Fairfield, CT Homes

• 

  

  

  /39

  $3,250,000 Pending

  • 5 Beds
  • 6 Baths
  • 6,027 Sq Ft

  99 Hillspoint Rd, Westport, CT 06880

  This better than new modern farmhouse nestled on 1.28 acres is a masterpiece of architectural design and sophistication and just steps from the beach, train, and shopping. Every detail of this 6,000 SF 5 Bedroom home has been meticulously curated, from the high-end materials to the advanced technology offering a modern, refined aesthetic to deliver unparalleled comfort. The double-height entry

  

  Susan Lieberman

  The Riverside Realty Group

  (203) 884-0386

  99 Hillspoint Rd, 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

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 884-0967

  38 Sturges Commons, Westport, CT 06880
• 

  $2,600,000 Sold Aug 04, 2025

  • 4,735 Sq Ft
  • $549/SF
  • 23 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2014

  16 Gault Park Dr, Westport, CT 06880

  Stunning modern farmhouse colonial on sought after Gault Park Drive. This enclave of cul-de-sacs is known for its proximity to everything the town of Westport has to offer. Minutes to town, minutes to the train and minutes to the beach. All from this fabulous neighborhood of active homeowners riding bikes and walking the quiet streets. Built in 2014, but customized in the past few years with an

  Gary Shelton Higgins Group Bedford Square

  16 Gault Park 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
• 

  

  

  /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
• 

  

  /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
• 

  $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 $2,590,932 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,330 Sq Ft

  2 Heron Lake Ln, Westport, CT 06880

  2 Heron Lake Ln, Westport, CT 06880
• 

  

  /40

  $3,879,000 Pending

  • 6 Beds
  • 8 Baths
  • 7,861 Sq Ft

  19 Center St, Westport, CT 06880

  Nestled on a sought-after cul-de-sac in the heart of Greens Farms, this exceptional Colonial offers beautifully finished living space across 4 levels. With 6 bedrooms, 6 full & 2 half baths, & superior craftsmanship throughout, this home is the perfect blend of timeless design & everyday comfort. Just a short walk to Greens Farms Elementary & minutes to Compo Beach, local shops, & the train, the

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 262-8614

  19 Center St, Westport, CT 06880
• 

  

  /28

  $16,000 per month

  • 6 Beds
  • 6 Baths
  • 5,190 Sq Ft
  • House for Rent

  2 Bluewater Hill S, Westport, CT 06880

  Steps from Compo Beach sits this 5000 Square Foot 6 Bedroom and 6 Bath Home with Water Views from most rooms. Incredible open floor plan with great entertaining spaces inside & out including a fabulous pool with spa. Finished Lower Level with Bed, Bath and Playroom. Term is September 12, 2025 - thru June 16, 2026.THIS IS AN ACADEMIC TERM FURNISHED RENTAL ONLY. Price is per month.

  

  Susan Lieberman

  The Riverside Realty Group

  (203) 439-5960

  2 Bluewater Hill S, Westport, CT 06880
• 

  $4,950,000 Sold Aug 01, 2025

  • 5,312 Sq Ft
  • $932/SF
  • 7 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1920

  108 Clapboard Hill Rd, Westport, CT 06880

  On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a

  Lynne Nolan Compass Connecticut, LLC

  108 Clapboard Hill Rd, 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
• 

  

  /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
• 

  

  /38

  $8,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,478 Sq Ft
  • House for Rent

  16 Mortar Rock Rd, Westport, CT 06880

  Set at the end of a cul-de-sac in the desirable Compo South neighborhood, this lovely colonial home offers an ideal Westport location. Enjoy the view of the lush 0.57-acre lot from the charming screened-in porch. The perimeter is lined with spectacular mature perennials creating a private back yard oasis. Additional highlights include the trifecta of city water, city sewer, and natural gas.

  

  Linda Dunsmore

  Keller Williams Realty

  (475) 255-2935

  16 Mortar Rock Rd, Westport, CT 06880
• 

  $1,400,000 Sold Aug 01, 2025

  • 2,354 Sq Ft
  • $595/SF
  • 10 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1911

  31 Lincoln St, Westport, CT 06880

  PRESENT OFFERS BY 6:00 PM MONDAY 4/7. Gaze at the Saugatuck River from your covered front porch or take a leisurely stroll into downtown Westport from this updated and much loved circa 1911 "Ennis House". This 5 Bedroom, 3.5 Bath Colonial offers three finished floors with original vintage details, such as beautifully crafted woodwork, restored lighting fixtures, decorative leaded windows and a

  Laurie Crouse Coldwell Banker Realty

  31 Lincoln St, Westport, CT 06880
• 

  Est $2,428,000 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,400 Sq Ft

  6 Quarter Mile Rd, Westport, CT 06880

  6 Quarter Mile Rd, Westport, CT 06880
• 

  

  /38

  $3,150,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  5 Compo Hill Ave, Westport, CT 06880

  Where serenity meets luxury. Nestled into Westport's Compo Hill neighborhood, this well designed 2,500+/- SF home offers a unique blend of tranquility and sophistication. With breathtaking Long Island Sound views and a design that seamlessly integrates with the seascape, this 3-bedroom, 2 1/2 bathroom oasis redefines coastal living. Wake up to the soothing sound of waves and soak in the stunning

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 267-4729

  5 Compo Hill Ave, 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
• 

  $1,950,000 Sold Jul 31, 2025

  • 1,530 Sq Ft
  • $1275/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 $4,622,482 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 7,552 Sq Ft

  10 Cranbury Rd, Westport, CT 06880

  10 Cranbury Rd, Westport, CT 06880
• 

  

  /5

  $1,950,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  19 Harding Ln, Westport, CT 06880

  Discover an extraordinary opportunity to build or renovate your dream home on this magnificent one-acre property located in the heart of Greens Farms in one of Westport's most coveted neighborhoods. Positioned at the end of a distinguished cul-de-sac, this 2,176 sqft 4 bedroom, 2 full and 1 half bath mid-century ranch style home offers unparalleled privacy and tranquility on beautifully

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-2046

  19 Harding Ln, Westport, CT 06880
• 

  

  /40

  $8,500 per month

  • 5 Beds
  • 4.5 Baths
  • 3,086 Sq Ft
  • House for Rent

  259 Wilton Rd, Westport, CT 06880

  Discover a spacious and flexible Westport ranch on nearly 2 private acres. Offered furnished or unfurnished for an easy move. The home features 5 bedrooms and 4 full baths. The main level includes 4 bedrooms, 3 baths, and an updated kitchen. The finished walkout lower level adds about 1,000 square feet and includes a separate apartment with a full kitchen, a bathroom, its own laundry, and a

  Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
• 

  $5,750,000 Sold Jul 31, 2025

  • 4,532 Sq Ft
  • $1269/SF
  • 9 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2016

  8 Bradley St, Westport, CT 06880

  Nestled on a rare double lot in Westport's coveted Compo Beach, this custom-built sanctuary blends timeless elegance with modern coastal luxury. Embracing the essence of beachside living, this 4,532 sq. ft. home boasts exquisite millwork, a gourmet kitchen with custom cabinetry, and sun-drenched living spaces. French doors lead to a private terrace featuring an outdoor kitchen, shower, and

  Erin Bremen melson The Agency

  8 Bradley St, Westport, CT 06880
• 

  Not Listed For Sale

  • 7 Beds
  • 10 Baths
  • 8,689 Sq Ft

  4 Winker Ln, Westport, CT 06880

  4 Winker Ln, 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
• 

  

  /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
• 

  $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 $2,110,697 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
• 

  /2

  $4,895,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,224 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  Expected for completion end of summer 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-6647

  21 Warnock Dr, 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
• 

  $1,875,000 Sold Jul 25, 2025

  • 2,103 Sq Ft
  • $892/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  167A Compo Rd S, Westport, CT 06880

  Welcome to your dream retreat in the heart of Westport, Connecticut! Nestled on over 2 acres of serene and private land, this quaint cottage offers the perfect blend of rustic charm and modern convenience. Ideally located, you'll find yourself just moments away from the train station, vibrant downtown Westport, and the scenic Compo Beach. The property's expansive grounds provide ample

  Lynne Nolan Compass Connecticut, LLC

  167A Compo Rd S, Westport, CT 06880
• 

  Est $2,692,975 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

  $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

  $9,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft
  • House for Rent

  4 Scofield Place, Westport, CT 06880

  TOO GOOD TO BE TRUE! Once you turn the bend on Harbor Road it is like a retreat in the fabulous town of Westport! This gorgeous 3 bedroom, 2.1 bath with a sleeping loft is relaxing in a gorgeous beach community. If you always wanted to try beach living this is the place for you. The entire house is sun-drenched and has water views from almost every room! This home also boasts a stone patio and

  4 Scofield Place, Westport, CT 06880
• 

  $2,300,000 Sold Jul 25, 2025

  • 6,394 Sq Ft
  • $360/SF
  • 21 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1912

  238 Greens Farms Rd, Westport, CT 06880

  Classic CT charm in gorgeous Greens Farms. Enter through a circular drive and step inside "The Bedford-Lloyd House."A a high-ceiling foyer with a curved staircase and original millwork welcomes guests and serves as a hub of the 1912 home.The bright, sun-filled 32 ft living room is anchored by a warm fireplace, has room for multiple conversation areas and leads to a beautiful screened porch w

  Leslie Clarke Compass Connecticut, LLC

  238 Greens Farms Rd, Westport, CT 06880
• 

  Est $1,388,687 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,251 Sq Ft

  5 Riverfield Dr, Weston, CT 06883

  5 Riverfield Dr, Weston, CT 06883
• 

  

  /40

  $6,980,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,791 Sq Ft

  22 Apple Tree Trail, Westport, CT 06880

  PRICE ADJUSTED! Compo Beach living, 2 short blocks from beach on private road! Luxury construction, just completed. 5 bed, 4.5 bath modern home w/ all of the lush amenities seen in the finest resorts both inside & out. Custom Italian cabinetry by L'Ottocento in kitchen, butler's pantry, bathrooms, and mudroom. 9ft.+ ceilings, open stairs w/ glass railings & oak floors. Entry hall w/ crystal

  Deborah Aulfinger Goldan Home Realty, LLC.

  22 Apple Tree Trail, Westport, CT 06880
• 

  

  /30

  $16,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,990 Sq Ft
  • House for Rent

  16 Island Way, Westport, CT 06880

  Discover the allure of Westport's sought-after waterfront enclave, where coastal charm meets everyday convenience. Stroll or bike through scenic streets and take advantage of three private beaches-complete with Adirondack chairs, picnic spots, kayak racks, and grills-perfect for soaking up summer days. Just minutes from Saugatuck's vibrant dining scene, the train, and Main Street shopping, this

  Michelle Genovesi William Raveis Real Estate

  16 Island Way, 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 $3,477,632 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 7,076 Sq Ft

  9 Crooked Mile Rd, Westport, CT 06880

  9 Crooked Mile Rd, Westport, CT 06880

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