Dummy Logo
  • Home
  • Buying
  • Selling
  • Meet The Team
  • What is Your Home Worth?
  • Contact Us
Login
(203) 880-9675

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Quick Westport CT MLS Search

TO
Advanced Search

Address Search

Browse All Westport CT Properties with Pool for Sale

5 Baldwin Pl, Westport image
5 Baldwin Pl, Westport $6,495,000

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3...

  • 6 Beds
  • 8 Baths
  • 24194674 MLS
22 Cavalry Rd, Westport image
22 Cavalry Rd, Westport $5,900,000

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Though...

  • 7 Beds
  • 8 Baths
  • 24194285 MLS
52 Compo Mill Cv, Westport image
52 Compo Mill Cv, Westport $6,800,000

The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptio...

  • 5 Beds
  • 4 Baths
  • 24193394 MLS
6 Clapboard Hill Rd, Westport image
6 Clapboard Hill Rd, Westport $4,599,000

At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The...

  • 6 Beds
  • 6 Baths
  • 24193530 MLS
16 Westport Ave, Westport image
16 Westport Ave, Westport $6,495,000

Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Co...

  • 4 Beds
  • 5 Baths
  • 24192357 MLS
107 Roseville Rd, Westport image
107 Roseville Rd, Westport $1,199,000

Sweet Cottage with In-Ground Pool on a lovely 1-acre property in Westport. Fabulous location, close to everything! This peaceful 3 Bedroom, 2 1/2 Bath home feels worlds a...

  • 3 Beds
  • 3 Baths
  • 24190631 MLS
9 N Ridge Rd, Westport image
9 N Ridge Rd, Westport $3,550,000

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 be...

  • 6 Beds
  • 7 Baths
  • 24191286 MLS
18 Silver Brook Rd, Westport image
18 Silver Brook Rd, Westport $2,350,000

Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Loca...

  • 4 Beds
  • 5 Baths
  • 24191350 MLS
316 Lansdowne Unit 316, Westport image
316 Lansdowne Unit 316, Westport — Lansdowne $1,349,000

Enjoy a Country Club life-style in this fully renovated 1825 square foot end-unit townhouse offering 2-bedrooms, 2 baths both on the main level. The ante room welcomes yo...

  • 2 Beds
  • 2 Baths
  • 24179902 MLS
  • Lansdowne Bldg.
10 Beltas Farm Ln, Westport image
10 Beltas Farm Ln, Westport $8,450,000

Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home ...

  • 6 Beds
  • 8 Baths
  • 24190641 MLS
38 Prospect Rd, Westport image
38 Prospect Rd, Westport $9,200,000

A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone wal...

  • 6 Beds
  • 9 Baths
  • 24190177 MLS
321 Lansdowne, Westport image
321 Lansdowne, Westport — Lansdowne $1,399,000

Highest and Best by 2 pm July 13, 2026. Rarely available, this true 3-bedroom, 3-full-bath residence is located in the highly desirable gated Lansdowne community in Westp...

  • 3 Beds
  • 3 Baths
  • 24187824 MLS
  • Lansdowne Bldg.
27 Woody Ln, Westport image
27 Woody Ln, Westport $3,400,000

This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitne...

  • 5 Beds
  • 5 Baths
  • 24171479 MLS
48 Bayberry Ln, Westport image
48 Bayberry Ln, Westport $4,449,000

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoug...

  • 6 Beds
  • 6 Baths
  • 24186465 MLS
41 Richmondville Ave Unit 102, Westport image
41 Richmondville Ave Unit 102, Westport — The Mill Westport $2,150,000

Welcome to Residence 102 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a conc...

  • 2 Beds
  • 3 Baths
  • 24184165 MLS
  • The Mill Westport Bldg.
240 North Ave, Westport image
240 North Ave, Westport $3,499,000

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed...

  • 5 Beds
  • 5 Baths
  • 24181944 MLS
13 Edgemarth Hill Rd, Westport image
13 Edgemarth Hill Rd, Westport $5,999,999

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and ...

  • 7 Beds
  • 8 Baths
  • 24183173 MLS
359 Greens Farms Rd, Westport image
359 Greens Farms Rd, Westport $5,499,000

Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and conv...

  • 6 Beds
  • 8 Baths
  • 24184039 MLS
4 Sycamore Dr, Westport image
4 Sycamore Dr, Westport $5,199,000

Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living s...

  • 6 Beds
  • 8 Baths
  • 24177071 MLS
124 Hillandale Rd, Westport image
124 Hillandale Rd, Westport $6,500,000

An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this be...

  • 6 Beds
  • 10 Baths
  • 24184011 MLS
2 Windy Hill Rd, Westport image
2 Windy Hill Rd, Westport $4,795,000

Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypres...

  • 6 Beds
  • 8 Baths
  • 24182984 MLS
18 River Ln, Westport image
18 River Ln, Westport $2,100,000

Update: Offers are due at 6pm on Monday June 15th. Set along one of Westport's most coveted stretches of the Saugatuck River, 18 River Lane is a timeless 1939 English Ma...

  • 5 Beds
  • 6 Baths
  • 24120643 MLS
9 Over Rock Ln, Westport image
9 Over Rock Ln, Westport $9,860,000

An exceptional modern residence by Compo Luxury Homes, designed by renowned architect Tanner White, set on over two private acres just minutes from downtown Westport, Com...

  • 6 Beds
  • 8 Baths
  • 24181904 MLS
21 Compo Pkwy, Westport image
21 Compo Pkwy, Westport $6,795,000

A rare offering in Westport's coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train...

  • 7 Beds
  • 7 Baths
  • 24180715 MLS
53 Clinton Ave, Westport image
53 Clinton Ave, Westport $2,650,000

Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 drivewa...

  • 5 Beds
  • 6 Baths
  • 24079819 MLS
279 Saugatuck Ave, Westport image
279 Saugatuck Ave, Westport $14,900,000

Panoramic views of Long Island Sound extend from this gated, resort-like estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes...

  • 5 Beds
  • 9 Baths
  • 24179641 MLS
31 Stonybrook Rd, Westport image
31 Stonybrook Rd, Westport $5,750,000

Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple ser...

  • 5 Beds
  • 8 Baths
  • 24178699 MLS
5 W Branch Rd, Westport image
5 W Branch Rd, Westport $5,599,000

Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contempo...

  • 6 Beds
  • 9 Baths
  • 24178890 MLS
2 Grassy Plains Rd, Westport image
2 Grassy Plains Rd, Westport $1,699,000

*SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's covete...

  • 4 Beds
  • 4 Baths
  • 24176436 MLS
22 Evergreen Ave, Westport image
22 Evergreen Ave, Westport $4,850,000

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time i...

  • 5 Beds
  • 5 Baths
  • 24172211 MLS
20 Fresenius Rd, Westport image
20 Fresenius Rd, Westport $4,000,000

We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with t...

  • 7 Beds
  • 9 Baths
  • 24176785 MLS
47 Charcoal Hill Rd, Westport image
47 Charcoal Hill Rd, Westport $10,500,000

Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over ...

  • 4 Beds
  • 6 Baths
  • 24177056 MLS
48 Woodside Ave, Westport image
48 Woodside Ave, Westport $4,100,000

A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road ...

  • 6 Beds
  • 6 Baths
  • 24164137 MLS
159 Easton Rd, Westport image
159 Easton Rd, Westport $4,450,000

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views f...

  • 6 Beds
  • 8 Baths
  • 24145772 MLS
19 Mortar Rock Rd, Westport image
19 Mortar Rock Rd, Westport $4,699,000 ▼

Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres ...

  • 6 Beds
  • 8 Baths
  • 24174833 MLS
15 Roosevelt Rd, Westport image
15 Roosevelt Rd, Westport $5,100,000

An impeccable home in an incredible location! Just a stone's throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colo...

  • 4 Beds
  • 5 Baths
  • 24174513 MLS
278 North Ave, Westport image
278 North Ave, Westport $4,050,000

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfo...

  • 6 Beds
  • 9 Baths
  • 24174753 MLS
6 Twin Circle Dr, Westport image
6 Twin Circle Dr, Westport $5,000,000

Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just mo...

  • 6 Beds
  • 7 Baths
  • 24168601 MLS
8 Pleasant Valley Ln, Westport image
8 Pleasant Valley Ln, Westport $5,650,000

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offer...

  • 7 Beds
  • 9 Baths
  • 24172635 MLS
221 Greens Farms Rd, Westport image
221 Greens Farms Rd, Westport $2,995,000 ▼

The Bedford House: Architecturally and historically significant estate in Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's true ...

  • 5 Beds
  • 6 Baths
  • 24171950 MLS
32 Whitney Glen, Unit 32, Westport image
32 Whitney Glen, Unit 32, Westport — Whitney Glen $459,000

Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the ...

  • 1 Beds
  • 2 Baths
  • 24162515 MLS
  • Whitney Glen Bldg.
6 Janson Dr, Westport image
6 Janson Dr, Westport $4,250,000

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. ...

  • 6 Beds
  • 9 Baths
  • 24165540 MLS
4 Charcoal Ln, Westport image
4 Charcoal Ln, Westport $3,450,000 ▼

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westpor...

  • 5 Beds
  • 5 Baths
  • 24169922 MLS
11 Clapboard Hill Rd, Westport image
11 Clapboard Hill Rd, Westport $3,995,000 ▼

An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless pot...

  • 6 Beds
  • 8 Baths
  • 24168553 MLS
11 Wake Robin Rd, Westport image
11 Wake Robin Rd, Westport $4,799,000

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated...

  • 5 Beds
  • 6 Baths
  • 24167814 MLS
56 Charcoal Hill Rd, Westport image
56 Charcoal Hill Rd, Westport $2,790,000

A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and re...

  • 5 Beds
  • 3 Baths
  • 24161256 MLS
14 Owenoke Park, Westport image
14 Owenoke Park, Westport $11,995,000

Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool ...

  • 5 Beds
  • 7 Baths
  • 24167794 MLS
21 Covlee Dr, Westport image
21 Covlee Dr, Westport $6,375,000 ▼

Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched direc...

  • 4 Beds
  • 5 Baths
  • 24165538 MLS
69 Beachside Ave, Westport image
69 Beachside Ave, Westport $7,350,000

Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend ...

  • 6 Beds
  • 7 Baths
  • 24152219 MLS
91 Turkey Hill Rd S, Westport image
91 Turkey Hill Rd S, Westport $3,395,000

Beautifully sited in prestigious Greens Farms this timeless 5 BR, 6BA clapboard-and-stone Colonial offers stunning architecture & resort like privacy just moments from tr...

  • 5 Beds
  • 6 Baths
  • 24166415 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Westport Homes with Pool

Our website features the best real estate search for properties available in Westport and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Like or Share

Address Search

Easy Property Search Logo
Michael Parsell
Trusted Realty Partners
(203) 880-9675
Contact Me

Browse Westport Homes by Property Type

  • Single Family
  • Condos
  • Townhouses
  • Land
  • Manufactured Homes
  • Waterfront Homes
  • New Construction
  • Historical Homes
  • Foreclosures
  • Short Sales
  • Just Listed
  • Homes with Pool

Browse Westport Homes by Price Range

  • Under $200K
  • $200K-$300K
  • $300K-$400K
  • $400K-$500K
  • $500K-$600K
  • $600K-$700K
  • $700K-$800K
  • $800K-$900K
  • $900K-$1 Million
  • Above $1 Million

Browse Westport Homes by # of Bedroom

  • 1
  • 2
  • 3
  • 4
  • 5
  • 6+

Westport Real Estate Market Reports

  • Westport

Useful Information

  • About Us
  • Featured Properties

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years
Calculate

Does not include any taxes or fees.
Please consult a financial professional.

  • Home
  • Advanced Search
  • Selling
  • Buying
  • About Us
  • Contact Us

Trusted Realty Partners, LLC

324 Elm Street, Suite 105B

Monroe, CT 06468

Broker: John Fontana REB.0794755

(203) 880-9675
© All Rights Reserved

  • Danbury
  • Easton
  • Greenwich
  • Milford
  • Monroe
  • New Milford
  • Newtown
  • Ridgefield
  • Shelton
  • Stamford
  • Trumbull
  • Weston
  • Westport
  • Woodbridge
  • Woodbury
  • Fairfield
IDX Real Estate Websites by
, an FNF RE Tech Company • Accessibility • Terms • Privacy