Georgetown, CT Homes for Sale with Pool

Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces

Michelle Genovesi William Raveis Real Estate

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with

John Schiaroli Coldwell Banker Realty

Beyond a gated entrance, this extraordinary mini-estate unfolds across nearly 5 private acres in one of Ridgefield's most coveted settings. Steeped in history yet thoroughly reimagined for modern living, the property pairs timeless architecture w/sophisticated, high-design interiors & exceptional amenities. The beautifully renovated 5,258 SF Main Residence is complemented by a recently expanded &

Karla Murtaugh Compass Connecticut, LLC

Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the

Michelle Genovesi William Raveis Real Estate

Introducing an extraordinary new construction residence set in the highly desirable Silver Spring CC area. A masterful fusion of modern elegance, curated materials & timeless architecture by Premier Builder Steve Lecher Associates, well known for exceptional custom properties throughout Fairfield County. Beautifully sited on 2 level acres, this bespoke home offers refined living w/exceptional

Karla Murtaugh Compass Connecticut, LLC

Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

Laurie Crouse Coldwell Banker Realty

Welcome to 41 Peaceable, set on 2.30 acres, a private sanctuary of park-like, professionally landscaped grounds in Ridgefield's Village Center. Tucked behind a canopy of mature trees and stone walls, yet convenient access to Metro-North service from Wilton, New Canaan, Katonah, and Purdys for an easy NYC commute, this is an antique 1920s estate brimming with architectural character. A grand Entry

Julie Setterlund William Pitt Sotheby's Int'l

Sophisticated Farmhouse Colonial beautifully sited in the heart of the village on a private and serene setting - CT's first cultural destination renowned for its celebrated restaurants, cafes, galleries, boutique shopping & entertainment venues. Built to exceptional standards and spanning nearly 6,000 SqFt, this bespoke residence offers a refined blend of timeless New England architecture and

Karla Murtaugh Compass Connecticut, LLC

A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was

Laura Ancona William Pitt Sotheby's Int'l

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

20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double

Molly Rubins NestSeekers International

This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

Evan Sheftel Millstone Real Estate Corp

"HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de

Laura Ancona William Pitt Sotheby's Int'l

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

Georgia Wasserman Coldwell Banker Realty

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley,

Laura Ancona William Pitt Sotheby's Int'l

FRESH and Stylish Condo!! Extremely private and light end Condo. Renovated and updated. Scandinavian finished oak floors throughout the condo. There is a beautiful bathroom with a granite topped vanity and commode, glass shower doors and newly tiled floor. Stainless appliances in the kitchen, including a gas range, microwave and dishwasher. The countertop has also been replaced with White quartz.

Sonia Schuster Keller Williams Realty

Village Walk, Wilton's most-popular in-town/ pet-friendly community features a magnificent private pool (opens May 22) & meticulously manicured grounds in a park-like setting. This second floor townhouse style home (3-levels) has 2 Bedrooms & 2 Full Bathrooms. The spacious main level features a large open living & dining area, kitchen, first-floor bedroom & full bathroom perfect as a home office

Christopher Sinatra Higgins Group Real Estate

Large 2BR + den, LR w/fireplace. Very spacious! Sliders off LR to rear balcony overlooking a large lawn area to stonewall towards Main Street. Plenty of guest parking.

Charlie Knoche Coldwell Banker Realty

Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a

Kris Lippi Get Listed Realty

Exceptional 5BR colonial in sought after Westmoreland recreational neighborhood on park-like acre with front porch, flowering trees, sprawling level lawn, expansive deck, stone patio, hot tub, multiple garden sheds, & desirable southern location. Just a short walk to historic downtown Main Street for shopping, dining, library, museums/theaters, plus optional membership to private pool association

Laura Ancona William Pitt Sotheby's Int'l

A truly exceptional property situated high above Milne Lake. This residence offers breathtaking 180-degree water views, soaring ceilings, and abundant natural light throughout. Set on 4.13 acres, the estate is surrounded by nature and features a variety of premium amenities, including private walking paths, Zen gardens, bridges over streams, a dedicated pond and waterfall, and a tennis court. For

Hannelore Kaplan 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

Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

Lauren Parr Houlihan Lawrence

Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut".

Giuseppe 'Joe' Melillo William Raveis Real Estate

Welcome to your new home at Casagmo! This stunningly spacious upper unit offers peaceful outdoor space with pond & gazebo views. Meticulously updated throughout, featuring a renovated kitchen with white European cabinetry and Quartz countertops. Enjoy the bright foyer with vaulted ceiling, elegant great room, a sunny primary bedroom with ample closet space & a fabulous remodeled powder room. Lots

Sandra Schmidt Coldwell Banker Realty

HUGE PRICE DROP!! NOW Priced to Sell! Bring your Vision. Set privately on 1.56 acres, this striking contemporary-style home at 80 Harvey Road blends modern design with everyday comfort, offering a light-filled retreat just minutes from town. Featuring 3 bedrooms, 2 full bathrooms, and 2,312 square feet, the home delivers clean architectural lines, open flow, and a seamless connection to its

Stephanie Heering Houlihan Lawrence

Welcome to 103 Cedar Lane, Ridgefield! Nestled on a picturesque one acre property in prime south Ridgefield, this classic New England Colonial home offers a wonderful lifestyle. With summer fast approaching, enjoy the glorious level property with mature landscaping, heated pool, beautiful decking and a pergola with free standing firepit. Inside the home, the entry foyer leads to a spacious living

Jane Scarbrough William Pitt Sotheby's Int'l

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

Stacy Young William Raveis Real Estate