Weston, CT Homes for Sale with Acreage

Modern luxury meets historic charm on 5 private acres in lower Weston. Set at the end of a long, tree-lined drive, this reimagined Tudor Revival estate—once the retreat of Godspell creator John-Michael Tebelak—offers exceptional privacy and turnkey living. Renovated and expanded by architect Jack Franzen, the main home features 7 bedrooms, 8 full and 2 half baths, a dramatic two-story

Eva Penson Sotheby's International Realty

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

Quintessential cul-de-sac living in the heart of sought-after Weston small town suburbia with top rated schools. This stately center hall Colonial sits gracefully atop a hill, offering privacy, elevated views, and a peaceful wooded setting complete with a charming treehouse tucked into the surrounding woods. Inside, the home offers the flow today's buyers seek, featuring beautifully updated

Sivan Kerins William Raveis Real Estate

Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

Kim Harizman 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

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

NOVA DESIGN BUILD of NYC has brought their innovative approach to Weston, CT at 26 Hill Farm Road. This light filled contemporary home boasts high end finishes, fixtures, and beautiful custom details throughout the renovation. The upper level has a fantastic modern eat-in kitchen, flooded with light. The living/dining room area has soaring ceilings, walls of windows, a wood burning fireplace, and

Peter Depalo William Raveis Real Estate

This exceptional stone home, blending contemporary design with natural tranquility, sits on 2 private acres in Weston. Expertly engineered & beautifully constructed, the home welcomes you through a dramatic two-story foyer into a sun-filled living room with floor-to-cathedral windows, a custom two-sided fireplace, and sweeping woodland views. Open chef's kitchen features granite countertops,

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 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

Convenient location only five minutes to Weston Center, our award winning schools, Cannondale train station and Georgetown shopping. Walk to LaChat Town Farm and enjoy all the programs offered or take a hike in Devil's Den.This property offers quiet privacy surrounded by nature at the end of a long driveway. Features included plantation shutters, whole house generator, new water pump, newer

David Weber Compass Connecticut, LLC

Welcome to 30 Lords Highway, a one-of-a-kind residence built by Michael Heine in 2014 with thoughtful renovations completed in 2024. Perfectly sited to capture breathtaking sunset views, this home offers an open, airy floor plan that feels both welcoming and effortlessly livable. Generous living and entertaining spaces are complemented by ample bedrooms, including two flexible overflow bedrooms

Jen Kass Higgins Group Bedford Square

Step into comfort and style at 4 Colony Road in Weston, CT. This charming home located on coveted private cul de sac, boasts 1,689 square feet of living space that's perfect for relaxed day-to-day living or entertaining friends. Walk into a bright and airy living room that flows into a cozy dining area, great for hosting or just enjoying a meal. The kitchen is ready for your culinary adventures,

David Krasnoff Compass Connecticut, LLC