1,274

Fairfield, CT Homes

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  • /30

    $1,199,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,564 Sq Ft

    11 Catamount Rd, Westport, CT 06880

    Experience gracious living in this 5-bed, 3-bath Mattera-built contemporary high ranch on a sprawling one-acre lot adorned with mature landscaping and captivating rock outcroppings. Flooded with natural light, this home has been well maintained and loved by the original owners, including a new septic tank, installed in 2023. The lower level, ideal for an au pair or in-laws, adds versatility to

    Kathleen O'Connell Coldwell Banker Realty

    11 Catamount Rd, Westport, CT 06880
  • 36 Clinton Ave, Westport, CT 06880

    $1,600,000 Sold Jun 20, 2025

    • 1,847 Sq Ft
    • $866/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1956

    36 Clinton Ave, Westport, CT 06880

    FINAL AND BEST DEADLINE BY MONDAY, 6/9 AT 12PM. It's not easy to find a turnkey home in this price point here in Westport. This one checks all the boxes. Thoughtfully renovated and meticulously maintained, this stylish home features a chef's kitchen with a Brazilian Danby marble island, custom cabinetry, and quality finishes throughout. The 2.5 updated baths blend timeless design with modern

    Lynne Murphy Berkshire Hathaway NE Prop.

    36 Clinton Ave, Westport, CT 06880
  • /28

    $1,599,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,181 Sq Ft

    4 Berkeley Hill, Westport, CT 06880

    Perfectly positioned just minutes from downtown Westport, this beautifully renovated 4-bedroom, 3-bath Cape is nestled on 1.18 serene acres, offering the perfect blend of style, function, and flexibility. The home's thoughtful layout emphasizes convenience, with three spacious bedrooms located on the main level-ideal for guests, home offices, or anyone seeking easy, one-level living. At the heart

    Dee Cohen Compass Connecticut, LLC

    4 Berkeley Hill, Westport, CT 06880
  • 4 Deepwood Ln, Westport, CT 06880

    $3,350,000 Sold Jun 20, 2025

    • 6,935 Sq Ft
    • $483/SF
    • 11 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2007

    4 Deepwood Ln, Westport, CT 06880

    RIVER WATERFRONT OASIS - Sited on 2 lush acres on the Aspetuck River, this elegant custom 6 bedroom, 5.1 bath home offers a rare blend of natural beauty & refined living, an idyllic sanctuary with abundant natural light. Designed for both everyday comfort and grand entertaining, the property features exceptional indoor & outdoor spaces all thoughtfully crafted to capture the breathtaking views of

    Patricia Shea Coldwell Banker Realty

    4 Deepwood Ln, Westport, CT 06880
  • /31

    $1,995,000 Under Contract

    • 6 Beds
    • 5.5 Baths
    • 5,489 Sq Ft

    130 Easton Rd, Westport, CT 06880

    Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

    David Weber Compass Connecticut, LLC

    130 Easton Rd, Westport, CT 06880
  • 7 N Ridge Rd, Westport, CT 06880

    $5,075,000 Sold Jun 02, 2025

    • 11,774 Sq Ft
    • $431/SF
    • 57 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2008

    7 N Ridge Rd, Westport, CT 06880

    Exceptional 6-bedroom, 6-bath luxury estate in Westport, CT, built in 2008 on over 3 professionally landscaped acres. Features expansive entertaining rooms, a chef's kitchen with sunny breakfast room, sunken family room with stone hearth and built-ins, a screened-in porch, pool, spa, pool house, outdoor kitchen, tennis court, and large recreational yard. The luxurious primary suite boasts a

    Danna Rogers Higgins Group Bedford Square

    7 N Ridge Rd, Westport, CT 06880
  • /37

    $1,895,000 Under Contract

    • 4 Beds
    • 5 Baths
    • 3,707 Sq Ft

    27 Blue Ribbon Dr, Westport, CT 06880

    Welcome to 27 Blue Ribbon Road - A serene retreat in the heart of Westport. Tucked away on a quiet, tree-lined street where neighbors still greet each other by name, this expanded split-level home offers the perfect blend of comfort, style, and community. With 4 spacious bedrooms, a dedicated home office, and a thoughtfully updated layout, this property is ideal for both everyday living and

    Meredith Cohen Serhant Connecticut, LLC

    27 Blue Ribbon Dr, Westport, CT 06880
  • 44 Charcoal Hill Rd, Westport, CT 06880

    $2,365,000 Sold May 30, 2025

    • 3,900 Sq Ft
    • $606/SF
    • 20 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1931

    44 Charcoal Hill Rd, Westport, CT 06880

    Timeless Elegance Meets Modern Living in Westport's Premier Location. Step into a piece of history, seamlessly blended with contemporary comfort, in this stunning 1931 Frazier Peters stone house. Set atop Charcoal Hill that impresses from first approach, this charming residence with pool and cascading waterfall is situated on a coveted 1.8-acre private oasis in Westport, Connecticut. This 3,900

    Kim Harizman Compass Connecticut, LLC

    44 Charcoal Hill Rd, Westport, CT 06880
  • 8 Cardinal Ln, Westport, CT 06880

    $1,845,000 Sold May 29, 2025

    • 3,678 Sq Ft
    • $502/SF
    • 77 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1965

    8 Cardinal Ln, Westport, CT 06880

    Colonial home set on 2 acres, privately situated on a quiet cul-de-sac. The home has been extended with high quality upgrades over the years and features: 5 bedrooms, 3 full baths and one-half bath. The main floor 5th bedroom is adjacent to the Living Room with a full bathroom and separate doorway onto front porch. The spacious gourmet kitchen with a large center island has updated appliances,

    Michael Dinshaw Coldwell Banker Realty

    8 Cardinal Ln, Westport, CT 06880
  • 70 Clinton Ave, Westport, CT 06880

    $4,050,000 Sold May 21, 2025

    • 8,166 Sq Ft
    • $496/SF
    • 67 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 2024

    70 Clinton Ave, Westport, CT 06880

    Welcome to 70ClintonAvenue,com - the latest offering by multiple HOBI award winning builder; CCO Habitats. Situated on over 2.5 acres, this home has an elegant, modern vibe to it, with many unique design elements. Finished on three levels, the home is wider; not taller, allowing us to have both an office and guest room on the first floor. A second floor has a second designated office, complete

    Maryann Levanti Higgins Group Bedford Square

    70 Clinton Ave, Westport, CT 06880
  • 2 Charcoal Hill Common, Westport, CT 06880

    $6,100,000 Sold May 15, 2025

    • 7,200 Sq Ft
    • $847/SF
    • 141 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 2024

    2 Charcoal Hill Common, Westport, CT 06880

    Premier Builder, Redcoat Homes latest creation on desirable cul de sac on Charcoal Hill Common. This magnificent home blends beautifully with the pre existing Peter Fraiser homes on street with lots of natural stone and great design. Renown architect Judith Larson designed this 6 bedroom masterpiece inside and out. The home boast's an open floor plan flooded w natural light and encompasses

    Kelly Loucas Compass Connecticut, LLC

    2 Charcoal Hill Common, Westport, CT 06880
    • /2

      Est $1,791,421 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,692 Sq Ft

      208 Bayberry Ln, Westport, CT 06880

      208 Bayberry Ln, Westport, CT 06880
  • 18 Clinton Ave, Westport, CT 06880

    $1,855,000 Sold May 01, 2025

    • 1,991 Sq Ft
    • $932/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1950

    18 Clinton Ave, Westport, CT 06880

    Welcome to 18 Clinton Avenue, where timeless charm meets contemporary luxury in the heart of Westport. Perfectly situated near town in a fabulous neighborhood, this expanded Cape Cod home epitomizes effortless indoor-outdoor living, featuring a beautifully landscaped, fully fenced property with an inviting in-ground heated pool. Step inside to a welcoming foyer that sets the tone for the home's

    Cindy Raney Coldwell Banker Realty

    18 Clinton Ave, Westport, CT 06880
  • 17 Greenbrier Rd, Westport, CT 06880

    $3,275,000 Sold Apr 11, 2025

    • 4,360 Sq Ft
    • $751/SF
    • 66 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2023

    17 Greenbrier Rd, Westport, CT 06880

    What happens when an architect and an interior designer craft a bespoke sanctuary for themselves? The result is that nearly impossible to find unicorn in the world of residential design - a unique, magical space that speaks to those of us that crave exceptional refinement along with livable practicality. Nestled high amid a vibrant New England landscape, this 2023 frame-in restoration project by

    Carrie Perkins RE/MAX Heritage

    17 Greenbrier Rd, Westport, CT 06880
  • 6 Fraser Rd, Westport, CT 06880

    $3,425,000 Sold Apr 11, 2025

    • 7,420 Sq Ft
    • $462/SF
    • 238 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1977

    6 Fraser Rd, Westport, CT 06880

    Nestled on a quiet cul-de-sac and perfectly situated on two acres, sits this spectacular custom contemporary home with elements of European design. As you enter through the wrought iron gates into the crushed stone courtyard, you discover a masterpiece of stucco and stone which is beautifully enhanced with mahogany doors, window trim, a cupola, and carport. Superior craftmanship is exhibited from

    Kathleen Sexton William Pitt Sotheby's Int'l

    6 Fraser Rd, Westport, CT 06880
  • 8 Fraser Rd, Westport, CT 06880

    $1,750,000 Sold Apr 04, 2025

    • 4,224 Sq Ft
    • $414/SF
    • 33 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1968

    8 Fraser Rd, Westport, CT 06880

    Welcome to 8 Fraser Rd, a timeless Colonial on 2.03 private acres at the end of a peaceful cul-de-sac in desirable Westport, CT. Meticulously maintained, this home blends charm, comfort, and functionality with exceptional craftsmanship. The grand foyer sets the stage for the inviting flow of the main level. A bright living room with a cozy fireplace and an adjacent formal dining room are perfect

    Julie Setterlund William Pitt Sotheby's Int'l

    8 Fraser Rd, Westport, CT 06880
  • 147 Cross Hwy, Westport, CT 06880

    $3,327,000 Sold Mar 31, 2025

    • 6,190 Sq Ft
    • $537/SF
    • 61 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1750

    147 Cross Hwy, Westport, CT 06880

    Nestled on an extraordinary 1-acre property close to town & walking distance to schools, the observatory, & Wakeman Park, this one-of-a-kind home offers a seamless blend of modern construction with timeless charm; function with character. REBUILT (& addition) IN 2000 & meticulously maintained. 6,000+ square feet of well-designed living space including 5 BR, 4-full & 2-half BTHS, & built-ins

    Erica Acheychek Compass Connecticut, LLC

    147 Cross Hwy, Westport, CT 06880
  • 39 Cross Hwy, Westport, CT 06880

    $2,609,500 Sold Mar 25, 2025

    • 3,876 Sq Ft
    • $673/SF
    • 38 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1878

    39 Cross Hwy, Westport, CT 06880

    Step into timeless elegance with this reimagined historic colonial farmhouse, winner of the 2023 Historic District Commission's Preservation Award. Nestled on a serene one-acre knoll, this In-Town 3,876 sq. ft. postbellum gem blends historic charm with modern sophistication following a meticulous studs-out $1M+ renovation. The flexible first floor layout features a regal office with cove ceiling,

    Matthew Burrows Compass Connecticut, LLC

    39 Cross Hwy, Westport, CT 06880
  • 22 Half Mile Common, Westport, CT 06880

    $1,773,500 Sold Feb 27, 2025

    • 3,302 Sq Ft
    • $537/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1954

    22 Half Mile Common, Westport, CT 06880

    Welcome home to the house you didn't believe you would find. Almost new this 4 bed 3.5 bath Coleytown home is located at the end of a cul de sac. Torn down and rebuilt in 2019. Open concept living with lots of natural light. Separate office and ensuite bedroom on 1st floor. Primary bedroom has 2 big walk in closets and a luxury bathroom with radiant heat floors. Ready for the next owners to

    Meredith Cohen Serhant Connecticut, LLC

    22 Half Mile Common, Westport, CT 06880
  • 6 Fairview Dr, Westport, CT 06880

    $2,150,000 Sold Feb 10, 2025

    • 3,790 Sq Ft
    • $567/SF
    • 20 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1950

    6 Fairview Dr, Westport, CT 06880

    Welcome to this 5 bedroom 4.5 bath arts & crafts home on over 2 private acres. Spacious layout and elegant finishes, this residence offers the perfect blend of modern luxury and classic charm. Grand Living Room with soaring ceilings and wall of windows to enjoy the park like vistas. Dining Room with built in hutch. Private, light filled Library/home office with built-ins and access to deck. Sunny

    Robert Appell Coldwell Banker Realty

    6 Fairview Dr, Westport, CT 06880
  • 24 Easton Rd, Westport, CT 06880

    $1,050,000 Sold Feb 06, 2025

    • 3,199 Sq Ft
    • $328/SF
    • 108 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1955

    24 Easton Rd, Westport, CT 06880

    **Significant Price Reduction!** Don't miss this fantastic opportunity to own in the desirable Coleytown neighborhood of Westport, Connecticut. Set on a private 1.39-acre corner lot with mature trees, this 1950s home is ready for your creative touch to transform it into your dream residence. The property offers unique versatility with a lower level featuring a private entrance-perfect for an

    Amy Cuccio William Pitt Sotheby's Int'l

    24 Easton Rd, Westport, CT 06880
  • 1 Daybreak Commons Unit 1, Westport, CT 06880

    $2,110,000 Sold Jan 23, 2025

    • 3,167 Sq Ft
    • $666/SF
    • 34 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2020

    1 Daybreak Commons Unit 1, Westport, CT 06880

    Welcome to 1 Daybreak Commons, a stunning stand-alone residence nestled in the heart of Westport offering a modern lifestyle w/unparalleled convenience. This exquisite home boasts 2 spacious BR's & 3 luxe baths, spread across 3167 square feet of thoughtfully designed living space. Step inside to discover soaring ceilings that create an open & airy ambiance, complemented by a sophisticated layout

    Susan Seath Compass Connecticut, LLC

    1 Daybreak Commons Unit 1, Westport, CT 06880
  • 4 Michele Ln, Westport, CT 06880

    $3,655,000 Sold Jan 21, 2025

    • 9,240 Sq Ft
    • $396/SF
    • 63 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2005

    4 Michele Ln, Westport, CT 06880

    Nestled in the prestigious Coleytown area of Westport, this custom-built Colonial sits on over 2 acres of rolling lawns, providing unmatched privacy and breathtaking panoramic views from one of the highest points in town. Blending elegance, luxury, and modern convenience, this property is perfect for today's discerning buyers. The impressive chef's kitchen is designed for culinary enthusiasts,

    Mary Ann Lindwall The Riverside Realty Group

    4 Michele Ln, Westport, CT 06880

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