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$950,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188073 MLS
Nestled on approximately 1.1 acres in Southport, this classic 1941 Colonial offers a rare opportunity to create something truly special. Set in a picturesque, lightly wooded setting, the property combines privacy with a beautiful natural backdrop. The gently sloping lot opens to a spacious backyard, providing plenty of room to enjoy the outdoors. Inside, you'll find three bedrooms and one full bath, with timeless character ready to be re-imagined. Whether you're looking to restore its original charm or renovate to suit your own style, this home presents an exciting opportunity to bring your vision to life. A peaceful setting, generous acreage, and endless potential make this Southport property one not to miss. Highest & Best by Tuesday July 21st 5pm.

600 Cedar Rd, Fairfield
$950,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189981 MLS
ENDLESS POTENTIAL in Sought-After Greenfield Hill. Opportunity awaits to restore this once-graceful Colonial to its former grandeur. Set on a beautiful, level 2.41-acre parcel in the highly desirable Greenfield Hill neighborhood, this property offers the chance to create a truly exceptional estate. Steeped in character and nostalgia, the home features generously sized rooms, hardwood floors throughout most of the house, double staircases, and a walkout basement. With more than five bedrooms, an expansive kitchen ready to be reimagined as the heart of the home, a formal dining room designed for memorable gatherings, a spacious living room with a fireplace, and a screened porch that once welcomed quiet afternoons, the possibilities are endless. Bring back to life the tennis court that hasn't been enjoyed in years. This property requires extensive renovation and is being offered as an opportunity for buyers with vision. Whether you're looking to restore its timeless charm or create your dream home from the existing footprint, the setting and scale provide an outstanding foundation. With thoughtful planning and investment, 2514 Redding Road has the potential to become a magnificent Greenfield Hill residence once again. Buyer to do their own due diligence.

2514 Redding Rd, Fairfield
$950,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182336 MLS
Rare opportunity in Fairfield's highly sought-after Beach Area! This 3-bedroom, 1,400 SF ranch offers an exceptionally rare combination of location, lot, and future potential. Just a short walk to South Pine Creek Beach and only a quarter mile from the prestigious Sasco Hill neighborhood, you'll also enjoy easy access to downtown Fairfield, the train station, restaurants, shops, and beaches. According to MLS history, 3-bedroom ranches with attached 2-car garages in both the Beach Area and Fairfield Center have been virtually nonexistent over the past decade, and this home's generous footprint makes it an ideal candidate for a second-story addition, with architectural plans included showing approximately 3,700 SF upon completion, along with a remodeled first floor. (see all photos for exterior front and back ) Based on recent neighborhood sales, expanded homes have exceeded $2 million. Partially finished lower level, private fenced yard, and no reported storm-related issues during recent major coastal storms. Renovate, expand, or enjoy as is. An outstanding value-add opportunity in one of Fairfield's most desirable neighborhoods. It's time for your new beach area home!

102 Geneva Ter, Fairfield
$949,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181820 MLS
Welcome to this beautifully maintained University Area raised ranch, offering four bedrooms and two and a half baths across two well designed levels. The main level features a spacious living room, formal dining room, and newer eat-in kitchen with granite countertops and stainless steel appliances, a primary suite with a full bath and his and her closets, plus exceptional closet space throughout the home, and a full hall bath for the remaining bedrooms. The lower level offers exceptional living space, anchored by a family room with a gas fireplace and built-in bookcases, a half bath, and a mudroom. A standout three-season sunroom off the family room, wrapped in sliders on all sides, overlooks the sparkling in-ground pool, surrounded by a large brick patio, creating a seamless connection between indoor and outdoor living. Set on a corner lot with mature landscaping, slate steps, and a slate walkway leading to the backyard, plus a shed for extra storage, this pristine, move-in ready home has been lovingly maintained by the same owners for decades. A two-car garage and convenient access to the Merritt Parkway, I-95, and both the Fairfield Metro and downtown Fairfield train stations make daily commuting and weekend getaways effortless, and the home sits just one block from Holland Hill Elementary School. This is a rare opportunity to own a truly turnkey home in a wonderful location. Homes like this do not come along often, and it will not last long. Schedule your showing today

208 Sigwin Dr, Fairfield
$949,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191428 MLS
Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.

400 Buena Vista Rd, Fairfield
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189655 MLS
This approximately 1500 square foot house features 4 bedrooms and 2 full bathrooms. The property includes a new patio and a new portico, as well as window boxes, bright kitchen cabinets, and a new backsplash. The home also boasts a built-in pool with a new liner and an irrigation system, along with a whole-house generator as well as a spacious fenced in backyard. The primary bedroom offers ample space and privacy, while the three additional bedrooms provide versatility for a variety of uses. The two bathrooms are well appointed and accessible from the main living areas. The kitchen showcases a modern, bright aesthetic with white cabinets and a new backsplash, complementing the overall style of the home. The new patio and portico provide outdoor living spaces for enjoying the surrounding environment. List agent related to owner.

58 Millspaugh Dr, Fairfield
$939,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24177465 MLS
Welcome home to this beautifully maintained 3-bedroom Cape, ideally situated on a quiet cul-de-sac. Filled with natural light and surrounded by mature plantings and professionally landscaped grounds, this home offers the perfect blend of comfort, convenience, and lifestyle. Just minutes from the Merritt Parkway, I-95, Metro North, vibrant downtown Fairfield, exceptional restaurants, shopping, and five miles of beautiful Long Island Sound beaches. Designed for both everyday living and entertaining, the open-concept first floor creates seamless flow from room to room and effortlessly extends outdoors. The oversized deck, located just off the chef's kitchen, will become the heart of every summer barbecue, holiday gathering, and special celebration. Looking to unwind? Curl up with a good book or enjoy a glass of wine beside the warm wood-burning fireplace in the inviting living room, while the separate family room offers the perfect spot for movie nights or cheering on your favorite team. The true jewel of the home is the stunning second-floor primary suite featuring vaulted ceiling, walk-in closet, and a spa-inspired bath complete with an air-jet soaking tub, double sinks, and a separate stall shower. Additional flexible second-floor space offers endless possibilities for a home office, nursery, fitness area, or private retreat to suit every stage of life. A rare opportunity to enjoy space, style, and an exceptional location - this is one you won't want to miss.

43 Green Knolls Ln, Fairfield
$925,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24176507 MLS
This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

11 Judges Hollow Rd, Fairfield
$888,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189274 MLS
Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen features quartz countertops, a large center island, stainless steel appliances, and a pantry, flowing seamlessly into the dining room. An oversized 25-foot living room provides ample space to gather, while a first-floor bedroom offers flexibility for guests, a home office, or multigenerational living. Upstairs, the roomy primary suite includes a private bath and generous closet space. A finished third-floor bedroom with a bonus room provides versatile space for a media room, playroom, fitness area, office, or guest retreat. Hardwood floors throughout, main-level laundry, Split systems throughout the home provide efficient heating and cooling, and multiple patios complete the home. Enjoy morning coffee on the kitchen patio or entertain in the private, fenced backyard. Ideally located just minutes from Fairfield Metro with direct service to New York City, Fairfield University, Sacred Heart University, St. Vincent's Medical Center, Fairfield beaches, parks, shopping, and the restaurants, cafes, and waterfront of neighboring Black Rock.

198 Castle Ave, Fairfield
$860,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24181084 MLS
Move-in ready and better than ever, this beautifully updated colonial blends preserved vintage character with modern comforts. Bright and light-filled throughout, it's built for easy, stylish living. Inside, a spacious family room centers on a cozy gas fireplace-perfect for quiet evenings or entertaining. The kitchen shines with stainless steel appliances, crisp white subway tile, Corian countertops, and shaker-style cabinets. Just off the kitchen, the dining room handles everything from intimate dinners to bigger gatherings. Upstairs, generously sized bedrooms feature hardwood floors and custom blackout blinds. The finished third floor adds roughly 300 square feet of flexible space-ideal as a home office, guest suite, game room, or studio.Out back, professional landscaping creates a private outdoor oasis. Additional upgrades include a fully repaved driveway, a fully upgraded electrical system, and an installed Tesla charger. Other notable features include: full basement waterproofing system, irrigation, smart thermostats, and an updated HVAC system.

180 Rockland Rd, Fairfield
$839,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24153624 MLS
Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,

31 Smedley Rd, Fairfield
$829,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190167 MLS
Welcome to 163 Windsor Road, a beautifully updated home set on a double cul-de-sac in Fairfield's desirable University Area. A welcoming foyer opens to a bright main living space with vaulted ceilings, exposed beams, recessed lighting, hardwood floors, and a warm sense of character throughout. The open-concept living room, dining area, and renovated kitchen create an easy flow for everyday living and entertaining. The kitchen features white cabinetry, quartz countertops, a center island, coffee bar, with modern finishes. Just beyond the main living area, the cozy den offers a rare expansion of the floor plan and opens directly to the deck, creating an easy connection outdoors for barbecues and al fresco dining. The second floor is home to three bedrooms and a full bathroom. From there, the lower level extends across two additional floors, adding flexibility with a mudroom that provides access to the attached garage, an office or potential fourth bedroom, laundry, and a spacious room ideal for a playroom, media room, or gym. Set on a fenced corner lot in a friendly neighborhood setting, the property offers the ease of being able to walk to Osborn Hill Elementary and nearby Black Rock Turnpike eateries, with parks, shopping, commuter routes, downtown Fairfield, train, beaches, and the best of the University Area lifestyle just a short drive away. Move-in ready with modern updates, natural gas, future expansion potential, and true neighborhood appeal.

163 Windsor Rd, Fairfield
$829,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186221 MLS
HIGHEST & BEST OFFERS DUE TUESDAY JUNE 30 @ 5pmThoughtfully updated throughout, this home welcomes you with light-filled rooms, refined finishes, and a floor plan designed for everyday living and entertaining. The living room is the heart of the home, anchored by a wood-burning fireplace & bay window, and flows into the dining room, where a charming built-in hutch and views of the backyard create an inviting setting. The beautifully renovated kitchen is a standout, feat custom cabinetry, Carrara marble counters, SS appliances, and an island that naturally becomes the gathering place for family and friends. Sliding doors open to an expansive deck overlooking landscaped grounds. Whether hosting summer parties, tending to the gardens, enjoying morning coffee, or relaxing under the stars, the outdoor setting is designed to be enjoyed throughout the seasons. Inside, 3 bedrooms provide comfort, including a spacious primary with a custom-designed closet. The renovated full bath showcases heated floors and spa-inspired finishes. The finished LL offers exceptional versatility, perfect for a media room, rec room, office, or guest accommodations. A laundry room, abundant storage, and two car garage further enhance the home's functionality. Perfectly positioned in the desirable Stratfield neighborhood, 361 Lockwood Rd offers easy access to Lake Mohegan, parks, schools, downtown Fairfield, the train & more. Stylish, move-in ready, and meticulously maintained, this home b

361 Lockwood Rd, Fairfield
$814,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173204 MLS
76 Geneva Terrace is a sweet 1,008-square-foot Ranch that delivers effortless one-level living on a peaceful, tree-lined side street. Situated just off the main road, this location provides exceptional access to Fairfield's renowned beaches, the train station, and the vibrant town center. Recently renovated throughout, including floors, the bathroom, and kitchen - cabinets, countertops and appliances. The Primary bedroom and walk in closet allow for luxury space, and high end finishes. The living room features a large bow window that fills the home with natural light, a theme that continues into the expansive 224-square-foot three-season porch. This additional space, boasting rich wooden paneling and a colorful slate floor, overlooks a private backyard and serves as a perfect spot for relaxation. The kitchen includes oak cabinetry and a gas cooktop, positioned conveniently next to the porch entrance. Below the main level, discover approximately 1,000 square feet of semi-finished basement space, complete with a half bath, a walk-in cedar closet, and a built-in bar area. This versatile lower level provides an ideal setup for a home office, playroom, or additional family room space. Outside, the property includes a storage shed and a fenced yard.

76 Geneva Ter, Fairfield
$809,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192541 MLS
Welcome to the one you've been waiting for-a beautifully renovated, move-in ready home where timeless style, modern updates, and an exceptional location come together perfectly.This sun-filled residence in Fairfield's desirable University neighborhood will make you feel at home from the moment you arrive.At its heart is a stunning gourmet kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and an open-concept design that seamlessly connects to the dining area and expansive Trex deck-ideal for entertaining indoors and out.The spacious primary suite serves as a private retreat with a walk-in closet & beautifully designed spa-inspired bath. Three additional bedrooms with hardwood floors & a renovated full bath complete the upper level.The versatile lower level offers exceptional flex space with a family room, half bath, closet, & built-in workstation-perfect for a home office, playroom, guest space, or potential in-law setup.A detached garage provides even more flexibility, with an attached shed & additional finished space with sliders, ideal for a private office, studio, gym, hobby room or retreat.Enjoy outdoor living in the fully fenced backyard with an expansive deck, professional landscaping,& plenty of room for recreation & relaxation. Extensive updates include a new fence,washer, oil tank, boiler, storm door, front walkway & landscaping, allowing for truly turnkey living.Convenient to shopping, transportation & schools.Simply unpack & enjoy!

98 Youngstown Rd, Fairfield
$800,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24163779 MLS
Located in the heart of Tunxis Hill-one of Fairfield's most convenient neighborhoods-this beautifully maintained Colonial blends classic design with modern living. Featuring 3 bedrooms and 2.1 bathrooms, the home has been freshly painted throughout and is truly move-in ready. Just minutes from shopping, dining, and everyday essentials, 81 Old Stratfield Road offers the perfect balance of comfort and convenience in a vibrant community. Step inside to a warm and inviting layout with a formal living room, cozy media room, dedicated dining area, and a stylish kitchen with hardwood floors-ideal for both daily living and entertaining. A convenient half bath completes the main level. Upstairs, you'll find three generously sized bedrooms, each equipped with custom California Closets. The primary suite includes a private ensuite bath, offering a peaceful retreat. An additional full bathroom serves the remaining bedrooms. The partially finished basement provides versatile extra living space-perfect for a home office, gym, playroom, or more. The home also features a solar system, helping significantly reduce energy costs and adding long-term efficiency and value.

81 Old Stratfield Rd, Fairfield
$775,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173563 MLS
Welcome home to this lovely, sunny ranch located in the heart of Fairfield! A couple of minutes to the Merritt Parkway, you're on your way to NYC or New Haven. Close to Trumbull Mall, Black Rock Turnpike for all your shopping needs, golf course, parks, Lake Mohegan and Fairfield beaches are minutes away. This 4 bedrooms, 2 recently renovated bathrooms ranch is what you've been waiting for. Newer water heater and burner, newer granite countertops, stainless steel appliances in kitchen, recently painted walls, gleaming hardwood floors and more! Unfinished full basement waiting for your touch. Come see for yourself!

2698 Easton Tpke, Fairfield
$769,900
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$769,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24175337 MLS
This ranch style sits on a generous lot and has a nicely landscaped backyard. The property offers a living room, a good-sized kitchen with quality appliances and a beautiful backsplash, 2 ample bathrooms, and 3 bedrooms. Hardwood floors through. A backyard patio ideal for entertaining or relaxation. A fully finished basement can be used for extra living space or entertainment. Plenty of parking space.

5763 Park Ave, Fairfield
$765,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24177411 MLS
A home well loved. Step inside this 1920's Stratfield charmer that has been cared for by the same family for 45 years. You will love greeting your guests in the spacious entry that has 2 closets, a built in bench and marble travertine tile floor. The open feel of the first level allows for effortless entertaining flow and an abundance of natural light. Don't miss the custom fireplace mantle and surround, beautiful crown moldings, raised panel and floor to ceiling built-ins. Tucked away off the kitchen is the comfortable family room offering a vaulted ceiling, beams and custom built -ins. Updates include a remodeled kitchen ~ 2 newer full baths ~ central air conditioning ~ electricity upgraded to 200amp and portable generator ready ~ 3 zone cozy hot water heat ~ some newer windows ~ 20x20 Trex deck ~ custom 1 car garage complete as a workshop with wood burning stove. Don't miss the 10x14 finished home office with closet in the lower level. The backyard is just perfect with the beautiful flowering plants and an herb garden that has already been started for the new owner. Convenience of living in Stratfield is found by walking to Stratfield Elementary, The Goddard School and shopping conveniences at the Four Corners. Become a part of the exciting Stratfield Village known for its cherished sense of community and Apple Pie charm as quoted by the NYTimes.

189 Church Hill Rd, Fairfield
$765,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24170517 MLS
New to market well built 3 bedroom, 2 full bath split level located in Fairfield's University section. Situated on a quiet side street close to everything this home highlights a large great room with vaulted ceiling, fantastic windows, fireplace, french door to patio, mud room all open to bright kitchen. The bright large eat in kitchen features a a skylight, double oven, breakfast bar, great counter space and ample cabinets. There are 3 bedrooms upstairs all with hardwood floors and a large full bath. The flexible large bright lower level can be used as a large recreation room with full bath or a possible in-law apartment. It walks out to back yard. The grassy level fenced yard has a large patio (the perfect place for a barbeque) and a storage shed. Newer roof. Central air. One of the best parts of this home is the quiet side street it sits on yet minutes to shopping, schools, parks, both major highways, Fairfield's restaurant district and the train to New York city.

84 Youngstown Rd, Fairfield
$749,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190937 MLS
Move right into this beautifully maintained 4-bedroom, 2.5-bath home in the highly desirable Fairfield Center neighborhood, where comfort, convenience, and lifestyle come together. Ideally located just moments from vibrant downtown Fairfield, you'll enjoy easy access to an abundance of restaurants, cafes, boutique shopping, parks, top-rated schools, the Metro-North train station, Fairfield's beautiful beaches, and the nearby I-95 entrance for an easy commute. Lovingly cared for and truly move-in ready, this home offers a warm and inviting floor plan with bright, comfortable living spaces designed for everyday living and entertaining. The finished lower level provides valuable professionally finished additional living space, complete with a full bath and laundry area, making it ideal for a recreation room, home office, gym, or guest accommodations. Outdoor living is equally impressive with a spacious rear wooden deck overlooking a beautiful, level, fully fenced backyard. A separate stone patio creates another inviting space for outdoor dining, entertaining, relaxing with family and friends, or simply enjoying peaceful evenings at home. The low-maintenance vinyl siding adds to the home's lasting appeal and ease of ownership. Offering an exceptional combination of location, condition, and amenities, this is a rare opportunity to own a turnkey home in one of Fairfield's most sought-after in-town neighborhoods.

77 Round Hill Rd, Fairfield
$739,999
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182814 MLS
Discover this delightful colonial, tucked away on a private, cul-du-sac. The welcoming entry opens to a formal dining room and a flexible living room/office. The heart of the home is the updated Martha Stewart kitchen-featuring a built-in pantry and tile flooring-which flows seamlessly into a spacious family room with a fireplace. Step out to a brand-new deck, perfect for enjoying the lush, mature greenery. Upstairs, the luxurious primary suite boasts vaulted ceilings, hardwood floors, and a spa-like bath with double walk-in closets. Two additional bright bedrooms feature ample storage, one with a charming built-in window seat. The lower level offers an extra 832 sq. ft. of living space, featuring a playroom/exercise room with sliders leading to a private patio. Enjoy ease of entry with the conveniently located 2-car garage right off of the kitchen. This home seamlessly combines traditional charm with open-concept modern living.

44 Cricket Ln, Fairfield
$739,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$739,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24190193 MLS
Ideally situated in Fairfield's sought after Fairfield Woods neighborhood, this impeccably maintained home offers the perfect blend of comfort, functionality, and convenience. Located just minutes from schools, parks, shopping, restaurants, and major commuting routes, the location is as desirable as the home itself. Thoughtfully updated over the years, the home features a finished lower level with a laundry area, playroom, and private office providing flexible space for today's lifestyle. The sun-filled living room is anchored by a wood burning fireplace, gleaming hardwood floors, and a large bay window that fills the space with natural light. The first-floor bedroom is currently being used as a dining room and can easily be converted back. Upstairs, the generously sized bedrooms all feature ceiling fans and excellent closet space. The kitchen opens to a spacious step-down family room highlighted by a second bay window and skylight, creating a bright and inviting gathering space. Outside, professionally landscaped grounds surround the oversized, fully fenced corner lot, offering privacy and room to enjoy the outdoors. An attached two-car garage and the home's energy-efficient features complete this exceptional offering.

9 Wildwood Rd, Fairfield
$729,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184200 MLS
Brick Cape on quiet Stratfield cul de sac! Enjoy refinished hardwood floors throughout. Living room with fireplace opens to 3 season porch, formal Dining room, sunny white eat in Kitchen, main level bedroom and powder room on main floor. Upper level has 2 Bedrooms - both with generous closets/ storage - and tile Bath. Lower level heated Playroom with new floor, summer Kitchen and wine cellar. Level .25 acre lot with 2+ car garage (with 220V) plus storage above and 3rd garage bay with wood stove. Great opportunity - Estate sale!

312 Bennett St, Fairfield
$729,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192413 MLS
***HIGH AND BEST OFFERS DUE BY 2pm Tuesday, July 28***Tucked away on a cul-de-sac in Fairfield's coveted Stratfield neighborhood, this storybook Cape is filled with timeless character, thoughtful updates and inviting spaces. Archways, hardwood floors, French doors, and classic architectural details create a welcoming home from the moment you step in. The living room is anchored by a wood-burning fireplace; the dining room leads seamlessly to the kitchen. Here, white cabinetry, SS appliances, and plenty of storage make meal prep a breeze. The clock above the sink is original to the home, a sweet nod to the 1940's. The sunroom has a vaulted ceiling and overlooks the backyard, creating a lovely space to enjoy morning coffee. French doors open to the patio, extending the living space outdoors. Enjoy dinners al fresco, playing yard games, or simply enjoying a quiet evening outside. The main floor also has a bedroom with a bay window and a full bath. A skylight lights the way to the 2nd floor where you'll find 2 bedrooms and a renovated full bath. The partially finished LL offers 266+ sq ft of living space. Recent updates include a new roof, new furnace, new water heater, fresh interior paint & more. Picture evenings walking and down the street or to Owen Fish Park, getting dinner at Maione's, or hiking at Lake Mohegan. From its picturesque curb appeal to thoughtfully designed interior, this gem is the perfect place to call home.

85 Louvain St, Fairfield
$724,900
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24191333 MLS
Endless opportunities clean up, move in, expand or build your new dream house. Lake Hills Association...enjoy all the beautiful beaches, kayaking, swimming, etc.

225 Winnepoge Dr, Fairfield
$724,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182254 MLS ⋅ Audubon Village BLDG.
Welcome to 385 Unquowa Road, a beautifully maintained 2-bedroom, 2.5-bath townhouse in the heart of Fairfield that truly stands apart from the rest. Thoughtfully upgraded throughout, this turnkey home showcases a beautifully redesigned kitchen with an expanded, more open layout that offers significantly more counter space and functionality than comparable units. Renovated cabinetry, updated countertops, and newer stainless steel appliances create a stylish and highly functional space that serves as the heart of the home. Additional upgrades include hardwood flooring throughout, a new furnace, upgraded electrical panel, tankless hot water system, natural gas service, a newer central air condenser, and a hookup for a whole-house generator, allowing you to move in with confidence knowing the major improvements have already been completed. The spacious living room is impressive, featuring a custom-built entertainment center with integrated speakers for an exceptional audio-visual experience. Designed for both everyday living and entertaining, the living room opens directly to a private deck, providing a peaceful outdoor retreat. Both generously sized bedrooms feature renovated ensuite bathrooms, while the updated half bath adds convenience for guests.

385 Unquowa Rd Unit 385, Fairfield
$699,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24168350 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, and a sunroom/solarium that opens to 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.

23 Benedict Ave, Fairfield

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