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Homes for Sale in 06880

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  • /40

    $1,800,000

    • 5 Beds
    • 3.5 Baths
    • 3,345 Sq Ft

    422 Riverside Ave, Westport, CT 06880

    A rare opportunity in the heart of Westport's coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickory's offers a unique blend of history, charm, & future potential. Rich in character & dating back more than a century, the property traces its roots to the Franklin M. Raymond estate. Orig constructed as a

    Jay Cannone William Raveis Real Estate

    422 Riverside Ave, Westport, CT 06880
  • /2

    $1,950,000

    Open Sat 1PM - 3PM Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 3,180 Sq Ft

    4 Raymond Place, Westport, CT 06880

    A beautifully refined Colonial offering 2,695 square feet of thoughtfully designed living space, plus an additional 485 square feet in the finished lower level. Privately sited on a .21-acre property bordering Birchwood Country Club, this home is located on a quiet street just moments from Saugatuck and downtown Westport. A charming front porch welcomes you into a home that was thoughtfully

    Barbara Sweeney Coldwell Banker Realty

    4 Raymond Place, Westport, CT 06880
  • /40

    $790,000

    Open Sat 12PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft

    458 Newtown Ave, Norwalk, CT 06851

    Welcome to this pristine 3-bedroom Colonial in the highly sought-after Cranbury neighborhood. Move-in ready and meticulously maintained, this inviting home features hardwood floors throughout, a formal living room with a fireplace, a dining area, and a well-appointed kitchen with an eating area. The spectacular great room with soaring ceiling creates a bright, airy gathering space at the heart of

    Laura Kottler Compass Connecticut, LLC

    458 Newtown Ave, Norwalk, CT 06851
  • /2

    $1,995,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 6,310 Sq Ft

    71 High Point Rd, Westport, CT 06880

    Tucked at the end of one of Westport's most coveted cul-de-sacs, this 5-bedroom contemporary offers 6,310 sq ft of finished living space on just over a private acre, with a backyard path leading directly to Bedford Middle and Staples High School. From the foyer, a dramatic vaulted living room with skylights, built-ins and a floor-to-ceiling stone fireplace sets the tone. The glass-wrapped sunroom

    Agent Photo

    Hyleri Katzenberg

    Compass Connecticut, LLC

    (475) 303-7064

    71 High Point Rd, Westport, CT 06880
  • /40

    $14,900,000

    • 5 Beds
    • 9 Baths
    • 9,546 Sq Ft

    279 Saugatuck Ave, Westport, CT 06880

    Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, glass French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool

    Joseph Barbieri Sotheby's International Realty

    279 Saugatuck Ave, Westport, CT 06880
  • /43

    $14,900,000

    • 5 Beds
    • 8 Baths
    • 9,546 Sq Ft

    279 & 281 Saugatuck Ave, Westport, CT 06880

    Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with

    Joseph Barbieri Sotheby's International Realty

    279 & 281 Saugatuck Ave, Westport, CT 06880
  • /40

    $1,195,000

    Open Sat 11AM - 2PM
    • 5 Beds
    • 3.5 Baths
    • 2,999 Sq Ft

    1488 Sturges Hwy, Fairfield, CT 06824

    This Greenfield hill Charming colonial, sits on a 1.6 acre lot, right at the border of Fairfield and Westport and only 6 away minutes from the Southport train station and multiple beautiful beaches. Cozy and stylish with a twist of French flair, this well maintained property offers, 5 bedrooms, including a nursery right by the primary suite, 3.5 bathrooms and 5 garages, 3 being attached to the

    Dorothee Ancel Brown Harris Stevens

    1488 Sturges Hwy, Fairfield, CT 06824
  • /38

    $1,699,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,559 Sq Ft

    4 Joann Cir, Westport, CT 06880

    Beautifully renovated and perfectly positioned in one of Westport's most coveted and centrally located neighborhoods, this 4-bedroom home offers the turnkey lifestyle today's buyers are seeking, with modern updates, flexible living spaces, and easy access to everything that makes Westport so special. Just minutes from top-ranked schools, downtown shopping and dining, Compo Beach, and

    Jennifer Twombly Compass Connecticut, LLC

    4 Joann Cir, Westport, CT 06880
  • /36

    $5,750,000

    • 5 Beds
    • 8 Baths
    • 6,503 Sq Ft

    31 Stonybrook Rd, Westport, CT 06880

    Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an

    Kristi Law William Pitt Sotheby's Int'l

    31 Stonybrook Rd, Westport, CT 06880
  • /40

    $3,999,999

    • 5 Beds
    • 8 Baths
    • 4,911 Sq Ft

    22 Sturges Commons, Westport, CT 06880

    22 Sturges Commons offers the rare combination of timeless elegance, true neighborhood living, and unmatched convenience in one of Westport's most sought-after locations near the Hunt Club. Just one traffic light to the Greens Farms Station train station, this home makes commuting to New York City effortless while allowing you to return home to a peaceful walking neighborhood where charming

    Judy Michaelis Coldwell Banker Realty

    22 Sturges Commons, Westport, CT 06880
  • /28

    $2,100,000

    • 5 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    34 Pequot Trail, Westport, CT 06880

    Discover this serene setting in a sought after Old Hill neighborhood. Two thoughtful and beautifully executed additions have made this sprawling 12 room home flow with the versatility to fit today's varied lifestyles. Comfortable open living spaces have been designed with the flexibility to offer multi-generational spaces, a home office or simply to allow for room to grow in the way that pleases

    Lynn Fraund William Pitt Sotheby's Int'l

    34 Pequot Trail, Westport, CT 06880
  • /40

    $2,195,000

    Coming Soon
    • 5 Beds
    • 5.5 Baths
    • 5,131 Sq Ft

    159 Newtown Turnpike, Weston, CT 06883

    This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

    Peter Depalo William Raveis Real Estate

    159 Newtown Turnpike, Weston, CT 06883
  • /37

    $999,000

    • 4 Beds
    • 4 Baths
    • 2,606 Sq Ft

    39 Cranbury Rd, Norwalk, CT 06851

    BEST AND FINAL OFFERS DUE MONDAY JUNE 1, 2026 @ 6PM. Ideally located in the Wolfpit neighborhood adjacent to the Westport border, this 4-bedroom 2 full, 2 half bath Colonial blends timeless character with comfortable everyday living and exceptional convenience. Set on .53 acres with mature trees, a circular driveway, and expansive patio space with a new hot tub designed for effortless

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (475) 255-2835

    39 Cranbury Rd, Norwalk, CT 06851
  • /26

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 1,542 Sq Ft

    18 Hales Rd, Westport, CT 06880

    Compo Beach...

    Scott Kelland CLS Group

    18 Hales Rd, Westport, CT 06880
  • /40

    $3,250,000

    • 6 Beds
    • 6 Baths
    • 6,844 Sq Ft

    10 Side Hill Rd, Westport, CT 06880

    Now more than ever, home is a haven - a place to live, work, relax, and entertain. Privately sited on 1 beautifully landscaped acre in highly sought-after Old Hill, this sophisticated 6,000+ SF home with a brand-new pool offers 6 bedrooms, exceptional living spaces, and breathtaking western sunsets overlooking Earthplace's 62-acre nature sanctuary. A rare blend of privacy, style, and convenience,

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (475) 303-4846

    10 Side Hill Rd, Westport, CT 06880
  • /40

    $5,599,000

    • 6 Beds
    • 9 Baths
    • 9,394 Sq Ft

    5 W Branch Rd, Westport, CT 06880

    Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration

    Linda Skolnick Coldwell Banker Realty

    5 W Branch Rd, Westport, CT 06880
  • /34

    $1,299,000

    • 2 Beds
    • 2 Baths
    • 2,038 Sq Ft

    12 Sunrise Rd, Westport, CT 06880

    Beautifully reimagined and fully renovated, this turnkey home in Westport's highly desirable Saugatuck neighborhood seamlessly blends timeless charm with sophisticated modern design. Only the second owner in over 55 years, the current owner completed an extensive top-to-bottom renovation with exceptional attention to detail and quality throughout. The heart of the home is the stunning custom

    Heather Lewandowski Compass Connecticut, LLC

    12 Sunrise Rd, Westport, CT 06880
  • /40

    $1,699,000

    • 4 Beds
    • 3.5 Baths
    • 2,881 Sq Ft

    2 Grassy Plains Rd, Westport, CT 06880

    *SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both

    Jessica Brookbanks Coldwell Banker Realty

    2 Grassy Plains Rd, Westport, CT 06880
  • /15

    $7,926,000

    New Construction
    • 6 Beds
    • 7 Baths
    • 7,200 Sq Ft

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

    Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (475) 203-1918

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
  • /40

    $1,790,000

    • 5 Beds
    • 3.5 Baths
    • 3,584 Sq Ft

    36 Turkey Hill Rd N, Westport, CT 06880

    Welcome home to this charming 5-bedroom home located in the desirable Long Lots area, convenient to everything. Short walk to schools, shopping and minutes from train and highways. Every room in this home is so inviting, gather round in the kitchen or watch movies in the den, sit by the fireplace in the living room or enjoy the view of the brook from the balcony in the primary bedroom. The

    Linda DiMatteo William Raveis Real Estate

    36 Turkey Hill Rd N, Westport, CT 06880
  • /40

    $4,850,000

    • 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

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

    299 Saugatuck Ave, Westport, CT 06880

    *THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 3PM MONDAY 6/1/26*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

    Alex Chingas Coldwell Banker Realty

    299 Saugatuck Ave, Westport, CT 06880
  • /28

    $1,600,000

    • 5 Beds
    • 2.5 Baths
    • 2,166 Sq Ft

    4 Baywood Ln, Westport, CT 06880

    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

    Meredith Cohen Serhant Connecticut, LLC

    4 Baywood Ln, Westport, CT 06880
  • /11

    $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
  • /18

    $4,000,000

    New Construction
    • 7 Beds
    • 9 Baths
    • 7,105 Sq Ft

    20 Fresenius Rd, Westport, CT 06880

    We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open

    Patricia Shea Coldwell Banker Realty

    20 Fresenius Rd, Westport, CT 06880
  • /19

    $10,500,000

    • 4 Beds
    • 5.5 Baths
    • 10,522 Sq Ft

    47 Charcoal Hill Rd, Westport, CT 06880

    Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry and winding stone drive arrive at a stately porte-cochere and attached two-car garage, establishing a grand sense of

    Jonathan Ducharme Serhant Connecticut, LLC

    47 Charcoal Hill Rd, Westport, CT 06880
  • /40

    $3,650,000

    • 6 Beds
    • 6.5 Baths
    • 6,751 Sq Ft

    9 N Ridge Rd, Westport, CT 06880

    In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (475) 270-1688

    9 N Ridge 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
  • /25

    $1,449,000

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

    104 Harvest Commons Unit 104, Westport, CT 06880

    Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully

    Patricia Prenderville Higgins Group Real Estate

    104 Harvest Commons Unit 104, 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
  • /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
  • /7

    $4,100,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 6,244 Sq Ft

    48 Woodside Ave, Westport, CT 06880

    A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and

    Judy Michaelis Coldwell Banker Realty

    48 Woodside Ave, Westport, CT 06880
  • /34

    $1,689,000

    • 3 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    10 Grist Mill Ln, Westport, CT 06880

    Welcome to 10 Grist Mill Lane, a move-in ready home set on a beautiful, level acre at the end of a quiet Long Lots cul-de-sac. Thoughtfully updated throughout, this 3-4 bedroom, 2.5 bath residence offers an open and versatile floor plan designed for today's lifestyle. The dramatic living room features a vaulted ceiling and fireplace, creating a warm and inviting gathering space filled with

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (203) 350-7614

    10 Grist Mill Ln, Westport, CT 06880
  • /40

    $2,749,000

    Open Sat 11AM - 1PM $250K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 7,317 Sq Ft

    3080 Sturges Hwy, Westport, CT 06880

    Welcome to 3080 Sturges - fully renovated home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

    Ryan Sullivan Berkshire Hathaway NE Prop.

    3080 Sturges Hwy, Westport, CT 06880
  • /27

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    5 Lehn Farm Rd, Westport, CT 06880

    Tucked away in a storybook setting on over an acre of land, this beautifully rebuilt 3-bedroom home offers effortless one-level living surrounded by nature. A charming brook and picturesque wooden footbridges create a peaceful, private retreat unlike any other. Designed with an open floor plan and soaring vaulted ceilings, the sun-filled interior feels both spacious and inviting. The primary

    Lynne Nolan Compass Connecticut, LLC

    5 Lehn Farm Rd, Westport, CT 06880
  • /33

    $4,699,000

    $50K PRICE DROP
    • 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
  • /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
  • /38

    $4,050,000

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

    278 North Ave, Westport, CT 06880

    Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

    Cyd Hamer William Pitt Sotheby's Int'l

    278 North Ave, Westport, CT 06880
  • /4

    $900,000

    • 4 Beds
    • 1,896 Sq Ft

    19 Ketchum St, Westport, CT 06880

    19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

    Peter Lane Ogents, LLC

    19 Ketchum St, Westport, CT 06880
  • /2

    $2,750,000

    • 8 Beds
    • 2 Baths
    • 6,052 Sq Ft

    Unlisted Address

    31 Franklin & 19 Ketchum combined for redevelopment or reno existing. Multiple redevelopment projects coming to Saugtatuck including townhomes and flats across street as well as plans for Saugatuck train station block in the works.

    Peter Lane Ogents, LLC

    Unlisted Address

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