Weston, CT Homes for Sale with Acreage

Rare opportunity to own a historic 2-acre compound featuring a circa 1770 home (1223 SF), charming 1930s cottage (1048 SF), classic barn, and a rare surviving corn crib. An exceptional property rich in New England history & character! Step into the heart of the 1770 home where centuries-old craftsmanship is on full display. Massive hand-hewn beams stretch across the ceiling, beautifully preserved

Sandra Calise Cenatiempo Settlers & Traders

Welcome to 205 Weston Road. This beautifully maintained 4 bedroom home offers an inviting open floor plan perfect for everyday living and effortless entertaining. The spacious layout flows seamlessly from room to room, creating a bright welcoming atmosphere for gatherings with family and friends. Step outside to your private backyard oasis complete with pool and spa, tree house and built in fire

Jen Kass Higgins Group Bedford Square

Recent upgrades: new Home Theater and Fitness Room, Firepit; upgraded Electrical (with Smart panel and Tesla charger); Renovated Garage (with Puppy Spa Care station); new Lighting, etc. // Designed by internationally acclaimed architect Leonard Perfido and awarded "Excellence for Design" when it was constructed. Imagine living in a home that LOOKS like one of the world's famous, ultramodern

Ryan Cornell William Pitt Sotheby's Int'l

This light-filled contemporary home has been masterfully reimagined and updated. Combining an innovative architectural approach with high-end finishes, this residence offers a sophisticated retreat on 2.27 private acres. The heart of the home is the upper level, featuring a fantastic modern eat-in kitchen flooded with natural light. The adjacent living and dining area is defined by soaring

Peter Depalo William Raveis Real Estate

This is very special. INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS-Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens, newly updated oil tanks and heating

Dagny Eason Dagny's Real Estate

THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 3/30. Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this

Alex Chingas Coldwell Banker Realty

Welcome to this recently updated New England retreat with stone walls, a circular gravel driveway, and manicured grounds. Fenced and setback charming 5-bed and 2 full + 2 half baths colonial with sun-filled galleries and rooms. 2 fireplaces, 2-story cathedral ceilings. The modern open-floor kitchen (2025) opens to the dining room, family room, and a large deck. Luxurious MAIN FLOOR primary

Mikhail Faifman William Raveis Real Estate

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

39 Tannery South is the kind of home that makes you exhale the second you walk in. Thoughtfully updated, every space feels intentional, warm, and beautifully designed. An open concept layout flows through a stunning kitchen with custom cabinetry, quartz counters, glass tile backsplash and a generous island made for gathering. The living room features custom barn door sliders that let you create a

Marion Filley Compass Connecticut, LLC

This beautifully renovated 4-bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout. Set on a level, two-acre corner lot, the home offers both privacy and a tranquil setting. The modern kitchen features top-quality finishes and flows seamlessly into the family and dining rooms, overlooking a picturesque backyard. The living room,

Bozena Tisch Coldwell Banker Realty

Exceptional 5-BR stone home blending contemporary design w natural tranquility sits atop 2 private acres in Weston. Expertly engineered & beautifully constructed, this freshly painted home welcomes you through a dramatic 2-story foyer into a sun-filled living room with floor-to-ceiling windows, sweeping woodland views, and a custom 2-sided fireplace. Open chef's kitchen features granite

Elaine Schanzenbach William Raveis Real Estate

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 lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

Alex Chingas Coldwell Banker Realty

Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

Lisa Hartmann William Pitt Sotheby's Int'l

Welcome to your dream home in Weston, CT! This stunning five-bedroom, five-bathroom colonial home is nestled on a private cul-de-sac in one of the most sought-after neighborhoods in Weston. Step into timeless elegance with this beautifully crafted traditional Colonial home, where classic charm meets modern livability. Designed with a seamlessly flowing layout, this residence offers the perfect

Amanda Adair William Raveis Real Estate

Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langner's

Scott Palma William Raveis Real Estate

Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen

Peter Hastings Hastings Real Estate

Set in a serene natural setting, this custom Colonial offers a comfortable layout with a balance of privacy and convenient access to top-rated schools, shopping, and dining. The main living spaces are bright and inviting, with generous windows that frame views of the surrounding greenery and create an easy flow for everyday living and entertaining. Upstairs, four bedrooms are located on one

Lynne Nolan Compass Connecticut, LLC

Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home

Thomas Casey Live Real Estate LLC

Rare 2.25-acre riverfront opportunity on the Fairfield/Westport line. This exceptional 538-foot deep lot offers 158 feet of frontage along the Aspetuck River, creating a private, scenic setting with significant upside. A unique feature is the ability to site a new home further back from Westport Turnpike, maximizing privacy and long-term value. The existing 3-bedroom, 2-bath ranch offers

Chip Parrish Keller Williams Realty