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32 Hale St, Westport
$1,750,000
4 Beds ⋅ 5 Baths ⋅ 24171541 MLS
A 2025 custom-built masterwork where uncompromising craftsmanship meets modern coastal sophistication. Newly completed and never lived in, this turnkey residence offers 4 bedrooms, 3 full and 2 half baths, and a fully finished lower level. Sun-filled interiors showcase site-finished hardwoods, soaring ceilings, and bespoke millwork by master craftsmen. The chef's kitchen features professional-grade Thermador appliances, custom inset cabinetry, a quartz island, and walk-in pantry - flowing into the great room for effortless entertaining. The primary suite is a true retreat, featuring a stunning oversized shower and a closet outfitted with custom built-ins. Beautiful tile work runs throughout the home, adding texture and craftsmanship to every space. Three additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level is ideal as a media lounge, gym, or playroom. Minutes to Metro-North's express to Grand Central, with easy access to I-95 and the Merritt. Close to Westport's top schools, Compo Beach, downtown, and acclaimed dining. Move-in ready and built without compromise.

32 Hale St, Westport

61 Jesup Rd, Westport
$1,750,000
3 Baths ⋅ 24014120 MLS
LOCATION, LOCATION, LOCATION! This beautiful Historic Office property is definitely a must see! Situated within walking distance to all of the amazing amenities of magnificent downtown Westport. 61 Jesup Road is a multiple-tenant office building that is situated in the heart of downtown and features 10 private parking spaces. Finished Lower level is approximately 945 sqft with bathroom, copy room, conference room, waiting area and office space. It has it's own private driveway and entrance and is currently leased to an excellent tenant. First floor is approximately 945 sqft with it's own bathroom and unlimited potential. Second floor is approximately 709 sqft with bathroom, pantry, storage area, office, large conference room with vaulted ceiling and beams. This is a very rare and unique opportunity to own a historic piece of Westport in a prime location. This opportunity won't last long, so schedule your viewing today!!

61 Jesup Rd, Westport

41 Richmondville Ave Unit 303, Westport
$1,749,000
2 Beds ⋅ 2 Baths ⋅ 24097551 MLS ⋅ The Mill Westport BLDG.
Welcome to Residence 303 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.

41 Richmondville Ave Unit 303, Westport

2 Evergreen Ave, Westport
$1,721,000
3 Beds ⋅ 3 Baths ⋅ 24204054 MLS
***Seller requests that all offers for 2 Evergreen Ave, Westport be submitted no later than 5pm, Monday Sept. 14, 2026 for consideration. Thank you, Tammy Zelkowitz, 203.985.5649 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

104 Old Rd, Westport
$1,700,000
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

186 Compo Rd S, Westport
$1,700,000
3 Beds ⋅ 4 Baths ⋅ 24178015 MLS
Tucked behind a tall fence flanked by stone pillars, this customized contemporary home feels like a private hideaway, but less than 5 minutes to town, schools, beach and train. Looking for one level living? That can be easily accommodated here with a sun-filled main level open floor plan featuring a Living Room with fireplace, a large well-equipped Kitchen with a spacious Dining Area and Breakfast Bar, and a Family Room with walls of windows inviting nature in. There is also a private office next to the first floor Primary Bedroom with a full Bath. Several french doors are strategically placed to access the oversized deck that spans the length of the rear of the house, and there is a staircase leading to the picturesque backyard. Upstairs you will find the 2nd Bedroom with vaulted ceiling, skylights and a full Bath which can easily be used as a Studio or Office. The finished walk-out lower level offers the 3rd Bedroom and full Bath plus a large flex space for a Playroom, Recreation Room or whatever suits you. There is a Mudroom that connects the house to the 2 car Garage, and above the Garage is a large unfinished space that is approximately 22X24. So much to love about this wonderful property.

186 Compo Rd S, Westport

12 Harbor Rd, Westport
$1,699,000
3 Beds ⋅ 2 Baths ⋅ 24099855 MLS
Nestled in the tranquil waterfront community of Saugatuck Shores, this home offers a private escape like no other. The open kitchen features a custom stone fireplace, sleek granite countertops and spacious island with abundant storage. The adjacent dining room has a charming bay window and seamlessly flows out to one of the 2 decks, perfect for al fresco dining and entertaining. The home includes a separate wing with two bedrooms and full bath, while the primary boasts a marble bath and sliding doors that open to the second deck. A private office and discreetly tucked away laundry complete this first level. The living room perched on its own level impresses with soaring ceilings, exposed wood beams and a cozy wood stove. The room is bathed in natural light and offers stunning views of the yacht club and the beautifully landscaped grounds . Enjoy membership at the Covlee Association granting access to a private marina, community beach and boat launch-ideal for paddle boarding and kayaking or simply enjoying the outdoors. All this is just minutes from the train, shopping, dining and schools. Plus the property is FEMA compliant. Perfectly positioned to embrace the best of Saugatuck, this home is a true sanctuary.

12 Harbor Rd, Westport

9 Spriteview Ave, Westport
$1,675,000
3 Beds ⋅ 2 Baths ⋅ 24150636 MLS
Located within Westport's coveted private coastal enclave on Saugatuck Island, this sun-filled, 3-4 bedroom home offers relaxed island living in a highly sought-after setting. Hardwood floors run throughout this charming beach house, creating warmth and continuity across well-proportioned living spaces ideal for everyday comfort or weekend entertaining. Three distinct decks extend the living outdoors, perfect for morning coffee, afternoon breezes or evening gatherings. Updated, high-efficiency mechanicals and gas-fired radiant heat provide dependable comfort year-round. Set in a close-knit community known for its never-ending water views, sunsets and seasonal charm, this home is perfectly suited whether you're seeking a year-round residence or a weekend coastal retreat-just minutes from downtown Westport, the train, and major routes.

9 Spriteview Ave, Westport

13 Highland Rd, Westport
$1,671,000
4 Beds ⋅ 3 Baths ⋅ 24160076 MLS
Easy, one level living in this wonderful refreshed Ranch located on a beautifully landscaped dry, level acre on a great cul-de-sac. Located in the Coleytown section of Westport, this lovingly cared for home has many recent improvements including a fabulous sunlit Christopher Peacock chef's kitchen with Breakfast Bar and a dedicated Office with built-ins and Laundry. The flexible floor plan offers a Living Room with fireplace that connects to a spacious FamilyRoom/Sunroom, which in turn opens to the Private Back Yard with Patio, Deck and Garden Area. The Primary Bedroom has a walk-in closet and private Bath. The 2 other well-proportioned Bedrooms share another Bath. The separate 4th Bedroom has a murphy bed and an adjacent full Bath, offering a private space for guests/inlaw. Enjoy 3 remodeled Baths, newer Mud Room, engineered walnut flooring, newer windows,, newer septic (2012) exterior/interior paint and the fireplace convertion to gas. The 2nd bay of the 2 Car Detached Garage is being used for storage and can be converted back to 2 bays.

13 Highland Rd, Westport

3 Hunt Club Ln, Westport
$1,660,000
3 Beds ⋅ 2 Baths ⋅ 24147895 MLS
Tucked away on a quiet cul-de-sac on over an acre in the highly desirable Hunt Club neighborhood of Westport, this exceptional ranch-style home offers a rare opportunity to own a custom-built, mid-century residence never before offered on the MLS. Adjacent to the Fairfield County Hunt Club and lovingly maintained by its original family owner, the home blends timeless design with pride of ownership throughout. The classic brick exterior opens to a thoughtfully designed interior featuring a primary bedroom with full bath, two additional bedrooms, and a second full bath. Sun-filled living and dining rooms flow together, highlighted by a striking Vermont granite fireplace and oak floors throughout. A warm, paneled den with a brick fireplace opens to a spacious family room with skylights, creating a perfect retreat. The original custom kitchen retains its character while offering modern convenience, with stainless steel appliances, double ovens, a Sub-Zero refrigerator and dining area. The full basement includes laundry area and presents potential to be finished. Recent improvements include fresh interior paint, many updated electrical and lighting fixtures, roof, boiler, and a full basement de-watering system, providing peace of mind for the next owner. A truly special home in a coveted location, offering classic mid-century style, solid construction, and the chance to create something extraordinary in one of Westport's most sought-after neighborhoods.

3 Hunt Club Ln, Westport

5 Aspetuck Ln, 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

107 Compo Rd N, Westport
$1,631,000
4 Beds ⋅ 3 Baths ⋅ 24166194 MLS
All offers are respectfully requested by Monday, May 4th at 3:00 PM, please include full details with submission. Sparkling and bright, this move-in ready home offers surprising space across five beautifully finished levels, thoughtfully designed for both everyday living and effortless entertaining. Sunlight fills the interiors, complemented by a long list of thoughtful updates and improvements that reflect a high level of care and meticulous maintenance throughout. A covered front porch sets a gracious tone on arrival, inviting quiet mornings and relaxed evenings, while the expansive rear deck and luxurious hot tub are perfectly suited for unwinding or gathering with friends. Set on a lovely, flat property with beautiful flowering trees, the home offers a rare sense of space and privacy while still being close to everything. Ideally located just moments from town, with easy access to schools, parks, and daily amenities, you'll enjoy nearby tennis and pickleball courts at Town Farm Park, along with the dog park and open green space at Winslow Park for picnicking and easy recreation. Restaurants, shopping, and all that makes Westport so special are close at hand, creating an easy, enjoyable lifestyle in a truly inviting setting.

107 Compo Rd N, Westport

8 Iris Ln, Westport
$1,630,000
4 Beds ⋅ 3 Baths ⋅ 24154436 MLS
HIGHEST & BEST BID DEADLINE: 6:00 pm Sunday, March 1st. Sun-drenched, stylish and inviting 4 Bed, 3 Full Bath home on .7 acres on a quiet cul-de-sac located in the coveted Greens Farms neighborhood, walkable to grocery, restaurants, shops, schools. Gleaming hardwood floors throughout add warmth and character. Spacious front living room with a show-stopping fireplace connects to cheery dining room. Great entertaining flow with an open concept kitchen and adjoining family room - both with French doors onto a large stone patio overlooking the lush, pretty backyard. New kitchen cabinets plus island, double ovens, two sinks, bar stool counter. Over $216K in recent upgrades: New Roof, Hardie Board siding, Central AC, Whole House Generator, Oil Tank, Cedar Fencing, Tree Landscaping. Flexible floor plan: two Primary options: First-Floor Primary with new en-suite bath or Upper-level with wrap-around balcony and two closets, one walk-in. Luxurious second floor full hallway bath with radiant heat floors, double sink quartz vanity, plenty of storage. Oversized two-car garage, fully-finished walk-out basement with mudroom/laundry, gym, rec room. Fully-fenced backyard with flat areas for playsets/sports. Stellar curb appeal w/stone retaining walls, steps, Belgian Block lined driveway and commanding presence on its elevated "Builder's Prime Lot" at the end of the cul-de-sac - no thru traffic. Peaceful, private property near Metro North, schools, shops - all in fabulous Westport,

8 Iris Ln, Westport

157 Newtown Tpke, Westport
$1,628,000
3 Beds ⋅ 3 Baths ⋅ 24183959 MLS
Just beautiful! Welcome to 157 Newtown Turnpike, set on a meticulously landscaped acre-plus of property, this is the combination of easy single level living paired with a newly renovated lower level. This home features thoughtful updates and details throughout that are simply exciting. The welcoming foyer perfectly turns to the formal living room open to dining room - still maintaining their very cool mid-century vibe. Then the surprise comes- a great room/family room complete with soaring vaulted ceiling and wood-burning fireplace perfect for entertaining and cozy nights. Through french doors you'll find the delightful sunroom with vaulted ceilings & skylights with peaceful views in every direction. The newly renovated lower level adds more than 700 square feet of finished living space- heated and a/c- including a media and lounge area with endless possibilities. An additional unfinished area provides ample room for a workshop, storage, or future expansion. Outside, enjoy beautiful lawns, mature landscaping, privacy, and room to breathe. And the location? Quintessential Westport- minutes to the train, beach, shopping, dining, movies and more! Oh, did I mention- yes it's town water not well, yes it's DREAMY Westport low taxes and SoConn Natural Gas locator says nat gas available! This is the house you'll love coming home to. Come see it for yourself. Note: The listing agent is not the owner of this property however the homeowner (the seller) is a licensed agent.

157 Newtown Tpke, Westport

52 Partrick Rd, Westport
$1,625,000
5 Beds ⋅ 6 Baths ⋅ 24168672 MLS
Discover the perfect balance of comfort and convenience with this unique split-level residence that sits on 1.70 private acres, gracefully set back from the road to offer outstanding privacy and tranquility. Step inside to experience spacious, light-filled interiors with an open floor plan, expansive picture windows, and beautiful hardwood floors that seamlessly connect the living spaces-ideal for both everyday living and entertaining. The home boasts a brand new roof with a transferable warranty and a full house generator for uninterrupted peace of mind. Entertain effortlessly with spacious front and back decks, a built-in bar, and a unique theater room featuring stadium seating for unforgettable movie nights. The home includes an updated main floor powder room and a dedicated private home office with custom built-in cabinetry and shelving, making working from home a breeze. Enjoy the comfort of 5 bedrooms and 4 full & 2 half bathrooms, including three en suite bedrooms. One suite offers a private entrance, perfect for an au pair/multigenerational living. Upstairs, the expansive primary suite provides a serene retreat with a charming bay window and built-in bench. Additional living space offers versatility for a variety of lifestyle needs. Outdoor amenities are designed for family fun and relaxation, featuring a hot tub, zip line, trampoline, and two tree swings. The decks overlook the serene, private setting, providing the ideal backdrop for gatherings large and small

52 Partrick Rd, Westport

19 Vineyard Ln, Westport
$1,620,000
5 Beds ⋅ 3 Baths ⋅ 24188426 MLS
Get ready to make 19 Vineyard Lane home! This wonderful family home is ideally situated in the heart of Westport, offering 5 bedrooms and 2.5 baths designed for comfortable, everyday living and effortless entertaining alike. Lovingly cared for by its current owner for 50 years, this home features a first-floor office, while the partially finished basement offers space for a gym or playroom. Set on 1.24 flat acres, beautifully maintained with mature trees, an irrigation system, and room for a pool. Additional highlights include a whole-house generator, security system, irrigation and central air conditioning. Location is everything, and this home delivers. It's walkable to Wakeman Town Farm, to the playing fields at Wakeman and to Staples High School, making morning drop-offs a breeze. Right around the corner is recently opened local favorite Gruel Britannia, perfect for a quick coffee, bite, or catch-up with neighbors. This is more than a house - it's a place to put down roots in one of Westport's most desirable neighborhoods. Convenient to schools, beaches, shopping, and minutes to the train for seamless access on Metro North to NYC. Homes like this don't come along often.

19 Vineyard Ln, Westport

321 Lansdowne, Westport
$1,610,000
3 Beds ⋅ 3 Baths ⋅ 24187824 MLS ⋅ Lansdowne BLDG.
Highest and Best by 2 pm July 13, 2026. Rarely available, this true 3-bedroom, 3-full-bath residence is located in the highly desirable gated Lansdowne community in Westport. Designed for comfortable everyday living, the home offers a spacious, light-filled layout with generous room sizes and exceptional flexibility. The eat-in kitchen flows into the dining room, while the expansive living room & sunroom feature sliders to a private patio overlooking tranquil, park-like grounds, creating a seamless indoor-outdoor setting. The den, located off the living room, features a fireplace & wet bar, offering a warm space to relax, read, or unwind. The sought-after first-floor primary suite offers a walk-in closet and an en-suite bath with a double vanity, separate shower, and jetted tub. A generously sized second bedroom with ample closet space, an additional full bath, laundry, and abundant storage complete the main level, providing the ease of one-level living. Upstairs offers a loft ideal for a home office or flex space, a private third bedroom with an en-suite bath, and a spacious walk-in storage room. A detached two-car garage is conveniently located directly in front of the residence. Residents enjoy beautifully maintained grounds, an in-ground pool, tennis and pickleball courts, and a prime Westport location just minutes to downtown, beaches, shopping, dining, and the train station. A rare opportunity in one of Westport's most desirable gated communities.

321 Lansdowne, Westport

4 Baywood Ln, Westport
$1,600,000
5 Beds ⋅ 3 Baths ⋅ 24170442 MLS
Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor living. The four-bedroom, two-and-a-half-bath layout provides comfortable and flexible living spaces designed to embrace the surrounding landscape. 2 car detached garage to hold all of your extra and outdo0r items! Warm wood tones, open gathering areas, and walls of glass create an inviting atmosphere throughout the home. A spacious deck overlooks the peaceful property, offering the ideal setting for entertaining or quiet relaxation immersed in nature. It feels worlds away while still being conveniently located near all that Westport has to offer. Sold As Is

4 Baywood Ln, Westport

42 Kings Hwy S, Westport
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24138795 MLS
Step into this beautifully renovated modern home, where refined craftsmanship meets contemporary elegance. The grand foyer opens to a stunning living room with soaring double-height ceilings and a dramatic floor-to-ceiling stone fireplace. The gourmet chef's kitchen impresses with custom cabinetry, Viking appliances, quartz countertops, and a spacious eat-in area. Designed for effortless entertaining, the layout connects the kitchen, dining, and family rooms seamlessly. Upstairs, the luxurious primary suite features a large walk-in closet and a spa-like bath with a soaking tub and oversized shower. Three additional bedrooms offer generous storage, plus a versatile open workspace on the second floor. Enjoy year-round relaxation in the sunroom leading to a spacious deck and professionally landscaped backyard-perfect for outdoor gatherings. Conveniently located across from Birchwood Country Club and just 1 mile from the Westport Train Station.

42 Kings Hwy S, Westport

174 Cross Hwy, Westport
$1,600,000
3 Beds ⋅ 4 Baths ⋅ 24105597 MLS
Private getaway just 1 hour from NYC! Bathed in natural light and surrounded by mature landscaping, this 3-bedroom, 3.5 bath contemporary offers a rare blend of privacy, beauty and lifestyle. Set on 2 level acres with an oversized Har-Tru tennis court, the home features an open, airy floor plan with expansive windows that frame the natural surroundings. Vaulted ceilings and generous entertaining spaces flow seamlessly both indoors and out creating an inviting atmosphere. The kitchen is bright, spacious and perfect for daily life as well as entertaining with ample counter space, eating area and adjacent living space ready for your personal touch. The primary bedroom has a vaulted ceiling, seating area with modern fireplace, a full bath with jetted tub and a walk-in closet. Two additional bedrooms, both en suite and a convenient laundry room complete the second floor. A finished lower level adds even more potential with room for recreation and home office. Whether you're a tennis enthusiast or simply seeking a peaceful, light-filled retreat with room to grow, this delightful residence offers exceptional promise in a picture-perfect setting.

174 Cross Hwy, Westport

30 Pequot Trl, Westport
$1,599,876
5 Beds ⋅ 4 Baths ⋅ 24170706 MLS
Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a gas cooktop and double ovens. The oversized family room boasts a vaulted ceiling and access to main level laundry area. The rear of the house features a 58 ft long deck overlooking private acreage. The home contains 5 bedrooms and 4 full bathrooms. The primary suite includes a full bathroom, dressing area, linen closet and a walk in closet with built-in armoire. This home has fabulous closet space with each bedroom offering a minimum of 2 closets. The walk out lower level hosts a private den / office with wet bar and sliders to a stone patio. There is an additional laundry area and storage space that leads to an oversized 2 bay garage. Central air conditioning will keep you comfortable during summer months while five zone heating, Thermopane windows and extra insulation keep this home energy efficient all year long. Westport's luxury shops, fine restaurants, relaxing beaches and award winning school system combine to make this an irresistible value!

30 Pequot Trl, Westport

7 High Gate Rd, Westport
$1,582,500
4 Beds ⋅ 3 Baths ⋅ 24184506 MLS
Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's kitchen features Calacatta Belgia marble countertops and farmhouse sink, premium Grohe fixtures, and a sleek induction stove. Luxurious Carrera marble bathrooms have been completely redesigned with timeless elegance and impeccable attention to detail. Every room is enhanced by Farrow & Ball paint, creating a refined and cohesive aesthetic throughout the home. Sun-filled living spaces offer effortless flow for both everyday living and entertaining, leading to the newly oversized exterior patio. Thoughtfully renovated from top to bottom, this turnkey home delivers designer finishes in every corner. 7 High Gate Road is just moments from beaches, train, shopping, dining, and top-rated schools. A truly rare opportunity to own a fully renovated designer home in Westport, CT.

7 High Gate Rd, Westport

6 Loren Ln, Westport
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24186033 MLS
Beautifully maintained, this charming ranch-style home offers four bedrooms and three full bathrooms in an unbeatable location. Just a short walk to vibrant downtown Westport, you'll enjoy the perfect blend of convenience and tranquility. Step outside to a peaceful, partially fenced backyard featuring tasteful landscaping and a spacious wraparound deck-ideal for relaxing, entertaining, or enjoying the outdoors. Additional highlights include a whole-house generator for added peace of mind. With so much to offer, this is a home you won't want to miss. No disclosure, this home is part of a trust. No probate involved. The trustee has decided to ask for highest and best offer by Saturday July 11th, 6pm. All offers will be then reviewed and decision made by Sunday July 12th.

6 Loren Ln, Westport

17 Loren Ln, Westport
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24168495 MLS
Move right into this beautifully updated 4-bedroom, 2.5-bath home ideally set on a fabulous flat property in one of Westport, CT's most desirable walk-to-town neighborhoods. Located on sought-after Loren Lane, this inviting residence offers the perfect blend of comfort, function, and everyday lifestyle just minutes from Main Street, top-rated schools, Metro North train, Compo Beach, and Longshore Club Park. Inside, sun-filled living spaces are anchored by a charming wood-burning fireplace, while the updated kitchen opens seamlessly for daily living and entertaining. A fabulous oversized den provides exceptional living space for relaxing, gathering, or play, and the mudroom with direct garage access adds the practical convenience today's buyers love. The finished lower level delivers outstanding flexibility with dedicated gym space, private home office, and additional room for recreation, media, or storage. Upstairs, four spacious bedrooms offer comfortable accommodations, while the thoughtful floor plan creates an easy flow for modern living. Outside, the level yard is ideal for entertaining, play, and outdoor enjoyment. Rarely does a move-in ready home offer this combination of updated interiors, flexible living space, flat property, and true walk-to-town convenience close to Westport's vibrant downtown shopping, dining, library, parks, beaches, and all this exceptional coastal town has to offer.

17 Loren Ln, Westport

785 Post Rd E Unit 303, Westport
$1,550,000
3 Beds ⋅ 2 Baths ⋅ 24123899 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. This nearly completed residential flat provides the best of single-floor living, filled with natural light from expansive Marvin windows. The open floor plan seamlessly connects the living room, kitchen, and dining area. You'll also find a luxurious primary suite with a lavish bathroom and custom closet, two comfortable guest suites, and a dedicated laundry area. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Real Estate Taxes are to be determined.

785 Post Rd E Unit 303, Westport

8 Washington Ave, Westport
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 24100527 MLS
One of the most sought-after walk-to-town neighborhoods in Westport, presents a stately charmer on 8 Washington Ave. Enjoy the splendor of an era gone by with original Victorian architectural details including hard wood flooring, carved mahogany stair banister, detailed window trim and expansive back porch overlooking an oversized garden. This five-bedroom home on three levels offers the walk to town convenience that draws city folk to enjoy country living. A sun filled home, this property presents the ability to move right in the freshly painted and lovingly maintained home with legal assessory dwelling above the garage. A flexible layout provides a first-floor guest suite with full bath, an open kitchen great room, a formal living room with fireplace and utilitarian mud room. The second level boasts three amply sized bedrooms sharing a large bath and a full finished level on the third floor could be enjoyed as a primary suite, guest suite or open play space. Town applies taxes on a small portion of the livable space on this level while one can truly enjoy the use of a robust area with sleeping and living space with a full bath. The detached garage has a partially finished space that could be converted back to a second bay while a full apartment flaunts the second level, adding great value creating an income producing option. Charm, character and ability to add your personal touches, this walk-to-town gem is an investment in a future of loving life here.

8 Washington Ave, Westport

783 Post Rd E Unit 204, Westport
$1,535,000
2 Beds ⋅ 3 Baths ⋅ 24186218 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $450 month. Taxes estimated to be $12,000-$13,000.

783 Post Rd E Unit 204, Westport

190 North Ave, Westport
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 24163740 MLS
First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four bedrooms, three full and one half baths, and graciously proportioned living spaces that balance historic charm with everyday comfort. A screened porch invites quiet mornings and long summer evenings overlooking the expansive grounds, while two classic barns offer endless possibilities for hobbyists, artists, or those seeking flexible auxiliary space. Lovingly cared for over generations, this estate presents a rare opportunity to enjoy as-is or thoughtfully reimagine, all while preserving its authentic New England soul. A truly special property-where history, land, and lifestyle come together just minutes from Westport's town center, beaches, and schools.

190 North Ave, Westport

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