patios & covered porch, outdoor shower, & professional landscaping. Expect nothing less than SENSATIONAL. Built by Coastal Luxury Homes.

24 Edgemarth Hill Rd, Westport
$2,350,000
5 Beds ⋅ 5 Baths ⋅ 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
$6,999,999
6 Beds ⋅ 9 Baths ⋅ 24196804 MLS
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.

32 Narrow Rocks Rd, Westport
$2,595,000
5 Beds ⋅ 4 Baths ⋅ 24203288 MLS
Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning, light-filled family room with fireplace offers a welcoming gathering space overlooking the beautifully landscaped grounds. A true standout is the inviting pub room with its original wood bar - an exceptional setting for entertaining, celebrations, or relaxed evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, home office or gym. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. A charming barn with electricity, water, cable, and convenient parking adds exceptional flexibility as a studio, workshop, recreation space, or future vision. Just minutes from downtown Westport, award-winning schools, beaches, shopping, dining, and the train, 4 Crawford Road offers a rare opportunity to own a home with genuine character, exceptional privacy, and a wonderful sense of place. A truly special Westport residence that brings together character, comfort, and an exceptional setting.

4 Crawford Rd, Westport
$5,349,000
5 Beds ⋅ 8 Baths ⋅ 24201547 MLS
From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife views-from herons and owls to ducks and otters along picturesque Stony Brook. Resort-style amenities feature a heated saltwater pool/spa, a private pond with a fountain, and deeded access to nearby Nash's Pond for kayaking and fishing. Inside, a dramatic wall of glass captures sweeping water views, creating a seamless connection to the outdoors. The main level includes a gourmet kitchen, family room with fireplace, dining room with wet bar, living room with fireplace and lounge, stone entry foyer, mudroom and two powder rooms. Upstairs, the primary suite boasts two terraces, dual walk-in closets, and a spa bath. Four additional bedrooms each with its own bathroom, a sprawling home office/6th bedroom with fireplace, a large playroom with a full bath, a third floor family room, and a mirrored gym/yoga studio with a ballet barre offer exceptional living options. Moments from Earthplace nature trails, key features include a heated 3-car garage, Crestron lighting, full-house generator, and a built-in poolside gas grill. A rare opportunity to own a sanctuary where design and nature converge.

31 Stonybrook Rd, 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
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 24200305 MLS
Come be delighted by the brand new, gut renovated home at 2 Charcoal Lane.It is spotless and the 1 level living you have been seeking. It has beautiful craftsmanship and custom finishes that you would not expect at this price point.Move in ready, if the layout works for you, this will not disappoint! Privacy and nature set in a desirable neighborhood on over 2 acres. Charcoal Lane offers quiet and peace in addition to a convenient location! Open concept and huge windows create a bright home filled with natural light.The first floor features the primary suite with a deck for star gazing and 2 additional bedrooms. In the lower level, again the light is abundant.Here there is a family room and 2 additional rooms for work from home, or overflow company! The laundry room is spacious and well appointed and makes the chore a little less arduous. Premium Bertazzoni appliances, smart-home systems, new windows. All of the heavy lifting has been done. For now or forever this quaint Westport home is in a class of its own.It would be near impossible to find the same quality of finishes at this price point.

2 Charcoal Ln, Westport
$4,250,000
5 Beds ⋅ 7 Baths ⋅ 24200327 MLS
Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom cabinetry. The work did not stop there.The bathrooms,floors,bonus room and mud room have all been redone to make this house into a custom home. Outside the home truly comes alive. Pool (with autocover),spa,outdoor kitchen featuring a pizza oven,automated pergola and porcelain patio to enjoy entertaining and lingering summer evenings.

16 Rockyfield Rd, Westport
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 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
$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
$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
$859,000
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
$1,650,000
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. There is a generator for your peace of mind. 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.

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
$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
$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
$5,900,000
7 Beds ⋅ 8 Baths ⋅ 24194285 MLS
Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

22 Cavalry Rd, Westport
$7,990,000
6 Beds ⋅ 8 Baths ⋅ 24194541 MLS
Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become available. Ideally positioned just across from Longshore and moments from the shoreline, this extraordinary setting places Westport's most treasured amenities at your fingertips: golf, tennis, swimming, boating, beaches, playgrounds, fine dining, and more. To be custom built by Coastal Luxury Homes, Fairfield County's foremost luxury builder, this distinguished residence will offer three beautifully finished levels defined by unrivaled quality and meticulous craftsmanship. Expansive walls of glass will bathe the interiors in natural light, showcase the magnificent grounds, and create a seamless connection to the outdoors. Exquisite millwork, natural stone, refined finishes, a curated selection of top-tier appliances, and generous allowances will elevate every space, while the sumptuous primary suite will serve as a private, resort-inspired retreat. Thoughtfully tailored to your every wish with room for a pool, this remarkable home will reflect your personal style and vision for sophisticated coastal living.

4a Compo Pkwy, Westport

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