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10 Hillcrest Ct, Ridgefield

NOW OFFERED AT $1,899,000! 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.

7 Beds ⋅ 3 Baths ⋅ 24174920 MLS

NOW OFFERED AT $1,899,000! 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.

10 Hillcrest Ct, Ridgefield

463 N Salem Rd, Ridgefield

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.

6 Beds ⋅ 8 Baths ⋅ 24173230 MLS

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.

463 N Salem Rd, Ridgefield

236 & 250 Main St, Ridgefield

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.

8 Beds ⋅ 9 Baths ⋅ 24170626 MLS

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.

236 & 250 Main St, Ridgefield

16 Sherwood Rd, Ridgefield

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.

4 Beds ⋅ 3 Baths ⋅ 24166477 MLS

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.

16 Sherwood Rd, Ridgefield

399 Ridgebury Rd, Ridgefield

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.

5 Beds ⋅ 6 Baths ⋅ 24118657 MLS

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.

399 Ridgebury Rd, Ridgefield

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