11,199

Westport, CT Homes

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  • /36

    $2,997,000

    • 5 Beds
    • 4 Baths
    • 3,255 Sq Ft

    4 Bradley St, Westport, CT 06880

    Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four

    Agent Photo

    Hyleri Katzenberg

    Compass Connecticut, LLC

    4 Bradley St, Westport, CT 06880
  • /24

    $8,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,324 Sq Ft
    • House for Rent

    12 Roosevelt Rd, Westport, CT 06880

    Who doesn't love Roosevelt Road? I mean... if you are going to live anywhere in Westport this is the place. Wake to the rising sun and sip coffee in your sun-drenched screened in porch...then head for a soothing beachside walk, invigorating bike ride, or jog along the water's edge before starting your day. The life style at Compo Beach is in a league of its own and envied by all. This traditional

    Agent Photo

    Carol Cutler

    Higgins Group Bedford Square

    12 Roosevelt Rd, Westport, CT 06880
  • 6 Florian Ct, Westport, CT 06880

    $3,500,000

    Sold Sep 22, 2025

    6 Florian Ct, Westport, CT 06880

    • 5 Beds
    • 6.5 Baths
    • 7,970 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $439/SF
    • 88 Days On Market

    Current Estimated Value $3,706,801

    Last Listing Agent Lori Popkin Coldwell Banker Realty

    6 Florian Ct, Westport, CT 06880
    • 7 Sherwood Farms, Westport, CT 06880

      Est $2,457,036

      Not Listed For Sale

      7 Sherwood Farms, Westport, CT 06880

      • 6 Beds
      • 4.5 Baths
      • 4,471 Sq Ft
      • Built 1993
      7 Sherwood Farms, Westport, CT 06880

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Alex Chingas Coldwell Banker Realty

  • /37

    $2,395,000

    $100K PRICE DROP Under Contract
    • 6 Beds
    • 5.5 Baths
    • 3,700 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

    40 Richmondville Ave, Westport, CT 06880
  • /43

    Starting at $4,120 Plus Fees

    • 1 - 3 Beds

    85 Post Rd W, Westport, CT 06880

    Set along the banks of the Saugatuck River, Riverhouse introduces a fresh new standard of boutique luxury living in Westport. This brand-new rental community was thoughtfully designed for those who value effortless sophistication, blending elevated apartment homes with curated lifestyle amenities in one of Connecticut’s most desirable coastal towns — with the rare opportunity to be among the very

    Riverhouse

    85 Post Rd W, Westport, CT 06880
  • 171 Compo Rd S, Westport, CT 06880

    $2,425,000

    Sold Jun 23, 2026

    171 Compo Rd S, Westport, CT 06880

    • 4 Beds
    • 5 Baths
    • 3,800 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Below List Price
    • $638/SF
    • 35 Days On Market

    Last Listing Agent Tanya Sprague Coldwell Banker Realty

    171 Compo Rd S, Westport, CT 06880
    • 7 Mansfield Place, Westport, CT 06880

      Est $2,439,287

      Not Listed For Sale

      7 Mansfield Place, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 3,270 Sq Ft
      • Built 1900
      7 Mansfield Place, Westport, CT 06880

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Judy Michaelis Coldwell Banker Realty

  • /34

    $1,689,000

    Pending
    • 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

    10 Grist Mill Ln, Westport, CT 06880
  • /21

    $3,700 Per Month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • House for Rent

    25 Oakview Cir, Westport, CT 06880

    Prime neighborhood in sought-after Westport, CT. 2 beds and 2 baths single family home with abundant natural light and a private patio in a quiet community. Vaulted ceiling living room open to dining room. Primary bedroom with bathroom and walk-in closet. Hardwood floors throughout. Amble storage space. Top-rated public school. Convenient location minutes to the quaint and beautiful downtown.

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    25 Oakview Cir, Westport, CT 06880
  • 29 Sturges Commons, Westport, CT 06880

    $5,575,000

    Sold Aug 26, 2025

    29 Sturges Commons, Westport, CT 06880

    • 6 Beds
    • 9 Baths
    • 8,817 Sq Ft
    • Built 2012

    Last Sold Summary

    • 6% Below List Price
    • $632/SF
    • 110 Days On Market

    Current Estimated Value $6,112,438

    Last Listing Agent Doug Bross Coldwell Banker Realty

    29 Sturges Commons, Westport, CT 06880
    • 33 Woody Ln, Westport, CT 06880

      Est $3,024,700

      Not Listed For Sale

      33 Woody Ln, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 4,554 Sq Ft
      • Built 1970
      33 Woody Ln, Westport, CT 06880

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Michelle Genovesi William Raveis Real Estate

  • /36

    $3,550,000

    • 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

    9 N Ridge Rd, Westport, CT 06880
  • /25

    Starting at $3,737

    Total Monthly Price

    • 1 - 3 Beds

    44 Hiawatha Lane Extension, Westport, CT 06880

    Now Leasing at The Villages at Saugatuck, brand-new studio, one-, two-, and three-bedroom apartments in Westport's sought-after Saugatuck neighborhood. Enjoy modern finishes, in-home laundry, easy access to the train, I-95, dining, shopping, and coastal living.

    The Villages at Saugatuck

    44 Hiawatha Lane Extension, Westport, CT 06880
  • 2 Grouse Path, Westport, CT 06880

    $3,200,000

    Sold Aug 29, 2025

    2 Grouse Path, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 7,686 Sq Ft
    • Built 2007

    Last Sold Summary

    • 20% Below List Price
    • $416/SF
    • 62 Days On Market

    Current Estimated Value $3,490,434

    Last Listing Agent Meredith Kamo Compass Connecticut, LLC

    2 Grouse Path, Westport, CT 06880
    • 108 Clapboard Hill Rd, Westport, CT 06880

      Est $4,980,024

      Not Listed For Sale

      108 Clapboard Hill Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 5,312 Sq Ft
      • Built 1920
      108 Clapboard Hill Rd, Westport, CT 06880

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Lynne Nolan Compass Connecticut, LLC

  • /19

    $4,250,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 7,499 Sq Ft

    6 Janson Dr, Westport, CT 06880

    Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    6 Janson Dr, Westport, CT 06880
  • /17

    $12,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,029 Sq Ft
    • House for Rent

    10 Fernwood Rd, Westport, CT 06880

    Luxury In-Town Rental in the Heart of Westport Tucked away at the end of a peaceful cul-de-sac, this exceptional five-bedroom Colonial offers the rare combination of complete privacy, expansive living spaces, and an unbeatable in-town Westport location. Set on 1.5+ meticulously landscaped acres, this custom home was thoughtfully rebuilt in 2010 and is designed for effortless everyday living and

    Agent Photo

    Jennifer Runnette

    Brown Harris Stevens

    10 Fernwood Rd, Westport, CT 06880
  • 26 Crescent Park Rd, Westport, CT 06880

    $568,000

    Sold Mar 31, 2026

    26 Crescent Park Rd, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Above List Price
    • $514/SF
    • 46 Days On Market

    Current Estimated Value $604,541

    Last Listing Agent Karim Douich William Raveis Real Estate

    26 Crescent Park Rd, Westport, CT 06880
    • 99 Hillspoint Rd, Westport, CT 06880

      Est $3,627,881

      Not Listed For Sale

      99 Hillspoint Rd, Westport, CT 06880

      • 5 Beds
      • 6 Baths
      • 6,027 Sq Ft
      • Built 2022
      99 Hillspoint Rd, Westport, CT 06880

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Susan Lieberman The Riverside Realty Group

  • /17

    $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

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
  • /28

    Starting at $2,487 Plus Fees

    • Studio - 1 Bed

    1177 Post Rd E, Westport, CT 06880

    Suburban comfort mixed with urban convenience. Ideally located north of the Long Island Sound and one hour away from New York, our studio and one-bedroom homes are the perfect place to live and thrive. These Westport, CT, apartments are ready to satisfy all your needs through a wide range of amenities and services. Flexible lease terms are also available!Modern and airy – our residences recreate

    1177 Greens Farms

    1177 Post Rd E, Westport, CT 06880
  • 1 Boxwood Ln, Westport, CT 06880

    $3,400,000

    Sold Feb 03, 2026

    1 Boxwood Ln, Westport, CT 06880

    • 5 Beds
    • 8 Baths
    • 7,359 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $462/SF
    • 11 Days On Market

    Last Listing Agent Julie Vanderblue Higgins Group Real Estate

    1 Boxwood Ln, Westport, CT 06880
    • 54 North Ave, Westport, CT 06880

      Est $3,041,815

      Not Listed For Sale

      54 North Ave, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 5,780 Sq Ft
      • Built 2016
      54 North Ave, Westport, CT 06880

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  • /40

    $2,999,000

    New Construction Open House 8/23
    • 6 Beds
    • 6 Baths
    • 4,922 Sq Ft

    36 E Main St, Westport, CT 06880

    Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace and is complete and ready for immediate occupancy. Boasting six generous bedrooms and six luxurious bathrooms, the home features soaring nine-foot ceilings that bathe its expansive interiors in natural light and create an

    Paul Plonsky Realty ONE Group Connect

    36 E Main St, Westport, CT 06880
  • /28

    $17,000 Per Month

    • 6 Beds
    • 6 Baths
    • 5,190 Sq Ft
    • House for Rent

    2 Bluewater Hill S, Westport, CT 06880

    Steps from Compo Beach sits this 5000 Square Foot 6 Bedroom and 6 Bath Home with Water Views from most rooms. Incredible open floor plan with great entertaining spaces inside & out including a fabulous pool with spa. Finished Lower Level with Bed, Bath and Playroom. Term is September 3, 2026 - thru June 10, 2027.THIS IS AN ACADEMIC TERM FURNISHED RENTAL ONLY. Price is per month.

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    2 Bluewater Hill S, Westport, CT 06880
  • 312 Compo Rd S, Westport, CT 06880

    $3,750,000

    Sold Jun 18, 2026

    312 Compo Rd S, Westport, CT 06880

    • 4 Beds
    • 3.5 Baths
    • 3,215 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Above List Price
    • $1,166/SF
    • 12 Days On Market

    Current Estimated Value $3,644,490

    Last Listing Agent Jillian Klaff Coldwell Banker Realty

    312 Compo Rd S, Westport, CT 06880
    • 6 Weathervane Hill, Westport, CT 06880

      Est $2,797,357

      Not Listed For Sale

      6 Weathervane Hill, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 4,771 Sq Ft
      • Built 1949
      6 Weathervane Hill, Westport, CT 06880

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Amy van Arsdale Compass Connecticut, LLC

  • /40

    $2,795,000

    $55K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 9,454 Sq Ft

    25 Hermit Ln, Westport, CT 06880

    Experience timeless elegance in this extraordinary Colonial estate nestled in Westport's coveted Red Coat neighborhood. Offering more than 7,000sf of beautiful living space, plus an additional 2,400sf in the finished lower level, this exceptional residence combines luxury, comfort, and functionality. Featuring 6 spacious bedrooms and 5.2 baths, the home is thoughtfully designed for both everyday

    Paul Cranick eXp Realty

    25 Hermit Ln, Westport, CT 06880
  • /35

    Starting at $3,400

    Total Monthly Price

    • 1 - 2 Beds

    793 Post Rd E, Westport, CT 06880

    Welcome future Ezra resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

    The Ezra

    793 Post Rd E, Westport, CT 06880
  • 11 Edgewater Hillside, Westport, CT 06880

    $3,899,000

    Sold Jul 31, 2026

    11 Edgewater Hillside, Westport, CT 06880

    • 4 Beds
    • 4.5 Baths
    • 4,693 Sq Ft
    • Built 2011

    Last Sold Summary

    • $831/SF
    • 8 Days On Market

    Current Estimated Value $3,889,186

    Last Listing Agent Cyd Hamer William Pitt Sotheby's Int'l

    11 Edgewater Hillside, Westport, CT 06880
    • 378 Riverside Ave, Westport, CT 06880

      Est $2,531,544

      Not Listed For Sale

      378 Riverside Ave, Westport, CT 06880

      • 4 Beds
      • 6 Baths
      • 4,700 Sq Ft
      • Built 2014
      378 Riverside Ave, Westport, CT 06880

      Last Sold Summary

      • 304 Days On Market

      Last Listing Agent Peter Lane Ogents, LLC

  • /37

    $6,495,000

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

    16 Westport Ave, Westport, CT 06880

    Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant

    Karen Scott Compass Connecticut, LLC

    16 Westport Ave, Westport, CT 06880
  • /18

    $3,500 Per Month

    • 2 Beds
    • 1 Bath
    • 2,065 Sq Ft
    • House for Rent

    115 Wilton Rd Unit 1 (front 1st floor), Westport, CT 06880

    Move right into this completely renovated, like-new first-floor 2-bedroom rental in one of Westport's most convenient locations. Every detail has been thoughtfully updated, offering modern finishes, stylish design, and the comfort of an all-new living space. Ideally situated directly across from the picturesque Saugatuck River and just minutes from vibrant Westport Center, shopping, dining, train

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    115 Wilton Rd Unit 1 (front 1st floor), Westport, CT 06880
  • 4 Joann Cir, Westport, CT 06880

    $2,050,000

    Sold Jun 24, 2026

    4 Joann Cir, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 2,559 Sq Ft
    • Built 1961

    Last Sold Summary

    • 21% Above List Price
    • $801/SF
    • 6 Days On Market

    Last Listing Agent Jennifer Twombly Compass Connecticut, LLC

    4 Joann Cir, Westport, CT 06880
    • 2 Donald Dr, Westport, CT 06880

      Est $1,771,080

      Not Listed For Sale

      2 Donald Dr, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,419 Sq Ft
      • Built 1983
      2 Donald Dr, Westport, CT 06880

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Robert Grodman The Riverside Realty Group

  • /40

    $8,450,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 9,893 Sq Ft

    10 Beltas Farm Ln, Westport, CT 06880

    Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling

    Linda Skolnick Coldwell Banker Realty

    10 Beltas Farm Ln, Westport, CT 06880
  • /14

    $2,100 Plus Fees

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    1 Punch Bowl Dr, Westport, CT 06880

    Property Id: 2751738 Welcome to your studio apartment, 1 bathroom above a detached garage in single-family home in Westport, CT! This charming property on 1 Punch Bowl Dr features modern amenities such as a dishwasher, washer/dryer, and central heating. With hardwood floors and a spacious driveway, this home is perfect for a single individual. Rent includes utilities, making it convenient

    1 Punch Bowl Dr, Westport, CT 06880
  • 22 Apple Tree Trail, Westport, CT 06880

    $5,995,000

    Sold May 26, 2026

    22 Apple Tree Trail, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 4,550 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $1,318/SF
    • 33 Days On Market

    Current Estimated Value $6,047,690

    Last Listing Agent Deborah Aulfinger Gold & Home Realty

    22 Apple Tree Trail, Westport, CT 06880
    • 38 Tamarac Rd, Westport, CT 06880

      Est $2,709,476

      Not Listed For Sale

      38 Tamarac Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 2,976 Sq Ft
      • Built 1950
      38 Tamarac Rd, Westport, CT 06880

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Jen Kass Higgins Group Bedford Square

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