2,660

Staples Homes

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

    $1,995,000

    • 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

    71 High Point Rd, Westport, CT 06880
  • 38 Sturges Commons, Westport, CT 06880
    38 Sturges Commons, Westport, CT 06880
    38 Sturges Commons, Westport, CT 06880
    /14

    $12,000 Per Month

    • 5 Beds
    • 5 Baths
    • 4,743 Sq Ft
    • House for Rent

    38 Sturges Commons, Westport, CT 06880

    Spacious, furnished 5 Bedroom 3 full/ 2 half bath colonial located on a tranquil lot on a highly desirable Long Lots cul-de-sac. Generously sized rooms including gourmet kitchen and light filled sunroom with great flow provide the perfect place to spread out for work, learning, entertaining, relaxation, and play. The finished walk out lower level is complete with a walk in wine cellar, and

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    38 Sturges Commons, 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 $5,920,788

    Last Listing Agent Doug Bross Coldwell Banker Realty

    29 Sturges Commons, Westport, CT 06880
  • 10 Grist Mill Ln, Westport, CT 06880
    10 Grist Mill Ln, Westport, CT 06880
    10 Grist Mill Ln, Westport, CT 06880
    /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
  • 1177 Post Rd E, Westport, CT 06880
    1177 Post Rd E, Westport, CT 06880
    1177 Post Rd E, Westport, CT 06880
    /28

    Starting at $2,249

    Total Monthly Price

    • 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
  • 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 $611,065

    Last Listing Agent Karim Douich William Raveis Real Estate

    26 Crescent Park Rd, Westport, CT 06880
    • 122 Old Rd, Westport, CT 06880

      Est $552,238

      Not Listed For Sale

      122 Old Rd, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 2,552 Sq Ft
      • Built 1979
      122 Old Rd, Westport, CT 06880

      Last Sold Summary

      • 24 Days On Market

  • 80 Bayberry Ln, Westport, CT 06880
    80 Bayberry Ln, Westport, CT 06880
    80 Bayberry Ln, Westport, CT 06880
    /39

    $3,995,000

    Pending
    • 6 Beds
    • 7 Baths
    • 9,025 Sq Ft

    80 Bayberry Ln, Westport, CT 06880

    Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional

    Michelle Genovesi William Raveis Real Estate

    80 Bayberry Ln, Westport, CT 06880
  • 10 Fernwood Rd, Westport, CT 06880
    10 Fernwood Rd, Westport, CT 06880
    10 Fernwood Rd, Westport, CT 06880
    /19

    $13,000 Per Month

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

    10 Fernwood Rd, Westport, CT 06880

    In-Town Living at its Finest! Tucked away at the end of a quiet cul-de-sac, this private 5-bedroom residence offers the perfect blend of space, comfort, and convenience on 1.5+ of beautifully landscaped acres. A sun-filled, custom eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, and abundant natural light. The flexible floor plan is enhanced

    Agent Photo

    Jennifer Runnette

    Brown Harris Stevens

    10 Fernwood Rd, 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
  • 80 Compo Rd N, Westport, CT 06880
    80 Compo Rd N, Westport, CT 06880
    80 Compo Rd N, Westport, CT 06880
    /40

    $5,549,000

    • 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
  • 793 Post Rd E, Westport, CT 06880
    793 Post Rd E, Westport, CT 06880
    793 Post Rd E, Westport, CT 06880
    /35

    Starting at $6,200

    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
  • 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
  • 4 Baywood Ln, Westport, CT 06880
    4 Baywood Ln, Westport, CT 06880
    4 Baywood Ln, Westport, CT 06880
    /28

    $1,600,000

    Under Contract
    • 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
  • 30 Maple Ave N, Westport, CT 06880
    30 Maple Ave N, Westport, CT 06880
    30 Maple Ave N, Westport, CT 06880
    /38

    $18,500 Per Month

    • 6 Beds
    • 5.5 Baths
    • 6,477 Sq Ft
    • House for Rent

    30 Maple Ave N, Westport, CT 06880

    Beach Town Living at Its Finest! Experience the pinnacle of Westport living in this stunning new architectural gem. Situated in the prestigious Hunt Club neighborhood, this classic Colonial is set on a private rear lot offering privacy and serenity. Built to the highest standards by a local craftsman, the home spans four expansive levels of living space with 6 bedrooms, 5.1 baths, and seamless

    Christine Ricci Keller Williams NY Realty

    30 Maple Ave N, Westport, CT 06880
  • 4 Peach Lot Place Unit LOT PL, Westport, CT 06880

    $4,500,000

    Sold Jul 05, 2026

    4 Peach Lot Place Unit LOT PL, Westport, CT 06880

    • 5 Beds
    • 8 Baths
    • 8,364 Sq Ft
    • Built 2013

    Last Sold Summary

    • $538/SF
    • 0 Days On Market

    Last Listing Agent Linda Skolnick Coldwell Banker Realty

    4 Peach Lot Place Unit LOT PL, Westport, CT 06880
  • 32 Whitney Glen Unit 32, Westport, CT 06880
    32 Whitney Glen Unit 32, Westport, CT 06880
    32 Whitney Glen Unit 32, Westport, CT 06880
    /20

    $459,000

    Pending
    • 1 Bed
    • 2 Baths
    • 949 Sq Ft

    32 Whitney Glen Unit 32, Westport, CT 06880

    Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the perfect blend of comfort & convenience. Located on the second floor, this 949-square-foot residence looks much larger thanks to its vaulted ceilings. Natural light pours in through the skylight, sliding glass doors, & large

    Stephen Pratt Keller Williams Realty

    32 Whitney Glen Unit 32, Westport, CT 06880
  • 30 Crescent Park Rd, Westport, CT 06880
    30 Crescent Park Rd, Westport, CT 06880
    30 Crescent Park Rd, Westport, CT 06880
    /33

    $3,500 Per Month

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

    30 Crescent Park Rd, Westport, CT 06880

    Beautifully remodeled 2 bedroom, 2 bath modular home in a prime Westport location available for a one or two year lease. Nestled within a well-maintained community just minutes to shopping, dining, beaches, and train access, this home offers convenience and easy living. Bright open floor plan featuring luxury vinyl plank flooring, updated kitchen with stainless steel appliances, and in-unit

    Linda Almonte Berkshire Hathaway NE Prop.

    30 Crescent Park Rd, Westport, CT 06880
  • 785 Post Rd E Unit 301, Westport, CT 06880

    $1,450,000

    Sold Mar 05, 2026

    785 Post Rd E Unit 301, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • $1,115/SF
    • 90 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 301, Westport, CT 06880
    • 3 Donald Dr, Westport, CT 06880

      Est $1,479,596

      Not Listed For Sale

      3 Donald Dr, Westport, CT 06880

      • 3 Beds
      • 2.5 Baths
      • 2,714 Sq Ft
      • Built 1983
      3 Donald Dr, Westport, CT 06880

      Last Sold Summary

      • 11 Days On Market

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

    $2,199,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 3,380 Sq Ft

    24 Burr School Rd, Westport, CT 06880

    Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is

    Julia Broder Coldwell Banker Realty

    24 Burr School Rd, Westport, CT 06880
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /15

    $25,000 Per Month

    • 4 Beds
    • 7 Baths
    • 4,000 Sq Ft
    • House for Rent

    Unlisted Address

    Welcome to your Westport retreat, tucked away on a private street with a peaceful brook flowing just outside. This light filled home features an open Layout designed for comfort and ease. Just 2 miles from Compo Beach, you're close to the shoreline while still enjoying a quiet, secluded setting. Local Restaurants, cafes, and grocery stores are nearby without compromising privacy. A perfect place

    Ian Defronze Serhant Connecticut, LLC

    Unlisted Address
  • 28 Turkey Hill Rd N, Westport, CT 06880

    $1,875,000

    Sold Jun 08, 2026

    28 Turkey Hill Rd N, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,244 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $578/SF
    • 130 Days On Market

    Current Estimated Value $1,969,339

    Last Listing Agent Yulka Markevich Iron Gates Realty

    28 Turkey Hill Rd N, Westport, CT 06880
    • 9 Forest Dr, Westport, CT 06880

      Est $3,080,227

      Not Listed For Sale

      9 Forest Dr, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 4,672 Sq Ft
      • Built 1952
      9 Forest Dr, Westport, CT 06880

      Last Sold Summary

      • 40 Days On Market

  • 114 Cross Hwy, Westport, CT 06880
    114 Cross Hwy, Westport, CT 06880
    114 Cross Hwy, Westport, CT 06880
    /39

    $2,700,000

    Pending
    • 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
  • 118 Roseville Rd, Westport, CT 06880
    118 Roseville Rd, Westport, CT 06880
    118 Roseville Rd, Westport, CT 06880
    /40

    $13,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 4,243 Sq Ft
    • House for Rent

    118 Roseville Rd, Westport, CT 06880

    This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

    Tyler Della Valle Dow Della Valle

    118 Roseville Rd, Westport, CT 06880
  • 785 Post Rd E Unit 303, Westport, CT 06880

    $1,550,000

    Sold Mar 25, 2026

    785 Post Rd E Unit 303, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $969/SF
    • 106 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 303, Westport, CT 06880
    • 71 Old Rd, Westport, CT 06880

      Est $3,456,732

      Not Listed For Sale

      71 Old Rd, Westport, CT 06880

      • 6 Beds
      • 5.5 Baths
      • 6,300 Sq Ft
      • Built 2013
      71 Old Rd, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

  • 781 Post Rd E Unit 102, Westport, CT 06880
    781 Post Rd E Unit 102, Westport, CT 06880
    781 Post Rd E Unit 102, Westport, CT 06880
    /38

    $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 Colony Rd Unit A, Westport, CT 06880
    7 Colony Rd Unit A, Westport, CT 06880
    7 Colony Rd Unit A, Westport, CT 06880
    /13

    $4,700 Per Month

    • 2 Beds
    • 1 Bath
    • 1,412 Sq Ft
    • House for Rent

    7 Colony Rd Unit A, Westport, CT 06880

    Enjoy easy living in this charming 2-bedroom, 1-bath apartment located in a sought-after Westport neighborhood. Filled with natural light, the home features a spacious living room that opens to a modern kitchen with stainless steel appliances, a gas cooktop, and a wine refrigerator. Both bedrooms offer comfortable space, and hardwood floors run throughout the apartment, adding timeless appeal.

    Carolina Norwick Compass Connecticut, LLC

    7 Colony Rd Unit A, Westport, CT 06880
  • 785 Post Rd E Unit 302, Westport, CT 06880

    $1,420,000

    Sold Apr 24, 2026

    785 Post Rd E Unit 302, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $1,092/SF
    • 70 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 302, Westport, CT 06880
  • 1 Coastal Ct, Westport, CT 06880
    1 Coastal Ct, Westport, CT 06880
    1 Coastal Ct, Westport, CT 06880
    /22

    $4,995,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 5,550 Sq Ft

    1 Coastal Ct, Westport, CT 06880

    Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

    Julie Vanderblue Higgins Group Real Estate

    1 Coastal Ct, Westport, CT 06880
  • 17 Long Lots Rd, Westport, CT 06880
    17 Long Lots Rd, Westport, CT 06880
    /2

    $7,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,456 Sq Ft
    • House for Rent

    17 Long Lots Rd, Westport, CT 06880

    Enjoy this sun-drenched renovated contemporary split-level home with open floor plan. Featuring a private, fenced in yard, this inviting renovated property offers the perfect blend of style, comfort and convenience, just minutes from town, beaches, shopping, dining, schools, train and all that Westport has to offer.

    Georgia Wasserman Coldwell Banker Realty

    17 Long Lots Rd, Westport, CT 06880
  • 26 Hitchcock Rd, Westport, CT 06880

    $2,700,000

    Sold Jan 26, 2026

    26 Hitchcock Rd, Westport, CT 06880

    • 5 Beds
    • 5 Baths
    • 4,549 Sq Ft
    • Built 2025

    Last Sold Summary

    • $594/SF
    • 224 Days On Market

    Current Estimated Value $2,601,937

    Last Listing Agent Mar Jennings Higgins Group Bedford Square

    26 Hitchcock Rd, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 18

Connecticut Fairfield County Westport Staples

Real Estate & Homes

Learn more about living in Staples

Home Prices in Staples, CT

The median home sale price in Staples, Westport is $2,137,500, down 3% year-over-year. Homes in Staples sell in 73 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$2,137,500
Median Single Family Sale Price
$2,900,000
Median Townhouse Sale Price
$1,422,000
Median 2 Bedroom Sale Price
$1,420,000
Median 1 Bedroom Sale Price
$715,000
Average Price Per Sq Ft
$766
Number of Homes for Sale
20
Last 12 months Home Sales
84
Months of Supply
2.90
Median List Price
$2,331,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group