Browse All Weston CT 5 Bedroom Properties for Sale

SHOWINGS BEGIN ON WEDNESDAY, SEPTEMBER 16. Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showca...

5 Beds
7 Baths
24193559 MLS

36 Old Orchard Dr, Weston $2,189,000

The New Sensation! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertain...

5 Beds
5 Baths
24202562 MLS

158 Steep Hill Rd, Weston $1,795,000

Light-filled, beautifully renovated and wonderfully versatile, this striking Weston 5/6 bedroom contemporary OFFERS OVER 5,000 square feet of living space in a private ye...

5 Beds
4 Baths
24205738 MLS

16 Katydid Ln, Weston $3,075,000

Perfectly positioned on 2.25-acres on a private lane, this extraordinary new home, expertly crafted by Thomas Sturges Construction, offers modern luxury that embraces its...

5 Beds
6 Baths
24198358 MLS

30 Soundview Farm Rd, Weston $2,000,000

Refreshed and gorgeous, 30 Soundview Farm Road is a timeless Nantucket-style colonial in one of Weston's most desirable locations. Designed by renowned Fairfield County a...

5 Beds
7 Baths
24204750 MLS

21 Deepwood Rd, Weston $1,249,000

Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegan...

5 Beds
3 Baths
24202535 MLS

27 Walnut Ln, Weston $2,750,000

Step inside this stunning Hampton-style estate where luxury meets pastoral tranquility. This 2001 HOBI award-winning home sits on two beautifully landscaped acres adjacen...

5 Beds
7 Baths
24202390 MLS

62 Wells Hill Rd, Weston $1,880,000

Mid-century modern, completely reimagined and taken down to the studs. Set on a private Lower Weston cul-de-sac near the Westport/Fairfield border, this striking 5-bedroo...

5 Beds
3 Baths
24200916 MLS

15 Birch Hill Rd, Weston $1,795,000

Discover a truly special country retreat where warmth, character & timeless New England charm come together. Tucked away at the end of a long private drive, this inviting...

5 Beds
5 Baths
24197636 MLS

79 Cavalry Rd, Weston $2,199,000

Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Me...

5 Beds
8 Baths
24191028 MLS

12 Singing Oaks Dr, Weston $1,999,000

Looking for the home that has it all? Welcome to this exceptional property in the highly sought-after Singing Oaks neighborhood, where timeless charm meets modern luxury....

5 Beds
6 Baths
24196612 MLS

22 Codfish Ln, Weston $979,000 ▼

Are you a visionary? An Investor? Or an End user looking to put your personal stamp on a home built with quality construction & golf course views? If so, then this is the...

5 Beds
5 Baths
24194291 MLS

2 High Noon Rd, Weston $2,545,000

Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a ...

5 Beds
7 Baths
24191757 MLS

4 Aspetuck Hill Ln, Weston $1,369,900

Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the gro...

5 Beds
4 Baths
24191446 MLS

96 Georgetown Rd, Weston $2,200,000

Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this ...

5 Beds
6 Baths
24187814 MLS

284 Georgetown Rd, Weston $2,445,000 ▼

Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully ...

5 Beds
6 Baths
24182562 MLS

159 Newtown Tpke, Weston $2,195,000

This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxu...

5 Beds
6 Baths
24179349 MLS

28 Old Orchard Dr, Weston $1,779,000

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is re...

5 Beds
6 Baths
24079433 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.

5 Bedroom Weston Real Estate

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