Looking for Westport CT Homes for Sale?
Scroll Down to View All Westport CT Real Estate From $3MM - $5MM
If you are interested in any piece of Westport CT Real Estate, click here to access Charlie's contact information.
If you are just browsing for now, be sure to visit our YouTube channel where we have a Westport CT Neighborhood Tour, town comparisons, quarterly market updates, and so much more!
If you are trying to decide which town (or neighborhood) is right for you, you will find our YouTube channel invaluable.
Westport CT Homes for Sale ($3MM - $5MM)
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
Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd t...
- 4 Beds
- 5 Baths
- 24176377 MLS
The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to...
- 3 Beds
- 4 Baths
- 24194201 MLS
Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of ...
- 5 Beds
- 7 Baths
- 24126503 MLS
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
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
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
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
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is se...
- 6 Beds
- 7 Baths
- 24158946 MLS
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
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
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
Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foy...
- 5 Beds
- 8 Baths
- 24148553 MLS
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
Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private ...
- 4 Beds
- 4 Baths
- 24171986 MLS
Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophist...
- 4 Beds
- 6 Baths
- 24180388 MLS
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
"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
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
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
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.
Address Search