Browse All Weston CT Properties with Pool for Sale

An incredible opportunity to own the Nathan Adams house, a quintessential CT antique home set on 2.73 picturesque acres in sought-after Lower Weston. Nearly three centuri...

6 Beds
4 Baths
24211926 MLS

205 Good Hill Rd, Weston $450,000

THANK YOU FOR YOUR STRONG INTEREST. SELLERS WILL REVIEW OFFERS ON TUESDAY 10/13 AT 5;00. Opportunity is knocking! Build your dream home on one of lower Weston's most belo...

5 Beds
4 Baths
24211225 MLS

26 Pent Rd, Weston $2,250,000

Gorgeous & Beautifully Renovated Riverfront Retreat along the western banks of the Saugatuck River bordering nearly 1,800 acres of protected nature at Devil's Den Preserv...

4 Beds
6 Baths
24208616 MLS

32 Bernhard Dr, Weston $2,999,000 ▼

Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately p...

4 Beds
6 Baths
24206702 MLS

5 Aspetuck Gln, Weston $2,449,000

Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showcase of style and comfort. Designed with trem...

5 Beds
7 Baths
24193559 MLS

36 Old Orchard Dr, Weston $2,095,000 ▼

Sensational home! 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 entertaine...

5 Beds
5 Baths
24202562 MLS

181 Georgetown Rd, Weston $1,249,000 ▼

Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and tho...

4 Beds
4 Baths
24201546 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

81 Trails End Rd, Weston $1,449,900 ▼

**A Sun-Filled Weston Retreat with Exceptional Space, Style & Spectacular Grounds** Welcome to 81 Trails End Road, an impressive 12-room, 6-bedroom, 5-bath residence whe...

6 Beds
5 Baths
24199857 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

33 Birch Hill Rd, Weston $1,000,000

Bring your creativity and vision to make this distinctive home your own. Ideally situated in lower Weston, just 1 mile from the award-winning Weston schools and minutes, ...

3 Beds
4 Baths
24197884 MLS

7 White Oak Ln, Weston $1,700,000 ▼

Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, i...

4 Beds
4 Baths
24183665 MLS

4 Aspetuck Hill Ln, Weston $1,269,900 ▼

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

8 Norfield Woods Rd, Weston $3,895,000

Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to se...

6 Beds
6 Baths
24162168 MLS

129 Davis Hill Rd, Weston $1,645,000 ▼

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional c...

4 Beds
4 Baths
24171415 MLS

76 Lords Hwy, Weston $3,450,000 ▼

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your li...

6 Beds
11 Baths
24151746 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.

Weston Homes with Pool

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