Refine Search
Sort by
3 Allen Ln, Westport
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 24216570 MLS
A storybook Cape Cod on a quiet cul-de-sac, a beautiful, level half-acre property, and an unbeatable Westport location-3 Allen Lane is a rare opportunity to make a home your own! Brimming with classic New England charm and possibilities, this inviting home offers the flexibility to move right in, thoughtfully update over time, or expand to suit your vision. One of its standout features is a desirable floor plan with all three bedrooms together on the second floor, an uncommon and welcome feature in a traditional Cape Cod. Two full bathrooms, a half bath, and a finished lower level, perfect for a playroom, recreation room, home office, or gym, add to the home's versatility. The expansive, level .54-acre property offers exciting potential for future expansion, including the possibility of adding a first-floor primary suite, subject to town approvals. Public water and sewer are additional advantages. And the location is exceptional! Tucked away in a peaceful neighborhood setting yet just minutes to downtown Westport, both the Westport and Greens Farms Metro-North train stations, schools, shopping, restaurants, and Compo Beach, everything that makes Westport such a desirable place to call home is close at hand. Whether you choose to embrace its timeless charm or transform it into the home you've always envisioned, 3 Allen Lane offers an increasingly hard-to-find combination of location, land, character, and potential. An opportunity not to be missed!

3 Allen Ln, Westport

92 Compo Rd N, Westport
$3,395,000
4 Beds ⋅ 5 Baths ⋅ 24217119 MLS
92 Compo Road N. pairs classic architecture, meticulous craftsmanship, private 1 acre property, pool and spa with an enviable near town location. Moments from Main Street's shops and restaurants, ball fields, tennis/pickleball courts, and 3 miles to Compo Beach, this custom Colonial offers a vibrant lifestyle and strong feeling of "Home Sweet Home". Approximately 5,500SF, this residence is finished on 4 floors and showcases light and bright gathering spaces, exceptional millwork, and bespoke cabinetry. It is complemented by thoughtfully redesigned and upgraded interiors, and substantial investments in exterior improvements and mechanical systems. Beautifully landscaped grounds are alive with color and texture and incorporate stone walls and fencing. The large entertaining patio and deck create an irresistible setting for entertaining and everyday living. 4 bedrooms occupy the second floor, including a spacious primary suite with dual walk-in closets, and a luxurious bath featuring double vanity, soaking tub, radiant-heated floors, and a heated towel rack. A third-floor bonus room offers built-in desks, lounge, attic storage, and rough plumbing in place for a future bathroom. The walkout lower level includes a gym, wine room with refrigeration, and recreation room with full bath (space could serve as a 5th bedroom). A distinctive opportunity to enjoy private outdoor living and exceptional convenience in one compelling Westport address.

92 Compo Rd N, Westport

217 Wilton Rd, Westport
$3,950,000
6 Beds ⋅ 7 Baths ⋅ 24186096 MLS
Some homes are simply unforgettable. Set high above the street on 1.19 lush acres in coveted Old Hill, this extraordinary new residence blends striking architecture and sophisticated design. A gracious front porch overlooks a courtyard-like driveway. Created by Sam Development LLC.,CMS Architects, and Interior Designer Mary Beth Woods, this distinctive home offers approximately 6,000 SF across four levels, with 5 bedrooms, 5 baths, 2 half baths, 9' ceilings on the first and second floors, 6" white oak flooring, and exceptional details. The spectacular kitchen features high-end appliances, oversized island and walk-in pantry, opening to the family room with gas fireplace and breakfast area. Glass sliders lead to a granite patio and landscaped grounds. An elegant dining room with built-in buffet and bar and a glass doored living room/study complete the main level. The vaulted, beamed primary suite features a spa-like bath and two walk-in closets. Three additional bedrooms, spacious laundry, finished third- floor space with half bath, and a lower level with family room, bedroom,full bath, gym, and storage offer versatility. The detached 1,050 SF ADU is ideal for in-laws, guests, office/studio, or future pool house. Three-car garage with bonus room, spray-foam insulation, approximately 100 recessed lights. 22-KW Generac generator, 400-amp electrical services, and EV outlet. Come experience this exceptional Old Hill property and discover a home that stands apart.

217 Wilton Rd, Westport

17 Greenbrier Rd, Westport
$3,450,000
4 Beds ⋅ 4 Baths ⋅ 24216789 MLS
Welcome to 17 Greenbrier Rd- an irreplaceable masterpiece that perfectly balances elite, high-end refinement with effortless daily livability. Nestled high in a vibrant New England landscape with expansive treetop views, this 2023 frame-in restoration by Wimmer & Wimmer Design has been taken to the next level by the current owner. A striking, organically dark facade introduces its classically modern roots. Inside, the minimalist-luxe interiors are anchored by 6-inch rift-sawn hardwoods, TruStyle doors, and architectural trim under brilliant Lutron controlled smart LED lighting. The gourmet kitchen by NuKitchens is a chef's dream, meticulously styled with Sub-Zero, Wolf, and Caesarstone. Spa-level bathrooms showcase custom Porcelanosa tile, curbless glass showers, floating vanities and new Toto Neorest bidet toilets. The primary suite is a wellness escape complete with a 70-inch almond soaking tub. Outfitted with the absolute best-Marvin windows, Dornbracht, Villeroy & Boch, Robern, Rocky Mountain hardware, and Clopay doors-no expense was spared. The private resort-style grounds feature a newly resurfaced gunite swimming pool with spa and waterfall, expansive stone patios, and a refurbished clay tennis court. Experience the enchanting vibe and unique community of Greenbrier. Turn-key ready: This home can be purchased fully furnished, including the curated pieces of art and decor.

17 Greenbrier Rd, Westport

14 Great Marsh Rd, Westport
$5,500,000
4 Beds ⋅ 4 Baths ⋅ 24216438 MLS
One spectacular property-endless possibilities. Boasting 175 feet of direct Westport waterfront with a private community beach, this 1.23-acre Saugatuck harborside estate awaits your vision. Enjoy expansive views overlooking the vibrant harbor and a parade of yachts. The property currently features a classic 4,000 sq. ft. Colonial set high on the land, offering a charming canvas ready for a custom renovation. For buyers looking to build anew, this premier waterfront location comes with fully approved plans and permits in hand to construct a bespoke dream home. Whichever path you choose, the outcome is unparalleled: an incredible opportunity to live your waterfront dream adjacent to the coveted Saugatuck Yacht Club. Enjoy the very best of Westport living, with Saugatuck Village's top restaurants and the train station just moments away. Come take a look for yourself and let's chat!

14 Great Marsh Rd, Westport

159 Easton Rd, Westport
$4,450,000
6 Beds ⋅ 8 Baths ⋅ 24215185 MLS
YES - we have the CO!! :) The home you've been waiting for is ready for sale and yes; you can close and move in in time to host for the holidays!! How much would you love a home with two acres on the Aspetuck River? Located only a mile from the Coleytown schools, next to a cul de sac? And yes, of course, it's not just the river; there's also a 20x40 salt water gunite pool. CCO Habitats presents; a new construction home with over 8300 sf of finished space on 3 floors. Wider homes are better than taller homes. It just makes sense. No one wants to walk all the way up to a finished third floor; the 2nd floor should be private - without people walking past or on top of your bedrooms. This is a floorplan you will love, with not only 2 designated offices, but with a private first floor bedroom as well. Organic modern, warm & inviting, with a calming palette sure to blend with & enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and tilting windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk-out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar and entertaining space. Come home

159 Easton Rd, Westport

310 Main St, Westport
$1,248,000
3 Beds ⋅ 3 Baths ⋅ 24215287 MLS
Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home that suits your lifestyle. The main level features a living room with a wood-burning fireplace, an open kitchen with granite countertops and dining area, and French doors leading to a private stone patio. A primary suite with en-suite bath and two additional bedrooms complete the main level. The finished lower level offers additional flexibility, with two potential bedrooms and a full bath, providing options for guests, recreation, or multigenerational living. A two-car garage and private outdoor space add to the appeal. An especially compelling feature is the existing town-approved home occupation setup, with a separate entrance, two offices, and a waiting room-ideal for a professional practice or home-based business (subject to applicable approvals). Whether you envision updating the existing home to reflect your personal style or exploring the possibility of expanding upon the existing home, 310 Main Street offers versatility, opportunity, and an exceptional location close to Westport's shops, restaurants, and amenities.

310 Main St, Westport

61 Clapboard Hill Rd, Westport
$7,900,000
6 Beds ⋅ 7 Baths ⋅ 24211051 MLS
Exceptional architecture, refined craftsmanship, and a country/coastal lifestyle. This spectacular Westport estate, to be built by Soundmark Luxury Homes, offers a rare expression of timeless elegance and modern luxury. Set on 2 pristine acres, framed by mature trees and expansive sky views, this special property exudes a sense of place, beauty, and permanence. With over 9,000 square feet of exquisitely designed living space, this remarkable residence blends sophisticated interiors with effortless comfort. Every detail has been thoughtfully considered, from dramatic windows and graciously proportioned rooms, to custom millwork, sophisticated lighting, and carefully curated finishes. An elegant floor plan offers inviting gathering spaces, a stunning chef's kitchen, and first and second floor luxurious Primary Bedroom Suite options. Outdoors, a heated gunite pool anchors a spectacular resort-like setting, complemented by a beautifully appointed Pool House featuring a kitchen, full bath, and sauna. Perfect for intimate gatherings or grand-scale entertaining, the residence offers a seamless connection between indoor and outdoor living. Nestled in Greens Farms, Westport's most coveted enclave, and just moments from beautiful beaches, Longshore Club and Golf, downtown shopping and dining, and convenient train service to NYC. A unique offering where design, generous proportions, and resort-inspired amenities create a lifestyle of understated luxury.

61 Clapboard Hill Rd, Westport

22 Fillow St, Westport
$4,050,000
5 Beds ⋅ 8 Baths ⋅ 24215100 MLS
NEW CONSTRUCTION BY RENOWNED WESTPORT LUXURY BUILDER WALTER MATTERA IN THE CHERISHED FLOWER ESTATES NEIGHBORHOOD! An exceptional opportunity to own a brand-new 5-bedroom, 6-full and 2-half-bath luxury residence by Mattera Construction, one of Westport's premier luxury homebuilders, celebrated for timeless architecture, exceptional craftsmanship, and meticulous attention to detail. Set on a beautiful .40-acre property in Westport's desirable Downtown North neighborhood, 22 Fillow Street offers the rare combination of luxury new construction and the warmth and character of an established in-town community. Flower Estates is one of Westport's most cherished neighborhoods, where tree-lined streets, a welcoming atmosphere, and a genuine sense of community create an increasingly sought-after lifestyle. Just minutes from downtown Westport's shops and restaurants, approximately 10 minutes from the Westport train station and Compo Beach, and close to Coleytown Elementary School, the location offers convenience without sacrificing neighborhood charm. Walter Mattera brings his signature commitment to quality, architectural integrity, and thoughtful design to this exciting new residence. With construction just underway, this is a rare opportunity to own a beautifully crafted luxury home by one of Westport's most respected builders in a neighborhood where new construction opportunities are increasingly limited. Timeless craftsmanship. Exceptional location. The best of Westport living.

22 Fillow St, Westport

3 Jonathan Ln, Westport
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 24214592 MLS
This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room crowned by a crystal chandelier, and a white kitchen with glass-front cabinetry, stone counters, a peninsula for casual meals and stainless appliances. The showstopper is the vaulted great room, where a beamed beadboard ceiling soars above a floor-to-ceiling stone fireplace and a wall of windows with a built-in window seat. Step out to the screened porch and dining deck, overlooking a level, partially fenced yard framed by mature trees. Three bedrooms and 2 baths complete the main floor. The finished lower level adds a family room with a second fireplace, a fourth bedroom or home office with a walk-in closet, a full bath, laundry and an attached two-car garage. Walk to the train and skip the parking permit. King's Highway Elementary is under a mile away, the home is served by Coleytown Middle and Staples High, and Saugatuck's restaurants, downtown Westport and Compo Beach are minutes away. Homes this close to the train, with this much heart, rarely come to market.

3 Jonathan Ln, Westport

14 High Point Rd, Westport
$2,999,999
5 Beds ⋅ 6 Baths ⋅ 24213615 MLS
Classic Colonial 5 Bedroom 5 - 1/2 Bath set on over 1 acre with a Gunite Swimming Pool on Westport's longest and perhaps, most sought after Cul-De-Sac! Almost 4700 sq ft on 1st & 2nd floors (hardwood flooring throughout), Plus 1400 sq ft in the fully finished, daylight, walk-out lower level. On the Main level the Gracious Living Room with Fireplace & Box Bay Window, is so large it easily accommodates the grand piano. Stroll through the Cocktail Lounge with built-ins, wet-bar & wine fridge to the delightful sunny, oversized Dining Room with dozens of windows & French Doors that lead to the rear deck. Circle back to the large Eat-In Kitchen with Island that seats four and a dedicated Dining Area by the Bay Window, this all seamlessly flows into the Family Room with Fireplace, Built-In Bookshelves and French Doors opening to the rear deck with views of the pool below. Rounding out the first floor are a Home Office, Ensuite Guest Bedroom with a Full Bath and Walk-In Closet, Half Bath in hall. The 2nd floor has an Enormous Primary Suite with Spa Bath, 3 Walk-In closets & Office or Dressing Room attached to the suite. The 2nd level has 3 more spacious family bedrooms, including one with an ensuite bath and walk-in closet and two more that have ample closet space and share a hall bath. The daylight, walkout lower level has a full bath, tv/media room, gym/playroom with sink, d/w, and fridge and a bonus storage room. Generac Generator! Walls freshly painted! Newer -Roof, HVAC, Septic!

14 High Point Rd, Westport

19 Roosevelt Rd, Westport
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 24213343 MLS
Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perfect residence of four bedrooms and three and a half baths pairs timeless elegance with effortless comfort. It was reimagined from the studs up in 2019 and is fully FEMA-compliant, with two light-filled levels and every modern convenience. On the main level, a gracious living room sets the tone, framed by custom built-in bookcases and warmed by a gas fireplace. The chef's kitchen is the heart of the home. It has a generous center island, a Sub-Zero refrigerator, a Wolf gas range and a dedicated wine refrigerator. Beyond it, a sun-drenched dining area flows into a step-down family room wrapped in windows, opening directly to the patio for seamless indoor-outdoor living. A private den or home office and an elegant powder room complete the floor. Upstairs are four bedrooms. The serene primary suite has its own balcony overlooking the professionally designed grounds. Three additional bedrooms of generous proportion share two beautifully appointed baths. Outside, lush gardens unfold around two stone patios, an enchanting setting for alfresco dining and summer entertaining. The home also includes a whole-house generator, a security system and irrigation. A new roof (2019), natural gas, city water and sewer complete the picture. An exceptional offering moments from the shore, ready to be enjoyed in every season.

19 Roosevelt Rd, Westport

2 Charcoal Ln, Westport
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 24213937 MLS
Tucked away at the end of a quiet cul-de-sac in Westport's desirable Charcoal Hill neighborhood, this beautiful one-level ranch offers the perfect blend of comfort, privacy, and easy living. Situated on 2.03 acres bordering a 7-acre land trust preserve, the home provides a peaceful setting with plenty of room to enjoy the outdoors. Thoughtfully updated throughout, the home features 3 bedrooms, 3 full bathrooms, and 2 additional flexible rooms. The bright, open layout includes a beautifully appointed kitchen with Bertazzoni appliances, Marvin windows, Kohler fixtures, and two wood-burning fireplaces. The primary suite opens to a private deck overlooking the property, while a covered deck offers a wonderful space for relaxing or entertaining. The spacious finished walk-out lower level provides additional living space, a full bathroom, and versatile rooms perfect for guests, home offices, or recreation. Additional features include a 2-car garage, high-efficiency HVAC, and smart-home technology. Conveniently located just half a mile from Coleytown schools, with easy access to the Merritt Parkway and downtown Westport. A wonderful opportunity to enjoy comfortable, move-in-ready living in a private and convenient Westport location.

2 Charcoal Ln, Westport

4 Surrey Ln, Westport
$2,795,000
5 Beds ⋅ 4 Baths ⋅ 24213304 MLS
Lovingly cherished by the same family for over 50 years, this 1965 five bedroom home presents a wonderful opportunity to create something truly special in one of Westport's most desirable neighborhoods. Ideally situated within walking distance to the water and train, the location offers the perfect blend of coastal charm, convenience, and community. Recent updates, including fresh interior paint, refinished or new hardwood flooring, provide a refreshed starting point, while the home's abundant potential invites you to bring your vision to life. Whether you choose to thoughtfully renovate, reimagine, or create your dream home, this is a rare chance to invest in a property with a special history and an exceptional setting on a quiet street near Longshore Club Park. This treasured property is ready for its next chapter, just moments from everything that makes Westport living so special.

4 Surrey Ln, Westport

233 Hillspoint Rd, Westport
$6,975,000
4 Beds ⋅ 5 Baths ⋅ 24212594 MLS
Experience waterfront living at 233 Hillspoint Road, a striking new construction home located directly on Old Mill Beach with panoramic water views. A private elevator is planned to serve all three floors, providing convenient access from the garage to the living areas and up to the private rooftop deck. The planned home combines clean architectural lines with an open floor plan, 9 and 10 foot ceilings and expansive walls of glass that capture natural light and showcase Long Island Sound throughout. The design includes four bedrooms, each with an en-suite bath, highlighted by a spectacular primary suite. The very private rooftop deck offers an exceptional setting for entertaining, enjoying sea breezes and watching sailboats and fireworks over the Sound. The lower level is designed to accommodate a hot tub spa and cold plunge pool, complemented by an outdoor shower. A beach-level covered terrace provides a seamless connection to the beach. A rare opportunity to bring your vision to an extraordinary Westport waterfront setting.

233 Hillspoint Rd, Westport

4 Turkey Hill Ln, Westport
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 24212748 MLS
Built in 2013 by Chris O'Dell, this 5-bedroom, 5.5-bathroom, 5,318 sq. ft. home sits on 1.07 acres in Westport's Long Lots neighborhood. Used exclusively as a summer retreat by the original owners, the property is in pristine, meticulously maintained condition. The main level features a great room with a floor-to-ceiling stone fireplace and a kitchen equipped with a massive center island and Sub-Zero appliances. The primary suite includes a private balcony, dual walk-in closets, and an en-suite bath. Additional living spaces include a large family room located above the garage and a finished third-floor den complete with a full bathroom. The exterior features a heated gunite pool, integrated spa, stone patio, and outdoor fireplace. The property borders a brook, offering natural privacy while allowing for further landscaping outside the town's 20-foot wetland buffer. This home offers exceptional peace of mind. Located in FEMA Zone X, flood insurance is not required. The seller has never experienced water issues; a comprehensive French drainage system effectively directs rainwater away from the yard to safely disperse into the natural landscape. The home utilizes city water and sewer, and features a 300-gallon freshwater backup tank for premium water pressure. A well-constructed, move-in-ready property just minutes from town amenities and the train. Note: Listing Agent is related to a principal/member of the selling entity.

4 Turkey Hill Ln, Westport

280 Main St, Westport
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 24211260 MLS
Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

280 Main St, Westport

19 Harding Ln, Westport
$5,995,000
6 Beds ⋅ 9 Baths ⋅ 24199970 MLS
Magnificent new construction by AR Luxury Homes on a flat, private acre at the end of a coveted cul-de-sac in Greens Farms. Thoughtfully designed finishes by Tara Benet Design of Greenwich, this 6-bedroom, 6 full/2 half bath residence offers 7,874 sq ft across the first and second floors, plus a finished 1,950+/- sq ft walk-out lower level. Soaring 10' first-floor ceilings anchor an open plan with a great room, custom kitchen, formal dining room, living room, office, wet bar, and mudroom. The primary suite offers a spa bath and walk-in closet, with four additional ensuite bedrooms. The walk-out lower level includes a bedroom, full bath, playroom, gym, and ample storage. Outside, enjoy a 20' x 40' heated pool with spa and automatic cover on a bucolic property. City water, septic, and propane service the home. There is space for an elevator to all floors that can be added, and 1,800 sq ft can be finished on the walk up third floor at additional cost. A rare opportunity, with time to customize select finishes. Home to be completed late spring 2027.

19 Harding Ln, Westport

79 Riverside Ave, Westport
$2,795,000
3 Beds ⋅ 4 Baths ⋅ 24211839 MLS
A masterclass in modern coastal architecture, this four-level waterfront retreat delivers a seamless connection to the Saugatuck River. Floor-to-ceiling glass anchors the open-concept main floor, filling it with natural light and showcasing broad river views. Recent high-end infrastructure and tech upgrades make the home as smart as it is stylish--featuring custom Lutron automated window shades throughout, a fully integrated audio/video system, custom window and retractable door screens, and EV charger pre-wiring. Outdoors, enjoy an automatic irrigation system, a conservation-approved custom wire and rail fence, and dock approvals nearing completion, clearing the path to launch your boat into Long Island Sound. An adjacent park further preserves the home's scenic setting and surrounding privacy. Spanning 1,841 intelligently planned square feet, the layout offers ideal space separation and turn-key, lock-and-go convenience: a private second-floor primary suite with walk-in closet and en suite bathroom with tub and steam shower, a third-floor guest suite with a private balcony, and a lower-level family room next to a third bedroom with ensuite bathroom and walk-in closet. Just outside, a water's edge terrace offers effortless riverfront entertaining--all in a prime Westport setting moments from downtown, offering immediate access to local dining, shops and parks.

79 Riverside Ave, Westport

7 Marsh Rd, Westport
$2,049,000
3 Beds ⋅ 3 Baths ⋅ 24212313 MLS
Welcome to Saugatuck Shores, where you're not simply purchasing a home, you're embracing a lifestyle. This exceptional beach house offers an inviting floor plan, luxurious modern finishes, custom millwork, incredible water views, and a spacious private backyard. Enjoy your favorite wine al fresco from the charming screened-in front porch, expansive rear deck, or your private balcony off the primary suite. Step inside to a spacious living room anchored by a beautiful stone fireplace, an elegant formal dining room, and a stunning kitchen featuring custom white cabinetry, professional-grade stainless steel appliances, a large center island, and Carrara marble countertops. Coffered ceilings and custom millwork add character throughout the main level, which is completed by a beautiful full bath with an elegant glass-enclosed shower. Upstairs, the impressive primary suite boasts panoramic water views, a luxurious en-suite bath, walk-in closet, and access to its own private balcony. Two additional generously sized bedrooms feature beautiful wood beams that add warmth and distinctive character, while a full hallway bath is finished with marble tile and a tub/shower combination. Perfectly positioned to enjoy everything this sought-after waterfront community has to offer, while remaining just minutes from exceptional restaurants, shopping, nightlife, major highways, and the train. A rare opportunity to enjoy coastal living in one of Saugatuck's most desirable settings.

7 Marsh Rd, Westport

11 Turkey Hill Cir, Westport
$1,990,000
7 Beds ⋅ 5 Baths ⋅ 24197538 MLS
Tucked away in Westport's coveted Greens Farms neighborhood, this beautifully updated home is set on over 2 acres and offers the perfect balance of comfort, flexibility, and modern living. Beloved by its owners for many years, it has been the setting for countless family gatherings, celebrations, and cherished memories and is now ready for its next chapter. The renovated kitchen features an induction cooktop, abundant pantry space, and a bright eat-in area with sliders to a newly built deck, creating an effortless connection to the beautifully landscaped backyard. The adjoining family room, with its soaring cathedral ceiling and inviting fireplace, is the perfect place to gather. The spacious primary suite offers a renovated ensuite bath, while four additional bedrooms, including one ideal for a home office, provide ample space for family and guests. A renovated hall bath features a double vanity. A private wing with its own full kitchen and separate entrance provides flexibility for an in-law or au pair suite. The walk-out lower level adds a bedroom, full bath, and generous storage for guests, recreation, or extended living. Major improvements include the roof, replacement windows and doors, exterior repainting, high-efficiency furnace, hot water heater, and oil tank. Lovingly cared for and thoughtfully updated, this special home offers space, privacy, and versatility. Just minutes from schools, beaches, train, shopping, and all that Westport has to offer

11 Turkey Hill Cir, Westport

4 Lookout Ln, Westport
$1,699,000
4 Beds ⋅ 4 Baths ⋅ 24204801 MLS
Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is a jewel box with endless potential to personalize, expand and create your ideal retreat or simply enjoy it's current curated beauty. The property's expansive grounds, mature landscaping and beautiful garden create a peaceful backdrop for everyday living. Conveniently located in the heart of Westport, just minutes from beaches, train, shopping, dining, schools, and everyday amenities. 4 Lookout Lane offers an exceptional opportunity to enjoy the beauty, convenience, and a coastal community lifestyle that that is the essence of Westport. **Please see addendum for a full list of upgrades, including new roof in 2021, new oil tank 2025, newer windows and furnace and full house generator among multiple other improvements.**

4 Lookout Ln, Westport

8 Loretta Ct, Westport
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 24211630 MLS
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. (Agent is owner)

8 Loretta Ct, Westport

9 Berkeley Rd, Westport
$3,695,000
5 Beds ⋅ 5 Baths ⋅ 24209539 MLS
Exceptional new construction, 9 Berkeley Road presents a sophisticated interpretation of modern Westport living, blending timeless architecture with beautifully considered spaces and an exceptional floor plan. Gracious proportions, abundant natural light and 9-foot ceilings create an immediate sense of understated luxury throughout the main level. At the heart of the home, an expansive chef's kitchen with separate scullery and breakfast area opens seamlessly to a stunning family room accented by oak ceiling beams. Formal living and dining rooms provide elegant settings for entertaining, while a private home office offers a quiet retreat. A beautifully designed first-floor guest suite with full bath and walk-in closet provides privacy and flexibility for family and guests. Expansive doors extend the living spaces outdoors to a generous rear deck, complemented by a bluestone-covered porch for effortless indoor-outdoor entertaining. Upstairs, the luxurious primary suite is a private sanctuary featuring a spacious bedroom, dressing area, walk-in closet and beautifully proportioned bath. Three additional bedrooms, multiple baths, generous closets, a dedicated laundry room and loft complete the second level. Sophisticated yet inviting, and an exceptional opportunity to own a thoughtfully designed new residence where elevated style, modern luxury and effortless livability come together in one of Westport's most desirable settings. *REPRESENTAIVE IMAGES* Agent/owner

9 Berkeley Rd, Westport

8 Tar Rock Rd, Westport
$7,399,000
6 Beds ⋅ 7 Baths ⋅ 24205429 MLS
With views over rooftops and to the Long Island Sound, this extraordinary new residence brings a new level of luxury to Westport's coveted Compo Beach area. Inspired by its coastal setting, the design from esteemed architect Bruce Beinfield layers organic materials, warm woods and stone with exquisite bespoke details and best-in-class finishes. Soaring 10-foot ceilings, walls of glass, limewash walls and abundant natural light create an ethereal feel. Imported Poggenpohl and Shinoki cabinetry and a showstopping kitchen with luminous Cristallo countertops reflect the uncompromising quality. A 1st floor lounge opens to the pool and spa, while an oversized outdoor kitchen and cantilevered covered patio create a dramatic setting for entertaining. The primary suite is a private sanctuary with 15-ft ceiling, gas fireplace, spectacular spa bath and dual custom-fitted closets. A generous 3rd-floor guest retreat has a lounge, roof deck and Sound views. The finished lower level offers an oversized gym, steam shower bath, bar with 100-inch TV and walk-out to the pool. Control4 Smart Home tech operates HVAC, security, cameras, lighting, blinds, music, pool, irrigation. Room for an elevator. Oversized garage has room for car lift. The private, fenced property is enveloped in lush professional landscaping. Walk to Compo Beach, Longshore and NYC train, an extraordinary expression of modern coastal luxury and serenity in a premier Fairfield County location.

8 Tar Rock Rd, 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

4 Bradley St, Westport
$2,885,000
5 Beds ⋅ 4 Baths ⋅ 24209324 MLS
Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four additional bedrooms are ample in scale - one en-suite, with a Jack-and-Jill bath connecting two others - while a full bath and a dedicated office complete the first level. Outdoors, an expansive terrace invites al fresco dining and entertaining above a manicured, secluded yard set on a coveted corner lot. Beyond the door: sunrise strolls to the water, sunsets over the boardwalk, Longshore Club, downtown shops, dining, and the library, plus a straightforward Manhattan commute via Saugatuck Metro-North. Homes in this enclave seldom surface.

4 Bradley St, Westport

20 Turkey Hill Cir, Westport
$7,250,000
5 Beds ⋅ 9 Baths ⋅ 24206974 MLS
The home offers timeless and classic New England, the charm you have been seeking. Set up on a quiet hill in the heart of Green Farms, this picturesque shingle home checks every box! In 2021, the home underwent a major renovation, with every room updated and all mechanicals and cedar roof replaced. Sited on nearly two acres of manicured property, there are extensive stone walls, multiple patio areas, mature plantings, and distant Long Island Sound views. The flexible floor plan offers 5 bedrooms on the 2nd floor, plus additional bedroom spaces on the 3rd floor and lower walkout level. A new detached outbuilding, currently used as a gym, offers exceptional flexibility as a private guest suite, home office, or dedicated space for a trading team. The home features a wrap-around porch, gunite pool, outdoor kitchen, fire pit, dog grooming station in the garage, guest suite, theatre, gym, and whole-house audio system. Refined design, exceptional quality, and thoughtful details throughout.

20 Turkey Hill Cir, Westport

51 Compo Beach Rd, Westport
$7,200,000
4 Beds ⋅ 4 Baths ⋅ 24204128 MLS
Exceptional coastal living in Westport's coveted Compo Beach neighborhood. Built in 2024, 51 Compo Beach Road is a stunning four-bedroom home with spectacular Long Island Sound views, a private heated pool, and an extraordinary rooftop deck-moments from Compo Beach. Designed to embrace its setting, this striking residence is filled with natural light and captivating water views. Expansive windows frame the ever-changing coastal scenery, with beautiful sunrises over Long Island Sound and spectacular sunsets. The bright, open interior is sophisticated yet relaxed, with clean architectural lines and effortless flow for living and entertaining. Four bedrooms and four full baths offer space for family and guests, and an elevator connects all levels. Main living floors were built to FEMA-compliant standards, important for newer coastal construction. Outside, the private heated pool is a true summer retreat-a rare amenity this close to the beach. The rooftop deck is a showstopper, with panoramic water views for sunrise coffee, sunset cocktails, entertaining, and evenings under the stars. Plus smart-home technology, a two-car garage and a whole-house generator. Moments from Compo Beach, the marina and Longshore Club Park, with downtown Westport, restaurants, shopping and Metro-North to NYC within easy reach. A rare opportunity for newer construction, a private pool, extraordinary water views and sunrise-to-sunset vistas in one of Westport's most iconic coastal neighborhoods.

51 Compo Beach Rd, Westport

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.

How much is your home worth?

Get instant property value now!