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Westport, CT Homes for Sale with Garage

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  • /40

    $6,875,000

    • 4 Beds
    • 4.5 Baths
    • 4,444 Sq Ft

    21 Covlee Dr, Westport, CT 06880

    Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few steps to your private dock and take your boat DIRECTLY out on the Sound! Celebrate the Fourth of July by watching fireworks

    John Foran Compass Connecticut, LLC

    21 Covlee Dr, Westport, CT 06880
  • /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
  • /38

    $4,999,000

    • 4 Beds
    • 5.5 Baths
    • 5,729 Sq Ft

    7 Pond Edge Rd, Westport, CT 06880

    Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open,

    Marilyn Heffers Coldwell Banker Realty

    7 Pond Edge Rd, Westport, CT 06880
  • /3

    $6,495,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 9,062 Sq Ft

    5 Baldwin Place, Westport, CT 06880

    New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence

    Lori Popkin Coldwell Banker Realty

    5 Baldwin Place, Westport, CT 06880
  • /37

    $4,799,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 7,583 Sq Ft

    11 Wake Robin Rd, Westport, CT 06880

    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

    Judi Lake The Riverside Realty Group

    11 Wake Robin Rd, Westport, CT 06880
  • /40

    $5,995,000

    • 4 Beds
    • 6 Baths
    • 5,567 Sq Ft

    46 Compo Mill Cove, Westport, CT 06880

    It feels like a secret-cross the footbridge and instantly exhale. Accessible only by footbridge, Compo Mill Cove is Westport's most private, car-free beachfront enclave, where the rhythm of the tide replaces the pace of everyday life and each day feels like a true escape. Designed by renowned architect Brooke Girty, this custom Nantucket-style home is a masterclass in refined coastal living and

    Evangela Brock Douglas Elliman of Connecticut

    46 Compo Mill Cove, Westport, CT 06880
  • /40

    $7,500,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 9,576 Sq Ft

    8 Loretta Ct, Westport, CT 06880

    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

    Lianne Owen Coldwell Banker Realty

    8 Loretta Ct, Westport, CT 06880
  • /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
  • /34

    $2,850,000

    • 4 Beds
    • 3.5 Baths
    • 4,230 Sq Ft

    24 Washington Ave, Westport, CT 06880

    There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous,

    Jillian Klaff Coldwell Banker Realty

    24 Washington Ave, Westport, CT 06880
  • /16

    $6,785,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 7,888 Sq Ft

    14 Burr School Rd, Westport, CT 06880

    RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

    Jennifer Tanner The Riverside Realty Group

    14 Burr School Rd, Westport, CT 06880
  • /40

    $7,495,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,260 Sq Ft

    16 Westport Ave, Westport, CT 06880

    Introducing The Westport Project, a stunning new construction by The O'Dell Group, located at the iconic Compo Beach in Westport. This just-completed home masterfully combines sustainability, smart living + cutting-edge design, all while offering breathtaking views of Long Island Sound. Step inside this modern masterpiece and experience a seamless blend of luxury + comfort. The open-concept

    Karen Scott Compass Connecticut, LLC

    16 Westport Ave, Westport, CT 06880
  • /36

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 6,356 Sq Ft

    21 Dover Rd, Westport, CT 06880

    Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

    Judi Lake The Riverside Realty Group

    21 Dover Rd, Westport, CT 06880
  • /22

    $4,995,700

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    22 Dawn Dr, Westport, CT 06880

    Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

    Jaclyn Picarillo Higgins Group Bedford Square

    22 Dawn Dr, Westport, CT 06880
  • /34

    $1,675,000

    • 5 Beds
    • 4 Baths
    • 3,156 Sq Ft

    30 Pequot Trail, Westport, CT 06880

    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

    Lynn Fraund William Pitt Sotheby's Int'l

    30 Pequot Trail, Westport, CT 06880
  • /14

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    20 Cross St Unit 7, Westport, CT 06880

    This beautiful condo/townhouse is located conveniently within a 5 min walk to downtown Westport. The upstairs features 2 spacious bedrooms with walk in closets and a full bathroom. The main level has a sun-filled living room and a dining room with a view of a cozy backyard accompanied by another full bathroom and a walk in pantry. The kitchen is well appointed with all thick marble countertops

    Steven Koleno Beycome of Connecticut

    20 Cross St Unit 7, Westport, CT 06880
  • /15

    $3,450,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 5,844 Sq Ft

    3 Bowling Ln, Westport, CT 06880

    Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level,

    Julie Haroun Westport Residential, LLC.

    3 Bowling Ln, Westport, CT 06880
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 3,514 Sq Ft

    36 Lyons Plain Rd, Westport, CT 06880

    Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Four large bedrooms including Primary with fireplace and full bath. Large kitchen, Great Room with a fireplace that opens to the deck and views of the river. Lots of privacy, and a beautiful setting! A wonderful opportunity for a renovation as is, or new build. Town appraisal is $1,898,400.00. Must

    Charlotte Cotton William Raveis Real Estate

    36 Lyons Plain Rd, Westport, CT 06880
  • /40

    $2,790,000

    • 5 Beds
    • 3 Baths
    • 3,072 Sq Ft

    56 Charcoal Hill Rd, Westport, CT 06880

    A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

    Doug Bross Coldwell Banker Realty

    56 Charcoal Hill Rd, Westport, CT 06880
  • /38

    $1,890,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,046 Sq Ft

    3 Cedar Pond Rd, Westport, CT 06880

    Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic

    Shannon Manning The Riverside Realty Group

    3 Cedar Pond Rd, Westport, CT 06880
  • /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
  • /40

    $1,575,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    783 Post Rd E Unit 204, Westport, CT 06880

    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

    Todd Gibbons Boost Real Estate Group

    783 Post Rd E Unit 204, Westport, CT 06880
  • /36

    $5,500,000

    • 5 Beds
    • 5.5 Baths
    • 9,421 Sq Ft

    1 Twin Oaks Ln, Westport, CT 06880

    Discover exceptional modern living in this stunning new construction home set on 1.68 acres of private, serene property in Westport, CT. Designed with both luxury and functionality in mind, this residence offers 5 spacious bedrooms and 7 beautifully appointed bathrooms. The primary suite is a true sanctuary, featuring three generous closets and a spa-inspired feel. Each additional bedroom is

    Zuzana Dankova HomeSmart Homes and Estates

    1 Twin Oaks Ln, Westport, CT 06880
  • /40

    $4,850,000

    Coming Soon
    • 5 Beds
    • 5 Baths
    • 5,103 Sq Ft

    22 Evergreen Ave, Westport, CT 06880

    Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

    Valerie Alvarez Serhant Connecticut, LLC

    22 Evergreen Ave, Westport, CT 06880
  • /39

    $2,799,000

    Coming Soon
    • 4 Beds
    • 6 Baths
    • 5,627 Sq Ft

    299 Saugatuck Ave, Westport, CT 06880

    Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties as well as immediate convenience to the railroad station and all commuting routes, this home blends sophisticated elegance with an easy lifestyle. A gracious, landscaped approach down a sweeping circular

    Alex Chingas Coldwell Banker Realty

    299 Saugatuck Ave, Westport, CT 06880
  • /38

    $3,190,000

    New Construction $110K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,476 Sq Ft

    19 Horseshoe Ln, Westport, CT 06880

    Located on a quiet cul de sac only one mile from Metro North Train Station/I95 and two miles from Compo Beach, Longshore Country Club and downtown Westport - could your new home be any more convenient? Multiple HOBI award winning builder, CCO Habitats, presents its latest new construction project - a 5 bedroom, 4.5 bath home finished on 4 levels with room for a smaller pool. As always, there are

    Maryann Levanti Higgins Group Bedford Square

    19 Horseshoe Ln, Westport, CT 06880
  • /39

    $2,198,000

    • 3 Beds
    • 3 Baths
    • 3,810 Sq Ft

    2 Charcoal Ln, Westport, CT 06880

    Located in the highly sought-after Charcoal Hill neighborhood, this move-in ready home on 2+ private acres features 3 bedrooms, 3 full baths, PLUS TWO ADDITIONAL VERSATILE ROOMS that significantly expand the home's livable space. Bordering a 7-acre Aspetuck Land Trust preserve on a quiet cul-de-sac, it offers serene privacy with easy access to town, the Merritt Parkway, and Coleytown schools.

    Alexey Gavrilov William Pitt Sotheby's Int'l

    2 Charcoal Ln, Westport, CT 06880
  • /34

    $4,700,000

    • 6 Beds
    • 6.5 Baths
    • 7,575 Sq Ft

    21 Daniel Ct, Westport, CT 06880

    Nestled at the end of an exceptionally wide, tree-lined cul-de-sac on one of Westport's most picturesque streets, this timeless brick estate offers both elegance and privacy while remaining moments from town, beaches, and commuting conveniences. Set with a paver circular driveway and surrounded by mature landscaping, the property exudes warmth, scale, and classic sophistication at every turn.

    Meredith Cohen Serhant Connecticut, LLC

    21 Daniel Ct, Westport, CT 06880
  • /33

    $1,325,000

    • 6 Beds
    • 2.5 Baths
    • 3,071 Sq Ft

    7 Keller Ln, Westport, CT 06880

    Pristine Classic Westport Colonial thoughtfully updated to accommodate today's lifestyle. Home offers a gracious Living Room/Fpl/dining area, Six spacious Bedrooms plus 22x 28 Bonus room. Two bedrooms plus full bath on main Level. 16 x 23 Primary Bedroom plus 3 generous bedrooms on upper level. This level serviced by luxurious updated Full Bath. Kitchen is appointed with upscale appliances

    Louise Bromberger The Riverside Realty Group

    7 Keller Ln, Westport, CT 06880
  • /40

    $2,500,000

    $200K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 5,793 Sq Ft

    28 Bulkley Ave N, Westport, CT 06880

    Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with

    Judy Michaelis Coldwell Banker Realty

    28 Bulkley Ave N, Westport, CT 06880
  • /40

    $1,975,000

    • 4 Beds
    • 3 Baths
    • 3,253 Sq Ft

    5 Tanglewood Ln, Westport, CT 06880

    Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and

    Doug Bross Coldwell Banker Realty

    5 Tanglewood Ln, Westport, CT 06880
  • /39

    $3,350,000

    • 5 Beds
    • 5.5 Baths
    • 5,789 Sq Ft

    221 Greens Farms Rd, Westport, CT 06880

    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

    Patricia Shea Coldwell Banker Realty

    221 Greens Farms Rd, Westport, CT 06880
  • /2

    $5,980,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 10,521 Sq Ft

    21 Sturges Commons, Westport, CT 06880

    NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

    Patricia Shea Coldwell Banker Realty

    21 Sturges Commons, Westport, CT 06880
  • /2

    $6,999,999

    New Construction
    • 6 Beds
    • 9 Baths
    • 10,521 Sq Ft

    32 Narrow Rocks Rd, Westport, CT 06880

    NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels

    Judy Michaelis Coldwell Banker Realty

    32 Narrow Rocks Rd, Westport, CT 06880
  • /2

    $5,650,000

    New Construction
    • 7 Beds
    • 9 Baths
    • 8,762 Sq Ft

    8 Pleasant Valley Ln, Westport, CT 06880

    Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted culdesac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic twostory foyer, 10ft

    Doug Bross Coldwell Banker Realty

    8 Pleasant Valley Ln, Westport, CT 06880
  • /15

    $6,995,826

    New Construction
    • 6 Beds
    • 10 Baths
    • 8,417 Sq Ft

    24 Edgemarth Hill Rd, Westport, CT 06880

    This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

    Jaclyn Picarillo Higgins Group Bedford Square

    24 Edgemarth Hill Rd, Westport, CT 06880
  • /7

    $10,650,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 9,100 Sq Ft

    11 Dogwood Ln, Westport, CT 06880

    Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

    Jen Kass Higgins Group Bedford Square

    11 Dogwood Ln, Westport, CT 06880
  • /40

    $1,460,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    781 Post Rd E Unit 102, Westport, CT 06880

    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

    Todd Gibbons Boost Real Estate Group

    781 Post Rd E Unit 102, Westport, CT 06880
  • /36

    $1,899,000

    $100K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,921 Sq Ft

    2177 Cross Hwy, Fairfield, CT 06824

    Iconic property with free-form gunite pool & extensive new stone work, conveniently located on the Westport border. Experience refined luxury in this picturesque setting, situated back from the road down a long driveway, winding past a serene pond. Nearly 4000 sq ft w/4 beds & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat & A/C for comfortable living.

    Mary Ellen Gallagher Compass Connecticut, LLC

    2177 Cross Hwy, Fairfield, CT 06824

Showing Results 41 - 78, Page 2 of 2

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