Refine Search
Map
Sort by
19 Beachside Cmn, Westport
$8,986,000
7 Beds ⋅ 9 Baths ⋅ 24158698 MLS
Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving, an ice maker, and built-in water dispenser. The primary suite features cathedral ceilings, gas fireplace, a private balcony, expansive walk-in closet, and a spa-inspired bath with radiant heated floors, steam shower, soaking tub, and wet bar with refrigerator. The second level also includes four additional en-suite bedrooms and a spacious laundry room with double washer and dryer and custom cabinetry. The third-floor lounge with wet bar and roof deck provides additional entertaining space along with another bedroom and full bath. The finished lower level offers a great room with wet bar, temperature-controlled wine room, gym, media/playroom, and en-suite guest bedroom. Outdoor spaces feature bluestone patios, a heated covered porch with fireplace, built-in grill, heated Gunite pool and spa and heated walkways. Additional highlights include Savant smart home system, Lutron lighting, whole-home audio, radiant heat, multi-zone HVAC, generator, and three-car garage with electric vehicle charger. Walk to Burying Hill Beach, Greens Farms Academy, and Greens Farms train station.

19 Beachside Cmn, Westport
6 Gray Ln, Westport
$6,550,000
5 Beds ⋅ 5 Baths ⋅ 24184591 MLS
Appraisers please take note: closing price does not fully represent offer price. **Sellers request all offers to be submitted by Sunday 6/28 at noon.** A WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every room and showcases timeless architectural details including custom millwork, random-width hardwood flooring, three fireplaces, cathedral ceilings, and formal and informal living spaces rarely seen in today's homes. Set amid beautifully landscaped grounds with perennial gardens and expansive entertaining terraces, this private oasis invites alfresco dining beneath breathtaking sunsets and sunrises. The home features five bedrooms including two primary suites, a guest suite, chef's kitchen, great room, sunroom, and more. Located between prestigious Beachside Avenue and historic Southport Village, you are moments from beaches, boutique shopping, acclaimed restaurants, and the enduring charm of Connecticut's Gold Coast. Framed by mature evergreens, flowering dogwoods, mountain laurel, and rhododendron, the property delivers an exceptional combination of privacy, scale, and proximity - just 55 miles from NY

6 Gray Ln, Westport
36 Maple Ave S, Westport
$5,199,000
6 Beds ⋅ 7 Baths ⋅ 24165045 MLS
Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living with a Westport nostalgic feel. This 7,000+ square-foot home showcases unparalleled design and meticulous construction across two main levels that optimize light and space. Redcoat homes construction is several grades above spec builders, attention to detail , light, and space that work for today's living are imperative in his homes. The main level features a designer kitchen, formal dining room, family room, office, and living room. An additional laundry and changing room are on the first floor. Enhanced by Redcoat's signature oversized windows, doors, and 10-foot ceilings. The second level boasts 4 bedrooms, including a luxurious primary suite, along with the main laundry area. The third floor includes an additional family space and an office. The lower level includes a sixth bedroom, gym, and playroom. Additional amenities comprise: a three-car garage, an approved pool site.

36 Maple Ave S, Westport
10 Tierney Ln, Westport
$4,625,000
5 Beds ⋅ 8 Baths ⋅ 24103087 MLS
This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

10 Tierney Ln, Westport
11 Wake Robin Rd, Westport
$4,560,000
5 Beds ⋅ 6 Baths ⋅ 24167814 MLS
Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

11 Wake Robin Rd, Westport
6 Clapboard Hill Rd, Westport
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24193530 MLS
At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

6 Clapboard Hill Rd, Westport
26 Morningside Dr S, Westport
$4,350,000
7 Beds ⋅ 8 Baths ⋅ 24147443 MLS
Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

26 Morningside Dr S, Westport
49 Hillspoint Rd, Westport
$4,225,000
5 Beds ⋅ 7 Baths ⋅ 24119112 MLS
Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

49 Hillspoint Rd, Westport
1 Flower Farm Ln, Westport
$3,450,000
5 Beds ⋅ 8 Baths ⋅ 24148553 MLS
Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room offers a stone fireplace, coffered ceilings with French doors leading to a bluestone terrace, overlooking the gorgeous landscaped property. Gather in the sophisticated formal dining room w/yet another fireplace. The main level graciously accommodates a guest bedroom suite with a full bath, walk-in closet, as well as a study adorned w/Cherrywood & built-ins, leading to a serene blue stone screened-in porch. The main level also has the convenience of 2 powder rooms & a mudroom, as you enter from the 3 car garage. Upstairs, discover the luxurious primary bedroom w/a sitting room, 2 walk-in closets, changing room, & spa-like bathroom w/a claw hydro tub, shower & private balcony access. Additionally, there are 3 more bedrooms each w/a custom full bathroom, along w/a generous bonus room. The fully finished 3rd floor offers versatility with a half bath. Entertain on the lower level, featuring a theater room, gym w/sauna, family room, wine room & powder room. Outside, the meticulously landscaped grounds showcase an inground gunite pool, hot tub, pool house w/a full bathroom overlooking 2 acres.

1 Flower Farm Ln, Westport
91 Turkey Hill Rd S, Westport
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 24166415 MLS
Beautifully sited in prestigious Greens Farms this timeless 5 BR, 6BA clapboard-and-stone Colonial offers stunning architecture & resort like privacy just moments from train, town & beaches. A gracious front porch & exquisite landscaping create an immediate sense of presence; classic, composed & quietly impressive. Inside, a soaring entry filled w/natural light introduces interiors defined by beautiful scale, 9-ft ceilings & gracious flow. Formal living room w/gas fireplace & dining room w/wet bar lend elegance to entertaining while a handsome office/den w/custom built-ins offers warmth & intimacy. The kitchen is refined & inviting w/quartz countertops, Sub-Zero appliances, walk-in pantry & breakfast/dining area opening to bluestone terrace. The expansive family room anchored by a substantial stone fireplace creates a natural gathering place & French doors open seamlessly to the outdoor living space. The main level also includes a secondary entry w/back staircase, laundry room, additional office & 2nd powder room. Upstairs the primary suite is a true retreat w/oversized walk-in closets, dressing area & spa-like marble bath. 4 additional generously proportioned bedrooms including two en-suite offer flexibility for family & guests. Finished 3rd fl ideal for playroom, gym, media room, 6th BR. Outside sprawling grounds, expansive bluestone terraces, exceptional masonry & stunning saltwater gunite pool & spa create a private oasis w/serene resort-like feel. Impeccably presented.

91 Turkey Hill Rd S, Westport
55 Center St, Westport
$3,150,000
5 Beds ⋅ 5 Baths ⋅ 24163297 MLS
Located in Westport's coveted Greens Farms neighborhood, this light-filled home is perfectly sited high and dry on a private park-like acre with room for a pool and pool house. A renovated kitchen with top-of-the-line appliances and sunny breakfast nook opens to a spacious great room with stone fireplace and expansive deck overlooking the property, ideal for indoor-outdoor living. The flexible floor plan includes a rare first-floor bedroom with full bath, ideal for guests, au pair, or multi-generational living, along with a finished walk-out lower level offering additional space for recreation, media, or work-from-home needs. The primary suite features two walk-in closets and a new spa-like bath. With 5 bedrooms and 5 baths, the home offers ample space for living, working, and entertaining. Modern conveniences include city water, city sewer, natural gas, and an EV charger. Exceptional location just minutes to Greens Farms Elementary, the Greens Farms train station, Burying Hill Beach, and downtown Westport shopping and dining.

55 Center St, Westport
221 Greens Farms Rd, Westport
$2,995,000
5 Beds ⋅ 6 Baths ⋅ 24171950 MLS
The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's true gems with a remarkable provenance. Set on 2.33 acres with a gunite pool & spa, court and a 2400 SF barn w/ 3 car garage, loft and more, this estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival style home has undergone thoughtful renovations over the years to preserve and enhance its original character. High ceilings, oversized windows, detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent renovations include a new cedar roof on both house and barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of 50 acres of open meadows and fields with a deed restriction preventing any further development. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.

221 Greens Farms Rd, Westport
123 Greens Farms Rd, Westport
$2,600,000
4 Beds ⋅ 5 Baths ⋅ 24137404 MLS
Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of Westport's most desirable neighborhoods, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. Ideally located just minutes from Sherwood Island State Park-with its miles of golden sand beaches, scenic picnic areas, and sweeping views-this home provides easy access to I-95, the Merritt Parkway, and downtown Westport. Set on a picturesque property with a gentle brook at the far end of the level backyard, the home invites peaceful outdoor living with a charming front porch & back porch, expansive deck, and stone patio-ideal for al fresco dining and entertaining. Inside, a gracious two-story foyer with a curved staircase opens to a formal living room with fireplace and a formal dining room complete with butler's pantry and walk-in pantry. The gourmet kitchen features top-of-the-line new Thermador appliances, stone countertops, and a spacious dining area with access to the deck. A family room w/fireplace with Fr doors to an enclosed porch, a pvt office, and a well-designed mudroom with easy access to the two-car garage complete the main level. Upstairs, the primary suite is a true retreat, offering a fireplace, balcony with beautiful property views, walk-in closet, and luxurious bath. Three additional bedrooms share access to full baths, complemented by a large recreation/media room, half bath and convenient second-floor laundry.

123 Greens Farms Rd, Westport
4 Wake Robin Rd, Westport
$2,048,000
5 Beds ⋅ 4 Baths ⋅ 24172491 MLS
Peacefully placed overlooking Signal Lake on a Greens Farms cul-de-sac is 4 Wake Robin Road, a classic Colonial with so much to offer! With over an acre of flat, private and blooming property, the home sits far back from the road with wooded and water views. Filled with historic charm, the main floor is bright and sunny - there are formal living and dining rooms with built-ins and cozy decorative fireplaces. The large family room has plenty of space for gathering and lounging, and connects to the beautiful screened in porch, perfect for 3 season enjoyment. The kitchen is anchored by a large island with cooktop, there are double wall ovens and a dining area. An office and powder room complete the main floor. Upstairs holds the primary suite, another ensuite bedroom, two bedrooms and a flexible bedroom/office space that share a hall bath as well as the laundry room. There is also a walk up attic space for plenty of storage. A pretty brick patio spans the front of the home with views of the rolling lawn, while there is a lush green backyard with access to the lake for a canoe rise or paddle board! There is a two car garage, and double driveway areas for sports and guest parking. Conveniently located to town, schools, the Greens Farms train station, and of course, Westport beaches!

4 Wake Robin Rd, 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
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
Westport
$1,475,000
3 Beds ⋅ 2 Baths ⋅ 24182240 MLS
This historic Greens Farms acreage was once part of the famed Winfromere Stables where Edward T. Bedford's world class trotters were kept in grand style. Offering over 220 feet of broad frontage on private Bedford Drive, this scenic 1.14 acre parcel features a gentle rise above the street level, providing an ideal setting for a light filled home. Mature, statuesque trees grace the open landscape, offering established character and picturesque summer shade. City water and electricity are already on the property. This is a prime canvas for you to bring your vision to life in one of Connecticut's most sought-after neighborhoods.

Westport
23 W Parish Rd, Westport
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 24176734 MLS
Unlock the potential of this exceptional corner lot property located in one of Westport's most desirable areas. Set on a prime piece of land, this property presents a rare opportunity for builders, investors, or end-users looking to create their dream home. The existing structure requires renovation or may be best suited for a complete redevelopment, offering the perfect canvas for new construction. Surrounded by established homes and situated in a highly sought-after neighborhood, the value here is truly in the land and location. Positioned on a corner lot, the property offers added flexibility for design, layout, and curb appeal-an attractive feature for those looking to maximize value. Enjoy close proximity to town, schools, shopping, and commuter routes, making this an ideal setting for a custom home tailored to today's lifestyle. Don't miss this chance to capitalize on a premier location and bring your vision to life.

23 W Parish Rd, Westport
203 Lansdowne Unit 203, Westport
$1,175,000
2 Beds ⋅ 3 Baths ⋅ 24157312 MLS ⋅ Lansdowne BLDG.
PLEASE NOTE: BEST AND FINAL OFFERS DUE BY TUESDAY, APRIL 21ST AT NOON. Set within the highly desirable, gated Lansdowne gated community, this inviting, light-filled residence offers comfortable, easy living surrounded by 33 acres of beautifully landscaped, park-like grounds. Spanning over 2,000 square feet, the home features a flexible layout with two spacious primary bedroom suites offering the option of a main-level or second-floor retreat to suit your lifestyle. The inviting eat-in kitchen is anchored by a cozy fireplace and opens to a private patio, perfect for morning coffee or relaxed outdoor dining. The dramatic living room impresses with a vaulted 2-story ceiling and a fireplace, creating a warm yet airy gathering space. Just beyond, a generous private terrace overlooks the serene rear setting, providing an ideal backdrop for entertaining or quiet evenings at home. Additional highlights include a sunroom/office with custom built-ins, a 2nd-floor loft suitable for a den or office, abundant storage, new wall-to-wall carpeting and a two-car garage. Residents of Lansdowne enjoy club-style amenities including a pool, tennis courts and beautifully maintained grounds that offer both privacy and a true sense of community. Thoughtfully designed and ideally located, this home combines comfort, versatility, and low-maintenance living in one of the area's most desirable condominium communities. See Agent Remarks

203 Lansdowne Unit 203, 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!