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15 Ilion Rd, New Fairfield
$575,000
4 Beds ⋅ 3 Baths ⋅ 24212395 MLS
Tucked behind a charming stone wall in New Fairfield's desirable Ball Pond neighborhood, this classic 1930s home offers timeless character, privacy, and a rare opportunity. Offered for the first time in decades, this LEGAL two-family residence sits on a picturesque one-acre lot in a sought-after westside location. The main-level unit features three bedrooms, two full baths, and hardwood floors throughout most of the living space. Rich, exposed wood beams frame the spacious living area, where a striking floor-to-ceiling stone fireplace serves as a beautiful focal point, showcasing the craftsmanship and character of a bygone era. The lower-level unit offers one bedroom, one full bath, and a private entrance, providing versatility for a variety of living arrangements or rental income potential. Outside, the grounds offer a natural setting with room to bring your landscaping vision to life. A secluded patio with a built-in stone fireplace creates a charming outdoor retreat, while a detached two-car garage and workshop area add convenience and functionality. Just minutes from scenic Ball Pond, enjoy nearby opportunities for fishing, boating, and outdoor recreation. Ideally situated for commuting to New York and lower Fairfield County, this distinctive property offers an appealing combination of vintage charm, flexibility, and location. A special opportunity to write the next chapter in this home's history!

15 Ilion Rd, New Fairfield

14 Indian Hill Rd, New Fairfield
$525,000
3 Beds ⋅ 3 Baths ⋅ 24215041 MLS
Welcome to 14 Indian Hill Road! Set on a beautifully landscaped .54 acre property along a quiet street, this inviting raised ranch features warm wood tones, neutral finishes, a spacious sun-filled living room, and an open kitchen and dining area perfect for everyday living and entertaining. Three comfortable bedrooms included a primary bedroom with a private half bath and enviable-sized closet accented by a charming sliding barn door. One of the bedrooms features a unique built in loft bed. The finished lower level offers additional versatile living space, ideal for a rec room, home office. Laundry is conveniently located in the downstairs bathroom. A two car garage adds everyday practicality. Step outside to your own private retreat, featuring an expansive deck, above-ground saltwater pool, charming stone patio, and sprawling level lawn surrounded by mature trees and lush landscaping. The yard is fully fenced and offers wonderful space for relaxation, recreation, and outdoor gatherings. Conveniently located for commuting, with access to major roadways, shopping, dining, and all that New Fairfield has to offer. Schedule your showing today!

14 Indian Hill Rd, New Fairfield

22 Wood Creek Rd, New Fairfield
$649,000
3 Beds ⋅ 3 Baths ⋅ 24213616 MLS
Welcome to 22 Wood Creek Road, where comfortable living meets effortless entertaining! This beautifully updated 3-bedroom, 3-full-bath Ranch offers a versatile floor plan and wonderful indoor and outdoor living spaces. The inviting front porch welcomes you into a spacious living room with hardwood floors, leading to an updated kitchen featuring granite countertops, stainless steel appliances, a center island and plenty of room to gather. The adjoining dining area, complete with a built-in bar, opens to an expansive deck overlooking the backyard and scenic distant views. The main level features three bedrooms, including a generous primary suite with vaulted ceilings, skylights and a private bath. Downstairs, the finished walkout lower level provides exceptional additional living space with a large family room, pellet stove and separate room ideal for a home office, exercise room or guest space. Step outside to enjoy the expansive lower deck and pool, creating the perfect setting for summer relaxation and entertaining. Situated on approximately one acre, this home offers a wonderful combination of privacy, space and convenience. Just minutes from New Fairfield's town center, Candlewood Lake, shopping and dining, with easy access to the NY border and I-84. A terrific opportunity to enjoy the best of New Fairfield living!

22 Wood Creek Rd, New Fairfield

22 Southview Rd, New Fairfield
$399,900
2 Beds ⋅ 2 Baths ⋅ 24214003 MLS
Sometimes the best part of coming home is escaping the hustle and bustle and having a little space to call your own! Welcome to this charming 2-bedroom, 1.5-bath ranch, tucked away in a peaceful, private setting on a large, level lot within an exclusive waterfront community. Featuring two marinas, a private community beach, a community basketball court, and a private community dock dedicaded to the residents! Pull into your attached two-car garage, complete with overhead storage and a convenient breezeway connecting to the house-perfect for those rainy New England afternoons. Inside, enjoy the comfort and convenience of single-level living in a solid, well-built home. But the fun doesn't stop upstairs! The finished basement features a bar, creating the perfect setting for Sunday football, movie nights, or entertaining friends, with plenty of additional storage. Step outside and imagine summer BBQs on the rear patio, morning coffee surrounded by nature, or evenings under the stars in your spacious backyard. Beyond your property, embrace a lifestyle that feels like a year-round vacation, with days spent relaxing on the private beach, enjoying the marinas, or gathering with neighbors by the water. With electric heat, a newer roof, and endless possibilities to make it your own, this home offers the perfect balance of privacy, comfort, and community amenities. Why settle for an occasional getaway when you can come home to one every day?

22 Southview Rd, New Fairfield

53 Wood Creek Rd, New Fairfield
$489,000
2 Beds ⋅ 2 Baths ⋅ 24213293 MLS
Tucked away in a private, peaceful setting near Candlewood Lake and a popular hiking trail, this charming 2-bedroom, 2-bath home offers a wonderful blend of comfort, character, and nature. Located on a quiet cul-de-sac bordering a forest preserve, the setting is ideal for those who appreciate privacy and the outdoors. A welcoming front porch leads into a bright sunroom, perfect for relaxing or creating a future home office. Inside, you'll find a warm and inviting kitchen, loft, a comfortable living room (with access to the outside patios), a full bath, and a bedroom on the main level. Upstairs, the spacious primary suite offers high ceilings, a full bath, and the convenience of in-suite laundry. Step outside to the deck overlooking a grassy area and pretty gardens, creating a lovely space to unwind and enjoy the natural surroundings. With its unique layout, inviting spaces, and peaceful location close to Candlewood Lake and outdoor recreation, this home offers a special opportunity to enjoy a quieter way of living.

53 Wood Creek Rd, New Fairfield

10 Brook Dr, New Fairfield
$399,900
3 Beds ⋅ 1 Baths ⋅ 24213915 MLS
Beautifully updated ranch offering the ease of single-level living with a bright, open floor plan. This inviting home features 3 bedrooms and is perfectly situated on a desirable corner lot. Gleaming hardwood floors run throughout, creating a warm and welcoming atmosphere. The spacious eat-in kitchen is ideal for both everyday living and entertaining, featuring a center island, granite countertops, stainless-steel appliances, abundant cabinetry, and generous workspace. An updated bathroom and plentiful natural light enhance the home's bright, airy feel while seamlessly blending comfort and modern style. The lower level includes a washer and dryer along with ample storage space. Step outside to enjoy the expansive deck, perfect for hosting family and friends. The level front yard features a cozy fire pit area, offering the perfect setting to relax at the end of the day or enjoy a quiet afternoon outdoors. Designed with convenience in mind, this charming ranch offers easy, stair-free living and is an excellent option for a variety of lifestyles. Ideally located just minutes from Squantz Pond State Park and Candlewood Lake, this exceptional New Fairfield home provides the perfect balance of natural beauty and accessibility to local shopping, dining, recreation, and everyday amenities. Move-in ready! This is a wonderful opportunity to enjoy all that New Fairfield has to offer.

10 Brook Dr, New Fairfield

5 Twin Rocks Dr, New Fairfield
$679,900
3 Beds ⋅ 3 Baths ⋅ 24212540 MLS
Private New Fairfield Retreat on 1 Acre! Beautifully updated 3-bedroom, 2.5-bath split-level ranch set on a quiet cul-de-sac with a newer in-ground pool, expansive patios and decks, and outdoor shower, all surrounded by mature landscaping and established plantings. The private, low-maintenance grounds are perfect for relaxing and entertaining. Additional features include and generously sized sun/dining room, 2 woodstoves, an automatic whole-house gas generator, large garage, oversized tool shed, and abundant storage. Conveniently located close to New Fairfield Town Center, Candlewood Lake, shopping, schools, and major roadways, this home offers the ideal combination of privacy, convenience, and easy living.

5 Twin Rocks Dr, New Fairfield

20 Fulton Dr, New Fairfield
$499,999
4 Beds ⋅ 2 Baths ⋅ 24213505 MLS
Enjoy stunning views of Putnam Lake from this beautifully updated 4-bedroom home with a dedicated office, offering 1,570 square feet of move-in-ready living space on a 0.40-acre lot. Thoughtfully renovated throughout, the home features a 1 car attached garage, a fully updated interior designed for modern living, combining style, comfort, and functionality. Major improvements include a brand-new roof, newer vinyl siding, and extensive interior renovations, providing peace of mind for years to come. The flexible floor plan offers ample space for everyday living, entertaining, and working from home, while the office provides the perfect setting for remote work, study, or hobbies. Set in the desirable Putnam Lake community, this property offers the perfect balance of privacy, convenience, and scenic lake views. A rare opportunity to own a turnkey home in one of New Fairfield's most sought-after locations.

20 Fulton Dr, New Fairfield

363 State Route 37 CT, New Fairfield
$599,000
4 Beds ⋅ 2 Baths ⋅ 1061139 MLS
Quintessential New England Charm. Discover this classic Connecticut Fieldstone Country Retreat, an enchanting 1945 fieldstone home, beautifully situated on 2.24 picturesque acres along the New Fairfield/Sherman border. Rich in character, craftsmanship and timeless appeal, this distinctive country retreat offers over 2,830 square feet of living space, 4 bedrooms, 2 full baths and a setting that captures the very essence of Connecticut country living. From the magnificent stone exterior to the beautiful bluestone patios, walkways, steps and impressive stone walls, every corner of this property exudes charm. Inside, discover spacious, sun-filled rooms featuring hardwood floors, handsome wood trim, coffered ceilings, custom built-in window seats, built ins and two stunning fieldstone wood-burning fireplaces, one on each level, creating inviting gathering spaces for entertaining and everyday living. The spacious living and family rooms offer wonderful versatility, while additional space provides opportunities for an in-home office, exercise room or guest accommodations. An updated upper-level full bath and walk-in cedar closet in the attic add comfort and convenience. The outdoor setting is equally captivating! Mature trees, lush lawns and thoughtfully planted perennials surround the property, cascading over the beautiful stone walls with seasonal color throughout spring and summer. An expansive 590 sf bluestone patio provides the perfect setting for alfresco dining, morning coffee, evening cocktails and memorable gatherings beneath the stars. With 2.24 acres to enjoy, there is plenty of room for recreation, gardening and simply appreciating the peaceful natural surroundings. A heated, detached two-car garage is a tremendous bonus, complete with a 14-foot built-in workbench, shelving and additional attic storage, ideal for hobbyists, collectors or workshop enthusiasts. A charming separate studio building offers endless possibilities as an artist's retreat, writer's studio, creative workspace or private getaway. Enjoy the best of country living without sacrificing convenience! Just minutes from the New York border, Metro-North trains, major CT/NY highways and beautiful Candlewood Lake, at both New Fairfield AND Sherman, with easy access to shopping, restaurants, hiking and biking trails, golf, country clubs and more. An exceptional opportunity for year-round living or a weekend and summer escape from the city. A truly special property where classic New England architecture, natural beauty and country charm come together. Low taxes, too! New Fairfield & Sherman, Connecticut's Best Kept Secret ~ WELCOME HOME!

363 State Route 37 CT, New Fairfield

363 State Route 37, New Fairfield
$599,000
4 Beds ⋅ 2 Baths ⋅ 24213323 MLS
Quintessential New England Charm. Discover this classic Connecticut Fieldstone Country Retreat, an enchanting 1945 fieldstone home, beautifully situated on 2.24 picturesque acres along the New Fairfield/Sherman border. Rich in character, craftsmanship and timeless appeal, this distinctive country retreat offers over 2,830 square feet of living space, 4 bedrooms, 2 full baths and a setting that captures the very essence of Connecticut country living. From the magnificent stone exterior to the beautiful bluestone patios, walkways, steps and impressive stone walls, every corner of this property exudes charm. Inside, discover spacious, sun-filled rooms featuring hardwood floors, handsome wood trim, coffered ceilings, custom built-in window seats, built ins and two stunning fieldstone wood-burning fireplaces, one on each level, creating inviting gathering spaces for entertaining and everyday living. The spacious living and family rooms offer wonderful versatility, while additional space provides opportunities for an in-home office, exercise room or guest accommodations. An updated upper-level full bath and walk-in cedar closet in the attic add comfort and convenience. The outdoor setting is equally captivating! Mature trees, lush lawns and thoughtfully planted perennials surround the property, cascading over the beautiful stone walls with seasonal color throughout spring and summer. An expansive 590 sf bluestone patio provides the perfect setting for alfresco dining,

363 State Route 37, New Fairfield

308 State Route 39, New Fairfield
$537,000
3 Beds ⋅ 3 Baths ⋅ 24213204 MLS
Enjoy beautiful views of Squantz Pond and stunning sunsets from this inviting raised ranch in New Fairfield! Set among mature trees in a picturesque setting, this 3-bedroom, 2.5-bath home offers a comfortable layout with plenty of space for everyday living and entertaining. The main level features hardwood flooring, a spacious living room with a vaulted ceiling and fireplace, and an adjoining dining area with a sliding glass door leading to the rear deck, where you can take in the surrounding scenery. The kitchen offers ample cabinetry and a convenient breakfast bar, creating a natural gathering space for family and friends. The primary bedroom features its own private bath, while two additional bedrooms provide flexibility for family, guests, or a home office. The spacious lower-level family room offers additional living space, perfect for relaxing, entertaining, or gathering for movie nights. An attached two-car garage adds everyday convenience. Enjoy the privacy of the wooded surroundings and scenic pond views, all while being conveniently located near the recreation and natural beauty that make New Fairfield such a desirable place to call home.

308 State Route 39, New Fairfield

9 Keplers Way, New Fairfield
$349,000
2 Beds ⋅ 2 Baths ⋅ 24210820 MLS
Start planning for next spring! This beautiful, original three-season cottage in New Fairfield's Candlewood Knolls is offered for the first time in many years. Knotty pine and a romantic stone fireplace capture the warmth of yesteryear. A loft adds flexible space for friends and guests, while the inviting enclosed porch offers wonderful views of Candlewood Lake and beyond. Bring your personal touches to this little treasure-a lovely escape from city or suburban life. The seller welcomes all offers for consideration. Enjoy summers in this welcoming golf cart community with three beach areas, tennis courts, clubhouse socials, and a summer camp for kids. Boat slips and rental spaces for jet skis and kayaks have varying waiting lists, so inquire early and plan your days on the water! Located within the Candlewood Knolls special tax district, the property has an additional district tax supporting community amenities. Search "Candlewood Knolls website" to explore all this wonderful community has to offer. Visits and showings must be accompanied by a real estate agent, who will arrange coded gate access. Please schedule ahead; unaccompanied drive-bys are not available. All home contents are included except the golf cart and kayaks, which may be available separately.

9 Keplers Way, New Fairfield

27 Rita Dr, New Fairfield
$539,000
3 Beds ⋅ 2 Baths ⋅ 24207739 MLS
From the moment you pull up, there's a genuine sense that you have arrived somewhere special. This isn't just a house; it's a home designed for easy living and making memories. The true heart of the home is the expansive eat-in kitchen. It's bright, airy, and serves as the perfect hub for morning coffee or casual evening meals. The space flows naturally out to the rear deck. Throughout the main living areas, large windows invite the light in, creating a glow that makes every room feel warm and inviting. In the upper half story you'll find two cozy bedrooms, a full hallway bath, along with a primary bedroom with a half bath that feels like a true retreat. Waking up here means looking out over the wooded perimeter of the property, and enjoying a sense of calm and privacy. Downstairs, the versatility continues with a partially finished flexible space. Whether you need a spot for a home office, hobby room, or a large den, this level adapts to your lifestyle, complete with a dedicated laundry area and easy indoor access to the two-car garage. Outside, the level acre lot is a rare find-a sprawling, lush canvas waiting for your imagination to unfold. While you'll feel worlds away from the hustle and bustle, you're actually just minutes from amenities of town and the Metro-North station. 27 Rita Drive offers that hard-to-find balance of a peaceful home base and a convenient lifestyle. It's ready for its next chapter-come see how it feels to be home.

27 Rita Dr, New Fairfield

4 Clement Rd, New Fairfield
$589,900
4 Beds ⋅ 3 Baths ⋅ 24200276 MLS
Enjoy lake community living in this unique four bedroom, three full bath raised ranch set on a private .41 acre property. A full in law suite with its own level entrance provides exceptional flexibility for extended family, guests, a home office or additional living space. The main level features beautiful hardwood flooring, with hardwood also available beneath the carpeting in two of the bedrooms. Step outside to your private, peaceful yard featuring a chicken coop and a large deck, the perfect setting for outdoor dining, spectacular sunsets and seasonal lake views. Deeded rights to Putnam Lake and Jackson Beach provide wonderful opportunities for swimming, boating, fishing and enjoying the lake lifestyle. Ideally situated between Putnam Lake and Ball Pond, this home provides convenient access to the Brewster train station, I 84 and an easy NYC commute. Candlewood Lake, Danbury Fair Mall, restaurants, shopping and scenic hiking trails are also nearby. A special home combining space, versatility, privacy and year round recreation!

4 Clement Rd, New Fairfield

4 Muller St, New Fairfield
$590,000
4 Beds ⋅ 2 Baths ⋅ 24203570 MLS
WELCOME TO THIS BEAUTIFULLY MAINTAINED, HIGH-QUALITY HOME! MOVE in to this stunning, turn-key modern farmhouse situated on a level lot and quiet street in the coveted New Fairfield, NY area, an excellent location for commuters. Ideally located close to Ball Pond, parks, shopping, schools, and all the conveniences you need, this exceptional home offers the perfect blend of modern luxury, comfort, and style. From the moment you step inside, you'll be impressed by the high-end finishes and thoughtfully designed open-concept floor plan. The gorgeous kitchen featuring granite countertops and backsplash, stainless steel appliances, gas cooking, and a vent hood perfect for everyday living or entertaining.The living and dining areas flow from the kitchen, creating an inviting space for gatherings. Take the entertainment outdoors through convenient indoor-outdoor access to the large, freshly stained deck, ideal for relaxing, dining, and enjoying the peaceful surroundings. Beautiful hardwood floors run throughout the main living areas and continue into the generously sized main-level bedrooms beneath the existing carpeting.The fully finished lower level provides incredible additional living space, including a bedroom, private office, expansive game/media room, and full bathroom, along with a separate private entrance perfect for guests, extended family, a home office, or flexible living arrangements. No expense was spared in creating this beautiful home.

4 Muller St, New Fairfield

13 Paradise Ct, New Fairfield
$699,000
5 Beds ⋅ 4 Baths ⋅ 24193636 MLS
Welcome home to 13 Paradise Ct, a spacious, oversized split-level cherished by the same family since it was built. Lovingly maintained over the years, this solidly built home reflects true pride of ownership inside and out, with pristine landscaping surrounding its one-acre, western-facing setting. The main home offers four bedrooms and generous living spaces, plus a separate accessory apartment offering wonderful flexibility for extended family, guests or additional living space. The kitchen and dining area open to a deck overlooking the beautifully cared-for property-a welcoming spot for morning coffee, outdoor meals or relaxing as the sun sets. Downstairs, the ground-level rec room invites everyone to gather, with a bar, pool table and doors opening to an expansive patio for even more room to entertain. An attached two-car garage adds convenience and storage. Set on a quiet cul-de-sac yet ideally located for commuting to lower Fairfield and Westchester Counties and nearby NY train stations, this is a home filled with warmth, space and many years of happy memories, ready to welcome its next owners.

13 Paradise Ct, New Fairfield

42 Linda Ln, New Fairfield
$625,000
4 Beds ⋅ 3 Baths ⋅ 24194702 MLS
A wonderful opportunity for flexible living! This spacious 4 BR, 3 full Ba Split Level in the Candlewood Hills community offers an ideal layout for multi-generational living or those needing flexible additional living space. The private lower level suite includes a full bath and can easily serve as an in-law apartment, family room, or home office. The separate primary BR suite is a peaceful retreat featuring vaulted ceilings, a full bath, cozy sitting area, and private deck overlooking the wooded backyard. Two additional generously sized bedrooms share an updated full bath. There is a casual eat-in kitchen and dining room which opens to the deck, creating an easy flow for outdoor entertaining or relaxing around the fire pit. Additional highlights include updated baths, an economical wood stove, generator hookup, ample storage, and plenty of parking. Conveniently located near Candlewood Lake and Squantz Pond. A versatile home offering comfort, privacy, and room to accommodate today's changing lifestyle.

42 Linda Ln, New Fairfield

8 Old Bridge Rd W, New Fairfield
$535,000
3 Beds ⋅ 3 Baths ⋅ 24194908 MLS
Natural light fills the open living, dining, and kitchen area, where vaulted skylights add architectural interest and create a bright, airy atmosphere. The well-designed kitchen features an oversized center island with abundant storage and flows seamlessly into the main living spaces, making everyday living and entertaining equally enjoyable. Comfortable bedrooms and a finished lower level provide flexible space for a family room, home office, gym, or guests. Outside, the terraced backyard makes thoughtful use of the property's natural setting with multiple outdoor living areas. An elevated patio offers a peaceful place to relax or entertain, while an existing deck and ramp are already in place to easily accommodate an above-ground pool. An attached garage and ample storage add everyday convenience. Conveniently located near shopping, schools, parks, and local restaurants, this home also offers easy access to Candlewood Lake, Ball Pond, and the many outdoor recreational opportunities that make New Fairfield so desirable. Ideally situated for New York commuters, you'll appreciate convenient access to the Brewster and Southeast Metro-North stations while enjoying the charm and natural beauty of this sought-after Fairfield County town. With its bright, open layout, versatile living spaces, and inviting outdoor areas, this home is ready to welcome its next owners.

8 Old Bridge Rd W, New Fairfield

152 State Route 37, New Fairfield
$649,900
4 Beds ⋅ 3 Baths ⋅ 24177118 MLS
Welcome to 152 State Route 37, where privacy, space and extensive improvements come together on 2.3 scenic acres in New Fairfield. Set well back from the road, this 4-bedroom, 2.5-bath home offers approximately 2,810 sq ft of flexible living space and peaceful surroundings. The current owners have invested more than $125,000 in updates, including a new furnace/water heater, HVAC system, whole-house generator, new driveway, upgraded electrical service and rewiring, surge protection, well tank, storm doors and gutters. The renovated eat-in kitchen features quartz countertops, stainless steel appliances, glass tile backsplash, abundant cabinetry and a large peninsula opening to a vaulted family room with exposed beams, hardwood floors and a striking fireplace. All bathrooms have been recently updated with stylish finishes and tilework. Versatile living spaces offer options for a home office, dining room, playroom or studio, while a separate bonus living area with private entrance, bedroom, walk-in closet and lounge is ideal for guests or multi-generational living. The primary suite includes a walk-in closet and private deck access. Enjoy a deck, fenced yard, expansive lawn, wooded surroundings and a large detached barn with loft for workshop, gym, studio or hobby use. Now offered at $649,900.

152 State Route 37, New Fairfield

12 Darien Rd, New Fairfield
$488,000
4 Beds ⋅ 2 Baths ⋅ 24169586 MLS
Beautifully renovated 4 bedroom, 2 full bath home located at 12 Darien Road in New Fairfield, offering versatile living space and a comfortable layout in a convenient location. The finished lower level includes a laundry room, full bath, wet bar, room suitable for storage, workspace, or additional living space, and walkout access to a covered side and rear patio-ideal for indoor-outdoor enjoyment. The upper level offers two additional bedrooms along with another room that can serve a variety of uses including office space, recreation, or hobby space. Conveniently located near Route 37, Route 39, I-84, and the Brewster Metro-North station for access to surrounding areas and New York City commuting. Residents enjoy close proximity to Candlewood Lake, Squantz Pond State Park, and Putnam Memorial State Park for boating, hiking, fishing, and year-round outdoor recreation. Nearby shopping, dining, and entertainment can be found in downtown New Fairfield, neighboring Danbury Fair Mall, and the restaurants, wineries, and breweries throughout Fairfield and Litchfield Counties. Western Connecticut State University, Fairfield University, and several nearby colleges are also within reasonable driving distance. Located within the New Fairfield School District, this property offers renovated living space, versatility, and access to the best of both Connecticut and the Hudson Valley region.

12 Darien Rd, New Fairfield

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