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11 Manitou Ct, Westport
$8,995,000
7 Beds ⋅ 9 Baths ⋅ 24068543 MLS
Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long Island Sound, this exquisite coastal residence embodies a harmonious synthesis of timeless Hamptons style and contemporary modern chic. This estate offers a lifestyle of unparalleled sophistication, effortless elegance, cutting edge innovation, and tranquil opulence. Imagine days on your sun-drenched terraces, reading under the covered porches, a swim in your oversized infinity edge pool with spa, walks to the beach as the backdrop to your everyday life. Inside, discover luxurious living spaces designed for both intimate gatherings and grand entertaining; soaring ceilings; walls of windows; generous stone embellishments; a swoon worthy kitchen with scullery; 6/7 bedrooms which includes the primary bedroom suite with fireplace and generous balcony deck; 8/1 baths; elevator; recreation and wellness retreat with infrared sauna, steam shower, cold plunge, golf simulator, wet bar, and more in the lower level. Artful in architecture and design, indulgent in amenities and appointments, every detail in this home is a testament to the Builder's exceptional craftsmanship and his unwavering dedication to delivering the highest quality construction. The new definition of a Coastal Luxury Masterpiece is HERE... "Manitou Bluff", Westport CT

11 Manitou Ct, Westport

4a Compo Pkwy, 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

69 Beachside Ave, Westport
$7,350,000
6 Beds ⋅ 7 Baths ⋅ 24152219 MLS
Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature soaring ceilings, seamless flow, and walls of glass that frame the estate's serene, park-like setting-ideal for both grand entertaining and everyday living. At the center of the home, a chef's kitchen opens to elegant formal and informal spaces, creating an effortless environment for hosting. Each room is thoughtfully appointed with high-end finishes, bespoke details, and a refined sense of understated luxury, now fully realized with a newly completed primary bath designed as a private, spa-like retreat. Outdoors, the property transforms into a true resort experience, with a stunning pool and spa, spacious terraces, and a full Har-Tru tennis court set amid rolling lawns and mature plantings, offering exceptional privacy and tranquility. Perfectly positioned near Westport's beaches, Longshore Club, and vibrant downtown, this property also offers the rare advantage of direct access to Greens Farms Academy, a feature shared by only a select few homes. This property is where luxury, land, and lifestyle come together in one of Westport's most prestigious addresses.

69 Beachside Ave, Westport

124 Hillandale Rd, Westport
$6,500,000
6 Beds ⋅ 10 Baths ⋅ 24184011 MLS
An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly blends classic architecture with modern comfort. Sun-filled living spaces, beautiful millwork, and thoughtfully designed interiors create an atmosphere that is both sophisticated and welcoming. Whether hosting family and friends or enjoying a quiet evening at home, the layout is designed to accommodate every stage of life with ease. Every detail has been carefully considered, from the state-of-the-art movie theater and golf simulator to the fitness and recreation spaces that make everyday living feel a little more special. Outside, beautifully landscaped grounds and picture perfect pool with auto-cover provide the perfect backdrop for relaxing, entertaining, and making lasting memories, with an outdoor fireplace and multiple gathering spaces to enjoy throughout the seasons. Effortlessly elegant, 124 Hillandale Road embodies the very best of Greens Farms living-a home where timeless design and modern amenities come together to create something truly special.

124 Hillandale Rd, Westport

25 Ellery Ln, Westport
$5,926,000
7 Beds ⋅ 9 Baths ⋅ 24100505 MLS
Work is underway at 25 Ellery! Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool with spa and auto cover. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for today's lifestyle. Windows are exquisitely oversized offering private views of the 1 acre property. Expect nothing but the best luxury amenities, finishes, allowances, and expert craftsmanship in true Coastal Luxury Homes' fashion. Entertaining deck off the amazing kitchen and family room. Designed with 7 total bedrooms (5 bdrms on flr 2, 1 bdrm on flr 3, 1 bdrm in LL) - the Primary suite with fireplace also has a balcony facing morning sunshine. Work from home options on every level. Workout at home in your state-of-the-art home gym located in the walkout lower level. Media/playroom/rec room to be customized to your whims. I can't wait to share the plans with you. This one is REALLY good.

25 Ellery Ln, Westport

46 Compo Mill Cv, Westport
$5,895,000
4 Beds ⋅ 6 Baths ⋅ 24166955 MLS
Everything stays on the other side. That is what people here say about the footbridge. You cross it, and whatever you were carrying does not come with you. Compo Mill Cove is a gated private peninsula of nineteen homes on Long Island Sound, and no car has come out here since 1903. It is the reason the loudest thing you hear most mornings is the tide turning under the bridge. Everyone in this town is trying to buy quiet. Out here it is structural. This is the one with the water in every room: 5,567 SF of Brooke Girty-designed shingle style, built in 2008 and laid out so the Sound is never more than a glance away. Century-old reclaimed French oak floors. A three-story Nautilus stair through the center of the house. Five fireplaces. A Viking and SubZero kitchen. A primary suite with its own fireplace, dual walk-ins and a balcony above the water. Four bedrooms, generously scaled, plus a full third floor for guests, a studio or an office. Then the part you actually live in. A screened porch for the mornings. A Brazilian hardwood deck and hot tub for the evenings. Your own sandy beach with a kayak pulled up on it, held by a Race Coastal-engineered bulkhead. A private gate opening into the protected shoreline and woodland of Sherwood Island State Park. Green's Farms station minutes away, Manhattan about an hour. Nineteen homes. There will not be a twentieth. Your car is 150 feet away. You will not want it.

46 Compo Mill Cv, Westport

9 Sturges Hwy, Westport
$5,474,945
7 Beds ⋅ 8 Baths ⋅ 24073111 MLS
Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural brilliance, meticulous site design, and quality construction, their homes redefine luxury living. This stunning estate is situated on over 6 acres of rare, coveted land in Westport's prestigious Hunt Club neighborhood-a location that hasn't been available for purchase in over fifty years. Coastal Luxury Homes has carefully secured and subdivided this private property into three custom estates, each offering a unique blend of privacy, tranquility and opulence. Blending cutting-edge architecture and state-of-the-art amenities, this home will be a true sanctuary. From the spa-inspired master suite to the open-concept living areas and seamless indoor-outdoor flow, every inch of this home will be designed for those who appreciate the finest in modern living.

9 Sturges Hwy, Westport

22 Evergreen Ave, Westport
$4,850,000
5 Beds ⋅ 5 Baths ⋅ 24172211 MLS
Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.

22 Evergreen Ave, Westport

19 Mortar Rock Rd, Westport
$4,699,000
6 Beds ⋅ 8 Baths ⋅ 24174833 MLS
Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with high-end appliances, spacious living and entertaining areas, and a luxurious primary suite. The walk-out lower level includes a full gym with natural light and additional flexible space for recreation or guests, while the finished third floor offers ideal space for an office( or guest room), bonus room and full bath. Outdoor living includes a covered porch, stone patio, an outdoor shower, and a 16' x 32' heated gunite pool with automatic cover. Additional highlights include wide-plank floors, custom millwork, a whole-house generator, EV chargers, and a three-car garage, all in the sought-after Westport school district.

19 Mortar Rock Rd, Westport

5 Franklin Ave, Westport
$4,299,000
5 Beds ⋅ 6 Baths ⋅ 24115906 MLS
Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully landscaped with a gunite pool. With 5 bedrooms, 6 full bathrooms, and four finished levels, the home is ideal for both family living and entertaining. An expansive, open floor plan is accentuated by Redcoat Homes' signature oversized windows and doors, flooding the space with natural light. The high-end finishes throughout elevate the home's sophisticated yet welcoming ambiance. A stunning chef's kitchen, a spacious home office, 1 fireplace, and generous living and dining areas make this home perfect for modern living. The lush backyard is an entertainer's dream, featuring a large bluestone patio with a built-in grill ideal for year-round gatherings. Enjoy the convenience of being moments away from Westport's renowned schools, Compo Beach, and the town's vibrant shops and restaurants. This home offers both exceptional luxury and a prime location for an unmatched lifestyle.

5 Franklin Ave, Westport

11 Woodside Ln, Westport
$4,050,000
5 Beds ⋅ 6 Baths ⋅ 24211806 MLS
Privately set in Westport's coveted Old Hill neighborhood, this like-new sophisticated residence designed by famed architect Peter Wormser pairs striking architecture with timeless, understated elegance. Soaring ceilings, beautifully curated spaces and abundant natural light define the stylish interiors, creating a home that is at once impressive and inviting. 4 finished levels provide exceptional space for everyday living, entertaining, work and guests. The primary suite stuns with its 20-foot ceilings, fireplace, 2 walk-in closets and spa bath. 4 additional bedrooms each feature walk-in closets, while 2 private offices offer dedicated work-from-home space. A 3rd-floor recreation room with full bath adds more flexibility, while the beautifully finished lower level has a home theater, gym, space for play, plus storage. Outdoors, the magical setting unfolds through multiple entertaining spaces, from inviting covered porches to an expansive stone patio with a fully-equipped outdoor kitchen, built-in grill and Big Green Egg, offering an exceptional backdrop for gatherings large and small. Lush, established landscaping creates a remarkable sense of privacy, yet the home is just over a mile to Westport's vibrant downtown. Whole-house generator, solar and level 2 EV charger! The NYC-bound train is just 9 minutes away. Distinctive, sophisticated and effortlessly livable, this exceptional Old Hill residence is a rare offering of inspired architecture, privacy and a prime location.

11 Woodside Ln, Westport

11 Clapboard Hill Rd, Westport
$3,995,000
6 Beds ⋅ 8 Baths ⋅ 24168553 MLS
An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, and charming deep-set windows that reflect the home's historic character. The gracious main house is complemented by a separate art studio, detached two-car garage, tennis court, and pool-creating a true country compound in one of Westport's most coveted locations. The property is enhanced by stunning specimen plantings, expansive open grounds, and complete deer fencing surrounding the entire lot. A remarkable opportunity to restore, renovate, or reimagine a treasured estate in an unparalleled setting.

11 Clapboard Hill Rd, Westport

3 Laurel Ln, Westport
$3,685,000
4 Beds ⋅ 6 Baths ⋅ 24180388 MLS
Welcome to 3 Laurel Lane, a stunning new construction nestled in the heart of Westport, Connecticut. Discover the epitome of elegance & sophistication. This modern masterpiece is set on a .21 acre lot. The stunning new luxury construction is designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass elements, & harmonious blend of natural materials, create a stunning visual impact. The interior showcases an open-concept layout that is as functional as it is beautiful. Every corner will showcase high-end finishes, from cabinetry to the designer fixtures. The rich hardwood floors guide you into the Living Room. Adjacent to the living area, the gourmet Kitchen awaits, boasting ample storage & a generous island that invites culinary creativity. The Kitchen is a chef's paradise, equipped with top-of-the-line appliances & designed for both entertaining & everyday living. The four Bedrooms with en-suite Bathrooms provide both privacy and comfort for family and guests. Ascend to the third level, where you'll find a versatile Rec-Room equipped with full bath. The finished LL features a large Family Room. This home, offers not only luxury but also the convenience of nearby beaches, dining, and shopping. Come experience the perfect blend of refinement & comfort in this exceptional property!

3 Laurel Ln, Westport

9 N Ridge Rd, Westport
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 24208426 MLS
In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport

7 Elizabeth Dr, Westport
$3,395,000
5 Beds ⋅ 6 Baths ⋅ 24209742 MLS
Located on a quiet cul-de-sac, this home offers a beautiful blend of thoughtful architecture + effortless everyday living. If you've been searching for a residence that balances impressive entertaining spaces with cozy, intuitive retreats, you've found it. The heart of the home flows seamlessly from formal rooms to casual living areas. The kitchen is the main hub, flanked by a library/office that offers a quiet workspace without feeling disconnected from the pulse of the house. For those who love to host, the butler's pantry-complete with a wine fridge-connects the kitchen to the dining room for seamless service during dinner parties or weekend gatherings. With four finished levels of living space, there is plenty of room for everyone to find their own corner of comfort. The primary suite serves as a sanctuary at the end of a long day, offering the ideal space to unwind. Step outside to discover a perfect back yard setting. Whether you're dreaming of a vibrant summer garden, a sprawling lawn for outdoor activities, or a serene patio setup, this lovely outdoor space is ready to become your private oasis. Living here means enjoying the very best of the Westport lifestyle, from the vibrant downtown shopping + dining to the coastal amenities. This location also places you within the Long Lots Elementary district, where the community is excited about the brand-new school facility. Expertly maintained and ready for its next chapter, this home offers a lifestyle of ease and grace.

7 Elizabeth Dr, Westport

7 Webb Rd, Westport
$2,995,000
6 Beds ⋅ 5 Baths ⋅ 24209674 MLS
Beautifully designed and ideally situated on a prime, centrally located cul-de-sac, this exceptional Westport residence combines timeless architecture, sophisticated finishes and effortless living. Designed by esteemed architect Robert Storm, the home impresses with soaring ceilings, an excellent layout and abundant natural light. The elegant living and dining rooms share a striking double-sided gas fireplace, while the gourmet kitchen features premium appliances and flows seamlessly to the adjacent family room and out to the stone patio and private back property. Five spacious bedrooms on the second floor include an impressive primary suite with two walk-in closets and a sumptuous spa bath with air-jetted soaking tub and an oversized shower. A wide staircase leads to the walk-up expansive third floor, offering wonderful potential to finish additional living space. Extensive recent updates include a beautifully renovated high-ceilinged walk-out lower level with custom cabinetry, wet bar, gym and sixth bedroom. Further enhancements include new HVAC, tankless hot water, a whole-house generator and extensive new landscaping. 3-car garage. 50-year shingle roof. City water, city sewer and natural gas. Offering wonderful scale, light and versatility, this special home enjoys a coveted Westport setting on a social cul-de-sac walkable to Winslow Park, just over a mile to Westport's vibrant downtown shops and restaurants, and less than 10 minutes to the NYC train.

7 Webb Rd, Westport

166 Long Lots Rd, Westport
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 24097062 MLS
Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in mind, the home features inviting living spaces including a two-story family room with an open staircase. The gourmet eat-in kitchen is open to a sitting area with a corner fireplace. Two family bedrooms with en-suite baths complete the main level. Upstairs, an additional living area is perfect for family movie nights. A large primary suite and additional bedroom suite surround the second level. Step outside to enjoy the ultimate outdoor lifestyle-lounge by the sparkling swimming pool, relax under the pergola, or retreat to the pool house before gathering for al fresco dinners on the terrace, complete with a built-in grill. The large, level backyard is perfect for outdoor fun and catching fireflies on warm summer evenings. A rare opportunity to own a slice of paradise.

166 Long Lots Rd, Westport

142 Easton Rd, Westport
$2,950,000
5 Beds ⋅ 6 Baths ⋅ 24212624 MLS
A rare opportunity to own an exceptional woodland estate, where space, serenity, and natural beauty converge. Set beyond a long, gracefully winding driveway, this expansive residence is surrounded by mature trees, creating a remarkable sense of arrival and seclusion. Thoughtfully suited for multigenerational living, the home features a separate wing offering flexibility for extended family, an in-law suite, or long-term guests, allowing for both privacy and connection under one roof. Generous living spaces provide an ideal setting for sophisticated entertaining and relaxed everyday living, while tranquil woodland views create a peaceful backdrop throughout the seasons. Outdoors, a stunning natural gunite pool offers a private, resort-like oasis, beautifully integrated into the wooded landscape and perfect for summer entertaining and relaxation. Combining versatile living arrangements, exceptional space, and a truly serene setting, this distinctive property offers a rare opportunity to experience the best of private estate living. Pre-inspection items have been completed and repaired, providing added peace of mind for the next owner.

142 Easton Rd, Westport

12 Murvon Ct, Westport
$2,900,000
4 Beds ⋅ 3 Baths ⋅ 24205678 MLS
A rare opportunity in one of Westport's most sought-after locations! The cul de sac off of a private road is not travelled by most, hidden from the Compo Beach walkers. Set on an ultra private double lot, 12 Murvon Court offers exceptional flexibility and possibilities for the future. The existing home provides a wonderful opportunity to enjoy the property as-is, or, renovate and expand with the potential to create a larger home tailored to today's lifestyle. For those considering a new build, the double-lot setting and elevated position create the potential to capture beautiful views toward Long Island Sound with thoughtful new construction. Ideally located in the coveted Greens Farms Elementary School district and just steps from Compo Beach, this property puts Westport's beaches, schools, shopping, dining, and village amenities within easy reach. Whether expanding the existing home or starting fresh, 12 Murvon Court offers something increasingly hard to find in Westport: land, location, flexibility, and the opportunity to create something truly special.

12 Murvon Ct, Westport

25 Hermit Ln, Westport
$2,750,000
6 Beds ⋅ 7 Baths ⋅ 24204051 MLS
Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 sq. ft. of above-grade living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living. The welcoming front entrance is framed by a spacious covered porch. Inside, the gracious foyer features herringbone hardwood floors and detailed wainscoting, setting an elegant tone throughout. The living room features a fireplace and double French doors opening to the expansive patio. Two archways lead to a versatile bonus room with a dry bar, an ideal setting for a pool table or casual gathering space. The formal dining room, accessed through French doors from the foyer, features built-in hutch cabinetry. It connects seamlessly to the kitchen, which is exceptionally equipped with custom cabinetry and hutches, two sinks, center island, a separate pantry, and Wolf appliances. The kitchen opens to the expansive family room, where 3 sets of French doors bring in abundant natural light and lead to the rear patio and built-in grill. A convenient mudroom with a private half bath connects the main living spaces to the attached three-car garage, with access to the au pair quarters above. A private office tucked quietly off the family room and an additional half bath complete the main lev

25 Hermit Ln, Westport

14 Promised Rd, 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. Owner/Agent.

14 Promised Rd, Westport

28 Bulkley Ave N, 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

27 Rayfield Rd, Westport
$1,800,000
3 Beds ⋅ 4 Baths ⋅ 24206830 MLS
Storybook charm meets comfortable living in this enchanting 3 bedroom, 4 bath home. Located at the end of a quiet block you will find exposed beams, character-rich details, and a warm, inviting atmosphere create a home that feels truly special. Thoughtfully designed spaces blend timeless charm with everyday functionality, offering room to gather, relax, and entertain. A spacious deck extends the living space outdoors, perfect for morning coffee, al fresco dining, or enjoying the surrounding setting. Each bedroom provides its own sense of retreat, while four full baths add exceptional convenience. From its distinctive architectural details to its cozy, welcoming feel, this is a home with personality and a true sense of place. Convenient central location close to trains and the beach.

27 Rayfield Rd, Westport

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

35 Bonnie Brook Rd, Westport
$1,629,000
4 Beds ⋅ 3 Baths ⋅ 24203692 MLS
New Listing! First time on the market in 50 years! Bonnie Brook Road is the kind of neighborhood where the quiet is noticeable. It's a place where you can actually use the street for a long walk or a bike ride without worrying about traffic, trains, or highway noise. Precisely why the current owners have stayed so long and will have a hard time saying goodbye to this home. 35 Bonnie Brook Road sits on a completely level 1.08-acre lot-all usable land with no wetlands. It's a practical, traditional colonial home serviced by natural gas and city water, and equipped with a whole-house generator for reliability. The main level is spacious and features an open floor plan complete with a dedicated and large home office, which the town records as a fourth bedroom. Upstairs are three large bedrooms with plenty of closet space and two updated full baths. The large basement is ready to be finished if additional room is desired. Life at 35 Bonnie Brook is lived in the transitions between indoors and out. Start the day on the front porch overlooking the lovely front lawn with mature trees, move to the screened-in porch for a mid-day escape from the sun, and end the evening on the lovely deck. The in-ground pool is surrounded by a level lawn that also features an irrigation system. This is a place where the air feels clearer and the rhythm of the day belongs entirely to you.

35 Bonnie Brook Rd, 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

4 Grist Mill Ln, Westport
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 24206148 MLS
This is the land and location Westport buyers are chasing hardest right now, and finding least. It won't last more than a moment. Bring your architect or builder or we can share ours. The acre is flat, easily buildable, screened on every side. The house could be reimagined however the value is in the land. Its a private blank canvas on a cul-de-sac. Long Lots, on the cusp of Hunt Club - the neighborhood and the country club. Close to town but not too close. A quick drive to Greens Farms station, Burying Hill Beach, and the many Post Road amenities - dangerously close to Fatto a Mano, though proximity to Equinox balances that right out. Zone Specifics: AA Zone, 30 ft from the street and 25 ft from the side setbacks, max 3 stories height of 40 ft, 25% lot coverage. No wetlands. Public water, septic. Access to both Gregg Lane and Grist Mill. Existing solar will be removed and settled by the trust. Buyers are responsible for their own due diligence; neither the trust nor the seller's agent can make any representations. The address is 4 Grist Mill Lane, the driveway is actually at the end of Gregg Lane. Not subject to probate. AS-IS. Ideal for a 6,000 sq foot plus new home in the $5-6+M value range. The deadline for submitting offers is 9/18 by 5pm.

4 Grist Mill Ln, Westport

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