Westport, CT Homes

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  $1,995,000

  Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 6,310 Sq Ft

  71 High Point Rd, Westport, CT 06880

  Tucked at the end of one of Westport's most coveted cul-de-sacs, this 5-bedroom contemporary offers 6,310 sq ft of finished living space on just over a private acre, with a backyard path leading directly to Bedford Middle and Staples High School. From the foyer, a dramatic vaulted living room with skylights, built-ins and a floor-to-ceiling stone fireplace sets the tone. The glass-wrapped sunroom

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  71 High Point Rd, Westport, CT 06880
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  /11

  $6,350 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • House for Rent

  26 High St, Westport, CT 06880

  Enjoy one of Westport's most convenient locations from this 3-bedroom, 2.5-bath rental home with two parking spaces and a fenced backyard with patio. Both full bathrooms have just been renovated, many interior spaces have been freshly painted, and first-floor wood floors refinished. Comfortable living spaces extend across three levels, including a finished lower level that works well as a

  

  Mark Gilrain

  Brown Harris Stevens

  26 High St, Westport, CT 06880
• 

  $3,500,000

  Sold Sep 22, 2025

  6 Florian Ct, Westport, CT 06880

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $439/SF
  • 88 Days On Market

  Current Estimated Value $3,585,451

  Last Listing Agent Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
• 

  Est $3,503,117

  Not Listed For Sale

  4 Deepwood Ln, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 6,935 Sq Ft
  • Built 2007

  4 Deepwood Ln, Westport, CT 06880

  Last Sold Summary

  • 11 Days On Market
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  $2,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,241 Sq Ft

  7 Short St, Westport, CT 06880

  Premier in-town location & exceptional craftsmanship come together in this stunning custom-built home by a respected local luxury builder. Just 2 years young, this exquisite home is ideally situated at the end of a quiet cul-de-sac, offering privacy & convenience while only 4 minutes from town - Welcome home to 7 Short Street. Presenting 3 levels of beautifully finished living space, this

  

  Jackie Davis

  William Raveis Real Estate

  7 Short St, Westport, CT 06880
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  /43

  Starting at $4,728 Plus Fees

  • 1 - 3 Beds

  85 Post Rd W, Westport, CT 06880

  Set along the banks of the Saugatuck River, Riverhouse introduces a fresh new standard of boutique luxury living in Westport. This brand-new rental community was thoughtfully designed for those who value effortless sophistication, blending elevated apartment homes with curated lifestyle amenities in one of Connecticut’s most desirable coastal towns — with the rare opportunity to be among the very

  Riverhouse

  

  85 Post Rd W, Westport, CT 06880
• 

  $2,425,000

  Sold Jun 23, 2026

  171 Compo Rd S, Westport, CT 06880

  • 4 Beds
  • 5 Baths
  • 3,800 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Below List Price
  • $638/SF
  • 35 Days On Market

  Last Listing Agent Tanya Sprague Coldwell Banker Realty

  171 Compo Rd S, Westport, CT 06880
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  Not Listed For Sale

  32 Valley Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • Built 1900

  32 Valley Rd, Westport, CT 06880

  Last Sold Summary

  • 18 Days On Market
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  /36

  $2,395,000

  $100K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 3,700 Sq Ft

  40 Richmondville Ave, Westport, CT 06880

  Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins.

  Jessica Lane

  Serhant Connecticut, LLC

  40 Richmondville Ave, Westport, CT 06880
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  /19

  $13,000 Per Month

  • 5 Beds
  • 3.5 Baths
  • 4,029 Sq Ft
  • House for Rent

  10 Fernwood Rd, Westport, CT 06880

  In-Town Living at its Finest! Tucked away at the end of a quiet cul-de-sac, this private 5-bedroom residence offers the perfect blend of space, comfort, and convenience on 1.5+ of beautifully landscaped acres. A sun-filled, custom eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, and abundant natural light. The flexible floor plan is enhanced

  

  Jennifer Runnette

  Brown Harris Stevens

  10 Fernwood Rd, Westport, CT 06880
• 

  $5,575,000

  Sold Aug 26, 2025

  29 Sturges Commons, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 8,817 Sq Ft
  • Built 2012

  Last Sold Summary

  • 6% Below List Price
  • $632/SF
  • 110 Days On Market

  Current Estimated Value $5,920,788

  Last Listing Agent Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
• 

  Est $1,479,596

  Not Listed For Sale

  3 Donald Dr, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,714 Sq Ft
  • Built 1983

  3 Donald Dr, Westport, CT 06880

  Last Sold Summary

  • 11 Days On Market
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  /34

  $1,689,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  10 Grist Mill Ln, Westport, CT 06880

  Welcome to 10 Grist Mill Lane, a move-in ready home set on a beautiful, level acre at the end of a quiet Long Lots cul-de-sac. Thoughtfully updated throughout, this 3-4 bedroom, 2.5 bath residence offers an open and versatile floor plan designed for today's lifestyle. The dramatic living room features a vaulted ceiling and fireplace, creating a warm and inviting gathering space filled with

  

  Brett Lieberman

  The Riverside Realty Group

  10 Grist Mill Ln, Westport, CT 06880
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  /25

  Starting at $3,737

  Total Monthly Price

  • 1 - 3 Beds

  44 Hiawatha Lane Extension, Westport, CT 06880

  Now Leasing at The Villages at Saugatuck, brand-new studio, one-, two-, and three-bedroom apartments in Westport's sought-after Saugatuck neighborhood. Enjoy modern finishes, in-home laundry, easy access to the train, I-95, dining, shopping, and coastal living.

  The Villages at Saugatuck

  

  44 Hiawatha Lane Extension, Westport, CT 06880
• 

  $3,200,000

  Sold Aug 29, 2025

  2 Grouse Path, Westport, CT 06880

  • 6 Beds
  • 8 Baths
  • 7,686 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $416/SF
  • 62 Days On Market

  Current Estimated Value $3,382,932

  Last Listing Agent Meredith Kamo Compass Connecticut, LLC

  2 Grouse Path, Westport, CT 06880
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  Est $5,230,472

  Not Listed For Sale

  27 Narrow Rocks Rd, Westport, CT 06880

  • 7 Beds
  • 10 Baths
  • 9,500 Sq Ft
  • Built 2025

  27 Narrow Rocks Rd, Westport, CT 06880

  Last Sold Summary

  • 27 Days On Market
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  $3,650,000

  • 6 Beds
  • 6.5 Baths
  • 6,751 Sq Ft

  9 N Ridge Rd, Westport, CT 06880

  In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined

  

  Susan Lieberman

  The Riverside Realty Group

  9 N Ridge Rd, Westport, CT 06880
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  /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

  38 Sturges Commons, Westport, CT 06880
• 

  $568,000

  Sold Mar 31, 2026

  26 Crescent Park Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $514/SF
  • 46 Days On Market

  Current Estimated Value $579,535

  Last Listing Agent Karim Douich William Raveis Real Estate

  26 Crescent Park Rd, Westport, CT 06880
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  Est $1,596,440

  Not Listed For Sale

  36 Clinton Ave, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 1,847 Sq Ft
  • Built 1956

  36 Clinton Ave, Westport, CT 06880

  Last Sold Summary

  • 6 Days On Market
• 

  

  /40

  $6,250,000

  Pending

  • 5 Beds
  • 9 Baths
  • 8,466 Sq Ft

  28 Ferry Ln E, Westport, CT 06880

  Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living.

  

  Susan Lieberman

  The Riverside Realty Group

  28 Ferry Ln E, Westport, CT 06880
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  /35

  Starting at $6,200

  Total Monthly Price

  • 1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Ezra 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

  The Ezra

  

  793 Post Rd E, Westport, CT 06880
• 

  $3,400,000

  Sold Feb 03, 2026

  1 Boxwood Ln, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 7,359 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $462/SF
  • 11 Days On Market

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate

  1 Boxwood Ln, Westport, CT 06880
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  Not Listed For Sale

  9 Daybreak Commons Unit 9, Westport, CT 06880

  • 2 Beds
  • 4 Baths
  • 2,771 Sq Ft
  • Built 2020

  9 Daybreak Commons Unit 9, Westport, CT 06880

  Last Sold Summary

  • 42 Days On Market
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  /40

  $3,250,000

  Pending

  • 6 Beds
  • 6 Baths
  • 6,844 Sq Ft

  10 Side Hill Rd, Westport, CT 06880

  Now more than ever, home is a haven - a place to live, work, relax, and entertain. Privately sited on 1 beautifully landscaped acre in highly sought-after Old Hill, this sophisticated 6,000+ SF home with a brand-new pool offers 6 bedrooms, exceptional living spaces, and breathtaking western sunsets overlooking Earthplace's 62-acre nature sanctuary. A rare blend of privacy, style, and convenience,

  

  Susan Lieberman

  The Riverside Realty Group

  10 Side Hill Rd, Westport, CT 06880
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  /36

  $5,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,201 Sq Ft
  • House for Rent

  167 North Ave Unit Cottage, Westport, CT 06880

  Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation. Utilities are included.

  

  Brittany Strouse

  Coldwell Banker Realty

  167 North Ave Unit Cottage, Westport, CT 06880
• 

  $3,750,000

  Sold Jun 18, 2026

  312 Compo Rd S, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,215 Sq Ft
  • Built 2012

  Last Sold Summary

  • 7% Above List Price
  • $1,166/SF
  • 12 Days On Market

  Current Estimated Value $3,760,404

  Last Listing Agent Jillian Klaff Coldwell Banker Realty

  312 Compo Rd S, Westport, CT 06880
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  Est $3,403,408

  Not Listed For Sale

  3 Eno Ln, Westport, CT 06880

  • 4 Beds
  • 5.5 Baths
  • 7,091 Sq Ft
  • Built 2018

  3 Eno Ln, Westport, CT 06880

  Last Sold Summary

  • 21 Days On Market
• 

  

  /15

  $7,926,000

  New Construction

  • 6 Beds
  • 7 Baths
  • 7,200 Sq Ft

  0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

  Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

  

  Brett Lieberman

  The Riverside Realty Group

  0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
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  /20

  Starting at $2,229

  Total Monthly Price

  • 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 Greens Farms

  

  1177 Post Rd E, Westport, CT 06880
• 

  $5,995,000

  Sold May 26, 2026

  22 Apple Tree Trail, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 4,550 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $1,318/SF
  • 33 Days On Market

  Current Estimated Value $5,992,727

  Last Listing Agent Deborah Aulfinger Gold & Home Realty

  22 Apple Tree Trail, Westport, CT 06880
• 

  Est $1,851,535

  Not Listed For Sale

  8 Lehn Farm Rd, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,898 Sq Ft
  • Built 1974

  8 Lehn Farm Rd, Westport, CT 06880

  Last Sold Summary

  • 22 Days On Market
• 

  

  /40

  $4,495,000

  New Construction $300K PRICE DROP Pending

  • 6 Beds
  • 9 Baths
  • 9,324 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- 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 sophistication w/ premium finishes,

  

  Brett Lieberman

  The Riverside Realty Group

  21 Warnock Dr, Westport, CT 06880
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  /4

  $9,000 Plus Fees

  • 4 Beds
  • 2.5 Baths
  • 2,629 Sq Ft
  • House for Rent

  11 Treadwell Ave, Westport, CT 06880

  Welcome to your new home in the charming district of Saugatuck, Westport, CT. This inviting property offers a comfortable living space perfectly situated near a vibrant selection of restaurants and department stores, ensuring you always have convenient options for dining and shopping. With Norwalk Hospital just 7 minutes away and All Saints Catholic School within an 11-minute drive, you’ll enjoy

  11 Treadwell Ave, Westport, CT 06880
• 

  $1,750,000

  Sold Nov 14, 2025

  130 Easton Rd, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 5,489 Sq Ft
  • Built 1958

  Last Sold Summary

  • 22% Below List Price
  • $319/SF
  • 130 Days On Market

  Current Estimated Value $2,105,957

  Last Listing Agent David Weber Compass Connecticut, LLC

  130 Easton Rd, Westport, CT 06880
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  Est $3,648,175

  Not Listed For Sale

  4 Winker Ln, Westport, CT 06880

  • 7 Beds
  • 10 Baths
  • 8,689 Sq Ft
  • Built 2008

  4 Winker Ln, Westport, CT 06880

  Last Sold Summary

  • 49 Days On Market
• 

  

  /19

  $4,250,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 7,499 Sq Ft

  6 Janson Dr, Westport, CT 06880

  Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

  

  Brett Lieberman

  The Riverside Realty Group

  6 Janson Dr, Westport, CT 06880
• 

  

  /36

  $2,885

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  16 Crooked Mile Rd Unit 2, Westport, CT 06880

  PROMOTIONAL RATE TERMS TO BE DISCUSSED One-bedroom apartment with OPTIONAL adjacent room (appropriate as office/den/Study/secondary living room or studio). The adjacent room, if rented, may not be used as a bedroom). The second floor apartment , approximately 850 SF, is situated within a large turn-of-the-century Tudor-Style house built in the late 1800s on 1 acre. Features beautiful views of the

  16 Crooked Mile Rd Unit 2, Westport, CT 06880
• 

  $1,450,000

  Sold Mar 05, 2026

  785 Post Rd E Unit 301, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,300 Sq Ft
  • Built 2025

  Last Sold Summary

  • $1,115/SF
  • 90 Days On Market

  Last Listing Agent Todd Gibbons Boost Real Estate Group

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

  Est $2,145,513

  Not Listed For Sale

  7 Dexter Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,297 Sq Ft
  • Built 2008

  7 Dexter Rd, Westport, CT 06880

  Last Sold Summary

  • 120 Days On Market

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