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274 High St, Fairfield
$750,000
3 Beds ⋅ 2 Baths ⋅ 24152344 MLS
Welcome home to 274 High Street, where classic New England character meets modern updates in the heart of Fairfield. This thoughtfully renovated Colonial offers a warm, inviting atmosphere with a layout that feels both functional and welcoming. Inside, sun-filled living spaces create a natural flow for entertaining and everyday living. The updated kitchen anchors the home with clean lines and modern appliances, while the adjacent dining and living areas provide the perfect setting for gatherings. Upstairs, three comfortable bedrooms and refreshed bathrooms offer a peaceful retreat at the end of the day. With recent upgrades including new siding and roofing, this home is truly move-in ready. Ideally positioned close to town amenities, schools, and commuter routes, 274 High Street offers a rare opportunity to enjoy stylish, low-maintenance living in one of Fairfield's most desirable communities.

274 High St, Fairfield

246 Romanock Rd, Fairfield
$750,000
4 Beds ⋅ 2 Baths ⋅ 24142356 MLS
Nestled in the highly desirable Lake Hills neighborhood of Fairfield, 246 Romanock Road offers a warm and welcoming Cape-style home set on a beautifully landscaped 0.47-acre corner lot with the rare advantage of protected Lake Hills Association open space directly next door. This natural buffer ensures exceptional privacy, peaceful views. This charming residence offers an easy and flexible layout. The first floor includes a comfortable living room, an eat-in kitchen, a dedicated dining room, a home office, and a spacious family room accented by a wood-burning fireplace. Two of the first-floor rooms may also serve as bedrooms. Large windows throughout invite abundant natural light and provide seasonal views of the surrounding greenery. The second floor features two additional generously sized bedrooms and a full bathroom. The partially finished basement offers valuable space, ideal for guests, a playroom, a home gym, or additional storage depending on need. The property is located in a walkable and friendly neighborhood with convenient access to Lake Hills beaches, local parks, downtown Fairfield, shopping, dining, and train stations. The home offers public water, public sewer, central air, and strong expansion or customization potential. This is a wonderful opportunity to enjoy a comfortable and well-loved home with meaningful outdoor space, strong neighborhood amenities, and long-term value in one of Fairfield's most sought-after lake district communities.

246 Romanock Rd, Fairfield

183 Vesper St, Fairfield
$749,000
3 Beds ⋅ 4 Baths ⋅ 24135849 MLS
Welcome home to this stunning brand-new construction half duplex offering modern elegance and exceptional craftsmanship throughout. Step inside to an open floor plan featuring a sprawling 8-foot quartz island, soaring 9-foot ceilings, and wide plank white oak hardwood floors that create a bright, airy, and inviting space-perfect for entertaining. The second floor boasts three spacious bedrooms, two full baths, and a convenient laundry room. A finished lower-level flex space with a full bath provides endless possibilities for a guest suite, home gym, office, or media room. Ideally located within walking distance to both the elementary and high school and just minutes from shopping, dining, and local amenities-this one-of-a-kind home combines luxury, comfort, and convenience in every detail. Don't miss out on this incredible opportunity!

183 Vesper St, Fairfield

160 Glengarry Rd Unit 160, Fairfield
$747,000
2 Beds ⋅ 3 Baths ⋅ 24133350 MLS ⋅ Woodfield Village BLDG.
Come to Woodfield Village where the living is easy. This amazing corner unit offers effortless living on all levels. Don't want stairs? The primary bedroom is on the main level and features a beautiful newer bathroom with a walk-in shower, plus access to a large deck overlooking the woods and manicured open space. The deck has a gas hook-up for barbecuing and is also accessed from the great room/living room, which offers a fireplace, oversized windows, vaulted ceilings and plenty of space for large gatherings. The main level includes an updated kitchen, formal dining room and a 2nd bedroom. The loft, with skylights, vaulted ceilings, a huge walk-in closet and spacious living area that is easily reached with the stair lift. The finished lower level has a office, a full bath, a large flexible-use room, storage space and an unfinished area perfect for a workshop or storage. Woodfield Village offers a pool, pool house, tennis court/pickleball court. This lovely condo is minutes to the Merritt Parkway, restaurants, shopping and Fairchild Wheeler Golf Course. This is a must see!

160 Glengarry Rd Unit 160, Fairfield

90 Toilsome Hill Rd, Fairfield
$745,000
4 Beds ⋅ 2 Baths ⋅ 24164856 MLS
Highest & best by Tuesday, April 14 at 12 noon. Don't miss this fabulous opportunity to own this charming Stratfield Village Colonial, offering over 2,000 square feet of inviting living space and timeless character. From the moment you arrive, the home's curb appeal sets a warm and welcoming tone, complemented by classic details like glass doorknobs and beautiful hardwood floors throughout. Step inside to a gracious foyer that opens into a spacious living room featuring a cozy wood-burning fireplace-perfect for relaxing or entertaining. The main level flows seamlessly into a formal dining room, family room, and kitchen with private deck over-looking the backyard providing flexible space to suit your lifestyle. Upstairs, you'll find a primary bedroom with a full bathroom, along with two generously sized bedrooms. The third floor offers a fourth bedroom, ideal for guests, a home office, or creative space. Outside, enjoy a fenced-in and tree lined backyard surrounded by mature landscaping on a .17-acre lot-perfect for outdoor gatherings, gardening, or simply unwinding. Located in a sought-after neighborhood known for its tree-lined streets and friendly community, this home is ideal for walking and biking. Conveniently close to Stratfield Village, local shops, parks, schools, train stations, I-95, the Merritt Parkway, and downtown Fairfield, with beaches just a short drive away. Don't miss the chance to personalize this classic colonial-your dream home awaits!

90 Toilsome Hill Rd, Fairfield

402 Wheeler Park Ave, Fairfield
$740,000
3 Beds ⋅ 2 Baths ⋅ 24181310 MLS
Beautifully set on a quiet double cul de sac with winter water views of Lake Mohegan, this comfortable and open home has much to offer. Light and bright Living Room and Dining Room with hardwood floors, Eat in Kitchen, delightful 3-Season Room with beamed vaulted ceiling, three good sized Bedrooms and hall Bathroom with tub complete the main floor. The lower level features a spacious Family Room, refreshed with soft cream color hues and new vinyl tile flooring, warm and inviting, it is the perfect hang out room for family game night and cozy gatherings in front of the wood burning fireplace. Hall storage and laundry area lead to the newly updated bathroom with shower and to the oversized 2 car garage. Outside, the bluestone patio and lush backyard provide a private retreat with ample space for entertaining and play. Exquisite stone retaining wall and meandering walkways gracefully terrace the property and create garden areas with natural beauty and continuous blooms. Additional updates include fresh interior paint, front stone walkway, R-65 attic insulation, new electric panel and newer roof (2021). Ideally located within walking distance to the elementary school and back trails to Lake Mohegan. Super convenient to shopping, dining, public golf course, Sacred Heart University and the Merritt Parkway. Combining space, updates, and affordability, 402 Wheeler Park Avenue is a standout opportunity and a wonderful place to call home!

402 Wheeler Park Ave, Fairfield

271 Jeniford Rd, Fairfield
$740,000
3 Beds ⋅ 2 Baths ⋅ 24129388 MLS
Set in Fairfield's sought-after University neighborhood, this 3-bedroom, 2-bath home combines timeless style with modern updates. A circular drive, cedar clapboard siding, and a striking mahogany entry door contribute to its exceptional curb appeal. Inside, hardwood floors span the main level, where oversized windows brighten the living and dining rooms. The eat-in kitchen features granite counters, stainless steel appliances, and a convenient mudroom. A first-floor bedroom adds flexibility. Upstairs, two additional bedrooms share a full bath. The oversized composite deck overlooks the expansive, private backyard-perfect for entertaining or relaxing outdoors. Additional highlights include central air and a partially finished basement for additional space. With easy access to shopping, Metro-North, and highways, this home delivers comfort and a prime location.

271 Jeniford Rd, Fairfield

40 Toll House Ln, Fairfield
$735,000
3 Beds ⋅ 2 Baths ⋅ 24146177 MLS
Be ready to be wowed! From professional landscaped lit walkway and gardens....to the custom floor plan of this 3 bed/3bath ranch. 40 Toll House is loved and improved upon by a local contractor. High end finishes from the Hardie board and Batton Board siding finished with Azek trim. The sun filled dining room is inviting. On the right you will find 2 of the 3 bedrooms and baths. The primary suite with a renovated bath with spa-like shower is located at the front corner of the home. There is an office or reading nook with views of the side garden. The second bedroom faces the rear of the home and is tranquil with glimpses of the park-like backyard. This wing of the home is completed with a hall bathroom in traditional grey and white. A glass pocket door opens to a well appointed kitchen with breakfast bar, this is the hub of the home and ideal for entertaining. Gas top burners with electric oven, dishwasher and refrigerator are less than 2 years with warranties in place. The oversized great room gives the feel of a mountain retreat. Think of the roaring fire while watching the snow fall in the backyard. A full bath to one side for guests and the 3rd bedroom to the other makes for a private guest area. The Fiberon deck is ready for outside entertainment with a flat back yard for out door sports. The lower level is ideal for a home office, the heated room is great for media. Current owner uses lower level for workshop can easily become an in law or gym!

40 Toll House Ln, Fairfield

146 Warde Ter, Fairfield
$730,000
4 Beds ⋅ 2 Baths ⋅ 24166825 MLS
This expanded Fairfield Woods Cape with a full rear dormer offers 4 bedrooms and 2 full baths and is set on a quiet street. This original-owner home has been lovingly maintained and is ready for its new owners to make it their own. The classic layout includes a formal living room and dining room, plus a welcoming family room featuring a wood-burning fireplace with direct access to the rear deck, perfect for relaxing or entertaining while overlooking the fabulous, level .46-acre property. The updated kitchen, thermopane windows, natural gas heat, vinyl siding, and three split A/C units add everyday comfort and efficiency. Hardwood floors run beneath most carpeting (excluding the family room) and offer buyers a great opportunity to refinish and personalize. The second floor features three bedrooms, including a spacious primary with a walk-in closet. A full basement offers excellent storage and potential for future finished space. Enjoy a lifestyle location with direct access to the rear entrance of Andrew Warde High School, just a few homes away, and proximity to award-winning Jennings Elementary School and Fairfield Woods Middle School. Ideally positioned between the Merritt Parkway and I-95, this home combines convenience with a peaceful setting. Just minutes to Lake Mohegan and all five Fairfield beaches, this is a location buyers will love.

146 Warde Ter, Fairfield

3481 Park Ave, Fairfield
$730,000
3 Beds ⋅ 2 Baths ⋅ 24103597 MLS
When only new will do! This home shows like a brand-new home inside and outside so there is nothing to do but turn the key! This will allow you to move right in and enjoy! You'll find great natural lighting with an open floor plan which include skylights and gorgeous hardwood floors on all three levels. Open kitchen concept, living room with fireplace and built-ins galore! This exquisite home offers 3 bedrooms and 2 designer baths with radiant flooring underneath the tiles. Other features display four levels of living space with extra space for a home office or 4th bedroom for extended family or guest room! Covered front porch and trex deck to level backyard, new roof, siding, windows and doors along with other amenities such as instant hot water! Centrally located and close to transportation ( Bus pick-up across street), Shopping, Restaurants, Parkways, etc. The search is over come make this home your very own and call it home!

3481 Park Ave, Fairfield

215 Saxonwood Rd, Fairfield
$725,000
5 Beds ⋅ 3 Baths ⋅ 24162324 MLS
Builders and Investors Alert! Don't miss this opportunity to Renovate or Redesign this spacious Raised Ranch located in Fairfield's Lake Mohegan neighborhood on .46 acres. There is an abundance of character in this home including cathedral ceiling with beams and so much more. The cozy family room features a working fireplace. House needs complete Rehab and is being SOLD AS IS. A large attached 2-car garage rounds out this beautiful home. Convenient to so much, yet away from the hustle & bustle of it all. Located just a short distance from Lake Mohegan which offers a sandy beach, swimming, splash pad, restaurant, hiking, & dog park. Conveniently located near the Merritt Pkwy, Black Rock Tpke shopping, & more.

215 Saxonwood Rd, Fairfield

1748 Stratfield Rd, Fairfield
$725,000
4 Beds ⋅ 2 Baths ⋅ 24110639 MLS
Rarely can you ever buy equity and have high end finishes in the Fairfield market at this price point. Be the first to own this stunning four bed/ two bath cape remodeled to perfection with over 2,000 square feet of living space on three levels, centrally located in one of the most desirable areas of Connecticut. Feel like you're on vacation every day and escape all the hustle and bustle of life while remaining just minutes to Fairfield's coveted schools, beaches, shopping, restaurants, train station and all major commutes. Elegant updates in every direction inside & out for even the most discerning owner featuring a white shaker kitchen with soft close cabinetry, quartz counters, stainless steel appliances, crown molding throughout, box rail, shiplap, custom tile, real fireplace and the list is just starting. More features include refinished & stained grey oak hardwood floors, Benjamin Moore paint, master suite with walk in, custom closets and private deck, updated lighting and fixtures, even little details like custom blinds and programable thermostats. Check off all the boxes with city water, city sewer, central air and then the extra's you rarely find like the brand-new driveway, vinyl fencing and the paver walkway.

1748 Stratfield Rd, Fairfield

127 Moritz Pl, Fairfield
$720,000
3 Beds ⋅ 2 Baths ⋅ 24182582 MLS
Tucked away on a quiet, tree-lined street, this enchanting Cape feels like a storybook cottage come to life. Filled with warmth, character, and timeless charm, this is the kind of home that instantly makes you feel welcome. Sunlight pours into the bright, open eat-in kitchen, creating the perfect gathering space for morning coffee, casual meals, and everyday moments. The inviting living room and formal dining room offer comfortable spaces to relax, entertain, and make lasting memories. With three good sized bedrooms and two full baths, there's room for everyone to feel right at home. The lower level offers a cozy family room providing additional living space for movie nights, playtime, hobbies, or a home office. Outside, the magic continues. A private, fenced backyard with a spacious deck and beautiful gardens offers a peaceful escape where you can unwind, entertain, or simply enjoy the changing seasons. Complete with a one-car garage and ideally located close to schools, shopping, restaurants, and everyday conveniences, this charming home is anything but ordinary. Rich in personality and filled with a sweet, welcoming spirit, it offers the rare combination of comfort, character, and convenience that is so hard to find. A beautiful home where life's simplest moments become your most treasured memories.

127 Moritz Pl, Fairfield

42 Fairway Grn, Fairfield
$720,000
4 Beds ⋅ 4 Baths ⋅ 24123851 MLS
Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a well-established neighborhood, just minutes' walk to Brooklawn Golf Club, Fairfield Warde High School, and Tunxis Hill Pickleball Courts. Close to I-95 and CT-15, within 11 minutes. Main level: Living room, kitchen, eat-in kitchen, formal dining room, laundry room, half bath, and a family room with a cozy fireplace that opens to a large deck with pretty views. The main entrance has a Ring doorbell and a Schlage electronic lock for enhanced security. Upper level: Master suite with an en-suite bath and walk-in closet, plus three bedrooms, a shared full bath, and multiple closets. Red oak hardwood floors add warmth and elegance throughout. Lower level: Walk-out basement to the backyard with an in-law suite or a private home office, brand-new water- and life-proof luxury vinyl plank flooring, and a sizable two-car garage with remote openers and entry keypads. Access: Use 42 Fairway Green for cul-de-sac and garage access; use 55 Knapps Highway for utilities and service entry.

42 Fairway Grn, Fairfield

190 Sasapequan Rd, Fairfield
$717,750
4 Beds ⋅ 2 Baths ⋅ 24188167 MLS
Great home in prime location for Builders, Investors or cash Buyers!. It is across from private beach. House needs complete Rehab, Excellent bones and smart layout with 4 bedrooms, 2 baths , cathedral ceiling in open Kitchen & Family Room with Fireplace. Enclosed breezeway adds to your living space. Finishable basement, flat usable yard with deck. Large two car garage. No flood insurance required. Enjoy a pretty view of the lake every time you walk out your door. Part of Lake Hills Association with 5 beaches, events, swim team & more. www.lakehillsassocation.com.Quiet road with no through traffic just a few minutes to conveniences, restaurants and the Merritt. Close to schools and very commutable to the train and I95. SOLD AS IS WITH NO CONTINGENCIES, ONLY CASH OFFERS PLEASE!

190 Sasapequan Rd, Fairfield

140 Tunxis Hill Cutoff, Fairfield
$717,500
3 Beds ⋅ 3 Baths ⋅ 24132440 MLS
Stunning 3 bedroom, 2.5 bath home in the heart of Tunxis Hill! - This well updated colonial features a spacious living room with gas fireplace, and lots of natural light! - Gorgeous kitchen with quartz counters, subway tile backsplash, and stainless steel appliances! - Beautiful dining room with custom trim details - 9' ceilings & hardwood floors on the main level + crown molding throughout! - Stunning primary bedroom suite with tray ceiling, en-suite bathroom, and huge walk-in closet! - 2 additional bedrooms on the 2nd floor with good closet space - Large, finished lower level offers tons of additional living space - 2.5 updated bathrooms - Outdoor lounge & grill area off of kitchen - 2 car attached garage - Single family attached / townhouse style - Walk to schools & easy access to downtown Fairfield!!

140 Tunxis Hill Cutoff, Fairfield

250 Szost Dr, Fairfield
$716,590
3 Beds ⋅ 2 Baths ⋅ 24150281 MLS
Well-maintained and ideally located in a convenient University Area setting, this inviting 3-bedroom home offers a functional layout and comfortable living spaces throughout. The main level features a bright living room with hardwood floors, a dining room with hardwood floors and a sliding glass door leading to the deck, and a kitchen with a dedicated eating area, perfect for everyday living and casual gatherings. A full bath and a main-level bedroom add flexibility to the floor plan. The second level includes two additional bedrooms with wall-to-wall carpeting and a full bath. An unfinished basement provides excellent storage and future potential. Outside, enjoy a large, fenced-in yard ideal for outdoor activities, along with a one-car detached garage. Additional highlights include vinyl siding, a newer roof, and newer windows, offering peace of mind and low maintenance. A great opportunity in a desirable location close to area amenities, shopping, and schools.

250 Szost Dr, Fairfield

232 Church Hill Rd, Fairfield
$715,000
3 Beds ⋅ 2 Baths ⋅ 24140625 MLS
Welcome to this classic and charming brick Cape Cod, a warm and inviting home. Set on a level fenced lot, it is ideal for gardening, barbeques, or simply relaxing. When stepping inside, the main level offers a large living room with a classic woodburning fireplace perfect for entertaining. Off the living room is a cozy den or office- an ideal space for reading, working or unwinding with French doors leading to the outside. The kitchen offers abundant cabinet space and is adjacent to the dining room. Enjoy hosting holiday meals in this gracious size room. There is an easy flow from the kitchen to the expansive family room with a raised hearth brick fireplace, perfect for gatherings and relaxing evenings with access to a covered porch. A bedroom is also on this level. Additionally, there is the convenience of a two car garage. The upper level consists of two large bedrooms with ample storage space. Located in the desirable Stratfield neighborhood, it is close to schools, shopping, highways, trains, and a town lake with open space for hiking. It is minutes to the town center and beaches. Lovingly maintained and offering a blend of tradition, comfort, and convenience, this home is waiting for you to make it your own.

232 Church Hill Rd, Fairfield

166 Glengarry Rd Unit 166, Fairfield
$712,500
3 Beds ⋅ 4 Baths ⋅ 24183487 MLS ⋅ Woodfield Village BLDG.
Welcome to 166 Glengarry Road, a beautifully maintained end-unit townhouse in Fairfield's sought-after Woodfield Village community. Offering 3 bedrooms, 3 full baths, 1 half bath,and a versatile floor plan, this move-in-ready home combines comfort, space, and convenience. Freshly painted throughout and featuring refinished hardwood floors, the home is filled with natural light. The spacious living room showcases vaulted ceilings, oversized windows, and a fireplace, creating an inviting space for everyday living and entertaining. The dining area flows seamlessly into the kitchen, complete with stainless steel appliances and ample storage. The flexible layout offers comfortable living on multiple levels, while the finished lower level provides additional space ideal for a family room, home office, gym, media room, or guest retreat. An unfinished storage area offers excellent room for seasonal items, hobbies, or workshop space. As an end unit, the home enjoys added privacy and beautiful views of the professionally maintained grounds. Residents enjoy access to Woodfield Village amenities including a pool, pool house, tennis and pickleball courts. Conveniently located just minutes from shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield beaches, and the Merritt Parkway, this exceptional home offers the perfect blend of low-maintenance living and Fairfield lifestyle. Move right in and enjoy all that Woodfield Village has to offer.

166 Glengarry Rd Unit 166, Fairfield

23 Benedict Ave, Fairfield
$710,000
3 Beds ⋅ 2 Baths ⋅ 24205583 MLS
Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including access to award-winning schools and close proximity to Lincoln Park - just steps away. This is a home that truly combines charm, convenience, and lifestyle. Recent updates | repairs - New copper roof flashing just installed, entire interior freshly painted, hardwood floors recently sanded and refinished & new fan installed for the radon system. Noting to do but move in!

23 Benedict Ave, Fairfield

80 Adley Rd, Fairfield
$705,000
3 Beds ⋅ 2 Baths ⋅ 24145297 MLS
Welcome to this spacious ranch/colonial in Fairfield's sought-after Lake Mohegan neighborhood! This home features a stunning second-level primary suite with vaulted ceilings, a walk-in closet, an ensuite bath, and a private walkout balcony. 80 Adley includes 3 bedrooms, 2 full bathrooms, and a spacious one car garage. A surround sound audio system enhances the living experience, and a working hot tub is included with the sale. The eat-in kitchen is equipped with stainless steel appliances, and plenty of cabinet space. Comfort is ensured year-round with two-zone central air and heat, and the home also offers a 200-amp electrical system with a separate panel, ready for a generator if desired. Outdoor living is highlighted by a mahogany deck with a pergola, perfect for entertaining. Just steps away, Lake Mohegan offers over 170 acres of trails, activities, and a sandy beach open to swimmers in the summertime. Come see all 80 Adley road has to offer today! *Offer deadline of 12:00pm 12/23/25*.

80 Adley Rd, Fairfield

108 Roseville St, Fairfield
$705,000
5 Beds ⋅ 3 Baths ⋅ 24137400 MLS
An incredible investment opportunity just minutes to I-95 and downtown Fairfield, this two-family home offers convenience, space, and potential in a commuter location. The first-floor apartment features an eat-in kitchen, living room, two bedrooms, one full bath, and a flexible den or home office-ideal for today's lifestyle. The second-floor apartment spans two levels, offering two bedrooms on the main level, a large kitchen, dining room, living room and full bathroom, as well as a third bedroom on the upper floor complete with a bath and flex space-perfect as a den or office. Both units enjoy access to the deck and backyard. Located within walking distance to Black Rock Turnpike favorites like Pizza Mediterranean, Chips, Vespino, OrangeTheory, and local shops, this property delivers an unbeatable lifestyle and strong rental demand. With a little TLC, it's a perfect opportunity for investors or owner-occupants seeking value and growth in Fairfield's thriving market. Estate Sale AS-IS, WHERE IS. Sale Subject to Probate Approval.

108 Roseville St, Fairfield

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