Perfectly positioned on a quiet in-town street with no through traffic, this classic 1948 Cape offers the rare combination of privacy, neighborhood charm, and exceptional walkability. Set on a beautifully landscaped half-acre, the home blends timeless character with thoughtful updates, including refinished hardwood floors and a freshly painted exterior. Sun-filled living spaces feature detailed moldings, a fireplace, window-lined sunroom, home office, custom mudroom, and an updated kitchen with custom cabinetry, soapstone countertops, stainless appliances, and center island. Upstairs, the spacious primary suite includes an updated marble bath. The finished lower level with full bath and separate entrance is ideal for recreation, guests, gym, or in-law/au pair use. A large deck overlooks the expansive yard, while a roof replaced approximately five years ago, updated baths, and abundant storage complete the offering. What truly sets this home apart is its coveted walk-to-town location. Enjoy the convenience of strolling to Ridgefield's vibrant Main Street with its restaurants, cafes, boutique shopping, theaters, parks, schools, library, and year-round community events. Offering the rare ability to leave the car at home while enjoying all the amenities of one of Connecticut's most desirable towns, this is a unique opportunity to experience the best of in-town Ridgefield living.
Fantastic opportunity to own this charming 4-bedroom Colonial tucked away on a peaceful, scenic lot with a babbling brook and plenty of privacy. Just minutes from town, the Wilton border, and Weir Farm National Historical Park. Set back from the road with a spacious yard, ample parking, and a 2-car garage, this home features a classic center hall layout with a fireplace in the family room and great natural flow. The kitchen opens to a large screened-in porch overlooking the backyard and woods-perfect for relaxing or entertaining. Upstairs offers a primary bedroom with vaulted ceilings and cedar closet, plus three additional well-sized bedrooms. Hardwood floors in the majority of the house and parquet flooring and a fireplace. First time on the market in almost 50 years, this home is full of potential and is a blank canvas, waiting for someone to do the cosmetic updates to make it their dream home. The home does have a new propane heating system and a whole house generator. This property really does have unlimited potential and will not last. NEWLY PRICED AND BEING SOLD AS-IS! WHAT A FIND!
Turnkey, rarely available townhouse in the heart of Ridgefield with attached garage. This beautifully updated 2-bedroom home offers a clean, fresh, and airy feel with an open, flexible floor plan ideal for today's lifestyle. The brand-new kitchen features quartz countertops, and new appliances, flowing seamlessly into the living and dining areas. Freshly painted throughout with new flooring and updated lighting, this home is truly move-in ready. Enjoy two updated full baths plus a powder room, along with a functional mudroom for everyday convenience. Private deck backs to peaceful woods with direct access to a path leading to the community pool. Amenities include pool, clubhouse, fitness center, and tennis courts. Heat and hot water included in common charges. Just steps to Ridgefield's vibrant town center with shopping, dining, and entertainment.
NOW OFFERED AT $1,999,000! One of Ridgefield's most extraordinary values with breathtaking year-round views overlooking Lake Mamanasco. Perched high above the lake on 2.5 private acres bordering protected Ridgefield Conservancy land, this architectural masterpiece by award-winning builder Carl Lecher blends timeless design with an unmatched connection to nature. Every square footage is fully well above ground level with steel beam construction, soaring ceilings, walls of glass, exposed beams, and solid maple flooring create dramatic living spaces flooded with natural light. Expansive wraparound decks capture spectacular lake and distant mountain views from nearly every room. The chef's kitchen flows seamlessly into inviting entertaining spaces, while the private primary suite occupies its own level with panoramic views, spa-inspired bath, walk-in closet, and dedicated laundry. Separate entrance, full bath, laundry, and kitchenette offers exceptional flexibility for multigenerational living, guests, wellness, or remote work while being nurtured by nature. Spectacular sunrises over lake and mountain views. Recent improvements include a newer roof, updated kitchen finishes, blue stone patios, fresh interior paint, and new well system. Enjoy optional Lake Mamanasco Beach Club membership with swimming, fishing, kayaking, and beach access. Just minutes to Ridgefield's award-winning Main Street and only one hour from NYC.
This gracious country estate's idyllic setting is the perfect backdrop for large family gatherings & joyous celebrations. For over 40 years, the Rosenthal family has cherished this sprawling sanctuary, creating a legacy of warmth & hospitality that is unmatched. Now the doors are open for a new owner to create timeless memories - whether poolside; sitting by the outdoor fireplace; cooking in the al fresco kitchen; or retreating inside this home's exquisitely refined living spaces. Designed with unwavering attention to detail, this home's sophisticated interior is a testament to timeless elegance, & features 6 bedrooms, 6 full & 2 half baths. Each space has been thoughtfully appointed to accommodate both large-scale events & intimate family moments. The heart of this one of a kind home is not just one, but THREE kitchens - the primary family kitchen, a full-scale catering kitchen, plus the outdoor kitchen. With elegant formal living & dining rooms, plus grand family room complete with full bar, this unique property is always ready for entertaining. Step outside to the most enchanting outdoor oasis showcasing the free form gunite pool with expansive brick terrace, plus full pool bath. The crowning jewel of the property is a magnificent 30' x 40' slate patio, complete with an event tent. Whether it's intimate soirees or grand formal events, this space is perfectly sited to capture panoramic vistas of the property's mature flowering trees, stone walls, & perennial gardens.
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, first pastor & town clerk. It also includes 250 Main St. - the iconic & brightly colored neighboring Gothic Revival Victorian, built Ca. 1826 by Hawley descendants. Working with Peter Coffin of DCA Architects & the Historic District Commission, the home underwent a meticulous full restoration & renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. Together, both homes span a pastoral 3.16 acres, juxtaposing sidewalks to vibrant downtown Ridgefield with rear privacy including 2 magnificent barns. 236 Main's "Red Barn," Ca. 1900 & renovated in 2012 features: 2,015 sf, indoor basketball court, home office/conference rm, arts & crafts studio, 1 full/2 half bths & 2 car garage. 250 Main's Pool/Carriage house includes: 3,684 sf, 1-2 BRs, 2 full/1 half bths, 2 fplcs, 2 car garage (2 Tesla chargers), gym with sauna, game room/bar, poker room, arcade, 30+ seat movie theater, plus kitchen/great room open to the heated, gunite, saltwater pool, spa & outdoor resort oasis.
Welcome to 16 Sherwood Road, a spacious and versatile Ridgefield home set on 2.4 private acres, offering a wonderful combination of space, privacy and flexibility. With 4 bedrooms, 3 full baths, a rare 3-car garage and in-law potential, this home provides room for a variety of lifestyles and living arrangements. Inside, hardwood floors flow through many of the rooms. The inviting living room features a classic fireplace with built-ins, while generous additional living areas provide flexibility for a family room, media room, home office, recreation space or extended-family living. Large windows bring in abundant natural light and peaceful views of the surrounding property. Step outside to a spacious deck overlooking the expansive yard and mature trees-a wonderful setting for outdoor dining, entertaining, gardening or simply enjoying the privacy of your own 2.4 acres. A separate storage shed provides additional space for outdoor equipment and hobbies. Enjoy the best of the Ridgefield lifestyle, with its charming town center, restaurants, shops, recreation, arts and cultural offerings, along with Ridgefield's highly regarded public schools, including Ridgefield High School, named a 2026 Connecticut Blue Ribbon School for Exemplary High Performance. The home has also benefited from significant recent investment, including a brand-new roof.
Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity to create a home as remarkable as its address. In Fairfield County's crown jewel address boasting award winning schools, a vibrant downtown, the Aldrich Contemporary Art Museum, Ridgefield Playhouse, Ridgefield Golf Course, hiking trails all within an easy commute to Manhattan. This is a rare chance to build our designs or your own vision with top local builder. Must contact listing broker for information. Please only serious inquiries. Builder will discuss lot sale only if you insist on your own contractor.

Ridgefield is located in Connecticut. Ridgefield, Connecticut has a population of 25,053. Ridgefield is more family-centric than the surrounding county with 42.02% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Ridgefield, Connecticut is $160,258. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Ridgefield is 45.4 years.
The average high temperature in July is 82.3 degrees, with an average low temperature in January of 17.6 degrees. The average rainfall is approximately 51.8 inches per year, with 42.6 inches of snow per year.