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$689,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187672 MLS
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
$755,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187586 MLS
Private 2+ acres. Interesting house which offers a private primary suite consisting of the primary bedroom plus attached study. From the attached study you access the large family room over the garage. You can also access the family room via a spiral staircase from the first floor. Both bathrooms have been updated and there is a laundry chute from the bedroom level to the first floor laundry room. There are mostly hardwood floors throughout the house and the deck is 4 years old. The living room has a wood burning fireplace and there is a wood stove in the family room. The family room also has an outside deck. Recent upgrades include a water holding tank. The garage and basement have just been painted.

26 Buck Hill Rd, Ridgefield
$789,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187506 MLS
Fully Furnished! Welcome to this beautifully updated home in the highly sought-after town of Ridgefield, consistently ranked among Connecticut's best places to live. This move-in-ready home features a stunning eat-in kitchen with quartz countertops, premium stainless steel appliances, shaker-style cabinetry, and a center island. The sun-filled main level offers hardwood floors, an open living and dining area, and a desirable first-floor primary suite with a walk-in closet, skylight, updated full bath, and sliders leading to the deck. Upstairs are two additional bedrooms and another beautifully remodeled full bath. Need more space? The finished lower level provides two versatile rooms perfect for a family room, home office, gym, guest space, or playroom. Conveniently located near top-rated schools, parks, hiking trails, downtown Ridgefield, shopping, dining, and cultural attractions, with easy access to New York City. This is a wonderful opportunity to enjoy everything Ridgefield has to offer

55 Old Sib Rd, Ridgefield
$1,295,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187293 MLS
Classic Farmhouse meets effortless everyday living at this energy efficient built home, beautifully sited in a private, elevated setting with convenient access to Katonah Train Station. Spanning over 3,400 square feet, this custom designed home showcases a fresh, organic aesthetic highlighted by natural elements. Maintenance free building materials, Spray Foam insulation + EV Charger for Inside/Outside use and whole house Interlock Generator Switch. At the heart of the home is a stylish KIT featuring SS appliances, spacious center island, separate pantry. Butler's Pantry w/wet bar connects KIT to the striking Dining Rm, highlighted by a dramatic mosaic wood feature wall. Stunning Great Rm features a fireplace and impressive wall of glass that blurs the distinction between indoor & outdoor living, opening to an expansive stone patio w/outdoor fireplace overlooking private grounds. The setting is ideal for entertaining, al fresco dining or simply enjoying the peaceful natural surroundings. Upper level is anchored by a spacious Primary Suite w/spa-inspired bath + generous walk-in closet. 3 Add'l BR's share a beautifully appointed bath. Bonus Rm w/vaulted ceiling provides flex space- Media, Fitness & Home Office. Impeccably maintained, truly turn-key + perfect blend of modern comfort, timeless farmhouse style. Coveted location close to downtown amenities & convenient New York commuting option. Move in before the start of the school year and experience our top-rated Schools!

257 Old Sib Rd, Ridgefield
$1,190,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$1,495,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24177214 MLS
Completely rebuilt 5 Bedroom home in the Ridgebury Estates section of charming Ridgefield, CT. Step through the door at 22 Beaver Brook Road and you won't find a single original system, surface, or sightline left untouched - just a thoughtfully rebuilt home designed for the way people actually want to live in 2026 and The Open Floor Plan You've Been Searching For. The heart of the home is a sun-filled, open-concept layout anchored by a brand-new kitchen, sleek Bertazzoni appliances, generous prep space, and sightlines straight through to the living and dining areas. It's the kind of kitchen that turns "I'll just grab a snack" into a full dinner party. Underfoot, solid white oak floors run throughout, warming up every room with the kind of quality that only comes from doing it right the first time. With 3,400 square feet, five bedrooms, and three and a half baths spread across a 1.1-acre lot, there's room to spread out - both inside and out. New Andersen windows flood every room with natural light while keeping energy bills in check. The finished lower level is where this house really shows its range. Set it up as a home gym, a playroom, a media lounge, or a private office - and when the day winds down, the built-in bar turns it into the best seat in the house for a Friday night in. A brand-new Trex deck out back invites morning coffee while a freshly laid bluestone walkway leads guests from the new driveway and two car garage to the front door.

22 Beaver Brook Rd, Ridgefield
$950,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186422 MLS
Completely rebuilt in 2005, this beautifully updated Colonial offers 2,440 square feet of thoughtfully designed living space just moments from Ridgefield's vibrant Main Street. A charming front porch welcomes you into the foyer, where hardwood floors extend throughout the main level. The spacious living room with fireplace flows seamlessly into the formal dining room, creating an inviting space for everyday living and entertaining. At the heart of the home is the open-concept kitchen featuring granite countertops, abundant cabinetry, and dining area overlooking the adjoining family room. French doors lead to the deck and spacious level backyard, providing the perfect setting for outdoor dining and gatherings. A convenient powder room completes the main level. Upstairs, the generous primary suite offers soaring ceilings, a walk-in closet, and a private full bath. Three additional bedrooms share a well-appointed hall full bath, while the second-floor laundry adds everyday convenience. The finished lower level expands the living space with a spacious recreation/playroom, full bath, abundant storage, and direct access to the attached one-car garage. Additional features include central air, Thermopane windows, public water and sewer, and storage shed. Enjoy an exceptional location close to historic Main Street, where you'll find restaurants, boutique shops, Ballard Park, the Prospector Theater, Ridgefield Library, and year-round community events just minutes from your front door.

82 Ramapoo Rd, Ridgefield
$1,495,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185746 MLS
Stunningly renovated 5BR, 3.5BA Colonial offering nearly 4,000 SF of thoughtfully reimagined living space in one of Ridgefield's most desirable neighborhoods. Designed for today's lifestyle, the spectacular open-concept main level has been completely remodeled & features a show-stopping chef's kitchen w/10' quartzite island, new appliances, walls of windows, custom built-ins & exceptional flow throughout the home's gathering spaces. A wood-burning fireplace, pellet stove, beautifully updated finishes & abundant natural light create warm, inviting living areas at every turn. Upstairs are 5 generously sized bedrooms, a fully renovated hall bath, convenient laundry room & a gorgeous primary suite complete w/renovated bath & custom walk-in closet. The finished walkout lower level adds tremendous flexibility w/full bath, gym, rec room & sliders to the backyard-ideal for guests, extended family, work or play. A glass-enclosed 3-season sunroom w/electric fireplace opens to the new Trex deck overlooking the sun-drenched, level backyard w/room for a pool. Additional highlights include a 3-car garage, extensive storage, new roof (2025), new Trex deck (2025), new oil tank (2025), new siding & enhanced insulation (2019), updated windows & countless additional improvements. Located in coveted Westmoreland, just moments from Ridgefield's vibrant town center & close to neighborhood recreation facilities incl. pool, tennis & more. A rare combination of size, condition, location & lifestyle!

63 Holmes Rd, Ridgefield
$935,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185705 MLS
Welcome Home to this charming New England Colonial set on 2.43 picturesque acres in sought-after Southwest Ridgefield. Built in 1925, this special property blends timeless character with thoughtful, high-end updates throughout. Inside, new crown molding sharpens the lines of the main living spaces, where rich hardwood floors run throughout. The open-concept living and dining room, anchored by custom built-in cabinetry, flows effortlessly from slow mornings to evenings of entertaining. The kitchen delivers a center island, generous pantry, and sun-drenched dining area. A bright, flexible den makes an ideal home office, playroom, or TV room, and a full marble bath sits on each level. Upstairs, three light-filled bedrooms offer a calm escape. Outside is the showstopper. A freshly paved circular driveway makes a statement on arrival, leading to a covered front porch above beautifully maintained grounds. The private, level backyard is difficult to find: a large masonry patio for dining under the stars, a built-in firepit for gathering, dedicated garden space, and a storage shed. This is where summers happen. All while moments from the village and Connecticut's first designated Cultural District: acclaimed restaurants, boutique shopping, top-rated schools, and year-round events. Set on a quiet street made for morning runs and evening strolls, this is a rare chance to own in one of Ridgefield's most sought-after neighborhoods. Welcome Home!

67 S Olmstead Ln, Ridgefield
$949,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$5,495,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24182865 MLS
Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, & 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. This highly refined residence offers a total of 5,778 sf including 4,546 sf on the 1st & 2nd floors, 303 sf in the finished 3rd floor, plus 929 sf in the lower level. Total 15 rooms, 4 bedrooms, 4 full & 1 half bath, 3 fireplaces, front & back stairways, plus brick driveway/courtyard leading to the 3 story carriage/pool house. The ultimate lifestyle "party barn," it features millwork reclaimed from PA mushroom barns; 2 car garage; 2 fireplaces; ensuite BR & overflow guest "bunk room"; 2 full/1 half baths; full gym with steam shower/changing room; game room/bar; poker/card room; arcade; 30+ seat movie theater; plus kitchen/great room open to the pool. The resort like entertaining area features a sprawling cut stone patio, custom fireplace with propane assisted starter, waterfalls, built-in outdoor kitchen with grill/sink/fridge, heated, saltwater, gunite pool & spa, custom built pergola, wired for sound/TV, plus expansive back lawn & wooded privacy.

250 Main St, Ridgefield
$1,495,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184942 MLS
Treehouse Sanctuary minutes from downtown Ridgefield's vibrant restaurants, boutique shopping, parks, and cultural attractions, with tranquil Silvermine River views from the eat-in kitchen. Transformed from the studs up, this exceptional Ridgefield residence offers a rare opportunity to enjoy the character of an established neighborhood with the confidence and comfort of a home that lives like new. Thoughtfully redesigned with over $550,000 in improvements, every detail reflects quality craftsmanship and timeless style. The stunning Craft-Maid kitchen is the heart of the home, featuring premium Wolf and KitchenAid appliances, designer stone countertops, a custom walk-in pantry, and seamless flow for everyday living and entertaining. Wide-plank hardwood floors, custom millwork, built-ins, and a beautifully crafted staircase add warmth and sophistication throughout. The second floor was completely reimagined! A luxurious primary suite with a spa-inspired marble bath and walk in closet. Plus a dedicated laundry room with double utility sink is priceless! Updates include plumbing, electrical, HVAC enhancements, water filtration systems, windows, doors, flooring, lighting, siding - creating true turnkey living. The roof is approximately five years young, with additional new roofing completed during the renovation when original dormers were removed. A 5-bedroom septic system provides flexibility for future expansion, while a whole-house generator offers added peace of mind.

256 Wilton Rd E, Ridgefield
$2,795,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24181505 MLS
An extraordinary expression of timeless elegance and refined living, this stunning Nantucket-style residence is set amidst 2.33 acres of meticulously landscaped grounds and enhanced by a spectacular heated gunite pool and spa, beautifully integrated into the property's lush and private surroundings. A grand two-story marble foyer framed by stately columns opens directly into the living room with fireplace, creating a striking first impression and immediate sense of scale and sophistication. The dining room with French doors to the terrace overlooks the resort-inspired outdoor setting, while a richly appointed library with custom built-ins, fireplace, and terrace access provides an elegant retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen serves as the heart of the home, featuring double ovens, two dishwashers, updated appliances, a large center island with breakfast bar, and an expansive dining area. The kitchen flows seamlessly into the dramatic two-story family room anchored by a floor-to-ceiling stone fireplace, while the adjoining sunroom offers additional gathering space with French doors leading directly to the patio, pool, and spa. The primary suite serves as a private sanctuary, with sitting room w/fpl, beautifully renovated bedroom, and spa-inspired bath with radiant heated floors. Four additional bedrooms complete the second level, including two en-suite bedrooms. All baths have been renovated with radiant heated floors.

170 Branchville Rd, Ridgefield
$2,295,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24184689 MLS
True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, & future pool site. Elegant with modern open floor plan, this generous home offers 7,289 sf on 3 finished levels with 17 rooms, 3 car garage, custom millwork, hardwood floors, 5 bedrooms plus spacious bonus room, 4 full/2 half baths, 3 fireplaces, walk-up attic & expansive finished walk-out lower level. Enjoy the gracious living room w/elegant marble fireplace & adjoining private office featuring two sets of exterior French doors; formal DR with butler's pantry; top of the line remodeled designer kitchen w/subway tile backsplash, sleek black granite counters, center island, Thermador prof. appliances, & open to the breakfast room w/wall of custom built-ins; FR w/cathedral ceiling, stone fireplace & French doors to the deck; plus inviting sun room drenched in natural light. The 2nd floor showcases the elegant primary suite w/fireplace & sitting room, luxe remodeled bath & custom WIC; 3 additional large BRs w/ensuite or J&J baths, plus 32x16 vltd bonus room w/skylight. The sprawling walk-out lower level features media & game rooms plus additional BR & full bath, ideal for au-pair or guests. Extensive list of improvements in additional remarks & idyllic location just 58 miles to Midtown

30 Whipstick Rd, Ridgefield
$2,425,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24180589 MLS
Where timeless craftsmanship and modern comfort come together on three private acres just minutes from Ridgefield's vibrant town center. A dramatic two-story foyer opens to a stunning great room with wide-board hardwood floors, exposed beams, a striking stone fireplace, and French doors leading to an expansive deck overlooking the property. Designed for entertaining and everyday living, the chef's kitchen features custom white cabinetry, quartz countertops, a large center island, stainless steel appliances, and a spacious dining area with peaceful backyard views. A rare and flexible floor plan offers two primary suites (one on the main level and one upstairs), ideal for guests, multigenerational living, or changing lifestyle needs. Both include walk-in closets and luxurious baths with double quartz vanities. All additional second-floor bedrooms are en-suite. A spacious rec room with a rear staircase to the mudroom provides endless possibilities as a media room, office, studio, playroom, or gym. The unfinished walk-out lower level, complete with a second fireplace, offers exceptional potential for future living space. Set on three scenic acres, this exceptional property balances privacy and convenience just moments from Ridgefield's shopping, dining, and cultural attractions. A home designed to adapt, entertain, and enjoy for years to come.

17 Blackman Rd, Ridgefield
$1,899,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24183630 MLS
Thoughtfully custom-designed and inspired by classic New England architecture, this exceptional ranch offers the ease of true one-level living with outstanding opportunities for future expansion. Currently under construction with anticipated completion in September, there is still time to personalize finishes with generous allowances for kitchen cabinetry, appliances, bath fixtures, and tile selections. Set on a private 2-acre lot with room for a pool, this rare custom home features a 3-car garage, durable Hardie Board siding, efficient propane heat, an inviting 11' x 17' covered front porch with Ipe decking, and a spacious 14' x 29' Trex rear deck. Andersen 400 Series windows, extensive moldings, and quality craftsmanship are showcased throughout. The unfinished walk-up second level offers 600+ sq. ft. of easily finished space ideal for a recreation room, home office, guest suite, or family retreat. Additional septic capacity allows for a potential fourth bedroom. The lower level features 8' ceilings and two sets of sliders to the backyard, creating another excellent opportunity for future finished living space. Conveniently located on a country access way, this peaceful setting is just minutes from commuting routes, shopping, dining, and top-rated schools. Built by Sturges Brothers, Ridgefield's renowned multigenerational builder, this home represents a rare opportunity to own a custom residence that combines true one-floor living and timeless New England style.

767 Ridgebury Rd, Ridgefield
$995,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24182769 MLS
Nestled on a private 1-acre lot in the highly desirable Twixt Hills neighborhood, this beautifully updated home offers the perfect combination of privacy, natural beauty, and modern upgrades. This exceptional residence offers approximately 2,400 SqFt of thoughtfully designed living space, with southern exposure filling the home with natural light year-round. At the heart of the home is a stunning fully renovated kitchen featuring premium finishes, stone counters, custom cabinetry, and expansive windows framing panoramic valley views. Seamlessly connected to the dining and family rooms, this space was designed for everyday living and effortless entertaining. Outdoor living is equally impressive, highlighted by an expansive 40'x25' deck that extends from the family room and four-season sunroom, creating an ideal setting for gatherings. The deck connects to the above-ground pool with newer filtration system and overlooks beautifully landscaped grounds with mature plantings and a wildflower garden. Enjoy the opportunity to be part of the sought-after Twixt Hills community, offering access to Pierrepont Lake for swimming, kayaking, fishing, or relaxing at the residents-only beach. Just moments away, a state park provides over 700 acres of protected land and scenic hiking trails. Located on a quiet neighborhood circle, yet minutes from Ridgefield's award-winning schools, vibrant downtown, and commuting routes, this home offers a rare balance of privacy, lifestyle, and convenience.

52 Seth Low Mountain Rd, Ridgefield
$1,599,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182324 MLS
Hampton Heights - Extraordinary architecture & views in this Mid Century modern deck home set back privately w/panoramic sweeping vistas of Lake Mamanasco & Turtle Pond. This sun drenched work of art has been extensively remodeled inside & out featuring designer appointments plus prof. landscape & hardscape including the expansive lower bluestone patio. With private gated entry & hilltop perch on 2.38 acres bordering open space, you will feel worlds away, yet premier southwest location - just 5 minutes to Ridgefield's historic Main Street for shopping, museums, library/park, & only 12 miles to the Katonah station. Total 3,528 sf on 3 finished levels w/4-5 BRs, 3/1 remodeled baths, 3 fireplaces, plus additional 676 sf in the detached carriage barn with 2 garage bays plus 2nd floor studio loft & home office. Light, bright & open this sophisticated home showcases a sky lit 3 story ebony stairway in striking contrast to the new CA white oak floors; multi-level decks/balconies with views for miles; state of the art chef's kitchen w/luxe quartz counters, gold hardware, prof. gas range, & fireside dining area; expansive living & dining rooms for entertaining; plus elegant library w/floor to ceiling built-in bookshelves. Feel like your floating in the clouds from the primary suite w/double slider to the balcony; remodeled bath, & spacious walk-in closet. The walk-out lower level offers a large game/rec; FR w/3rd fireplace; plus guest accommodations w/full bath & laundry. Exceptional!

12 Hillcrest Ct, Ridgefield
$1,100,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24181982 MLS
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.

24 Island Hill Ave, Ridgefield
$2,250,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24179517 MLS
Legendary Seymour Farm is a rare offering where historic pedigree & modern luxury converge in one of Ridgefield's most captivating settings. Circa 1847, this iconic homestead has been thoughtfully transformed for today's lifestyle while preserving the extraordinary character, craftsmanship & architectural details that make it truly irreplaceable. Spanning over 6,087 square feet of beautifully curated living space, the residence unfolds with a series of distinctive rooms designed for both elegant entertaining & comfortable daily living. Rich in history, the home showcases original hand-hewn beams, wide-plank flooring, period millwork & a magnificent open-hearth FP that anchors the original Living Rm. At the heart of the home is a wonderful Chef's KIT with a spacious Breakfast Area overlooking resort-inspired pool + outdoor living spaces, creating a seamless connection between indoors & out. A highlight of the residence is the remarkable octagonal Dining Rm, added circa 1926, offering an unforgettable setting for dinners & grand celebrations alike. Add'l gathering spaces include a spacious Family Rm + expansive Recreation Rm that has hosted countless memorable parties & charitable events over the years. The property is simply breathtaking. Spectacular gardens, featured on the Ridgefield Garden Tour, create a naturally beautiful + organic landscape just minutes from vibrant downtown Ridgefield. A treasured local landmark, Seymour Farm offers a once-in generation opportunity!

261 Wilton Rd W, Ridgefield
$1,295,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24178811 MLS
Exceptional 5 BR Center Hall Colonial beautifully sited in highly desirable Turner Hill Estates bordering protected open space for added privacy. Extensively expanded & thoughtfully renovated, this sophisticated residence offers the comfort of a newer home paired w/timeless architecture. Enjoy handsome hardwood flooring, refined millwork and an effortless floor plan designed for both entertaining and relaxed everyday living. At the heart of the home is a stunning Chef's Eat-In KIT w/beautifully crafted white cabinetry, premium SS appliances. KIT flows seamlessly into an inviting FamilyRm w/fireplace, oversized windows & French-style doors open to large deck overlooking serene property. Elegant Living & DiningRms provide beautifully scaled formal spaces, while a highly functional MudRm & PowderRm complete Main Level. Upper Level features a spacious Primary Suite w/recently remodeled spa-inspired Bath. 3 Add'l BR's are perfectly sized, including a thoughtfully designed BR addition w/private Office. Upper Level Laundry. Finished Lower Level offers expansive recreation & fitness areas w/Full Bath & nearby 5th BR, makes a perfect guest suite. Enjoy neighborhood pool! Conveniently located minutes to Ridgefield Golf Course, Whole Foods, Danbury Fair Mall & vibrant downtown Ridgefield - CT's 1st Cultural District-offering acclaimed restaurants, galleries, theaters, boutiques. Convenient North & South commuting options including Metro North Train to NYC. Natural Gas +Town Water/Sewer

26 Lynn Pl, Ridgefield
$775,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24179139 MLS
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.

145 Wilton Rd E, Ridgefield
$2,575,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24176629 MLS
Sophisticated, in-town living spanning nearly 4,700 sqft of perfection on a gorgeous park-like acre, 1/4 mile to iconic downtown Ridgefield via Sidewalks. Top to Bottom, High-end Designer Renovation makes this rambling Cape Cod an architectural gem- blending enduring charm w/today's elevated aesthetic & amenities. Beautifully scaled interiors feature new hardwood flooring, refined millwork & sophisticated neutral palette. Exceptional Chef's KIT thoughtfully designed w/premium appliances, fireplace, generous dining, gathering spaces, & seamless flow for everyday living & entertaining. Living & Dining Rms open directly to exceptional outdoor living, while the inviting Family Rm adds warmth & versatility. Luxurious Main Level Primary Suite offers a serene retreat w/stunning spa-inspired Bath featuring soaking tub, oversized walk-in shower & exceptional Dressing Rm. A private Guest Suite w/adjacent Full Bath, Laundry Rm + Powder Rm complete the Main Level. Upstairs, large BR Suite features a beautifully renovated Bath + walk-in closet. Additional BR's share a stylish Bath. Dedicated Home Office w/ideal work-from-home flexibility. Impressive Outdoor Living features expansive level yard, patios, gas firepit, luxury plunge pool & stunning mature landscaping & hardscaping. Sidewalk access to top restaurants, cafes, galleries, bespoke shopping & premier entertainment venues, Ridgefield Farmer's Market and the shuttle to Katonah Train Station. Town Water and Sewer. Absolute Turn-Key!

21 Branchville Rd, Ridgefield
$1,439,500
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24161937 MLS
This exceptional three-year-old residence offers the sophistication and comfort of new construction without the wait. Custom designed with an open-concept floor plan, this impeccable home showcases a beautifully appointed gourmet kitchen with white cabinetry, gas range, walk-in pantry, and an oversized quartz breakfast bar ideal for casual dining and entertaining. A two-car attached garage conveniently opens into the mudroom just off the kitchen. The spacious living and dining areas are both elegant and inviting, highlighted by a dramatic floor-to-ceiling tiled gas fireplace and French doors leading to the patio for seamless indoor-outdoor living. A den/home office and powder room complete the main level. The second floor is highlighted by the luxurious primary suite, a true retreat featuring two generous walk-in closets and a spa-inspired bath with soaking tub, oversized walk-in shower, and double vanity. Two additional bedrooms share a beautifully appointed full bath, while a fourth bedroom enjoys the privacy of its own en suite. Hardwood flooring extends throughout the home, adding warmth and timeless appeal. The expansive walk-out lower level is unfinished yet already temperature controlled with its own heating zone, offering endless potential for future living space, recreation, or a home gym. Sited on 2.26 private acres along a quiet accessway, this property offers a peaceful,serene setting convenient to schools, fine dining, shops,train.Make Ridgefield your new home!

38 Hickory Ln, Ridgefield
$1,499,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174573 MLS
Rarely does a property of this character and versatility come to market. Welcome to 677 N Salem Road - known historically as the Jamesway Barn Estate - a truly singular 2-acre compound in the heart of Ridgefield that blends 19th-century craftsmanship with extraordinary potential. The main Colonial residence is a diamond in the rough, offering 3 bedrooms, rich wide-plank hardwood floors, two wood-burning fireplaces, and a spacious all-season room - a home that simply awaits the right vision to restore it to its full glory. Original architectural details throughout speak to the craftsmanship of a bygone era. The crown jewel of the property is the historic Jamesway Barn - an awe-inspiring structure with dramatic 40-foot ceilings that must be seen to be believed. Below, a fully finished 2-bedroom apartment provides immediate rental income potential or multi-generational living, complemented by a 3-bay garage and private patio deck. A separate 2-bay garage plus workshop offers endless possibilities for the craftsman, car enthusiast, or entrepreneur. A historic root cellar once served as the hub for winemaking and meat preservation - a remarkable piece of agricultural heritage. Envision a private family compound, income-producing investment, or restored showpiece - 677 N Salem Road delivers the bones, the land, and the legacy. Opportunities like this in Ridgefield are irreplaceable.

677 N Salem Rd, Ridgefield
$1,999,000
7 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174920 MLS
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.

10 Hillcrest Ct, Ridgefield
$750,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24169356 MLS
Welcome to 130 Ramapoo Rd, where classic Colonial style meets walk-to-town convenience in this beautifully maintained 3-bedroom, 2.5-bath home in the heart of Ridgefield. Set on a picturesque .61-acre lot, this inviting property offers the perfect blend of character, comfort, and functionality. The main level welcomes you with a warm, cohesive flow, featuring a sun-filled living room, comfortable family room with wood-burning fireplace, formal dining room, and a bright kitchen ideal for everyday living. A convenient half bath completes the first floor. Upstairs, you'll find three well-proportioned bedrooms and a full bath, along with access to a spacious walk-up attic providing excellent storage or potential for future expansion. The walkout basement offers generous storage and a full bath, perfect for guests during outdoor gatherings with easy access to the backyard and patio. Step outside and enjoy the best of indoor-outdoor living with a stone patio, perfect for entertaining or relaxing. The detached two-car garage includes an oversized flex space above, ideal for a home office, gym or guest studio. Additional highlights include hardwood floors, a Generac generator, expansive backyard and a prime location just a short stroll to Ridgefield's vibrant downtown, filled with shops, restaurants, and community charm.

130 Ramapoo Rd, Ridgefield
$7,995,000
8 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 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
$1,149,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24162688 MLS
This picturesque ca 1780 farmhouse retains all of its historic charm but has been updated & expanded for today including significant 3 car garage addition with magnificent great room above. Stunning 2.09 acres with scenic pond for kayaking & skating, rolling lawn, front porch, rear screened porch & deck, electrified cottage/shed, chicken coop, horse barn with one stall, fruit trees including pear, apple, & grape vines, plus former paddock converted to fenced in vegetable garden with automatic sprinkler. Total 3,467 sf with 3 fireplaces & 2 wood burning stoves, exposed beams, & delightful options for gracious living & entertaining. The inviting kitchen features a wood stove, seating peninsula, exposed beams, slate floor, & sunny dining area overlooking the pond with fountain. So many choices to relax & enjoy: the lovely living room with gas fireplace; adjoining screened porch; den with vaulted timbered ceiling, second wood stove, & sliders to the deck; family room addition with wood burning fireplace; & steps up to the most impressive great room with floor to ceiling fieldstone fireplace (wood burning), ideal for media, game or billiard room. The second floor offers the spacious primary suite with walk-in closets & remodeled bath including claw foot tub; two additional bedrooms with Jack & Jill bath; plus walk-up to storage attic. Top location, minutes to historic Main Street or Branchville station; walk to Florida Refuge for hiking; & only 58 miles to Midtown.

252 Florida Hill Rd, Ridgefield
$775,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24130271 MLS
Antique lovers- bring your vision and discover the incredible potential this home has to offer! Honored as one of Ridgefield's historic homes, this is a rare offering where timeless character and everyday livability come together. Layered with history, the 18th-century residence, later expanded in the 19th century, retains its original charm. With the front portion of the home dating back to 1732, this remarkable property showcases beautifully preserved chestnut flooring and pine and poplar beams throughout the interior, while the exterior is complemented by exceptional stonework. All rooms offer its own charm, highlighted by distinctive wooden doors- each with its own character and paired with original materials that create a true sense of history. The living room features a wood-burning fireplace and built-ins, while the dining room offers a second fireplace and a charming built-in dumbwaiter. The kitchen blends function and character w/ direct access to the backyard. The main level includes two bedrooms, one with a half bath, and a large window overlooking the private yard. Upstairs, a cozy library with built-ins and a skylight provides a perfect retreat, along with a primary suite featuring a full bath and serene property views. The walk-out lower level offers flexible space w/ a kitchen, full bath & a versatile room ideal for use as a bedroom. A wonderful opportunity for thoughtful restoration, allowing you to preserve & enhance its historic character for years to come

320 N Salem Rd, Ridgefield

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