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$735,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188270 MLS
Welcome Home to this charming Ranch on 1.08 beautiful acres, offering mature trees, inviting outdoor spaces, and a location just moments from Ridgefield's vibrant village center. The property showcases a spacious level yard ideal for recreation, a wood deck for outdoor entertaining, and a charming creek with its own bridge, creating a picturesque backdrop to enjoy throughout the seasons. Inside, the home offers comfortable one-level living with a welcoming living room featuring a fireplace, dining room, kitchen, family room, three bedrooms, and two full bathrooms. The unfinished lower level offers abundant storage and utility space. A detached two-car garage provides ample room for vehicles, hobbies, workshop space, or additional storage. Lovingly maintained over the years, the home benefits from numerous significant improvements, including an updated kitchen, renovated primary bathroom (2019), refinished hardwood floors, replacement windows and doors (2012), furnace (2012), roof (2019), oil tank (2024), paved driveway (2023), and more-reflecting years of thoughtful maintenance and investment. Enjoy all that Ridgefield has to offer just minutes from acclaimed restaurants, boutique shopping, the Ridgefield Playhouse, Prospector Theater, Ballard Park, museums, the library, and convenient commuter routes to lower Fairfield County, Westchester County, and trains to New York City. Welcome Home!

96 Barrack Hill Rd, Ridgefield
$1,299,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24181175 MLS
Nestled on a quiet cul-de-sac, this Colonial home offers generous living space, thoughtful updates, and a flexible floor plan. Residents enjoy access to a picturesque neighborhood pond, perfect for fishing, skating, and year-round recreation. The welcoming main level features a formal living room with a wood-burning fireplace and hardwood floors, an elegant dining room with a chair rail, and a spacious eat-in kitchen complete with a large center island, electric cooktop, double wall ovens, stainless steel appliances, and hardwood flooring. The sun-filled breakfast area features a vaulted ceiling and sliders leading to the deck, while the adjoining family room offers abundant windows, built-ins, and a stone fireplace with a wood stove insert. A convenient mudroom with laundry, half bath, and direct access to the attached garage completes the main level. Upstairs, the spacious primary suite offers hardwood flooring, room for a sitting area, and an ensuite bath with a jacuzzi tub/separate shower. Three additional bedrooms and a full hall bath with a double vanity round out the upper level. The walkout lower level provides exceptional flexibility and is ideal for extended living or a potential in-law setup. It includes a large recreation room with a third fireplace, a full bath, two additional finished rooms, including one that could serve as a fifth bedroom, plus additional space that would make an ideal home gym. The interior is freshly painted so all you need to do is move in!

4 N Valley Rd, Ridgefield
$1,449,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189499 MLS
It doesn't get better than this! State of the art remodeled home in Ridgefield's favorite neighborhood, Twin Ridge, on 1.05 level acres with Belgian block lined circular drive & resort like pool entertaining area. This sophisticated home offers a modern open floor plan with top of the line designer appointments throughout. Made for entertaining, this light filled home offers 4,147 sf of living space with walls of windows & walk-out lower level to the sprawling blue stone patio, heated in-ground pool, custom fire pit & expansive level backyard. The heart of this stylish home is the stunning chef's kitchen with custom cabinetry, quartz counters, oversized island with bar seating, walk-in pantry & Thermador appliances including gas range & dedicated wine fridge. The kitchen is wide open to the vaulted family room with skylights plus entire wall of windows & French door leading to the backyard terrace. The FR also features a deep ebony shiplap wall with a modern European wood burning wood fireplace insert plus wall mounted TV included. Enjoy gleaming hardwood floors & 3 fireplaces including the elegant living/dining room & lower level media/game room. Total 4 BRs, 3 full & 1 half baths including the luxe primary suite featuring custom bath with radiant heated floor & WIC. The sprawling lower level includes the media/rec room, billiard room, custom shiplap paneled office, plus bedroom & full bath with radiant heated floor. Top location - minutes to Branchville or Main St.1

59 Rising Ridge Rd, Ridgefield
$1,199,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189847 MLS
This one-of-a-kind home offers complete privacy & tranquility. Looking out over the lush, expansive lawn & surrounded by mature trees, this idyllic property is just a 5 minute drive to downtown Ridgefield, Branchville Station & Weir Farm National Park. Only the 2nd time ever on the market, this rare find was built in 1940 with reclaimed chestnut beams from a Bedford barn & has been thoughtfully expanded/updated over the years. Set on 2.59 picturesque acres with a circular driveway, the property offers 3,359sf of living space. The main level includes a stunning great room, updated kitchen & dining area, a large primary suite, bonus office/gym, plus an apartment with its own entrance. The soul of the house is the great room featuring high ceilings, unique reclaimed woodwork, wide board antique floors, stone fireplace, & wall of windows offering breathtaking views in every season. The adjoining remodeled kitchen showcases custom white cabinetry, granite counters, S/S appliances, prof. gas range, dining area, plus a large island with bar seating. The main level also features a separate wing with private entrance to a one bedroom apartment with full bath & kitchen, ideal for multi-generational living, au-pair, private office/studio, or rental income. The 2nd floor offers 2-3 more BRs with pastoral views, a laundry room, updated Jack & Jill bath, plus another full bath. Don't miss the large walk-up attic, oversized two-car garage, hot tub, fenced-in vegetable garden & garden shed.

68 Bloomer Rd, Ridgefield
$1,295,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189407 MLS
Settle in before school begins at 63 Lounsbury Road, a meticulously maintained Ridgefield home designed for comfortable everyday living and easy entertaining. Natural light, open layout, and a welcoming flow create the kind of home you will be happy to come back to at the end of every busy day. The spacious eat-in kitchen keeps conversation at the center of meal prep, homework, and weekend gatherings. The living and dining rooms enjoy pleasant, unobstructed views of the private backyard, while the vaulted main-level family room, with gas fireplace and floor-to-ceiling windows, delivers a beautiful indoor/outdoor feel in every season. The main level primary suite offers exceptional convenience, with two full baths, a walk-in closet, and a private office or sitting room. Upstairs, three generously sized bedrooms and a lovely full bath provide the space everyone needs. The finished lower level adds flexible play, recreation, or hobby space, with access to the oversized two-car garage. A portable generator is included for peace of mind. Located just 5 minutes from shopping and close to elementary and middle schools, this home offers the location, layout, and timing buyers are looking for. Move in, get organized, and enjoy a beautiful fall season at 63 Lounsbury Rd.

63 Lounsbury Rd, Ridgefield
$2,295,000
ACTIVE Status ⋅ 24189199 MLS
Developers/Builders.... Discover Wolf Run Estates....48+ unspoiled acres in Fairfield County, only 75 minutes to NYC. Spectacular rolling hills with commanding views and boundless potential of 12+ lots. Prior subdivision approval has expired and new approvals needed. Some prior subdivision and topographical work available. Homes will require well and septic. Located through stone pillars at the end of a country lane. Only minutes to I-84, I-684 Westchester, Route 7, the Danbury Fair Mall, Whole Foods, Target, nationally acclaimed Richter Golf Course, and the quaint downtown of Ridgefield, recognized by Connecticut Magazine as one of the best places to live in CT. Sought after award winning schools.

Ives Court, Ridgefield
$1,295,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188683 MLS
Classic center hall Colonial nestled on a quiet cul-de-sac in one of Ridgefield's most sought-after neighborhoods. Beautifully updated with timeless finishes and meticulously maintained, this turnkey 4-bedroom, 2.5-bath home is ready for its next owner to simply move in and enjoy. A gracious foyer is flanked by elegant formal living and dining rooms, while a private first-floor office provides an ideal work-from-home space. At the heart of the home, the inviting family room features soaring cathedral ceilings, a fireplace, and access to the screened porch overlooking the serene, private backyard. The spacious eat-in kitchen showcases rich cherry cabinetry, granite countertops, a center island, stainless steel appliances, and opens to a 30-foot deck, creating a seamless flow for everyday living and effortless entertaining. Upstairs, the primary suite offers a fireplace and private bath, complemented by three additional bedrooms. Three fireplaces, hardwood floors, abundant natural light, first-floor laundry, and a new HVAC system (2026) enhance comfort throughout. Outside, the beautifully manicured property features a level, fully fenced backyard with mature landscaping and ample space to play, garden, or entertain. Just minutes from Ridgefield's vibrant Main Street, this exceptional home blends classic New England charm with modern comfort and everyday livability. Highest and Best - July 14th by 12:00 pm. Thank you!

16 Banks Hill Pl, Ridgefield
$1,600,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188016 MLS
WONDERFUL RESPONSE! PLEASE PRESENT ALL OFFERS ON OR BEFORE TUESDAY, JULY 7 BY 5PM. Built in 2007 and ideally located in the heart of Ridgefield, this exceptional Farmhouse Colonial offers the perfect blend of timeless craftsmanship, modern comfort & convenience. Enjoy easy access to shopping, restaurants, parks, concerts, on the green and a commuter-friendly location. Set on a level, professionally landscaped lot with sunny backyard, the home features extensive custom millwork, built-ins, gleaming HW floors, High ceilings. Mahogany wraparound front porch, rear deck & stone patio. Family RM w/stone fireplace, custom built-ins w/library ladder. Gourmet KIT is appointed w/granite counters, center island, DCS six-burner range, Jenn Air Appliances, warming drawer & abundant cabinetry + Breakfast Rm. Main Level Laundry featuring sink, built-in storage. Luxurious Primary Suite offers a spa-inspired bath w/ heated floors, hydro tub and glass-enclosed shower. 2 Add't BDR's w/ Jack & Jill Full bath, A finished third floor w/Full Bath provides flexible space for guests, home office or recreation, while the bright walk-out lower level expands the living space. Additional highlights include town water + sewer, sprinkler & security systems, generator, generous storage. An ideal in-town location that combines neighborhood charm & everyday convenience. Approx. 1 HR to NYC. Turn Key and Ready to Go

19 Kellogg St, Ridgefield
$1,295,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186329 MLS
A rare expression of modern Connecticut living, this completely transformed residence offers a sophisticated yet effortlessly relaxed aesthetic in one of Ridgefield's most scenic locations near the NY border. Set on 3.4 private acres, the property unfolds as a tranquil retreat where natural stone, mature landscaping & curated outdoor spaces create an organic, resort-inspired atmosphere. The home has been thoughtfully reimagined for today's lifestyle, blending elevated design w/exceptional character. Beautifully appointed Chef's KIT w/access to a fabulous Family Rm anchored by an impressive floor-to-ceiling stone FP, Living Rm overlooking the patio also features its own FP, vaulted ceilings w/exposed beams. Dining Rm is equally striking, showcasing a dramatic floor-to-ceiling stone fireplace that enhances the home's character. Primary Suite is a serene sanctuary, appointed with a luxurious bath reflecting today's design trends. Three additional ensuite BR's provide privacy and comfort. Additionally, a generously scaled Great Rm offers outstanding flexibility for media, recreation, fitness, or creative pursuits. Outside, a stunning freeform pool + spa are seamlessly integrated into the landscape, creating an idyllic setting for entertaining or quiet relaxation. Truly turnkey condition! 5 Miles to downtown Ridgefield. Conveniently located just 20 min. to Katonah Metro-North Station

564 Barrack Hill Rd, Ridgefield
$1,300,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188445 MLS
Completely renovated from top to bottom, this stunning 4bedroom, 3bath home blends modern luxury with timeless comfort. Set on 1.16 acres of beautifully landscaped grounds and mature trees, the property offers privacy, elegance, and exceptional indooroutdoor living. The renovated kitchen is designed to impress, featuring custom cabinetry, Carrera marble countertops, builtin KitchenAid refrigerator, double ovens, gas cooktop, beverage refrigerator, and two dishwashers. Oak hardwood floors flow through the kitchen, dining area, and living room. The formal living room offers a vaulted ceiling, gas fireplace, and access to a wraparound deck that connects seamlessly to both the kitchen and living area. The primary suite is a true retreat with a vaulted ceiling, private deck, large walkin closet, and an updated spalike bath with Carrera marble, dual showers, and a soaking tub. The lowerlevel family room provides additional living space with a gas fireplace and marble surround. A fourth bedroom with an ensuite bath completes the lower level, ideal for guests or extended family. This home delivers exceptional craftsmanship, thoughtful design, and a serene setting-perfect for those seeking a moveinready residence with highend finishes throughout.

41 Silver Hill Rd, Ridgefield
$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
$775,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186540 MLS ⋅ Prospect Woods BLDG.
Spaciousness. Privacy. Peace & quiet. Words not often heard about condo living! Welcome to one of the largest and most desirable homes in Prospect Woods. 2837 total, livable sq ft includes the unique 25x17 finished LL with door for rear access. Perfectly positioned to offer remarkable privacy & to capture unobstructed views, this spacious townhome offers exceptional living space, abundant natural light, and the opportunity to create your own vision of home. The main level features a unique and highly functional floor plan designed for both everyday living and entertaining. The generous living and dining areas flow seamlessly to the screened porch and deck, where sweeping views of protected lands provide natural beauty throughout the seasons. The kitchen, dining room, porch, and upper-level primary bedroom all enjoy the same picturesque outlook. Well-designed closets & built-ins provide valuable storage for china, books, office materials, and treasured collections. Upstairs are two spacious bedrooms and two full baths, including a primary suite with natural views and ample closet space. A convenient half bath serves the main level. What also sets this home apart are the remarkable lower levels. The main space has an extra-tall ceiling and walkout access to the lower roadway. This space plus the other finished LL areas offer endless possibilities for a recreation room, media room, home office, fitness area, hobby space, shelved storage or guest accommodations.

120 Prospect St Unit 29, 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

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