Westport, CT Homes for Sale with Garage

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  /34

  $3,550,000

  • 5 Beds
  • 4.5 Baths
  • 4,602 Sq Ft

  10 Winding Ln, Westport, CT 06880

  Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 255-2758

  10 Winding Ln, Westport, CT 06880
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  /36

  $2,495,000

  • 6 Beds
  • 5.5 Baths
  • 2,940 Sq Ft

  40 Richmondville Ave, Westport, CT 06880

  Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins.

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 244-9410

  40 Richmondville Ave, Westport, CT 06880
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  /40

  $4,250,000

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  34 Shorehaven Rd, Norwalk, CT 06855

  Exclusive Waterfront Retreat in Gated Island Community - Just One Hour from NYC. Welcome to a rare opportunity to own one of only twelve homes on a secluded private island on the Long Island Sound. This 3-bedroom, 3-bathroom waterfront home offers the perfect escape from city life while remaining effortlessly connected to the best of Fairfield County. Perched between the sparkling waters of Long

  

  Toni Mickiewicz

  William Pitt Sotheby's Int'l

  (203) 601-6946

  34 Shorehaven Rd, Norwalk, CT 06855
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  /40

  $4,495,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,700 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  This striking architectural design meets refined luxury in a meticulously crafted 9,700+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes,

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 717-5836

  21 Warnock Dr, Westport, CT 06880
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  /38

  $6,195,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  22 Apple Tree Trail, Westport, CT 06880

  Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak

  Deborah Aulfinger Gold & Home Realty

  22 Apple Tree Trail, Westport, CT 06880
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  /40

  $4,650,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Tucked away in the heart of Westport, Hillspoint offers the perfect blend of luxury, lifestyle and location. Minutes to Longshore Club Park, Compo Beach, town and train, it delivers rare privacy with exceptional convenience. 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,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
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  /40

  $2,899,900

  • 6 Beds
  • 7 Baths
  • 9,454 Sq Ft

  25 Hermit Ln, Westport, CT 06880

  NEW PRICE!! Discover the epitome of luxury in this beautifully furnished Colonial estate located in Westport's prestigious Red Coat neighborhood. Offering over 7,000 square feet of elegant living space plus an additional 2,400 square feet in the finished lower level, this 6-bedroom, 5.2-bath home is designed for both everyday comfort and grand entertaining. The gourmet kitchen is outfitted with

  Jolanta Rojek eXp Realty

  25 Hermit Ln, Westport, CT 06880
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  /39

  $2,700,000 Open Thu 11AM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 4,179 Sq Ft

  114 Cross Hwy, Westport, CT 06880

  Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or

  Robert Appell Coldwell Banker Realty

  114 Cross Hwy, Westport, CT 06880
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  /38

  $2,095,000 Open Thu 11AM - 2PM

  • 5 Beds
  • 4 Baths
  • 3,328 Sq Ft

  32 Berndale Dr, Westport, CT 06880

  In the heart of Westport, where charm meets modern living, the expanded cape at 32 Berndale Drive delivers the perfect blend of space, style, and location. Nestled on a quiet, sought-after street just moments from Bedford Middle School and Staples High School, this 5-bedroom, 4-bath residence offers exceptional versatility for today's lifestyle. A welcoming foyer leads into inviting living

  Kim Harizman Compass Connecticut, LLC

  32 Berndale Dr, Westport, CT 06880
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  /39

  $2,425,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,959 Sq Ft

  9 Marsh Rd, Westport, CT 06880

  Discover your coastal sanctuary at 9 Marsh Road on Saugatuck Shores, a hidden gem off the Westport coastline in a serene waterfront community. Sited on a private 0.23-acre parcel with beautiful Long Island Sound views, this FEMA compliant home is expertly remodeled and features an open floor plan, two fireplaces, hardwood flooring, and an updated eat-in kitchen with a large island, walk-in pantry

  Veronica Monahan Compass Connecticut, LLC

  9 Marsh Rd, Westport, CT 06880
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  /27

  $599,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  3 Hills Ln, Westport, CT 06880

  A wonderful lifestyle awaits at Birchwood Condominiums, where low-maintenance living meets exceptional convenience. Ideally located on the Westport-Norwalk border, this sun-filled 3-bedroom, 2-bath residence offers a rare combination of privacy, natural beauty, and walkable access to everyday essentials, including Whole Foods just across the street. Set at the top of Hills Lane in a peaceful,

  Mary Ann Lindwall The Riverside Realty Group

  3 Hills Ln, Westport, CT 06880
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  /39

  $2,699,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,628 Sq Ft

  1 Angora Rd, Westport, CT 06880

  One of Westport's premiere CUL-DE-SACS, WALKING DISTANCE TO ALL 3 SCHOOLS (Long Lots, Bedford, Staples), and 2.3 MILES TO GREENS FARMS TRAIN STATION, this beautifully renovated (2016/2017) 5-bedroom, 4.5-bath home perfectly blends modern luxury with timeless charm. Set on a full acre of manicured grounds, this property offers a serene retreat just minutes from every essential. The open floor plan

  Gina Hackett Compass Connecticut, LLC

  1 Angora Rd, Westport, CT 06880
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  /40

  $5,549,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 5 Baths
  • 7,105 Sq Ft

  80 Compo Rd N, Westport, CT 06880

  Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private in-town acres. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone patio with an

  Adrienne Durkin Compass Connecticut, LLC

  80 Compo Rd N, Westport, CT 06880
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  /38

  $2,399,000

  • 5 Beds
  • 6 Baths
  • 5,739 Sq Ft

  2 Ledgemoor Ln, Westport, CT 06880

  Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance

  Alex Chingas Coldwell Banker Realty

  2 Ledgemoor Ln, Westport, CT 06880
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  /40

  $3,799,000 Open Thu 11AM - 2PM

  • 6 Beds
  • 7 Baths
  • 5,227 Sq Ft

  42 Easton Rd, Westport, CT 06880

  Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At

  Linda Skolnick Coldwell Banker Realty

  42 Easton Rd, Westport, CT 06880
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  /25

  $1,500,000

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  104 Harvest Commons Unit 104, Westport, CT 06880

  Tasteful turn-key townhome with main level primary suite, open plan and two private outdoor areas to enjoy. Fully renovated with quality materials and a neutral palette that will appeal to all. One of the largest 2 bedroom models with bonus loft/office and vaulted ceilings throughout, plus a finished lower level for your home theater or gym. Every detail has been considered for comfort and peace

  Patricia Prenderville Higgins Group Real Estate

  104 Harvest Commons Unit 104, Westport, CT 06880
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  $5,925,000

  • 6 Beds
  • 9 Baths
  • 6,561 Sq Ft

  3 Stony Point Rd, Westport, CT 06880

  Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over

  Debra Shaughnessy Coldwell Banker Realty

  3 Stony Point Rd, Westport, CT 06880
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  /40

  $2,850,000

  • 5 Beds
  • 5 Baths
  • 4,922 Sq Ft

  55 Center St, Westport, CT 06880

  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

  Mary Ann Lindwall The Riverside Realty Group

  55 Center St, Westport, CT 06880
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  /15

  $1,625,000

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  190 North Ave, Westport, CT 06880

  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

  Kim Harizman Compass Connecticut, LLC

  190 North Ave, Westport, CT 06880
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  /31

  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 2,340 Sq Ft

  19 Half Mile Common, Westport, CT 06880

  Beautifully renovated split level situated on a centrally located cul-de-sac. This sun-filled residence offers an open floor plan with a bright living room featuring a cozy fireplace, an updated kitchen, and an adjoining dining area. The property includes 4 bedrooms and 3 1/2 renovated baths, highlighted by an oversized primary suite with a spa-like bathroom. The finished lower level provides

  Mary Kate Klemish-Boehm Brown Harris Stevens

  19 Half Mile Common, Westport, CT 06880
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  /32

  $1,329,000

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /40

  $15,000,000

  • 7 Beds
  • 6.5 Baths
  • 6,215 Sq Ft

  4 Sherwood Island Ln, Westport, CT 06880

  Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

  Andrew Whiteley Brown Harris Stevens

  4 Sherwood Island Ln, Westport, CT 06880
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  /40

  $2,950,000

  • 6 Beds
  • 5.5 Baths
  • 5,938 Sq Ft

  36 Bauer Place, Westport, CT 06880

  Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together,

  Jennifer Twombly Compass Connecticut, LLC

  36 Bauer Place, Westport, CT 06880
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  /21

  $1,125,000 Open House 4/18

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft

  7 Rowland Place, Westport, CT 06880

  Charming, Light-Filled, Beach Cottage In Saugatuck Shores; A few steps From The Water, Kitchen w/ Dining Nook, New Appliances, Wood Floors throughout, Open Concept 1st Floor, LR/DR/Sunroom With Beamed Cathedral Ceilings; 2 Bed Rooms, Private Fenced In Yard, 1 car Detached Garage, Ample parking on-site; Minutes From I95, Westport Train Station, Downtown Westport And Westport's Longshore Municipal

  Honey Blank Higgins Group Bedford Square

  7 Rowland Place, Westport, CT 06880
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  /26

  $8,995,000

  • 8 Beds
  • 10 Baths
  • 15,172 Sq Ft

  2 Judy Point Ln, Westport, CT 06880

  Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house.

  Daniel Kramp Christie's International Real Estate

  2 Judy Point Ln, Westport, CT 06880
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  /6

  $22,825,000

  • 8 Beds
  • 10 Baths
  • 12,946 Sq Ft

  11 Beachside Common, Westport, CT 06880

  Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island

  Andrew Whiteley Brown Harris Stevens

  11 Beachside Common, Westport, CT 06880
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  /37

  $3,990,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 7 Baths
  • 7,409 Sq Ft

  13 Rockyfield Rd, Westport, CT 06880

  This pristine Colonial offers timeless Westport elegance and effortless living, set on 1.12 flat, manicured acres framed by classic stone walls in a coveted, quiet neighborhood just one hour from NYC. The five-bedroom home features five full and two half baths, two dedicated offices, two versatile bonus spaces, custom millwork throughout, and abundant storage-perfect for today's work-from-home,

  Danna Rogers Higgins Group Bedford Square

  13 Rockyfield Rd, Westport, CT 06880
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  /33

  $2,295,000

  • 4 Beds
  • 3 Baths
  • 3,099 Sq Ft

  140 Roseville Rd, Westport, CT 06880

  Perfectly sited on 1.59 acres, this 4-bedroom, 3-bath antique home invites a lifestyle defined by warmth, ease, and understated elegance. Original wideboard floors, an impressive hearth fireplace, and beautifully preserved details create a sense of history, while the open, light-filled layout supports a modern way of living-whether hosting gatherings or enjoying quiet moments at home. The main

  Emily Gordon Coldwell Banker Realty

  140 Roseville Rd, Westport, CT 06880
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  /32

  $5,185,000 Open Sat 1PM - 3PM

  • 6 Beds
  • 8 Baths
  • 8,190 Sq Ft

  19 Mortar Rock Rd, Westport, CT 06880

  Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with

  Danna Rogers Higgins Group Bedford Square

  19 Mortar Rock Rd, Westport, CT 06880
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  /40

  $8,999,000

  • 7 Beds
  • 9 Baths
  • 10,482 Sq Ft

  19 Beachside Common, Westport, CT 06880

  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,

  Gina Hackett Compass Connecticut, LLC

  19 Beachside Common, Westport, CT 06880
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  /40

  $1,975,000

  • 4 Beds
  • 3.5 Baths
  • 4,018 Sq Ft

  39 Marion Rd, Westport, CT 06880

  Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and

  Stacy Pfannkuch Century 21 AllPoints Realty

  39 Marion Rd, Westport, CT 06880
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  /40

  $6,750,000

  • 6 Beds
  • 4 Baths
  • 3,572 Sq Ft

  27 Owenoke Park, Westport, CT 06880

  Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal

  Karen Scott Compass Connecticut, LLC

  27 Owenoke Park, Westport, CT 06880
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  /40

  $4,300,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail. Built custom for a CEO, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for seamless indoor-outdoor living and grand-scale

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /40

  $1,980,000

  • 4 Beds
  • 3 Baths
  • 3,244 Sq Ft

  28 Turkey Hill Rd N, Westport, CT 06880

  Ideally located in the heart of Westport and close to all schools, this exceptional Contemporary Ranch has been thoughtfully renovated, offering one-level living with effortless sophistication. A welcoming foyer leads to a stunning kitchen, appointed with a generous center island, heated floors, premium appliances and an elegant coffee station with dedicated water supply. The kitchen opens

  Yulka Markevich Iron Gates Realty

  28 Turkey Hill Rd N, Westport, CT 06880
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  /40

  $4,400,000

  • 5 Beds
  • 8 Baths
  • 9,819 Sq Ft

  1 Flower Farm Ln, Westport, CT 06880

  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

  Heather Fitzgerald Coldwell Banker Realty

  1 Flower Farm Ln, Westport, CT 06880
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  /29

  $2,200,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
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  /17

  $1,035,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  483 Main St, Westport, CT 06880

  Located just minutes from trendy downtown Westport, this inviting split-level home combines comfort and convenience. Set on over a quarter acre of level, fenced-in property, it offers plenty of space for outdoor enjoyment. Step inside to a bright and welcoming living room featuring an oversized picture window, hardwood floors, and a wood-burning fireplace. The formal dining room opens to a

  Jodi Gutierrez Alliance R.E. Consultants

  483 Main St, Westport, CT 06880
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  /40

  $5,599,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 7,387 Sq Ft

  36 Maple Ave S, Westport, CT 06880

  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

  Kelly Loucas Compass Connecticut, LLC

  36 Maple Ave S, Westport, CT 06880
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  /23

  $3,785,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /40

  $4,750,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,611 Sq Ft

  21 Lockwood Cir, Westport, CT 06880

  Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

  Doug Bross Coldwell Banker Realty

  21 Lockwood Cir, Westport, CT 06880

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