New Fairfield Real Estate

New Fairfield Real Estate

Welcome to the charming town of New Fairfield, nestled in the picturesque state of Connecticut. Known for its serene surroundings and strong sense of community, New Fairfield offers the perfect blend of small-town charm and modern amenities.

Located in Fairfield County, Connecticut, New Fairfield boasts a prime location with easy access to both New York City and Hartford, making it a desirable place to call home for commuters and families alike. The town is characterized by its lush green spaces, tranquil lakes, and rolling hills, providing residents with ample opportunities for outdoor recreation and relaxation.

In New Fairfield, you'll find a tight-knit community that takes pride in its top-rated schools, diverse housing options, and vibrant local culture. Whether you're looking for a cozy lakeside retreat, a spacious family home, or a modern apartment, New Fairfield has something for everyone.

With a rich history dating back to colonial times, New Fairfield seamlessly blends old-world charm with modern conveniences. Residents can enjoy a wide range of shopping, dining, and entertainment options, as well as easy access to major highways and public transportation.

Come discover the beauty and tranquility of New Fairfield, where small-town living meets big-city convenience. Whether you're looking to settle down or simply escape the hustle and bustle of urban life, New Fairfield has everything you need to live, work, and play in style.

Newest Listings in New Fairfield

15 Ilion Rd, New Fairfield
$499,000
4 Beds ⋅ 3 Baths ⋅ 24216574 MLS
LEGAL two-family residence sits on a picturesque one-acre lot in a sought-after westside location. 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 property lends itself to exceptional flexibility; the property has been approved for conversion back to a single-family home, or maintain its two-family status and enjoy potential rental income to help offset mortgage expenses! The main-level unit features 3 bedrooms, 2 full baths, and hardwood floors throughout most living areas. Exposed wood beams frame the spacious living area, where a striking stone fireplace showcases the craftsmanship and charm of a bygone era. The lower-level apartment offers 1 bedroom, 1 full bath, and a private entrance. Outside, the natural grounds offer room to bring your landscaping vision to life, while a secluded patio with a built-in stone fireplace creates an inviting outdoor retreat. A detached 2-car garage and workshop add convenience. Just minutes from scenic Ball Pond for fishing, boating, and recreation, with an excellent westside commute to NY and lower Fairfield County. Whether you envision a single-family retreat or the financial advantages of a two-family property, this is a special opportunity to write the next chapter in its history!

15 Ilion Rd, New Fairfield
23 Ilion Rd, New Fairfield
$490,000
2 Beds ⋅ 1 Baths ⋅ 24197690 MLS
Fresh design meets timeless New England charm at 23 Ilion Road. Tastefully renovated with an added bedroom, new flooring, and new appliances, this inviting home combines warm finishes with a crisp, contemporary aesthetic. Vaulted ceilings, recessed lighting, and a soothing neutral palette create an airy atmosphere, while natural wood tones bring warmth and character. The beautifully redesigned kitchen takes center stage with white Shaker-style cabinetry, contrasting black hardware and backsplash, stainless steel appliances, and a generous island with seating. Exposed wood ceiling beams and pendant lighting add architectural interest, while decorative wall trim lends a polished finishing touch. The spacious living room features a brick fireplace surround that provides a charming focal point for gathering and relaxing. Experience the lifestyle that makes New Fairfield so appealing: the scenic beauty of Candlewood Lake, peaceful Ball Pond, and the hiking trails and outdoor recreation of Squantz Pond State Park. From summer adventures on the water to spectacular autumn foliage, this town offers an exceptional backdrop for enjoying the seasons. Small-town charm, community recreation, and connections to Danbury, Westchester, and lower Fairfield County further enhance the appeal. Thoughtful updates, memorable details, and a beautiful Connecticut setting and discover the possibilities at 23 Ilion Road.

23 Ilion Rd, New Fairfield
3 Galloping Hill Dr, New Fairfield
$619,000
4 Beds ⋅ 3 Baths ⋅ 24215521 MLS
Welcome to 3 Galloping Hill Dr, where timeless charm meets thoughtful updates in this oversized Raised Ranch. The inviting main living area features vaulted ceilings, exposed beams, and an abundance of character. The lovingly remodeled kitchen is a true showstopper, showcasing a skylight, soapstone countertops, stainless steel appliances, a pot filler, rustic wood cabinetry, and a farmhouse sink. Four bedrooms on the main level include a primary suite with a full bath, while the updated hall bathroom offers an oversized double vanity. Downstairs, the spacious family room is perfect for relaxing or entertaining, complete with a gorgeous stone fireplace and convenient half bath. Step outside to a private deck overlooking beautiful flower gardens framed by classic stone walls, creating a peaceful outdoor retreat. Nestled in a desirable neighborhood just minutes from the center of town, this special home offers the perfect blend of character, comfort, and modern updates, all close to the local shops, amenities, and hometown charm that make New Fairfield such a wonderful place to call home!

3 Galloping Hill Dr, New Fairfield
26 Calverton Dr, New Fairfield
$399,000
3 Beds ⋅ 1 Baths ⋅ 24216003 MLS
Breathtaking Putnam Lake views from nearly every room! This charming home features a cozy fireplace, creating the perfect setting for relaxation. The kitchen flows seamlessly into a bright, sun-drenched living room-ideal for entertaining. The layout includes three comfortable bedrooms and a full bath, offering both privacy and convenience. Located just minutes from the New York State border and close to the train station for an effortless commute into Manhattan. Don't miss this opportunity to own your piece of paradise

26 Calverton Dr, New Fairfield
15 Ilion Rd, New Fairfield
$499,000
4 Beds ⋅ 3 Baths ⋅ 24212395 MLS
LEGAL two-family residence sits on a picturesque one-acre lot in a sought-after westside location. 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, 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
108 Shortwoods Rd, New Fairfield
$899,900
3 Beds ⋅ 2 Baths ⋅ 24214587 MLS
A truly one-of-a-kind log cabin retreat set on 7 private acres, abutting over 150 acres of state forest! Follow the long, winding driveway to your secluded homestead, surrounded by peace, privacy, and nature. Renovated from top to bottom, this classic log cabin blends timeless rustic charm with the comfort and sophistication of modern living. A charming front porch welcomes you home, while the interior offers a fresh, thoughtfully designed feel. Gather around the stunning stone fireplace in the inviting family room, or enjoy the beautifully renovated eat-in kitchen featuring high-end appliances. A separate dining room provides the perfect setting for entertaining. The main level also features a bedroom and a beautifully appointed full bath. Upstairs, discover the primary bedroom, an additional bedroom, and a second full bath showcasing a gorgeous walk-in shower and impressive design details. Step outside to the expansive deck and take in the tranquil surroundings. The lower level offers a tandem two-car garage, laundry, and utilities. A separate detached garage provides additional space for vehicles, recreational equipment, hobbies, and all your toys. Whether you're looking for a unique year-round home or a private escape from the everyday, this extraordinary property delivers the perfect combination of character, modern updates, and an exceptional natural setting. A rare opportunity to own something truly special and unique in the beautiful Northern Fairfield County.

108 Shortwoods 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
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
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
Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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

How much is your home worth?

Get instant property value now!