Fairfield County Homes for Sale

Fairfield County Homes for Sale

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Newest Fairfield County Homes for Sale

37 Tunnel Rd, Newtown
$799,900
4 Beds ⋅ 3 Baths ⋅ 24212952 MLS
Welcome to 37 Tunnel Road, a truly special 4-bedroom, 2.5-bath Colonial offering nearly 3000 sqft. of beautifully maintained living space on 2.46 private acres in Newtown! Thoughtfully improved over the years, this home is loaded with quality & functionality throughout. Remodeled kitchen features granite countertops, Thermador & Sub-Zero appliances, Bosch dishwasher, and Thermador commercial gas range and hood. Custom millwork, built-ins, engineered hardwood flooring, new bedroom & stair carpeting, and an oversized sunroom/rec room add warmth & versatility. Upstairs, the spacious primary suite offers dual walk-in closets & a full walk-up attic provides exceptional storage & future potential. Outside is where this property truly shines: a heated saltwater pool, expansive patio, metal pergola, pool house with electricity, fire pit, gardens, mature fruit trees, & a wooded brook backdrop create an incredible private retreat. An oversized garage/workshop with epoxy flooring and extensive cabinetry plus a permitted 30' shed provide serious space for storage, hobbies, equipment, trailers, or recreational vehicles. Major updates include a new Peerless boiler (2024), all new well components (2024), newly updated central A/C (2025), new mini-split system (2023), new insulated garage doors (2025), & more. This is a one-of-a-kind Newtown property that must be seen to be fully appreciated! Don't miss the full feature sheet in the attachments! Make it yours today this one won't last!

37 Tunnel Rd, Newtown

8 White Pine Dr, Brookfield
$725,000
3 Beds ⋅ 3 Baths ⋅ 24213161 MLS
Step inside and instantly feel the natural flow of this beautiful home - from the welcoming entryway into the bright, front to back living room, where sunlight pours in and a cozy wood burning fireplace sets the perfect mood. The open, updated kitchen is ideal for everyday living and effortless entertaining and leads right into the charming family room with sliders opening to a new deck overlooking the private yard. The attached garage connects directly to the family room, making grocery runs, backpacks, and busy mornings wonderfully easy with no stairs to navigate. The lower level provides that coveted extra living space, complete with a second fireplace - perfect for chilly winter days after coming in from the yard. An additional finished room makes an excellent guest space or a quiet, private home office. Upstairs, you'll find three generous bedrooms. The primary suite is truly impressive, offering a large walk in closet and a stunning updated bathroom you'll fall in love with. Two additional bedrooms share a beautifully renovated hall bath featuring double sinks, a separate shower, and a standalone tub - a rare luxury in a shared hallway bath. A bonus room on this level adds even more flexibility: nursery, craft room, wrapping room, or an extra walk in closet. With a new roof, new central air, and fresh paint inside and out, you can move right in with total peace of mind. Come in, explore, and fall head over heels in love - this home truly has it all!

8 White Pine Dr, Brookfield

81 Lakeside Dr, Ridgefield
$825,000
3 Beds ⋅ 3 Baths ⋅ 24210086 MLS
BUILT WITH SOUL~DEFINED BY CRAFTSMANSHIP A one-of-a-kind home where a master carpenter's precision meets a multi-medium artist's vision. Structural woodwork transcends standard construction, treating timber as a living canvas. Set on nearly 1/2 acre bordered by OPEN SPACE, offering privacy, lake views and versatility. A welcoming FOYER with WHITE OAK FLOORS leads to a dramatic GREAT ROOM with massive OLD FIELDSTONE WOOD-BURNING FIREPLACE, vaulted ceiling, exposed beams, custom built-ins and Pella sliders. The CHEF'S KITCHEN features CHERRY CABINETRY with walnut trim, concrete counters, NY SLATE floors, SIX-BURNER GAS RANGE, island seating, separate prep sink, WALK-IN PANTRY and deck access. Main level offers a BR, flexible office/BR and FULL BATH, ideal for ONE-LEVEL LIVING. Upstairs, the PRIMARY SUITE has RED PINE FLOORS, 3 closets incl. WIC, and SPA BATH with Jacuzzi tub, glass shower with seat and private WC. Spacious third BR with pine floors and UPPER-LEVEL LAUNDRY HOOKUPS complete this level. WALK-OUT LOWER LEVEL, now an ART STUDIO, has PRIVATE MUDROOM ENTRANCE, natural light, rear sliders, 2 flexible rooms, laundry and FULL BATH-ideal for guests, home business or MULTIGENERATIONAL LIVING. Outside, garden, raise backyard chickens, stroll around the lake or enjoy evenings beneath the stars. Minutes from vibrant downtown Ridgefield's exceptional dining, live theater, art, recreation and boutique shopping.

81 Lakeside Dr, Ridgefield

72 Old Barn Rd, Fairfield
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 24212223 MLS
Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

72 Old Barn Rd, Fairfield

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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.