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8 Lakeside Drive Extension, Ridgefield
$550,000
3 Beds ⋅ 2 Baths ⋅ 24201879 MLS
For the first-time homeowner who is looking for a real house, real yard, and a manageable way to begin homeownership in Ridgefield, 8 Lakeside Drive Extension is worth a careful look. This 3-bedroom ranch-style home in the Rainbow Lake community offers easy one-level living on a usable .22-acre lot, giving you space to garden, play, entertain, or create your own little outdoor Shangri-la without taking on a property that owns your weekends. Virtually everything was updated in 2019, including the kitchen and baths with tile floors, interior paint, and refinished hardwood floors. The main living areas feature a layout that is simple, practical, and easy to live in. Yes, buyers will want to look past today's "real life" clutter, and see the value in the structure, updates, usable space, and setting. The full basement offers excellent potential for recreation space, a gym, media room, workshop, or storage. A detached one-car garage adds convenience, and the level yard gives this home more flexibility than a condo, without the scale or expense of a larger property. This is the smart first house you can grow with. A comfortable, updated ranch with yard space, basement potential, and a Ridgefield address. When you're ready to stop renting and start building equity, this could be the right next step.

8 Lakeside Drive Extension, Ridgefield

296 Bennetts Farm Rd, Ridgefield
$805,000
2 Beds ⋅ 2 Baths ⋅ 24199871 MLS
A charming stone and wood-shingled Cape Cod cottage in Ridgefield's sought-after Rainbow Lake area. This property comes with deeded lake rights and endless potential to create your own special retreat. Set on 0.74 acres, this inviting two-bedroom, two-bath home features hardwood floors throughout and a dramatic vaulted living room with exposed beams and a striking stone fireplace. A spacious main-level bedroom with full bath provides convenient one-floor living, while the family room offers a cozy wood stove and a wall of windows overlooking the natural surroundings. The wood-paneled primary bedroom and bath add warmth and character, and a basement office provides flexible space for work or hobbies. An impressive three-car garage setup-with one garage under the house and two car detached garage gives abundant parking, storage, studio, workshop, or recreational possibilities, plus additional usable loft space. Bring your ideas and vision to this unique property and make it your own-or enjoy it as a fabulous weekend getaway. Rainbow Lake amenities include sandy beaches, swimming, fishing, and boating, creating a true year-round recreational escape just minutes from all that Ridgefield has to offer.

296 Bennetts Farm Rd, Ridgefield

50 Shields Ln, Ridgefield
$625,000
4 Beds ⋅ 2 Baths ⋅ 24190542 MLS
Privately set on over 2 wooded acres, 50 Shields Lane offers the kind of space, setting and potential that are increasingly difficult to find in Ridgefield. This raised ranch features vaulted living and dining room ceilings that create an open, airy feel and bring a sense of volume to the main living space. Surrounded by mature trees, the property feels peaceful, private and removed, while still offering the convenience of Ridgefield living. This home is being sold "as is." The next owner will want to bring a paint brush, and a clear vision for what comes next. For those who understand potential, this is exactly where the story gets interesting. Update the finishes, address and reimagine the spaces to reflect today's style, and the transformation will be significant. Priced at $695,000, this is a chance to buy the setting, the structure and the location, and create a home that, thoughtfully brought up to date, will live and feel like a substantially higher-value property. Bring your contractor, your ideas and your imagination. 50 Shields Lane is ready for its next chapter. New well pump 2026, portable interior a/c unit included.

50 Shields Ln, Ridgefield

224 Ramapoo Rd, Ridgefield
$699,000
2 Beds ⋅ 2 Baths ⋅ 24197766 MLS
Welcome to 224 Ramapoo Road, a beautifully renovated 2-bedroom, 2-bath home that lives much larger than its bedroom count suggests. With 1,413 square feet of living space, a flexible floor plan, and easy single-floor living, this turnkey property offers exceptional versatility and comfort. The home has undergone extensive renovations, including a new roof, windows, exterior doors, central air conditioning, electrical service and devices, well and septic pumps, and red western cedar shake siding. The newly renovated kitchen features custom cabinetry, new appliances, and quartz countertops. Two beautifully renovated bathrooms offer high-end finishes, new vanities, and marble tile. Original white oak floors have been repaired and refinished, adding warmth and character throughout. The improvements continue outside with new landscaping, yard and driveway grading, and a two-car garage equipped with a new garage door and openers. Set on .85 acres in a desirable Ridgefield neighborhood, the property is conveniently located near town and the many amenities Ridgefield has to offer. Less than 90 minutes to New York City and approximately 60 minutes to Hartford, the location provides an appealing balance of convenience and tranquility. Move-in ready and thoughtfully updated throughout, this house is an exceptional opportunity for buyers seeking a renovated home, flexible living space, and the ease of single-level living in one of Ridgefield's desirable neighborhoods. Agent/Owner

224 Ramapoo Rd, Ridgefield

5 Grape Ln Unit 5, Ridgefield
$410,000
2 Beds ⋅ 2 Baths ⋅ 24197412 MLS ⋅ Fox Hill - Ridgefield BLDG.
Nestled in sought-after Fox Hill Condo community this inviting 2-bedroom ranch-style condo offers comfort, convenience, and peaceful pond views. Hardwood floors flow throughout the main living areas, with carpet in primary bedroom, creating a warm and timeless feel. The spacious living and dining areas are filled with natural light, with sliders from both the living room and primary bedroom leading to the private courtyard. The living room features an electric fireplace which provides a cozy feel any time of year! The kitchen opens to the living space, which makes an easy flow for everyday living and entertaining. One-level living includes two generously sized bedrooms with abundant closet space. The second bedroom overlooks the pond and mature landscaping, adding to the home's peaceful setting. Convenient nearby parking enhances the ease of daily living. Residents enjoy beautifully maintained grounds, a community pool and recreation area, and easy access to shopping, dining, downtown Ridgefield, parks, walking trails, and commuting routes. Whether you're purchasing your first home, downsizing, or seeking low-maintenance living in a picturesque setting, 5 Grape Lane offers the lifestyle you've been waiting for. [Fireplace photos are virtual]

5 Grape Ln Unit 5, Ridgefield

24 White Birch Rd, Ridgefield
$875,000
4 Beds ⋅ 3 Baths ⋅ 24196184 MLS
Price Reduction! Welcome to this beautifully updated Cape Cod home located in a quiet South Ridgefield neighborhood, offering the perfect blend of classic charm and modern upgrades. The heart of the home is the stunning newly designed chef's kitchen featuring all new GE Cafe appliances, including a refrigerator, 6-burner gas range with griddle and 1.5 ovens, French door convection oven, dishwasher, and a microwave that also converts to a second oven. The spacious living room showcases hardwood floors and a wood-burning fireplace, while French doors open to a versatile family room or home office. The kitchen leads directly to the deck, creating the perfect space for indoor and outdoor entertaining. The main level also offers three bedrooms, including one with its own private walkout deck, a beautifully remodeled full bathroom, and new overhead lighting throughout. Upstairs, the private primary suite features a sitting area or office nook, two large closets, an oversized full bath, and a spacious bedroom. The walkout lower level provides exceptional additional living space with a second fireplace, kitchenette, full bathroom, laundry area, and flexible space ideal for a guest suite, recreation room, home gym, or office. Outside, enjoy the flat yard along with outstanding curb appeal enhanced by a new portico, front steps, and bluestone walkway. Additional improvements include a new roof (2021) and radon mitigation system (2020), offering added peace of mind. Conveniently located

24 White Birch Rd, Ridgefield

51 Mamanasco Rd, Ridgefield
$1,125,000
3 Beds ⋅ 3 Baths ⋅ 24192001 MLS
GRAB YOUR KAYAK AND HEAD FOR THE LAKE! Rare opportunity for a Lakeside Property in one of New England's most vibrant small towns - steps from Lake Mamanasco. MOTIVATED SELLERS invite you into their COMPLETELY updated Cape that became even more impressive with our recent PRICE ADJUSTMENT! Discover the perfect blend of tranquility and convenience in this charming New England home! Nestled on a peaceful corner with a Babbling Brook and only minutes from fine dining, shopping, quaint boutiques, and four fantastic Theaters, is Main Street in Ridgefield - the center of Connecticut's first officially recognized cultural town! Thoughtfully updates throughout including Gleaming hardwood floors flow through the living spaces while a new full house 2 zoned air-conditioning system that keeps you cool in the warmer months. The heart of the home is the elevated family room with an imposing fireplace and vaulted ceiling, drenched in sunlight! The Kitchen has been TOTALLY renovated with QUARTZ counters and CUSTOM wooden Cabinetry, all NEW Stainless Steel appliances, and a Breakfast bar; with sliders to a lovely deck, perfect for entertaining! Newly remodeled and sophisticated Primary Bedroom with Amazing Bath with Walk-in Closet(s). Two refreshed and refigured additional Bedrooms and Bath. Additional improvements include New Roof, New Skylights, New Garage Doors, and a Security System. This lovely lakeside retreat awaits you!

51 Mamanasco Rd, Ridgefield

20 Pine Mountain Rd, Ridgefield
$970,000
5 Beds ⋅ 3 Baths ⋅ 24189204 MLS
Welcome to 20 Pine Mountain Road, where 3,668 square feet of living space, five bedrooms, three full baths, and 3.01 private acres come together in one of Ridgefield's most desirable settings. This expanded raised ranch offers a versatile floor plan designed for today's lifestyle. The main level features hardwood floors, generous living and entertaining spaces, an updated kitchen with granite countertops and stainless steel appliances, plus a spacious family room with vaulted ceilings and oversized windows that fill the home with natural light. Two fireplaces add warmth and character, while the formal dining room and expansive living room provide the perfect setting for gatherings both large and small. The finished walkout lower level offers exceptional flexibility with in law potential, making it ideal for extended family, guests, a home office, recreation room, or fitness space. Enjoy the peaceful wooded setting from the deck or patio overlooking the private backyard. Thoughtfully expanded, this home offers the space, flexibility, and privacy buyers are searching for, just minutes from Ridgefield's vibrant downtown, shopping, dining, parks, and top rated schools.

20 Pine Mountain Rd, Ridgefield

518 Bennetts Farm Rd, Ridgefield
$599,000
3 Beds ⋅ 2 Baths ⋅ 24187672 MLS
SHORT SALE NEEDED! Motivated seller, please send all offers!! Nestled in a peaceful Ridgefield setting, 518 Bennetts Farm Road offers the perfect blend of comfort, style, and convenience. This well-maintained home features a bright, open layout with hardwood floors, an updated kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The inviting living area is filled with natural light, while the finished lower level provides flexible space for a family room, home office, or recreation area. Step outside to a spacious deck overlooking a private, landscaped yard. Ideally located near parks, shopping, dining, and commuter routes, this move-in ready home is one you won't want to miss. Please contact listing agent at 914-438-0880 for all questions. IMPORTANT! - Agents, Please read confidential agent remarks. Thank you

518 Bennetts Farm Rd, Ridgefield

120 Ivy Hill Rd, Ridgefield
$1,085,000
3 Beds ⋅ 3 Baths ⋅ 24186023 MLS
Welcome to effortless luxury living in the heart of Ridgefield. This stunning newly constructed home offers 2,900 square feet of thoughtfully designed living space, blending timeless elegance with modern convenience just minutes from Ridgefield's celebrated historic downtown. A welcoming front foyer sets the tone for the home. The kitchen is appointed with Bosch appliances, quartz countertops, a center island, and a convenient butler's pantry, creating a space that's as functional as it is beautiful. Just off the rear entrance, a practical mudroom with a stylish powder room provides everyday convenience. Enjoy time with friends and family in the bright and inviting living room, while a private first-floor study provides the perfect home office, library, or den. Upstairs, retreat to the luxurious primary suite featuring dual walk-in closets and a spa-inspired ensuite bath complete with a soaking tub, walk-in shower, double vanity, and elegant finishes. Two additional generously sized bedrooms share a beautifully appointed full bath, providing comfort and privacy for family and guests alike. Every room is enhanced by stunning Malibu Wide Plank Miramar French Oak hardwood flooring, creating warmth and sophistication throughout the home.

120 Ivy Hill Rd, Ridgefield

15 Flat Rock Dr, Ridgefield
$949,000
4 Beds ⋅ 3 Baths ⋅ 24185334 MLS
Welcome to 15 Flat Rock Drive; an irresistible opportunity to live on a highly sought after **cul-de-sac street** just moments from Ridgefield's vibrant village center. This prime location delivers the best of both worlds: a peaceful neighborhood setting paired with unbeatable convenience close to town, the NY border, and top NYC commuting options. Inside, the home shines with a bright, flowing layout designed for today's lifestyle. The spacious living and dining rooms set the stage for effortless entertaining, while the inviting family room connects beautifully to the heart of the home; the kitchen. From here, step directly onto the expansive screened in porch, a standout feature perfect for summer dinners, morning coffee, or relaxing in the fresh air. A main level office/den offers the ideal work from home set up. The primary bedroom suite provides a private retreat with generous space, excellent closets, and a beautiful, well designed ensuite bath. Additional bedrooms are well sized, and the lower level adds valuable flexibility for a gym, playroom, or media space. Set on a level, landscaped lot in one of Ridgefield's most sought after locations, this home delivers the best of everything; just minutes from Katonah Station, just 1 hr to NYC by car, minutes from downtown Ridgefield, downtown New Canaan and nearby CT/NY state parks! Come see for yourself and WELCOME HOME!

15 Flat Rock Dr, Ridgefield

16 Sherwood Rd, Ridgefield
$748,333
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

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