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$309,000
1 Beds 1 Baths ACTIVE Status 24194252 MLS Casagmo Ii BLDG.
Welcome to your new home in the heart of Ridgefield. This amazing one bedroom upper level condo offers a perfect blend of modern convenience and urban living. Situated in a prime location, this residence provides easy access to local amenities such as the Prospector Theater, concerts and shows at the Playhouse, great dining and more. The open floor plan with cathedral ceilings flood the the space with natural light highlighting the beautiful hardwood floors throughout. The newer gas range and dishwasher is complemented by the crisp white quartz countertops. The generously sized master bedroom boasts two large closets and the laundry care appliances (cash card) are in the same common entrance access basement eliminating an exterior walk. Casagmo offers the included amenities -in ground pool, tennis, basketball, clubhouse, and a gym ($75/Year) The assessment has been paid in full.

82 Olcott Way Unit 82, Ridgefield

$959,000
3 Beds 2 Baths ACTIVE Status 24193828 MLS
A Ridgefield gem nestled on a picturesque, tucked away street with sidewalks to Ridgefield's Main Street, Ballard Park, and the Rec Center, this move-in ready home offers the perfect blend of charm, comfort and convenience. This move-in ready home features 3 bedrooms, 2 full baths, and has been thoughtfully updated. Highlights include central AC, new 4-inch oak hardwood floors flow throughout the home, recent full interior painted, and a dedicated home office space. The stunning custom kitchen has quartz countertops, custom cabinetry, stainless steel appliances, and a beverage refrigerator. The bright open family room offers ample space for recreation, a play area or a media space, and opens directly to the beautiful patio. The spacious basement offers ample storage. The fully fenced backyard is ideal for outdoor fun, while the inviting patio is perfect for morning coffee, alfresco dining or entertaining among the beautiful perennial gardens. This home is a rare turnkey opportunity in one of Ridgefield's most desirable walk to town neighborhoods

6 Hillsdale Ave, Ridgefield

$2,775,000
5 Beds 7 Baths ACTIVE Status 24189733 MLS
350 West Lane is an exceptional luxury residence, beautifully reimagined with timeless sophistication in one of Ridgefield's most coveted locations on the Westchester border. Custom built by renowned artisan Larry Leary, this extraordinary home spans over 7,300 SqFt of impeccably crafted living space showcasing classic architecture, exceptional millwork, bespoke cabinetry & curated designer finishes. A dramatic two-story foyer w/sweeping staircase introduces gracious, light-filled interiors designed for elegant entertaining and everyday living. A handsome Library, formal Living & Dining Rms and impressive Great Rm surround the stunning Chef's KIT featuring professional-grade appliances, dual islands, generous pantry space and sun-filled Breakfast Rm overlooking the spectacular private grounds. Luxurious Primary Suite is a private retreat w/fireplace, Sitting Rm, spa-inspired Bath + custom Dressing Rm. Three additional ensuite Bedrooms plus a spacious Bonus Room provide exceptional flexibility. Walk-out Lower Level offers recreation, refreshment bar, fitness studio, full Bath & state-of-the-art Home Theater. Professionally landscaped grounds offer exceptional outdoor living. Plans for a Pool & Pool House/ADU are on file. Ideally located minutes to downtown Ridgefield, New Canaan, Metro-North & approximately one hour to Manhattan.

350 West Ln, Ridgefield

$3,250
3 Beds 2 Baths ACTIVE Status 24192349 MLS
Inviting and spacious 1920 colonial convenient to Branchville Train Station. Walk to Tusk & Cup for coffee plus other vibrant shops/restaurants in the charming Branchville enclave. Total 1,400 sf with 3 bedrooms and 2 full baths including newly remodeled bath on the first floor. Freshly painted interior, hardwood floors, and new wall to wall carpet on the second floor. Expansive kitchen with dining area featuring gas range, open to large living room, plus additional den/office on the main level. The second floor features three spacious bedrooms and second full bath. Convenient laundry in the first floor sun room. Spacious backyard with .72 level acres; plus front porch and side patio. Mowing, plowing, and exterior maintenance is included. Shed & garage are excluded. Tenant is in process of moving out and will be available shortly!

48 W Branchville Rd, Ridgefield

$2,600,000
5 Beds 7 Baths ACTIVE Status 24189591 MLS
Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces designed for entertaining + relaxed everyday living. Thoughtfully curated interiors blend classic New England character with a refined contemporary sensibility. At the heart of the home is a Chef's Kitchen appointed w/professional-grade appliances, complemented by an exceptional sculler/butler's pantry w/direct access to a gracious Dining Rm. The sun-filled Breakfast Rm & spacious Family Rm w/stone fireplace overlook the magnificent grounds w/direct access to outdoor areas. Handsome Library w/ fireplace & wet bar, along with an elegant front-to-back Living Rm w/ fireplace, provide beautifully scaled spaces for entertaining. Luxurious Primary Suite features a sitting room/office, dual spa-inspired baths. Spacious ensuite secondary BR's provide refined accommodations for family & guests. Front & rear staircases, an elevator and an impressive vaulted Bonus Rm w/fireplace-ideal as a flex space, Gym or executive office. A rare opportunity to enjoy an elevated lifestyle just moments to Ridgefield's celebrated downtown w/acclaimed dining, cultural attractions + convenient NYC commuting options

351 Wilton Rd W, Ridgefield

$995,000
3 Beds 3 Baths ACTIVE Status 24192044 MLS
A wonderful opportunity to live within walking distance to town, this expansive home offers a flexible and inviting layout throughout. The light-filled eat-in kitchen features granite countertops, a skylight, abundant cabinetry, and built-ins, and a water purifier. The spacious dining room features sliders leading to a large multi-tiered deck. The main level also includes a welcoming living room with a wood-burning fireplace, along with a home office highlighted by bookshelves and a vaulted ceiling. The primary suite offers a generous walk-in closet, an additional second closet, and a full bath with a tub and separate shower. Two additional bedrooms and a hall bath complete this level. The fully finished walk-out lower level provides exceptional versatility, featuring a spacious family room with built-ins and sliders leading to the backyard. This level also includes flexible space ideal for a den, home gym, playroom, or guest area, along with a full bath, laundry room, and direct access to the two-car garage. Outside, the thoughtfully designed grounds are complete with a garden, a pergola and a firepit area. A spacious floor plan, inviting outdoor spaces and a sought after walk-to-town setting make this home an exceptional opportunity!

25 Olmstead Ln, Ridgefield

$2,500
1 Beds 1 Baths ACTIVE Status 24192288 MLS Casagmo BLDG.
Pristine upper-level 1-bedroom unit in the highly desirable Casagmo community. This bright and spacious home features an updated kitchen with newer granite countertops, an updated bathroom, and a large living room with soaring vaulted ceilings and abundant natural light. The generously sized bedroom offers ample closet space. Central air conditioning provides year-round comfort. Rent includes heat and hot water. Enjoy the convenience of walking to downtown amenities, including shopping, restaurants, theaters, Ridgefield library, parks, and scenic walking trails. Residents have access to exceptional community amenities, including a beautiful and peaceful pool, clubhouse, tennis courts, basketball court, and playground. Designated parking space #422 is included, along with ample nearby visitor parking. No smoking. No pets. Applicants must have strong credit (minimum credit score of 700+), favorable credit history, and references from previous landlords. Immediate occupancy available. For credit check landlord prefers RentSpree.

48 Lawson Ln Unit 48, Ridgefield

$1,899,000
5 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24186227 MLS
Immaculate, turnkey home within walking distance to town! This exceptional 5 bed, 4.5-bath residence welcomes you with a charming front porch and elegant foyer featuring wainscoting and hardwood floors. The formal living room offers custom built-in bookshelves, while the dining room showcases decorative millwork. Hardwood floors, crown molding, and two staircases enhance the home's thoughtful design. The inviting family room features a gas fireplace and flows into the spacious eat-in Kingswood kitchen, complete with a farmhouse sink, Viking gas range, double wall ovens, center island with prep sink, custom cabinetry, and sliders leading to the patio and built-in outdoor kitchen. The secondary staircase leads to a spacious home office. Upstairs, on the second floor, the primary suite offers a generous walk-in closet, additional closet, and spa-inspired bath with radiant heated floors, soaking tub, walk-in shower, and an abundance of natural light. Two bedrooms share a Jack-and-Jill bath, while a fourth bedroom has access to a full hall bath. The second floor also includes a convenient laundry area. On the third floor, the fifth bedroom features a private full bath and charming window seat. The third floor also offers a recreation room and walk in attic, while the basement level has a large finished dedicated exercise room.

43 Catoonah St, Ridgefield

$1,099,000
4 Beds 3 Baths ACTIVE Status 24190617 MLS
Colonial is nestled on a picturesque 1.3-acre property in desirable South Ridgefield, just minutes from both downtown Ridgefield and Wilton. Thoughtfully updated throughout, the home features a beautifully renovated kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances, a spacious island, and an open flow into the dramatic family room with soaring vaulted ceilings, exposed beams, and a stunning floor-to-ceiling stone fireplace. Hardwood floors extend throughout the main living areas, complemented by a formal living room with fireplace, elegant dining room, and beautifully updated bathrooms. Step outside to an expansive deck and screened porch overlooking a private backyard retreat complete with a tranquil pond that transforms into a magical skating spot during the winter months. The finished walk-out lower level offers flexible living space ideal for a recreation room, home office, fitness area, or guest suite. Recent improvements include a freshly painted deck, new crown molding, and numerous thoughtful updates throughout. Offering exceptional privacy, timeless charm, and convenient access to award-winning schools, shopping, dining, parks, and major commuting routes, this is a home designed for both everyday living and unforgettable memories.

41 Fieldcrest Dr, Ridgefield

$1,995,000
5 Beds 6 Baths ACTIVE 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

$645,000
3 Beds 2 Baths ACTIVE Status 24190388 MLS
This charming brick-and-clapboard cape is a fantastic opportunity in a prime location. It's incredibly walkable to the center of Ridgefield, giving you easy access to everything: The Prospector, ACT, restaurants, the library, and all the local shopping. The house has great bones and is ready for your personal touch. Inside, you'll find classic hardwood floors, a wood-burning stove, a cozy sunroom, and a large, functional & charming kitchen ready for a modern update. Upstairs, there are 3 bedrooms and a tiled bathroom with a tub/shower. Outside, the property is beautifully landscaped with mature plantings, a winding path, and a private brick terrace in the rear for relaxing. You also have an oversized detached garage at the end of the driveway. This is a rare find and your chance to make this fantastic home truly your own.

5 Sunset Ln, Ridgefield

$1,050,000
4 Beds 3 Baths ACTIVE Status 24189755 MLS
Centrally located yet private, this impeccably maintained four-bedroom colonial offers the perfect blend of town convenience and quiet country living on two acres. Inside and out, the home shines with thoughtful updates. The exterior features newer HardiePlank siding, modern gutters, a newer roof, and premium Pella windows. At the heart of the home, a freshly updated kitchen boasts a new cooktop, sink, double ovens, and gorgeous leathered granite countertops. Beautifully remodeled bathrooms, rich hardwood floors, and a fresh palette run throughout the entire space, while updated mechanicals and a newly epoxied garage floor offer total peace of mind. The flat, park-like backyard is a quiet sanctuary with mature shade trees and a peaceful pond at the rear of the property-just waiting for you to add a winding footpath. Offering a scenic, bucolic setting just moments from everything Ridgefield has to offer, this exceptional home is a rare find. Welcome home!

40 Ivy Hill Rd, Ridgefield

$1,249,000
4 Beds 3 Baths ACTIVE Status 24188593 MLS
Welcome to 14 Woodchuck Lane, where classic Colonial charm meets modern updates just minutes from the heart of downtown Ridgefield. Nestled on a quiet cul-de-sac less than a mile from Main Street, this beautifully maintained 3,200+ sq. ft. Center Hall Colonial offers 4 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed layout ideal for both everyday living and entertaining. Freshly painted throughout, the home features a renovated kitchen with a large center island, stainless steel appliances, abundant cabinetry, beautifully updated tile bathrooms, and refinished hardwood floors. Two wood-burning fireplaces create warm, inviting living spaces, while the expansive deck with a new awning overlooks a fully fenced backyard-perfect for outdoor dining, gatherings, or simply relaxing in your own private retreat. A versatile bonus room with a separate private entrance offers endless possibilities as a home office, guest suite, fitness room, or playroom. Set on a picturesque 1.2-acre lot, this exceptional property combines timeless character, generous living space, and modern updates in one of Ridgefield's most desirable locations. Enjoy award-winning schools, vibrant Main Street shopping and dining, parks, and cultural attractions just moments away. This is the perfect place to call home!

14 Woodchuck Ln, 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

$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

$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

$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

$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

$1,100,000
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

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