Weston, CT Homes for Sale with Private Pool

Welcome to 15 Arrowhead Way, a contemporary gem located just minutes from Westport's vibrant Main Street in the serene charm of Lower Weston, CT. This 3-story home is nestled at the end of a quiet cul-de-sac, offering both privacy & convenience. With quick access to top rated schools & the Merritt Parkway, this property boasts an expansive back & side lawn featuring a pool & a pickleball/tennis

Karen Hagen Compass Connecticut, LLC

Shortlisted for "Living Space - Americas" in The International Design & Architecture Awards 2025, this exceptional home with a gorgeous pool in a coveted Lower Weston location has garnered global attention. Fully reimagined by Shelley Morris, the published designer-owner, this showcase home feels like a retreat, while just 0.6 mile from Westport w/vibrant shopping, dining & amenities. Every

Alex Chingas Coldwell Banker Realty

Drive through stately stone pillars to discover a serene 2-acre sanctuary in lower Weston. This private retreat features a picturesque, shallow, spring-fed pond ideal for winter skating. A true designer's masterpiece, this home was entirely renovated and rebuilt in 2019, blending exceptional craftsmanship with meticulous attention to detail. Experience seamless indoor-outdoor living with a heated

Pamela Cornfield Coldwell Banker Realty

28 Partridge Lane -Look no further - this private oasis is impeccably maintained, sun drenched, cathedral ceilings,incredible floor plan, specimen plantings, salt water pool and spa, entire home and pool generator, conveniently located.From sipping tea on your front porch to relaxing around the outdoor fireplace entertaining family and friends in the heated in-ground salt-water gunite pool and

Mersene Norbom William Pitt Sotheby's Int'l

Experience the perfect blend of luxury, comfort and natural beauty in this unparalleled countryside escape on private cul-de-sac. With 5 bedrooms including a private au-pair/in-law suite, this home is the perfect haven for families seeking both ease & endless amenities. The showstopping, brand new completely renovated kitchen boasts a huge kitchen island perfect for gathering, top-of-the-line

Christine Oleynick Keller Williams Realty

Imagine waking up every morning in your own slice of paradise. Lodged on two beautifully landscaped acres, this comfortable and bright contemporary home is where resort-style living meets everyday comfort. Soaring windows, vaulted ceilings, and skylights fill the home with natural light and frame stunning views in every direction. Step outside to your personal oasis: a sparkling, stone-encased

Rosa Careccia Berkshire Hathaway NE Prop.

This spacious colonial home is nestled in the desirable Georgetown neighborhood of Weston. Set on 2 private, flat acres with a large, level yard-ideal for soccer, baseball, volleyball, and backyard play-it offers 2,894 square feet of beautifully updated living space. Inside, the first-floor master bedroom offers privacy and convenience. The sunroom-currently used as a dining area, features French

Judy Michaelis Coldwell Banker Realty

Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open

Kristi Law William Pitt Sotheby's Int'l

Welcome to 42 Hidden Meadow Road! Nestled at the end of a serene cul-de-sac in a premier Weston location, this classic 4,300+ sf colonial offers the ultimate in privacy and picturesque surroundings. An expansive eat-in kitchen, complete with a breakfast bar, seamlessly connects to the family room, which features a vaulted ceiling-a beloved gathering space for everyday living and special

Karen Hagen Compass Connecticut, LLC

Tucked on a quiet cul-de-sac in Lower Weston's most desirable locale, this exquisite, turnkey home seamlessly blends timeless elegance with casual sophistication. Privately sited on 2 beautifully landscaped, terraced acres, it's just a short walk to town, top-rated schools, and the Weston library. Designed for effortless living, the property features exceptional outdoor amenities: a completely

Mary Ellen Gallagher Compass Connecticut, LLC

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

Barbara Bross Coldwell Banker Realty

Nestled on a quiet cul-de-sac in desirable Lower Weston, this exceptional 4-bedroom residence offers unparalleled privacy and a lifestyle of leisure. Step into a world where every day feels like a vacation, with resort-style amenities right in your own backyard. This beautifully appointed home boasts spacious living areas, perfect for both family gatherings and elegant entertaining. Sunlight

Peter Depalo William Raveis Real Estate

Please submit highest and best by 4pm Monday 5/19/25 please see private remarks below. This custom 2015 colonial, crafted by Banks Period Homes, masterfully replicates the timeless beauty of a historic New England residence-with all the comfort and efficiency of modern construction. Privately perched on a hilltop with eastern exposure and sunrise views, it offers 4-5 bedrooms, 4 full baths, and

Cindy Raney Coldwell Banker Realty

Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

Anissa Paolillo Redfin Corporation

Majestically set in historic Aspetuck Corners where Easton, Fairfield, Weston & Westport converge, this long loved & exquisitely updated historic homestead might be the place where you wish you grew up. The original circa 1725 farmhouse was masterfully expanded in the 1930's by renowned architect Cameron Clark, introducing graciously scaled rooms that combine charm w/contemporary function.

Rita Tanis Berkshire Hathaway NE Prop.

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

Doug Bross Coldwell Banker Realty

Skyview Builders presents a unique opportunity - unmatched for both the modern expression of luxurious living it embodies, as well as the captivating private setting over which the residence presides. Two acres of your own private park-like property, nestled against the Paul Newman-Poses Preserve, will create an unforgettable backdrop for this European-inspired home for all seasons. The long,

Doug Bross Coldwell Banker Realty