2,635

Fairfield, CT Homes

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  • /33

    $997,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,434 Sq Ft

    1 Ruta Ct, Westport, CT 06880

    Seller are asking for HIGHEST AND BEST OFFERS BY MONDAY 7/14/25 at 5PM Welcome to this charming Contemporary Colonial in the sought-after Long Lots area. Nestled on a serene cul-de-sac, this bright home offers the trifecta of natural gas, city water, and sewer. 3/4 acre lot extends all the way to Long Lots Rd! Enjoy the convenience of being just minutes from town, the train, beaches, and major

    Agent Photo

    Hyleri Katzenberg

    Compass Connecticut, LLC

    (203) 871-0406

    1 Ruta Ct, 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

    (203) 884-0967

    38 Sturges Commons, Westport, CT 06880
  • 5 Elwil Dr, Westport, CT 06880

    $3,450,000 Sold Jul 30, 2025

    • 5,887 Sq Ft
    • $586/SF
    • 47 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2006

    5 Elwil Dr, Westport, CT 06880

    Welcome to this exceptional custom-built Colonial nestled on one of the most tranquil and conveniently located cul de sacs Westport has to offer. Thoughtfully designed and meticulously maintained, 5 Elwil defines the epitome of a "Forever Home". The Main floor features a welcoming Living Room with fireplace and multiple built-ins, a Great Room with fireplace and lofted cathedral ceilings, an

    Tanya Sprague William Raveis Real Estate

    5 Elwil Dr, Westport, CT 06880
  • /6

    $2,999,000 Pending

    • 5 Beds
    • 6.5 Baths
    • 4,854 Sq Ft

    12 Bauer Place, Westport, CT 06880

    Expected for completion summer 2025, this new construction by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (203) 779-6182

    12 Bauer Place, Westport, CT 06880
  • /35

    $2,995 - $5,900 per month

    The Westporter

    1 - 2 Beds

    793 Post Rd E, Westport, CT 06880

    Welcome future Westporter 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

    793 Post Rd E, Westport, CT 06880
  • 34 Whitney Glen Unit 34, Westport, CT 06880

    $910,000 Sold Jul 24, 2025

    • 1,400 Sq Ft
    • $650/SF
    • 169 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1982

    34 Whitney Glen Unit 34, Westport, CT 06880

    Welcome home to this recently renovated, open and sunny townhouse-style condominium. The spacious first floor features a living room with a wood burning fireplace and sliders out to a covered stone terrace, a granite kitchen, dining room and powder room. On the second floor is the primary bedroom with a private balcony, marble bath with skylights as well as a large laundry room that also serves

    Darlene Letersky Coldwell Banker Realty

    34 Whitney Glen Unit 34, Westport, CT 06880
  • /36

    $1,795,000

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft

    7 Morningside Ln, Westport, CT 06880

    A Westport treasure, this c.1900 beauty enchants with timeless charm and a magical warmth. Once the homestead of one of Westport's largest onion farms, you may still find one growing wild on the lawn. The wrap-around screened porch is perfect for summer mornings or unwinding at sunset. Inside, sunlit living spaces are filled with original character, and the chef's kitchen offers high-end

    Michelle Genovesi William Raveis Real Estate

    7 Morningside Ln, Westport, CT 06880
  • /40

    $8,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,284 Sq Ft
    • House for Rent

    14 North Ave, Westport, CT 06880

    Classic colonial centrally located within Westport. Convenient to schools, Post Rd, shopping and beach. Large and bright bedrooms with Harwood floors. Natural gas and connected to town sewer. Finished walk-out lower

    Georgia Wasserman Coldwell Banker Realty

    14 North Ave, Westport, CT 06880
  • 96 Compo Rd N, Westport, CT 06880

    $1,650,000 Sold Jul 18, 2025

    • Land
    • 1.00 Acre
    • $1,650,000 per Acre
    • 64 Days On Market

    96 Compo Rd N, Westport, CT 06880

    Discover an exceptional opportunity to build your dream home on this spectacular 1-acre property in the heart of Westport. Centrally located within close distance to Main Street, parks, tennis, and playgrounds, this prime location offers unparalleled convenience. Property has a circular driveway with dual access, stone wall, and many mature trees and boasts a beautiful, serene backyard setting

    Steven Koleno Beycome of Connecticut

    96 Compo Rd N, Westport, CT 06880
  • /40

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 5,629 Sq Ft

    166 Long Lots Rd, Westport, CT 06880

    Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in mind, the home features inviting living spaces including a two-story family room with an open staircase. The gourmet eat-in kitchen is open to a sitting area with a corner fireplace. Two family bedrooms with en-suite baths

    Michelle Genovesi William Raveis Real Estate

    166 Long Lots Rd, Westport, CT 06880
  • /20

    $2,014 - $5,868 per month

    1177 Greens Farms

    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 Post Rd E, Westport, CT 06880
  • 16 Morningside Ln, Westport, CT 06880

    $2,400,000 Sold Jul 18, 2025

    • 3,764 Sq Ft
    • $638/SF
    • 31 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2000

    16 Morningside Ln, Westport, CT 06880

    Tucked away at the end of a peaceful cul-de-sac, this custom-built home offers comfortable living, an abundance of natural light throughout, & unmatched convenience, being 5 minutes from schools & Green's Farms train station. With 4 bedrooms, 4.5 bathrooms, & flexible living spaces, this home is designed for entertaining & everyday family living. A double-height foyer welcomes you with a feature

    Karen Liss-uomoleale William Raveis Real Estate

    16 Morningside Ln, Westport, CT 06880
  • /38

    $2,595,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,554 Sq Ft

    33 Woody Ln, Westport, CT 06880

    Poised on a beautiful cul-de-sac in the heart of Westport, walking distance to Bedford Middle School and Staples High School, this exquisite home has been thoughtfully curated inside and out. Fully renovated by Rose Adams, the main living spaces are open and inviting with custom millwork throughout. Relax by the family room's fireplace or gather with friends in the chef's kitchen featuring high

    Michelle Genovesi William Raveis Real Estate

    33 Woody Ln, Westport, CT 06880
  • /25

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • House for Rent

    14 Long Lots Rd, Westport, CT 06880

    Welcome to this beautifully renovated and charming cottage, a perfect rental nestled in the heart of town! Modern kitchen with newer cabinets, sleek appliances, hardwood flooring, and stunning quartz countertops. You'll love the spacious living room with custom built-ins and large sliding glass doors that fill the space with natural light all day long. Three generously sized bedrooms featuring

    Inna Agujen Coldwell Banker Realty

    14 Long Lots Rd, Westport, CT 06880
  • 10 Dover Rd, Westport, CT 06880

    $1,762,000 Sold Jul 11, 2025

    • 3,077 Sq Ft
    • $573/SF
    • 63 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1954

    10 Dover Rd, Westport, CT 06880

    Welcome to 10 Dover Road- Ideally situated on a peaceful cul-de-sac with a beautiful flat backyard, perfect for outdoor living and entertaining. Thoughtfully expanded and renovated for today's lifestyle, with white oak hardwood floors throughout, this home features a sun drenched living room with vaulted ceilings with a striking fireplace, a formal dining room perfect for entertaining, and an

    Georgia Wasserman Coldwell Banker Realty

    10 Dover Rd, Westport, CT 06880
  • /39

    $1,425,000 Open Sat 11AM - 2PM

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

    785 Post Rd E Unit 301, Westport, CT 06880

    Nearly completed this residential flat offers the best of first floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin windows

    Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 301, Westport, CT 06880
  • /39

    $7,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,940 Sq Ft
    • House for Rent

    23 Turkey Hill Rd N, Westport, CT 06880

    Beautifully kept and updated Antique Colonial with the Charm of Yesteryear-adapted to today's lifestyle. Fenced in back yard with additional party deck, sited in the heart of Westport. Convenient to town, schools, shopping, restaurants and train. Hardwood Floors, arched doorways, lovely living room with fireplace, formal dining room, Study/Office and library. Newer, updated white kitchen with

    Robert Grodman The Riverside Realty Group

    23 Turkey Hill Rd N, Westport, CT 06880
  • 22 Woody Ln, Westport, CT 06880

    $3,750,000 Sold Jul 08, 2025

    • 6,637 Sq Ft
    • $565/SF
    • 0 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2002

    22 Woody Ln, Westport, CT 06880

    The perfect lifestyle awaits, near the end of one of the most desirable and attractive cul-de-sacs in the heart of Westport. This impressive home has been expertly maintained and is presented in excellent condition. The manicured acre of park-like property with mature landscaping introduces this timeless Colonial. The two-story foyer with herringbone-patterned wood floor & extensive millwork

    Doug Bross Coldwell Banker Realty

    22 Woody Ln, Westport, CT 06880
  • /40

    $1,390,000 Open Sat 11AM - 2PM

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

    785 Post Rd E Unit 202, Westport, CT 06880

    Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these

    Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 202, Westport, CT 06880
  • /40

    $21,000 per month

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

    118 Roseville Rd, Westport, CT 06880

    A CERTIFIED PASSIVE HOME. This modernist concrete home, designed by Francis Barry Byrne, a protege of Frank Lloyd Wright, offers a unique blend of luxury and sustainability. Perched atop a hill, it provides breathtaking views of century-old Rhododendrons and oak trees. The property includes a pool, spa, casita, and cottage, surrounded by indigenous plants. Conveniently located between I-95 and

    Gina Hackett Compass Connecticut, LLC

    118 Roseville Rd, Westport, CT 06880
  • 3 Plunkett Place, Westport, CT 06880

    $4,200,000 Sold Jun 30, 2025

    • 8,837 Sq Ft
    • $475/SF
    • 4 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2007

    3 Plunkett Place, Westport, CT 06880

    Built by Mattera Construction and tastefully updated throughout by the current owner, this home exemplifies timeless design, top of the line craftsmanship, and features stunning custom details as well as extensive upgrades throughout. Perfectly sited on a professionally landscaped acre down a private lane in the heart of Westport, this spectacular property offers an ideal location combining both

    Krista Alecia Coldwell Banker Realty

    3 Plunkett Place, Westport, CT 06880
  • /31

    $3,900,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 5.5 Baths
    • 7,468 Sq Ft

    86 Old Rd, Westport, CT 06880

    Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues,

    Tom Preston Keller Williams Realty

    86 Old Rd, Westport, CT 06880
  • /13

    $12,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,146 Sq Ft
    • House for Rent

    59 Crescent Rd, Westport, CT 06880

    Available for the academic season, this spacious and elegant home in the desirable Saugatuck school system offers the perfect combination of comfort and convenience for your stay. Step into a stunning high ceiling foyer that sets the tone for this beautifully maintained home, featuring hard wood floors and natural light. With 4 spacious bedrooms, and 3.5 bathrooms, there is plenty of room for

    Celina Cuomo Stacy Blake Realty LLC

    59 Crescent Rd, Westport, CT 06880
  • 5 High Point Rd, Westport, CT 06880

    $4,250,000 Sold Jun 30, 2025

    • 8,835 Sq Ft
    • $481/SF
    • 0 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2007

    5 High Point Rd, Westport, CT 06880

    Set on a pristine, level acre on one of Westport's most popular cul-de-sacs, this exquisite stone & shingle home combines timeless craftsmanship with modern luxury. Featuring 9' & 10' ceilings, extensive millwork, and five fireplaces with custom mantles, the home is built for elegant living and entertaining throughout nearly 9000sqft. The main level offers a chef's kitchen that flows into a warm

    Amy Swanson William Raveis Real Estate

    5 High Point Rd, Westport, CT 06880
  • /27

    $3,895,000

    • 6 Beds
    • 7 Baths
    • 5,510 Sq Ft

    2 Webb Rd, Westport, CT 06880

    Welcome to everything you've ever wanted! NEW CONSTRUCTION, Pool, cul-de-sac, in a neighborhood that is great for walking and biking in central Westport. Walk to Post Rd shops/restaurants, Winslow dog park, even Main St., Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana. HUGE, FLAT

    Lori Popkin Coldwell Banker Realty

    2 Webb Rd, Westport, CT 06880
  • /40

    $25,000 per month

    • 7 Beds
    • 8 Baths
    • 8,365 Sq Ft
    • House for Rent

    101 Roseville Rd, Westport, CT 06880

    LONG-TERM LEASE ONLY. Preferably two years. Available as of August 1st. Furnished or unfurnished. Nestled behind privacy gates in the heart of Westport's coveted Long Lots neighborhood, 101 Roseville Road presents a grand center hall Colonial that seamlessly blends timeless elegance with modern luxury. Built in 2007, this stately residence spans 5,955 square feet across four finished levels,

    Teoman Turut Keller Williams Realty

    101 Roseville Rd, Westport, CT 06880
  • 122 Old Rd, Westport, CT 06880

    $2,029,422 Sold Jun 30, 2025

    • 2,552 Sq Ft
    • $795/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1979

    122 Old Rd, Westport, CT 06880

    Freshly-updated, meticulously-kept contemporary set down a quiet, pretty lane off of a central multi-million dollar street in desirable Hunt Club area. Bright, stylishly-renovated spaces, soaring ceilings and a host of high-quality details. Two story front to back entry and floor to ceiling double fireplace in sun-drenched living and dining room. Gleaming top of the line quartzite kitchen

    Joni Usdan Coldwell Banker Realty

    122 Old Rd, Westport, CT 06880
  • /39

    $5,895,000

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

    80 Compo Rd N, Westport, CT 06880

    ARCHITECTURE. QUALITY. LOCATION. Exquisite custom shingle-style retreat in the heart of Westport. Discover elegance and privacy in this better-than-new home on a picturesque 1.5-acre landscaped hill. Centrally located, this classic yet modern residence offers privacy with walk-to-town convenience. Be enchanted by the sophisticated curved staircase leading to a family room with 10-foot coffered

    Adrienne Durkin Compass Connecticut, LLC

    80 Compo Rd N, Westport, CT 06880
  • /34

    $13,000 per month

    • 5 Beds
    • 4 Baths
    • 3,392 Sq Ft
    • House for Rent

    20 Joann Cir, Westport, CT 06880

    Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer

    Maya Wertheim Coldwell Banker Realty

    20 Joann Cir, Westport, CT 06880
  • 9 Forest Dr, Westport, CT 06880

    $2,865,000 Sold Jun 26, 2025

    • 4,672 Sq Ft
    • $613/SF
    • 40 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1952

    9 Forest Dr, Westport, CT 06880

    What more could you ask for - this gorgeous, spacious home is located at the end of a cul-de-sac in a friendly & fabulous neighborhood. Completely remodeled, renovated and expanded in 2017. The beautiful, flat 1.14 +/- acre property with room for a pool & cabana is complete with an expansive patio, firepit and enclosed organic garden for outdoor enjoyment. This home is conveniently located within

    Alex Chingas Coldwell Banker Realty

    9 Forest Dr, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 18

Home Trends in Staples, CT

Housing Trends

Median Sale Price
$359,900
Median Single Family Sale Price
$265,750
Median 2 Bedroom Sale Price
$359,900
Median 1 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
8
Last 12 months Home Sales
58
Months of Supply
1.70
Median List Price
$284,000
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
0%
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