Fairfield, CT Homes

• 

  

  

  /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

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (203) 871-0406

  1 Ruta Ct, Westport, CT 06880
• 

  Explore Staples

• 

  

  

  /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

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 884-0967

  38 Sturges Commons, Westport, CT 06880
• 

  $1,639,500 Sold Aug 04, 2025

  • 3,419 Sq Ft
  • $480/SF
  • 67 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1983

  2 Donald Dr, Westport, CT 06880

  A Truly Exceptional Home That Has It All! Every so often, a home comes along that checks every box. This beautifully updated, move-in-ready house offers everything you could want: city sewer and water, natural gas for heating and cooling, a whole-house generator-all in a prime location on a quiet cul-de-sac. The property boasts underground electrical lines, a fenced-in yard with mature plantings,

  Robert Grodman The Riverside Realty Group

  2 Donald Dr, Westport, CT 06880
• 

  Est $2,826,649 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,498 Sq Ft

  12 Maple Ave N, Westport, CT 06880

  12 Maple Ave N, 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

  

  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
• 

  $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
• 

  Est $4,001,000 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,250 Sq Ft

  41 North Ave, Westport, CT 06880

  41 North Ave, 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
• 

  

  /39

  $4,600 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • House for Rent

  61 Whitney Glen, Westport, CT 06880

  This sundrenched end unit is located in Whitney Glen condominiums, a complex for ages 62 and older. This 2nd floor unit has vaulted ceilings in LR, DR & Primary Bedroom with clerestory windows for spacious feeling and lots of natural light. The eat-in kitchen has new stainless appliances, granite counters, faucets and fixtures. The Primary Bedroom has a full bath and walk-in closet. The spacious

  Laurie Crouse Coldwell Banker Realty

  61 Whitney Glen, 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
• 

  Est $2,015,179 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,297 Sq Ft

  7 Dexter Rd, Westport, CT 06880

  7 Dexter Rd, 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
• 

  

  /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
• 

  $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
• 

  Est $2,604,179 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,941 Sq Ft

  20 Bauer Place, Westport, CT 06880

  20 Bauer Place, Westport, CT 06880
• 

  

  /40

  $3,499,000

  • 5 Beds
  • 7 Baths
  • 8,110 Sq Ft

  4 Jennings Ct, Westport, CT 06880

  Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat,

  Linda Skolnick Coldwell Banker Realty

  4 Jennings Ct, Westport, CT 06880
• 

  

  /20

  $11,500 per month

  • 4 Beds
  • 3 Baths
  • 4,058 Sq Ft
  • House for Rent

  11 High Point Rd, Westport, CT 06880

  This beautifully maintained home sits on a sought-after cul-de-sac within walking distance to Long Lots, Bedford, and Staples. Set on 1.2 acres of lawn and gardens, the open-concept interior features soaring ceilings, skylights, and hardwood floors. The updated kitchen boasts granite counters, brand new Miele appliances, and a sunny den with built-ins and patio access. Four bedrooms include a

  Lisa Holler Compass Connecticut, LLC

  11 High Point Rd, 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
• 

  Est $3,388,121 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 5,417 Sq Ft

  38 Whitney St, Westport, CT 06880

  38 Whitney St, Westport, CT 06880
• 

  

  /39

  $1,425,000

  • 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
• 

  

  /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
• 

  $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
• 

  Est $3,669,510 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,928 Sq Ft

  19 Woody Ln, Westport, CT 06880

  19 Woody Ln, Westport, CT 06880
• 

  

  /40

  $1,390,000

  • 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
• 

  

  /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
• 

  $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
• 

  Est $4,496,336 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,575 Sq Ft

  21 Daniel Ct, Westport, CT 06880

  21 Daniel Ct, Westport, CT 06880
• 

  

  /31

  $3,900,000

  • 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
• 

  

  /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
• 

  $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
• 

  Est $2,537,516 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,237 Sq Ft

  1 Peters Ln, Westport, CT 06880

  1 Peters Ln, Westport, CT 06880
• 

  

  /28

  $3,895,000 Open Thu 11AM - 1PM

  • 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
• 

  

  /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
• 

  $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
• 

  Est $3,422,148 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,010 Sq Ft

  184 Cross Hwy, Westport, CT 06880

  184 Cross Hwy, 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
• 

  $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
• 

  Est $734,572 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  20 Whitney Glen, Westport, CT 06880

  20 Whitney Glen, Westport, CT 06880

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