Refine Search
Map
Sort by
85 Manor Rd, Ridgefield
$2,995,000
5 Beds ⋅ 6 Baths ⋅ PENDING Status ⋅ 24204390 MLS
A study in modern Georgian elegance, this exceptional custom residence is beautifully sited on 2 level acres within The Manor, one of Ridgefield's most coveted enclaves. A gated approach & gracious courtyard introduce a home of impressive architectural presence, framed by specimen landscaping & handsome stonework. Inside, classical proportions meet a sophisticated contemporary aesthetic. Dramatic two-story foyer + stunning sweeping staircase rise to an impressive upper gallery, while herringbone floors, arched windows & refined millwork establish an unmistakable sense of craftsmanship & scale. Striking Chef's KIT features custom cabinetry, dramatic stone surfaces, Signature range + oversized island, complemented by a fabulous scullery. Extraordinary conservatory creates a seamless connection to the grounds. Beautifully appointed Main Level Primary Suite is a private retreat w/Dressing Rm & spa-inspired Bath w/sauna. Two impressive Home Offices enjoy captivating views across the property. Upper Level is thoughtfully arranged around the gracious gallery landing & features 4 ensuite BR's + dedicated laundry. Finished Lower Level extends the lifestyle w/a spacious Gym & Recreation Rm complete w/putting green for the golf enthusiast. Outside, true resort inspired living unfolds across sweeping lawns w/Saltwater Pool+Spa & private Pickleball Court. Moments to Ridgefield's celebrated Main Street offers an elevated country lifestyle. Easy access to Katonah Train - Approx. 1 HR to NYC

85 Manor Rd, Ridgefield
15 Saw Mill Hill Rd, Ridgefield
$2,950,000
5 Beds ⋅ 6 Baths ⋅ PENDING Status ⋅ 24211985 MLS
A truly distinctive Ridgefield property where architectural character, fresh updates and natural beauty come together. Set on 4.76 picturesque acres, the home makes an immediate impression with its stone facade, slate roof and wrought-iron balconies, while inside, a dramatic architectural staircase and stained-glass rotunda create a sense of artistry and individuality rarely found in newer homes. Thoughtfully updated while preserving its unique character, the main residence offers generous, flexible spaces designed for both everyday living and entertaining. Multiple gathering areas provide plenty of room to host, work from home or find a quiet retreat, while spacious bedrooms offer comfort and privacy. The finished walk-out lower level extends the living space with a gym, recreation area and additional bonus space. Outside, the setting is every bit as special as the house. A beautiful pond and waterfall anchor the landscape, surrounded by mature plantings and creating a peaceful backdrop throughout the property. Adding tremendous versatility is the detached three-car garage and guest house, featuring a full one-bedroom apartment, dedicated office and substantial storage-ideal for guests, extended stays, work-from-home needs or studio space. Freshly updated yet full of personality, this is a rare combination of distinctive architecture, flexible living and extraordinary grounds, just minutes from the heart of Ridgefield.

15 Saw Mill Hill Rd, Ridgefield
170 Branchville Rd, Ridgefield
$2,795,000
5 Beds ⋅ 6 Baths ⋅ PENDING 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
34 Farm Hill Rd, Ridgefield
$2,395,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24200048 MLS
Striking New England colonial farmhouse to be built by local craftsman, Chris Santini, known for decades for his commitment to quality and excellence. This exceptional new construction home will offer top attention to detail, town water and sewer, plus premier walk to town location on a quiet cul-de-sac with level one acre, sprawling backyard and future pool site. Total 5,017 sf with 4 BRs, 4 full/1 half baths, plus further potential to customize in lower level & walk-up 3rd floor. Total 4,217 sf on the 1st and 2nd floors, plus additional 800 sf in finished lower level game/rec room with full bath. This casually elegant home will offer a covered front porch with standing seam metal roof and bluestone floor; wood clapboard siding with wood shutters & S hooks; CertainTeed architectural shingled asphalt roof; attached 3 car garage plus covered walkway entry into spacious mudroom with built-in hooks/cubbies and 2 walk-in closets. Custom millwork and moldings throughout; 3.5" oak hardwood floors; two story foyer; powder room; double coat closets; plus optimal floor plan. The main level features both formal living and dining rooms; butler's pantry with wet bar and wine chiller; private office with French doors to a stone patio; plus chef's kitchen with high end professional S/S appliances, quartz counters, center island, walk-in pantry, and breakfast room, wide open to the large family room with stone fireplace plus wall of windows/French sliders to the expansive rear stone patio.

34 Farm Hill Rd, Ridgefield
17 Blackman Rd, Ridgefield
$2,295,000
4 Beds ⋅ 5 Baths ⋅ PENDING 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
79 Lounsbury Rd, Ridgefield
$1,995,000
5 Beds ⋅ 6 Baths ⋅ PENDING Status ⋅ 24197049 MLS
Wonderful Response! ALL OFFERS DUE: WEDNESDAY 9/2 AT 12NOON. Set in Ridgefield's coveted Farmingville area, just down the road from the legendary Hickories Farm, an organic working farm offering farm to table community experience as well. 79 Lounsbury Rd is a custom Farmhouse-style residence where architectural distinction meets relaxed sophistication. Beautifully sited amid exceptional professional landscaping, the property unfolds as a private retreat, highlighted by a resort-inspired pool & spa w/ multiple waterfalls - an extraordinary private setting for outdoor living & entertaining. Inside, casual elegance defines the aesthetic, with custom millwork, interior transom windows, oversized windows & thoughtfully curated architectural details throughout. Main Level offers a semi open concept, designed for effortless living with a fabulous Chef's Kitchen w/professional appliances, custom banquette seating and both a spacious pantry & Butler's Pantry connecting to the Dining Rm and direct access to the Family Rm + Living/Music Rm. Upstairs, 5 ensuite BR's offer exceptional privacy, including a serene Primary Suite w/soaking tub, spa-inspired shower &custom dressing area. An impressive Great Rm with a striking architectural ceiling & custom window seating, complemented by a private Bedrm + Bath. Ridgefield, one of CT's most desirable towns w/award winning Schools, amazing cultural attractions, sporty lifestyle & a wonderful community environment. Approx. 1 hour to NYC

79 Lounsbury Rd, Ridgefield
152 High Ridge Ave, Ridgefield
$1,995,000
5 Beds ⋅ 6 Baths ⋅ PENDING Status ⋅ 24189572 MLS
Discreetly tucked along coveted High Ridge Avenue, just moments from Ridgefield's vibrant village center, this exceptional residence captures the essence of classical architecture & refined sensibility. Privately embraced by beautifully curated landscaping, the property offers the rare combination of walk-to-town convenience & privacy. Thoughtfully designed w/impeccable craftsmanship, interiors are defined by exquisite millwork, graceful arched transoms, soaring ceilings & walls of glass that fill the home w/natural light. Chef's KIT, featuring Wolf & Sub-Zero appliances, Carrara marble, large center island, pantry + sun-filled Breakfast Rm, flows effortlessly into a spectacular Great Rm where exposed beams, dramatic floor-to-ceiling stone FP & french doors create an inviting setting. Handsome Library/Den w/FP, elegant Dining Rm and a luxurious main-level Primary Suite w/marble bath + Dressing Rm complete the Main Level. Upper Levels offer a 2nd Primary Suite w/private balcony, 2 add'l BR's connected by Jack & Jill bath + spacious Guest Suite w/renovated bath, cedar walk-in closet. Lower Level introduces flexible recreation, wellness spaces, complemented by a full bath w/steam shower. Outdoor living is equally compelling w/expansive deck + screened porch which has been renovated to accomodate a 3rd bay garage. Moments to acclaimed dining, boutique shopping, cultural venues & Katonah train shuttle for an effortless New York commute. Town Water/Sewer. Approx. 1HR to NYC

152 High Ridge Ave, Ridgefield
no property photo
$1,995,000
4 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24107049 MLS
Location Location Location. An amazing opportunity to having your dream home built in Southern Ridgefield. This beautiful home is being constructed by Premier Builder Stefano Zandri. Still time to customized. Each lot backs up to open space. Horse Shoe Way will have three homes built on this accessway and each home will offer lots of privacy. Conveniently located within close proximity to major amenities, schools, shopping, dining, and all the vibrant attractions of the town center. If you want to build your dream home you will not find another opportunity like this. If you have your own plans the builder is willing to customized to your liking.

164 Wilton Rd W, Ridgefield
160 Wilton Rd W, Ridgefield
$1,895,000
4 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24106738 MLS
Location Location Location. An amazing opportunity to having your dream home built in Southern Ridgefield. This beautiful home is being constructed by Premier Builder Stefano Zandri. Still time to customized. Each lot backs up to open space. Horse Shoe Way will have three homes built on this accessway and each home will offer lots of privacy. Conveniently located within close proximity to major amenities, schools, shopping, dining, and all the vibrant attractions of the town center. If you want to build your dream home you will not find another opportunity like this. If you have your own plans the builder is willing to customized to your liking.

160 Wilton Rd W, Ridgefield
56 Prospect St, Ridgefield
$1,850,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24210694 MLS
TIMELESS NEW ENGLAND CHARM MEETS MODERN LUXURY IN THE HEART OF RIDGEFIELD! Custom-built in 2003 to capture the character of a classic New England home, this exceptional property blends timeless charm with modern amenities and an enviable in-town location. Designed for effortless living and entertaining, the four-bedroom main residence features an inviting open floor plan, gourmet kitchen with expansive center island, spacious dining room, and sun-filled sunroom. With three full baths and one half bath, the home offers generous space throughout, including an oversized primary suite with a private deck, walk-in closet, and beautifully renovated bath (2026). The unfinished lower level offers exciting expansion possibilities. A separate one-bedroom guest cottage provides exceptional versatility for extended family, guests, a private office, or potential rental income.Outdoors, a private oasis awaits! The stunning in-ground pool, recently enhanced by more than $100,000 in updates and upgrades, creates an idyllic setting for summer entertaining and relaxation. Just a short stroll from Ridgefield's vibrant downtown, enjoy the Prospector Theater, Ridgefield Playhouse, charming boutiques, restaurants, and more. A rare opportunity to enjoy timeless character, modern comforts, and an exceptional in-town lifestyle!

56 Prospect St, Ridgefield
220 Haviland Rd, Ridgefield
$1,785,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24206786 MLS
Welcome to this meticulously maintained Colonial set on 3 picturesque acres. A grand entry foyer opens to generously sized living and dining rooms. An expansive eat-in kitchen flows seamlessly into the family room, featuring new cabinetry and premium Thermador appliances. A dramatic floor-to-ceiling stone fireplace anchors the family room, while French doors open to a large deck overlooking the private backyard. The home offers exceptional versatility with a separate in-law suite. Upstairs, the spacious primary suite features a generous bedroom, two walk-in closets, and a private bath. Three additional bedrooms and two full baths provide ample space. A great room with 9-ft ceilings and hardwood floors adds even more flexible living and entertaining space. The basement, formerly used as dedicated workspace, is ready for your finishing touches and includes commercial-grade steel studs, cement siding with factory-applied finish, a Mitsubishi 3-ton HVAC mini-split with Hyper-Heat and two independent evaporators, plus gym-grade rubber flooring. Set on 3+ acre corner lot, this move-in-ready home offers space, privacy and flexibility. Conveniently located near major commuter routes, shopping and restaurants.

220 Haviland Rd, Ridgefield
106 Spectacle Ln, Ridgefield
$1,699,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24204848 MLS
This stunning colonial farmhouse, set back on 2.16 pastoral acres on scenic Spectacle Lane & bordered by open space, is a treasured part of Ridgefield's history. Although expanded over time, the original circa 1790 structure was part of "Ferndale Farm", owned by Arthur W. Northrop from 1890-late 1930's, followed by Henri Doll in the late 1940's (Schlumberger-Doll), & the summer home of Kurt Waldheim while he was UN Secretary General. For over 3 decades, the current owners have cherished this landmark residence & thoughtfully updated it while preserving all of the period details including the many original wide board floors. A significant expansion/remodel was completed in 2018 by Tom Sturges including new windows, new siding/paint, copper leaders/gutters, wood roof, new appliances, & new HVAC. This gracious home offers 3,776 sf with 5 BRs, 3 full & 2 half baths, plus generous rooms for living/entertaining including the 17.5' x 27.5' combination living/dining room with original fireplace, wall of custom built-ins, & French doors to the covered porch; private library w/built-ins; sparkling white kitchen with S/S appliances open to the sky lit breakfast room w/exposed beams & vaulted ceiling; plus a separate den w/walls of glass & French doors to the stone patio, sprawling yard & flowering gardens. Impressive primary suite featuring a luxe spa bath, plus adjoining 5th bedroom or idyllic studio/home office w/separate full bath. Top location backing up to Woodcock Nature Preserve!

106 Spectacle Ln, Ridgefield
136 Flat Rock Dr, Ridgefield
$1,567,000
5 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24205026 MLS
Imagine the privacy and convenience of this South Ridgefield 5 BR Colonial, showcasing a modern open floor plan, numerous renovations and great outdoor spaces for recreation and entertaining! Welcome to 136 Flat Rock Dr, set on 4.45 acres close to Ridgefield's vibrant downtown & just minutes from the NY border. Enter the home to a spacious Family Room with wood-burning fireplace framed by custom millwork, abundant windows and handsome refinished hardwood floors & opening to the fabulous new white Kitchen - the heart of the home. Grand center island w/ plenty of seating, quartz counters & backsplash, Wolf stovetop, wall oven, Subzero, Bosch dishwasher and island fridge drawers create the perfect gathering space for family & friends! Sunlit Dining Room flows seamlessly into the Living Rm with bay window & a stylish Powder Room nearby. Relax on the screened porch with evening breezes or watch backyard sports. Upstairs the serene Primary Ste boasts a large walk-in closet and bathroom w/ updated shower & double sinks. Three add'tl BRs and large, bright hall bath with two sinks, tub & shower complete the upper floor along w/ convenient Laundry Rm. Want a playroom, home office or rec room? Head to the LL to enjoy loads of space plus a 5th BR/full bath, ideal for guests or in-laws, & wet bar w/ fridge, bev cooler & microwave. Walk-out to the flat back yard w/ gardens, bluestone patio for entertaining & collect fresh eggs from the custom chicken coop! So much to love living here!

136 Flat Rock Dr, Ridgefield
105 Sleepy Hollow Rd, Ridgefield
$1,475,000
4 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24203399 MLS
Privacy, craftsmanship, and a nearly new home come together at 105 Sleepy Hollow Road. Constructed in 2021, this distinctive Ridgefield residence offers generous proportions and a polished interior filled with sunlight. The main level was created with connection in mind, bringing the kitchen, gathering areas, and dining spaces together naturally. A substantial center island anchors the kitchen, complemented by extensive prep space and a separate butler's pantry. Nearby, a gas fireplace adds warmth and character. The second floor includes four bedrooms, highlighted by an impressive owner's suite with two walk-in closets and a beautifully finished bathroom with dual sinks, a freestanding soaking tub, and large glass-enclosed shower. Two additional full bathrooms serve the remaining bedrooms. Below, a large unfinished walk-out basement with high ceilings provides exciting possibilities for future finished space, whether envisioned as a gym, media room, recreation area, or additional living space. The property offers multiple outdoor areas, including a deck, patio, and hot tub, all surrounded by established landscaping and a peaceful natural backdrop. A whole-house generator, 2-car garage, mudroom, separate laundry room, and walk-up attic add everyday practicality. Close to Ridgefield's town center and commuter routes, this special property pairs a newer build with space, seclusion, and convenience.

105 Sleepy Hollow Rd, Ridgefield
141 Indian Cave Rd, Ridgefield
$1,450,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24213801 MLS
Welcome Home to this impeccably maintained Colonial on two acres at the end of a cul-de-sac in sought-after Twin Ridge Estates! Designed by highly sought-after designer Molly Hirsch, the home showcases timeless style, quality craftsmanship and beautiful architectural details. A brick-floored foyer opens to a spacious living room with gas fireplace and elegant dining room with custom millwork and cove lighting. The renovated kitchen features custom cabinetry, granite counters, Sub-Zero refrigerator, Wolf dual-fuel range, Miele undercounter oven and dishwasher, breakfast bar and charming window seat. Open to the kitchen, the spectacular great room boasts a soaring vaulted, beamed ceiling and woodburning brick fireplace. French doors lead to an expansive deck overlooking the magnificent, level, fenced backyard framed by mature trees. Upstairs, the primary suite offers a gas fireplace and bath with radiant heated floors, plus three bedrooms and a renovated hall bath. Finished lower-level family room, full walk-up attic offering excellent storage, central A/C, whole-house generator, solar panels (year-to-date 2026 solar offset is 92% per current owner) and two-car garage. Enjoy Twin Ridge's welcoming neighborhood near Weir Farm, Woodcock Nature Center, Ridgefield Village and commuting routes to NYC. Welcome Home!

141 Indian Cave Rd, Ridgefield
191 Limekiln Rd, Ridgefield
$1,395,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24209395 MLS
This is a home with an undeniable "wow" factor! Set on 2 private acres, this pristine Colonial has been professionally decorated by an interior designer and showcases sophisticated design, refined finishes, and exceptional attention to detail throughout. Impeccably maintained and truly move-in ready, the home offers a sophisticated yet comfortable setting with generous space for everyday living and entertaining. The spacious eat-in kitchen features an oversized island, farmhouse sink, stainless steel appliances, and quartz countertops, with direct access to a Trex deck for outdoor dining and entertaining. Just off the kitchen, a well-appointed wet bar and large pantry provides additional storage and organization. The kitchen opens to an impressive great room with vaulted ceilings, two skylights, custom built-ins and bookshelves, and a striking floor-to-ceiling brick fireplace. French doors lead from the great room to the deck creating a seamless connection between the indoor and outdoor spaces. A stylish home office, formal dining room, and living room provide additional spaces for everyday living and entertaining. A charming half bath features shiplap walls and a pocket door, adding character and thoughtful detail to the main level. Upstairs, the inviting primary suite features a vaulted ceiling and walk-in closet, while the primary bath offers a double vanity, soaking tub, and walk-in shower. Three additional bedrooms and another full bath complete the second level.

191 Limekiln Rd, Ridgefield
138 Shadow Lake Rd, Ridgefield
$1,395,000
4 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24202143 MLS
Home sweet home: perfectly positioned minutes from I-84 and local shopping, yet delightfully secluded at the end of a private, tree-lined access road on a peaceful wooded lot. The seamless open floor plan connects the main living spaces effortlessly to the architecturally designed kitchen-the true heart of the home-ideal for everyday living and entertaining. The kitchen opens to the expansive great room with soaring cathedral ceilings and a wood-burning fireplace. Just off the kitchen, a formal dining room boasts a custom built-in buffet. Indoor and outdoor living unite on the brand-new Trex deck, wired for a fire pit, leading to a spectacular screened-in sun porch with cathedral ceilings, electric fireplace, built-in speakers, and TV setup ideal for entertaining. The main level also offers a separate home office, library, and media room. French doors off the great room lead to the 2-story mudroom with custom built-ins and powder room. Upstairs from the mudroom, a private guest suite with full bath provides an ideal setup for guests, multi-generational living, or au-pair. The second-level offers the primary suite with en-suite full bath, two additional bedrooms plus a second full bath. Additional highlights include the unfinished lower level with massive bonus square footage to finish if desired, and the fully finished garage with custom built-ins and pristine, non-skid polyurea flooring. Set on a quiet cul-de-sac, this inviting home offers privacy and convenience.

138 Shadow Lake Rd, Ridgefield
96 Indian Cave Rd, Ridgefield
$1,300,000
4 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24188742 MLS
Welcome Home to this charming Cape set on a remarkable 1.82-acre property in sought-after Twin Ridge Estates. Offering nearly 2,900 square feet, four bedrooms and a warm, inviting floor plan, this well-maintained home is filled with character, hardwood floors and wonderful natural light. The spacious kitchen offers abundant cabinetry and a dining area, opening to a cozy family room with gas fireplace and built-ins. A gracious living room with a wood-burning fireplace and formal dining room provide additional gathering spaces, while the sunroom is surrounded by windows and opens directly to the expansive composite deck, heated Gunite pool, and private backyard. Upstairs are four generously sized bedrooms and two full baths, including the primary suite. Outdoors is truly special, with beautiful level lawn, mature landscaping and a tranquil pond. A detached two-car garage offers excellent storage, plus an impressive vaulted studio/bonus room above with hardwood floors and skylights. Thoughtful energy features include solar-assisted domestic hot water and a heat-exchange system that captures waste heat from the central air conditioning to help heat the pool. Enjoy the exceptional Twin Ridge setting, just minutes to Ridgefield's vibrant town center, restaurants, shops, parks, theaters and cultural attractions, plus Weir Farm, Woodcock Nature Center and convenient commuting routes. Welcome Home!

96 Indian Cave Rd, Ridgefield
314 Barrack Hill Rd, Ridgefield
$1,285,000
4 Beds ⋅ 5 Baths ⋅ PENDING Status ⋅ 24201981 MLS
Welcome Home to this inviting Colonial offering exceptional flexibility, a private setting, and nearly 3,100 sq ft of finished living space, including passive income opportunity with an accessory dwelling unit (ADU)! The 2,218 sq ft main residence features a bright floor plan with hardwood floors, detailed millwork, and wonderful natural light. The spacious kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and a center island, opening to inviting living and dining spaces. A standout great room is surrounded by windows and features a vaulted ceiling, exposed beams, skylights, and direct access to the expansive deck overlooking the backyard. Upstairs are three bedrooms and two full baths, including the primary suite. A powder room with laundry completes the main level. An exceptional 868 sq ft accessory apartment offers a full kitchen, living room, one bedroom, den/office, two full baths, central air, and direct access to its own patio and the backyard--remarkable investment opportunity! Set on 1.37 acres with mature landscaping, a generous lawn, and wooded privacy. Significant improvements include replacement windows, kitchen and bath renovations, siding, roof, septic system, and a whole-house Generac generator. Just minutes from restaurants, boutique shopping, Ridgefield Playhouse, Prospector Theater, Ballard Park, A.C.T. of CT, museums, library, plus convenient commutes to lower Fairfield and Westchester Counties and NYC trains. Welcome Home!

314 Barrack Hill Rd, Ridgefield
7 Hessian Dr, Ridgefield
$1,280,000
4 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24202522 MLS
Welcome to 7 Hessian Drive - a TURN KEY HOME! This property offers an opportunity for newer construction in Ridgefield! A 4 bedroom colonial home sited on a beautifully landscaped level acre, on a cul-de-sac street. 3200 square feet on two levels, with the potential for an additional 1200 finishable in the walkout lower level and 300 in the walk-up third floor. An open floor plan creates a wonderful flow and light-filled living spaces, with custom details throughout! The main level features 9 foot ceilings, crown moldings and hardwood flooring: a sun-filled living room with striking, oversized french doors; dining room with bay window; eat-in custom kitchen with granite counters, island, stainless appliances; family room with gas fireplace and sliders to a flagstone patio. The second level offers a primary bedroom suite with separate sitting room or study, three additional bedrooms, including one ensuite, laundry and a staircase to the walk-up unfinished attic. The walk-out lower level boasts high ceilings, windows and sliders to the side yard. This area could be finished to offer in-law or au-pair living space or a grand game room! The property offers superior custom stonework, Belgian block, flagstone walkway and patio, and extensive mature landscape work. The home is sited on a level acre on a cul-de-sac street. Hessian Drive is convenient to schools, major commuting routes and charming downtown Ridgefield!

7 Hessian Dr, Ridgefield
28 Mead Ridge Rd, Ridgefield
$1,249,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24197938 MLS
Welcome to this distinctive New England home, beautifully set on five private, tranquil acres. The main level welcomes you with a gracious foyer that opens to an open-concept living area with 9-foot ceilings. The family room is the heart of the home, featuring a dramatic floor-to-ceiling stone fireplace that flows into the surrounding living spaces. The spacious dining room leads into a wonderful kitchen designed for entertaining, with generous counter space and abundant natural light. A convenient mudroom with washer and dryer provides direct access to the three-car garage. Upstairs, the generously sized primary suite includes a fireplace and a balcony overlooking the pond and surrounding natural landscape. The suite offers two large walk-in closets and a bath with separate his-and-her toilets and showers. Two additional spacious bedrooms share a Jack-and-Jill bath. The finished lower level adds even more versatile living space, featuring a beautiful family room with a fireplace, 9-foot ceilings, and French doors opening directly to the backyard. Two additional large rooms offer endless possibilities and could be used as guest rooms, offices, a gym, or additional bedrooms. With excellent natural light, these rooms are truly functional extensions of the home. Ideally located on a quiet cul-de-sac, yet conveniently close to the Katonah train station, in-town shopping, restaurants, and all that the area has to offer.

28 Mead Ridge Rd, Ridgefield
46 Bloomer Rd, Ridgefield
$1,200,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24212874 MLS
Ideally located in desirable South Ridgefield, 46 Bloomer Road is tucked away on 3.67 private acres, offering exceptional privacy, space and timeless style. A long, level driveway welcomes you to this custom-built Colonial featuring soaring ceilings, oversized windows, hardwood floors and beautiful millwork. The gracious two-story foyer opens to spacious living and dining rooms, while a handsome library with built-ins makes the perfect home office. The dramatic front-to-back great room features a fireplace, cathedral ceiling with exposed beams and walls of glass overlooking the backyard and pool. The updated eat-in kitchen offers granite counters, breakfast bar, stone backsplash, white cabinetry and stainless appliances. Upstairs, the private primary suite features a vaulted ceiling, two walk-in closets and spacious marble bath, plus three additional bedrooms. Outside, an expansive deck overlooks the heated Gunite pool and spa, level backyard and wooded surroundings. The walk-out lower level offers approximately 900 SF of unfinished space with high ceilings, full bath and French doors to the yard-wonderful potential for additional living space. A custom mudroom, central air and attached garage add everyday convenience. Private yet convenient to Ridgefield's vibrant town center, shopping, dining and recreation. Your private Ridgefield oasis awaits!

46 Bloomer Rd, Ridgefield
37 Adams Rd, Ridgefield
$1,199,000
4 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24209473 MLS
Stately colonial home in the highly sought after "Presidential" neighborhood, set back privately on 1.00 level acres with sprawling front and backyard. This elegant home has been extensively updated with new furnace, hot water heater, water filtration systems, newer septic (apprx. 10 years), plus exterior painting just completed. Total 11 rooms and 3,206 sf of living space on 3 finished levels including large finished lower level, ideal for game room, media room, fitness, or studio. Beautifully appointed with hardwood floors, crown molding, French doors, plus welcoming entry foyer with powder room. The main level offers great light and flow including private office plus formal living room open to the formal dining room for ease of entertaining. The heart of the home is the expansive kitchen with skylight, granite counters, center island with bar overhang, stainless steel appliances, and custom pantry; plus sunny breakfast room with custom built-in display hutch, open to the inviting family room with fieldstone fireplace and French sliders to the bluestone patio and level backyard. The second floor features hardwood floors throughout; spacious primary suite with double closets and private bath; plus 3 additional bedrooms with shared hall bath featuring bead board wainscot. Top location, just minutes east to Branchville train station and commuting routes, or west to Main Street for shopping, dining, Ballard Park, library, and theaters, plus just 58 miles to Midtown.

37 Adams Rd, Ridgefield
638 Danbury Rd Unit 37, Ridgefield
$1,050,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207314 MLS ⋅ Regency At Ridgefield BLDG.
Welcome home to the beautiful Regency of Ridgefield over 55+ community. This Grandview Style home offers one of the best locations in the complex - at the top of the complex in a lovely Cul-de-sac with guest parking close by. Upon entering this light filled home, you are greeted with gleaming hardwood floors and attractive Wainscoting throughout plus the convenience of a flexible layout designed for today's lifestyle. The Primary bedroom suite offers stunning, brand new comfortable carpeting, a freshly painted full bath with two vanities and step in shower, two walk-in closets and a perfect sitting area for tv viewing or reading. The living room offers a cozy gas fireplace, a vaulted ceiling and sliders out to a large deck overlooking expansive open space. The dining room, has a stunning tray ceiling and Wainscoting. The spacious eat-in kitchen offers granite counters, gas range, double wall ovens and convenient pantry closet. Also on the main level is the laundry room, half bath and garage access. Upstairs there is a large bedroom with full bath and step-in tub, home office and generous family room. The oversized lower level is perfect for storage or expansion. This home is conveniently located to everything Ridgefield offers - great restaurants, recreation facilities, Founders Hall for patrons over 60, and many cultural venues.

638 Danbury Rd Unit 37, Ridgefield
252 Florida Hill Rd, Ridgefield
$1,049,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207810 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
799 N Salem Rd, Ridgefield
$995,000
3 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24200800 MLS
Set on 5.47 private acres with access from both North Salem Road and Old Sib Road, this remarkable 1928 residence presents a rare opportunity to reimagine an estate rich in history, character and extraordinary potential. Tucked at the top of a long approach, the 10-room, 3-bedroom, 3.5-bath home is a true time capsule, retaining architectural details that speak to its nearly century-old past, including original Hope steel windows, textured stucco, period millwork and beautifully proportioned rooms. The home unfolds with an understated European sensibility, offering a series of distinctive spaces including gracious living and dining rooms. An expansive, light-filled sunroom was added in 1960. Original details and unexpected architectural moments offer a foundation for thoughtful restoration while leaving room to make it your own. The property itself is equally compelling. A four-stall barn with tack room and attached shed, riding ring and paddock reflect its longtime equestrian use and offer possibilities for horses, hobby farming or the creation of a private country compound. A detached guest house/garage provides additional space ready to be completely reimagined. Property may offer subdivision potential, subject to buyer due diligence and all applicable municipal and regulatory approvals. A rare opportunity for the buyer with vision to bring this distinctive property into its next chapter

799 N Salem Rd, Ridgefield
20 Pocconock Trl, Ridgefield
$975,000
4 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24195858 MLS
First time offered on the market, this welcoming 4-bedroom colonial is ideally situated on a peaceful cul-de-sac just over a mile from the heart of Ridgefield. Step into this center-hall home and discover a spacious living room to your right, where six large, sun-filled windows frame a wood-burning fireplace and look out over beautiful landscaping. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, porcelain flooring, a center eat-in island, and open pass -through into the inviting dining room. Adjoining this is a flexible family room with a second fireplace that serves as a perfect focal point for gatherings - or simply close the double doors for a private office. The finished lower level features plenty of room for recreation and exercise, while the screened-in porch overlooks your backyard oasis. The upper level features three bedrooms and hallway bathroom, as well as a primary suite complete with a private bathroom, walk-in closet, and access to finished attic. The attic space offers an excellent opportunity for a future bonus room, office, art studio, or yoga space, along with storage galore. This home is a rare opportunity for exceptional privacy in one of Ridgefield's most desirable locations, offering maximum convenience to award-winning schools, dining, shopping, entertainment, and major commuting routes.

20 Pocconock Trl, Ridgefield
3 Blackman Rd, Ridgefield
$950,000
3 Beds ⋅ 4 Baths ⋅ PENDING Status ⋅ 24207089 MLS
Come fall in love. This picturesque 1920s sprawling cottage is on the market for the first time in 38 years. As you enter the 2.94 acre property you feel the magic of things to come. Flowers, mature trees and original rock walls abound. There are grassy areas for running, woods for exploring and a 19' by 38' Gunite pool for relaxing. A bluestone path leads to a welcoming entry located in the oldest part of the house whose size defies initial expectations. Cross the wide board floors to the dining room where large windows bring in natural light and showcase a delightful all season backyard view. The paneled living room with picture window, wood-burning fireplace, built-ins and period hardware exudes a cozy warmth. Just down the hall is one of two potential main level primary suites. This one includes a fireplace and office. Head the other direction to find the kitchen with a breakfast nook which opens to a covered balcony and that spectacular backyard view. Just beyond is the second potential primary bedroom opening to the balcony. The third bedroom and another full bath complete this level. Downstairs find a spacious family room, laundry, den/office and another covered porch as well as the 2-car garage. And don't miss the two outdoor shower cabanas! Located in the desirable Farmingville area, this home is highly convenient to Ridgefield's shopping, restaurants and cultural activities, schools and commute routes. The Hickories organic farm is down the road. Come see!

3 Blackman Rd, Ridgefield
32 Blue Ridge Rd, Ridgefield
$950,000
4 Beds ⋅ 3 Baths ⋅ PENDING Status ⋅ 24207962 MLS
Set gracefully on two beautifully manicured acres, 32 Blue Ridge Road offers the timeless appeal of a classic Ridgefield Colonial with a bright, relaxed style of living. Clad in classic cedar shingles and perfectly positioned on its lot, the home is surrounded by rolling green lawns with expansive front and rear yards, offering plenty of room to play, entertain, and enjoy the outdoors. A welcoming covered front porch and spacious rear wood deck further extend the living spaces into the peaceful setting. Inside, four bedrooms and 2.5 baths are complemented by a wonderfully flowing first-floor plan with multiple inviting living spaces. Natural light pours in from every direction, enhanced by skylights, vaulted ceilings, and exposed wood beams that bring warmth and architectural character to the home. At the center sits the kitchen-the true heart of the house-effortlessly connecting the surrounding spaces and creating a natural gathering place for everyday living and entertaining. Beautifully maintained grounds, abundant natural light, indoor-outdoor living, and the added convenience of a full-house generator complete this quintessential Ridgefield property.

32 Blue Ridge Rd, Ridgefield
212 Old Sib Rd, Ridgefield
$859,000
3 Beds ⋅ 2 Baths ⋅ PENDING Status ⋅ 24198977 MLS
Welcome to this charming Ridgefield Cape Cod, beautifully set on a picturesque one-acre property in the sought-after town of Ridgefield, Connecticut. This meticulously maintained home offers a wonderful blend of classic charm, inviting living spaces, and modern-day comfort. With three bedrooms, bright and open living areas, and a thoughtful layout, this home is truly move-in ready. The level backyard is a private oasis, featuring enchanting "secret" gardens that create a peaceful setting for relaxing, entertaining, or enjoying the outdoors with seasonal views of Manamasco lake. A bonus barn-style shed provides wonderful additional storage for gardening equipment, hobbies, or outdoor essentials. From the moment you arrive, you'll appreciate the care and attention to detail throughout this lovely home. Perfectly situated in beautiful Ridgefield, with its charming Main Street, restaurants, shops, cultural attractions, and convenient access to commuting routes, this is a special opportunity to make a meticulously cared-for home your own.

212 Old Sib Rd, Ridgefield

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!