Fairfield, CT Homes

• 

  

  

  /25

  $3,999,000

  • 6 Beds
  • 8 Baths
  • 6,000 Sq Ft

  57 Evergreen Ave, Westport, CT 06880

  Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (475) 253-3404

  57 Evergreen Ave, Westport, CT 06880
• 

  Explore Westport Village

• 

  

  

  /19

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • House for Rent

  15 Keyser Rd, Westport, CT 06880

  Charming in-town single-family home available for a 1 year lease. This inviting, sunlit residence is ideally situated in the heart of town. The living room, featuring a cozy fireplace, provides a warm space to relax and gather. The open, bright kitchen with granite countertops connects seamlessly to the dining area and offers access to a private patio and large backyard-perfect for outdoor

  

  Brittany Strouse

  Coldwell Banker Realty

  (203) 717-5785

  15 Keyser Rd, Westport, CT 06880
• 

  $4,495,000 Sold Aug 19, 2025

  • 7,259 Sq Ft
  • $619/SF
  • 84 Days On Market

  • 7 Beds
  • 8 Baths
  • Built 2025

  104 Compo Rd S, Westport, CT 06880

  THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern

  Doug Bross Coldwell Banker Realty

  104 Compo Rd S, Westport, CT 06880
• 

  Est $581,829 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  14 Cross Hwy Unit B, Westport, CT 06880

  14 Cross Hwy Unit B, Westport, CT 06880
• 

  

  

  /38

  $4,350,000

  • 7 Beds
  • 7.5 Baths
  • 6,679 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
• 

  

  /12

  $7,400 per month

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft
  • House for Rent

  2 Violet Ln, Westport, CT 06880

  Welcome to a sophisticated lifestyle in Westport! This contemporary home has been remodeled from top to bottom - new kitchen, new bathrooms, gleaming hardwood floors... An abundance of windows fills this home with cheerful sunlight while the level yard overlooks a scenic brook. Conveniently situated on a private lane, it's just across the street from restaurants, shopping, and a riverfront

  2 Violet Ln, Westport, CT 06880
• 

  $1,830,000 Sold Aug 18, 2025

  • 1,300 Sq Ft
  • $1,408/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  41 Richmondville Ave Unit 304, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 304, Westport, CT 06880
• 

  Est $664,965 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,074 Sq Ft

  12 Cross Hwy Unit C, Westport, CT 06880

  12 Cross Hwy Unit C, Westport, CT 06880
• 

  

  /26

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
• 

  

  /21

  $3,200 per month

  • 2 Beds
  • 1 Bath
  • 1,286 Sq Ft
  • House for Rent

  148 Imperial Ave Unit 1, Westport, CT 06880

  Location location location! Winter Rental Furnished. This home is conveniently located in the very popular Imperial Avenue neighborhood. Centrally located between Westport Downtown and the Saugatuck area of restaurants and amenities. Walk to train, bike to the beach. This home includes formal Living Room (with fireplace), Family Room, Dining area, 2 Bedrooms (one currently set up as an office)

  Theresa Roth Compass Connecticut, LLC

  148 Imperial Ave Unit 1, Westport, CT 06880
• 

  $2,500,000 Sold Aug 11, 2025

  • 2,976 Sq Ft
  • $840/SF
  • 9 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1950

  38 Tamarac Rd, Westport, CT 06880

  Discover this beautifully remodeled 5-bedroom, 4.5-bath home in one of Westport's most sought-after walk-to-town neighborhoods. Set on a level third-of-an-acre of professionally landscaped property, this move-in ready gem offers the perfect blend of classic charm and modern style. Inside, a bright open floor plan showcases high-end finishes throughout, including a stunning chef's kitchen, elegant

  Jen Kass Higgins Group Bedford Square

  38 Tamarac Rd, Westport, CT 06880
• 

  Est $603,580 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 977 Sq Ft

  12 Cross Hwy Unit A, Westport, CT 06880

  12 Cross Hwy Unit A, Westport, CT 06880
• 

  

  /39

  $1,895,000

  • 4 Beds
  • 1.5 Baths
  • 1,727 Sq Ft

  8 Otter Trail, Westport, CT 06880

  Chic style & history blend effortlessly at this enchanted home and property. "OTTER HAVEN" is offered for sale for the first time in nearly 30 years. Only two families have been stewards of this special residence since the time it was built as a wedding gift for the original owner. Set atop a gentle knoll on .67 +/- acre of prime, park-like property in the heart of Westport's prized Imperial

  Alex Chingas Coldwell Banker Realty

  8 Otter Trail, Westport, CT 06880
• 

  

  /26

  $4,900 per month

  • 2 Beds
  • 1.5 Baths
  • 935 Sq Ft
  • Apartment for Rent

  201 Main St Unit 303, Westport, CT 06880

  Fully available luxury apartment in the heart of downtown Westport set on the Saugatuck River. A beautifully designed unit that is spacious, open and bright with a flexible floor plan. Gorgeous kitchen w/ high end appliances, custom cabinetry, marble countertops with island seating opening to living room with a private balcony offering wonderful views of the river and town. Baths are beautiful as

  Sandra Calise Cenatiempo Settlers & Traders

  201 Main St Unit 303, Westport, CT 06880
• 

  $1,950,000 Sold Jul 31, 2025

  • 1,530 Sq Ft
  • $1,275/SF
  • 92 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  41 Richmondville Ave Unit 206, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 206, Westport, CT 06880
• 

  Est $2,531,864 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,962 Sq Ft

  17 Gault Ave, Westport, CT 06880

  17 Gault Ave, Westport, CT 06880
• 

  

  /20

  $1,825,000

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

  41 Richmondville Ave Unit 303, Westport, CT 06880

  IMMEDIATE OCCUPANCY! Only 5 homes remain!! A third floor 1 bed+den with 2-baths at The Mill! Cooking will be a delight with the high-end appliances and custom cabinetry completes the space. The primary bedroom has 2 closets & a luxurious bathroom with heated floors. The living room has a gas fireplace, and this vintage home features historic details. Your large den has access to a full

  Ashlei De Souza Serhant Connecticut LLC

  41 Richmondville Ave Unit 303, Westport, CT 06880
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  /8

  $2,100 per month

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

  37 Richmondville Ave, Westport, CT 06880

  This charming one-bedroom apartment in Westport. The kitchen features ample cabinet space, making it easy to keep things organized. The living and dining areas are distinct yet connected, creating a cozy atmosphere for relaxation and entertaining. A laundry closet with a stacked washer and dryer, eliminating the need for off-site laundry trips. One of the standout features is the expansive

  Yolanda Kostenko BHGRE Gaetano Marra Homes

  37 Richmondville Ave, Westport, CT 06880
• 

  $2,780,000 Sold Jul 18, 2025

  • 3,660 Sq Ft
  • $760/SF
  • 72 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2007

  29 Otter Trail, Westport, CT 06880

  This modern home boasts architect-designed features, including custom fireplaces and European high-end fixtures AND the convenience of being within walking distance to downtown Westport, Compo Beach and Metro North. The glass & stone foyer leads directly up to the main floor, where soaring ceilings, and the warm, welcoming fireplace work together with the oversized windows and skylights to create

  Leslie Clarke Compass Connecticut, LLC

  29 Otter Trail, Westport, CT 06880
• 

  Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,614 Sq Ft

  8 Cunningham Place, Westport, CT 06880

  8 Cunningham Place, Westport, CT 06880
• 

  

  /27

  $2,550,000

  • 2 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

  This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed bathroom with rain shower, dual sinks, and heated floors. Stairs

  Ashlei De Souza Serhant Connecticut LLC

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
• 

  

  /18

  $3,350 per month

  • 3 Beds
  • 1 Bath
  • 1,373 Sq Ft
  • House for Rent

  36 Richmondville Ave, Westport, CT 06880

  Great in-town location, yet in a country setting. New interior paint, newer Kitchen and bath. Unit has 1-car garage, private washer and dryer. Convenient to Merritt PKWY, I-95, shops, restaurants and cultural center. Please note that this unit is the first floor of a duplex (multi family) building. Credit and reference check required. No pets, no smokers.

  Ali Nabatchian RE/MAX Heritage

  36 Richmondville Ave, Westport, CT 06880
• 

  $3,400,000 Sold Jul 11, 2025

  • 4,739 Sq Ft
  • $717/SF
  • 14 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1969

  22 Oak Ridge Park, Westport, CT 06880

  Nestled at the end of a quiet cul-de-sac along the scenic Saugatuck River, this stunning Colonial offers over 4,700 square feet of refined living space. With breathtaking panoramic water views, a private dock, and a brand-new cedar roof, this home is a true waterfront retreat. Step inside to discover gorgeous hardwood floors throughout and a custom-designed kitchen featuring granite countertops

  Jolanta Rojek eXp Realty

  22 Oak Ridge Park, Westport, CT 06880
• 

  Est $3,026,160 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,982 Sq Ft

  10 Evergreen Ave, Westport, CT 06880

  10 Evergreen Ave, Westport, CT 06880
• 

  

  /24

  $1,375,000 Open Thu 11AM - 12:30PM

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  41 Richmondville Ave Unit 109, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 109, Westport, CT 06880
• 

  

  /36

  $5,000 per month

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  27 Imperial Ave, Westport, CT 06880

  Stunning 4-Bedroom Historic Gem in the Heart of Downtown Westport Step into a rare piece of Westport history with this beautifully restored and fully renovated apartment, perched on the 3rd floor of a charming 1892 walk-up commercial building. This expansive 4-bedroom, 2-bath residence seamlessly blends timeless character with modern updates, offering a truly unique and inviting layout. With

  Josh Fields Berkshire Hathaway NE Prop.

  27 Imperial Ave, Westport, CT 06880
• 

  $1,905,000 Sold Jul 01, 2025

  • 2,263 Sq Ft
  • $842/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  15 Lone Pine Ln, Westport, CT 06880

  PLEASE SUBMIT ALL OFFERS BY MONDAY 4/28 4PM. Discover the ease of living at 15 Lone Pine Lane, a home located in one of Westport's most coveted in-town neighborhoods. This property's central location ensures convenience, while the quiet streets provide a peaceful retreat. The interior has been refreshed over the years showcasing noticeable upgrades like a modern kitchen, updated bathrooms and

  Mary Ellen Gallagher Compass Connecticut, LLC

  15 Lone Pine Ln, Westport, CT 06880
• 

  Est $2,277,435 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,921 Sq Ft

  17 Harborview Rd, Westport, CT 06880

  17 Harborview Rd, Westport, CT 06880
• 

  

  /23

  $3,785,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
• 

  

  /28

  $4,300 per month

  • 1 Bed
  • 1 Bath
  • 873 Sq Ft
  • Apartment for Rent

  5 Church Ln Unit 409, Westport, CT 06880

  ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. It is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this

  Matt Murray Higgins Group Bedford Square

  5 Church Ln Unit 409, Westport, CT 06880
• 

  $1,650,000 Sold Jun 27, 2025

  • 1,560 Sq Ft
  • $1,058/SF
  • 193 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2023

  41 Richmondville Ave Unit 205, Westport, CT 06880

  Welcome to this 1 bed + den with 2-baths and historic details at The Mill Westport! The large open kitchen is complete with a suite of high-end appliances and an oversized island provides a place to enjoy a meal. Your living room has exposed brick and a gas fireplace. The primary bedroom features a pair of closets leading to a luxurious bathroom with two sinks & rain shower. All homes enjoy

  Ashlei De Souza Serhant LLC

  41 Richmondville Ave Unit 205, Westport, CT 06880
• 

  Est $3,153,517 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,003 Sq Ft

  1 Harborview Rd, Westport, CT 06880

  1 Harborview Rd, Westport, CT 06880
• 

  

  /40

  $1,648,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,090 Sq Ft

  8 Washington Ave, Westport, CT 06880

  One of the most sought-after walk-to-town neighborhoods in Westport, presents a stately charmer on 8 Washington Ave. Enjoy the splendor of an era gone by with original Victorian architectural details including hard wood flooring, carved mahogany stair banister, detailed window trim and expansive back porch overlooking an oversized garden. This five-bedroom home on three levels offers the walk to

  Susan Vanech Compass Connecticut, LLC

  8 Washington Ave, Westport, CT 06880
• 

  

  /35

  $6,500 per month

  • 1 Bed
  • 1.5 Baths
  • 1,796 Sq Ft
  • Apartment for Rent

  5 Church Ln Unit 314, Westport, CT 06880

  ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. It is ideally situated in the heart of this

  Matt Murray Higgins Group Bedford Square

  5 Church Ln Unit 314, Westport, CT 06880
• 

  $1,595,000 Sold Jun 23, 2025

  • 1,350 Sq Ft
  • $1,181/SF
  • 138 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  41 Richmondville Ave Unit 211, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 211, Westport, CT 06880
• 

  Est $1,705,002 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,759 Sq Ft

  8 Ridge Dr, Westport, CT 06880

  8 Ridge Dr, Westport, CT 06880
• 

  

  /34

  $1,299,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,449 Sq Ft

  6 Janson Dr, Westport, CT 06880

  PRESENT OFFERS BY NOON MONDAY, 8/4. Nestled on a quiet cul-de-sac just minutes from town, this well-maintained contemporary colonial offers the perfect blend of comfort, style and convenience. Set on a beautifully landscaped half-acre lot with mature plantings, this house has privacy while remaining close to shopping, restaurants, commuter routes and local amenities including town tennis courts

  Tamarra Pincavage William Pitt Sotheby's Int'l

  6 Janson Dr, Westport, CT 06880
• 

  

  /28

  $20,000 per month

  • 4 Beds
  • 3.5 Baths
  • 4,225 Sq Ft
  • House for Rent

  95 Compo Rd N, Westport, CT 06880

  Experience the perfect summer retreat in the heart of Westport. This beautifully furnished home offers a blend of comfort and convenience, just minutes from downtown, the Levitt Pavilion, restaurants, beaches and Longshore Country Club. The spacious layout features a light-filled interior with colorful, tasteful decor, ideal for families or friends. Enjoy outdoor living on the expansive slate

  Michelle Genovesi William Raveis Real Estate

  95 Compo Rd N, Westport, CT 06880
• 

  $2,400,000 Sold Jun 18, 2025

  • 4,156 Sq Ft
  • $577/SF
  • 6 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1986

  9 Harborview Rd, Westport, CT 06880

  Discover the epitome of elegance in this sun-filled Contemporary Colonial, ideally situated on a desirable cul-de-sac with picturesque views of the Saugatuck River and conveniently located within walking distance to downtown. A welcoming foyer ushers you into a spacious living room with a tray ceiling, where a cozy fireplace sets the stage for relaxation and gatherings. Entertain with ease in the

  Robbie Blosio William Pitt Sotheby's Int'l

  9 Harborview Rd, Westport, CT 06880
• 

  Est $2,278,000 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,620 Sq Ft

  5 Thomas Rd, Westport, CT 06880

  5 Thomas Rd, Westport, CT 06880

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