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65 Cynthia Dr, Fairfield
$800,000
3 Beds ⋅ 2 Baths ⋅ 24205513 MLS
One of the best side street locations in Fairfield's University neighborhood! This updated single family home is so close to all town amenities: the train, center of town, highways and Black Rock Turnpike! Beyond location, this home has newly refinished hardwood flooring and fresh paint throughout offering bright living spaces, lots of storage and a gorgeous fully-fenced in backyard! Just off Mill Plain Rd, this home is on a dead-end side street with open space across the street, a perfect combo offering privacy within a neighborhood setting! Featuring 3 bedrooms, 1.5 bathrooms and many newer features for high efficiency living like new central air in 2025, updated furnace, 200 amp electric, windows, and an updated kitchen with pantry! The main floor has an open floor plan with a large living room, dining room, kitchen and family room. All 3 bedrooms are upstairs along with a full bathroom and large linen closet. The spacious bonus room is a walk-out featuring a half bathroom with laundry and full-size windows for lots of light. Other features include an attached 1 car garage and large deck and pea-stone patio overlooking the flat yard. This home is stunning with a great property, close to everything. What a charming place to call home!

65 Cynthia Dr, Fairfield

130 Elm St, Fairfield
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 24203250 MLS
Walk to Town, Train, Fairfield U, University Area Location. 2/3 acre. Ample Living Space. Character. A stand out in its price range w/ NEW ROOF! Rarely does one find a quintessential center hall colonial w/ abundant architectural details, charm, condition & updates, all in the heart of Fairfield! Travel down the long private drive to the secluded garden & up the charming porch. Inside, the Formal Dining Room & Living Room each flow effortlessly to the Great Room & Kitchen. The LR impresses with original wide plank flooring, space, fireplace and french doors to the Great Room. There, walls of windows overlook a sunny & delightful view of the expansive rear property. Wainscot accents, sliders, dining area and red brick floor beneath it all complete the space. Columns lead to an open kitchen where the home's vintage flair truly comes to life. Solid wood cabinetry, copper sink, even a rotary dial wall phone! Beyond, the hall leads to a tasteful powder room w/ pocket door, laundry, pantry, and steps down to a traditional family room w/vaulted ceiling & beams. Here, cozy up to a second fireplace. More sliders lead to the rear brick patio, while additional entries allow access to the front garden and garage. Upstairs features a primary suite w/ modern bath, vaulted ceilings & beams, two guest bedrooms, one w/door to 2nd fl. deck, modern hall bath, and hardwood throughout. Roof '26, Washer/Dryer '26, Front Door '25, Deck '23, Furnace '21, Siding '17, MBTH '15, Addition '04.

130 Elm St, Fairfield

50 Brookbend Rd, Fairfield
$2,122,700
5 Beds ⋅ 5 Baths ⋅ 24193848 MLS
An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield

694 Jennings Rd, Fairfield
$1,365,000
4 Beds ⋅ 4 Baths ⋅ 24209649 MLS
Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, offers a rare combination of modern design, turnkey living. Owner holds a real estate license

694 Jennings Rd, Fairfield

148 Szost Dr, Fairfield
$1,500,000
5 Beds ⋅ 7 Baths ⋅ 24191205 MLS
Completely reimagined from top to bottom, 148 Szost Drive offers the rare opportunity to own a move-in ready home on one of Fairfield's most sought-after neighborhoods. Thoughtfully renovated with today's lifestyle in mind, this 5-bedroom, 5.5-bath residence spans over 3,800 square feet on nearly a quarter-acre, blending timeless design with exceptional functionality. Designed for the way people live today, the home features an effortless flow between multiple living spaces and a beautifully renovated open kitchen that naturally becomes the heart of the home. Upstairs, spacious bedrooms include multiple en-suite baths, while the finished third floor offers exceptional flexibility with a bonus room, home office option, full bath, and comfortable space for guests. The extensive renovation extends well beyond the cosmetic updates, with significant investments including a new HVAC system, new radiant heat throughout the first floor, thoughtfully designed custom storage, and a beautifully reimagined second-floor laundry room. Every improvement was made with comfort, efficiency, and everyday living in mind, creating a home that feels as functional as it is beautiful. Outside, the private backyard offers plenty of room to relax, entertain, and play, while the attached garage includes an EV charger for added convenience. Ideally located just moments from Fairfield's beaches, downtown, train station, parks, & everything that makes the University neighborhood so desirable.

148 Szost Dr, Fairfield

245 Oakwood Dr, Fairfield
$550,000
3 Beds ⋅ 2 Baths ⋅ 24191581 MLS
An amazing opportunity to own in a highly desirable University neighborhood - Welcome home to 245 Oakwood Drive. Distinguishable features include a picture perfect move in ready home, hardwood floors, an updated kitchen with granite countertops, freshly painted cabinetry and natural sunlight that brightens daily living. The main level presents beautifully with a bright and inviting living room, connected to the eat-in kitchen. With a split level layout, an additional large family room on the lower level, and bedrooms on the upper level are all steps away. Upstairs, three well-appointed bedrooms offer flexibility for family, guests, or work. The finished lower level adds living space with a comfortable family room and half bath. Ideal for movie nights, a playroom, home office, or workout area. For convenience, the storage room in the lower level walks out to the back yard. Set on a level .14-acre corner lot in one of the neighborhood's quieter streets, this picturesque home combines a peaceful setting with an exceptional location. With quick access to I95 and the Merrit Pkwy, nearby shopping, restaurants, award winning schools, and parks, you will spend most of your time just minutes from your own home. Few locations offer the balance of neighborhood charm and everyday convenience. This home offers so much and holds great value. A beautiful home awaits!

245 Oakwood Dr, Fairfield

50 University Dr, Fairfield
$1,661,000
4 Beds ⋅ 3 Baths ⋅ 24204891 MLS
Welcome to 50 University Dr, where character, craftsmanship, and comfort come together effortlessly. Tucked into one of the most coveted enclaves near Fairfield University, this colonial-style home was custom built from the foundation up in 2021 with refined finishes and carefully selected upgrades. Outside: cedar shake siding, Azek pergola and trim, Trex decking, oversized Nicolock patio, horseshoe driveway, Marvin windows and doors, and a full-house generator. The landscaped grounds include a "dog proof" fully fenced backyard. Inside, 8" white oak floors run throughout, with high ceilings, modern trim, neutral paint, and brass and aged brass hardware. The kitchen connects to the garage and sits between the family and dining rooms for effortless entertaining. A walk-in pantry doubles as "kitchen overflow" to hide clutter. It's finished with custom cabinetry, Bosch SS appliances, quartz counters, and a large island with hidden storage and seating for 3. The 1st floor also offers a formal living room with custom marble-surround gas fireplace, a full bath, and a bedroom that works as an office or guest room. Upstairs, the primary suite features a tray ceiling, large walk-in closet, and spa-like bath with heated tile floor, double vanity, and glass-door tiled shower with heated seat. 2 more bdrms have vaulted ceilings, ceiling fans, and closet systems, served by a 3rd full bath. Timeless character and lasting quality, ready from day one.

50 University Dr, Fairfield

681 Jennings Rd, Fairfield
$640,000
3 Beds ⋅ 2 Baths ⋅ 24196297 MLS
Welcome to this beautiful home at 681 Jennings Rd, Fairfield, CT! This well-maintained property offers a flexible and functional layout with 3 bedrooms and 2 full bathrooms. The second floor features two spacious bedrooms, a full bathroom, and beautiful hardwood floors. The main level includes an additional bedroom, a bright living room and dining room with hardwood flooring, a beautifully remodeled kitchen, and a full bathroom for added convenience. A partial finished basement. Ideally close to shopping, restaurants, schools, parks, Fairfield's beautiful beaches, the train station, and major highways, this home offers both comfort and convenience. Whether you're looking for your first home, downsizing, or seeking a great investment opportunity, this property is ready for you to move in and enjoy.

681 Jennings Rd, Fairfield

87 Oxbow Rd, Fairfield
$955,000
3 Beds ⋅ 2 Baths ⋅ 24203937 MLS
Tucked on a tree-lined side street in the desirable University neighborhood, this charming and spacious home is beautifully maintained and updated throughout! The inviting exterior features bluestone steps, stone accents, updated siding, garage doors and windows. Inside, hardwood floors flow throughout the main level with an open-concept layout ideal for everyday living and entertaining. The spacious living room features built-ins and a wood-burning fireplace with an insert that provides an additional heat source in winter. The dining room opens to the kitchen, featuring white shaker cabinetry, granite countertops, butcher block island, pantry, glass tile backsplash and access to the back deck and yard. A private office and updated powder room complete the main level. Upstairs are three generously sized bedrooms with large closets and an updated full bath. The finished lower level offers a family room, additional office or guest space with barn doors, built-in desk or dry bar area and laundry room with storage. An attached 2-car garage provides abundant space. Additional updates include the boiler, electrical panel, gutters, roof, interior doors and more! Ideally located in the heart of town, just 7 minutes to downtown and the train!

87 Oxbow Rd, Fairfield

31 Smedley Rd, Fairfield
$800,000
3 Beds ⋅ 2 Baths ⋅ 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

2580 N Benson Rd, Fairfield
$1,725,000
5 Beds ⋅ 4 Baths ⋅ 24198508 MLS
Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

2580 N Benson Rd, Fairfield

631 Reid St, Fairfield
$2,225,000
6 Beds ⋅ 6 Baths ⋅ 24165022 MLS
Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living spaces ideal for both everyday living and entertaining. The gourmet kitchen features premium appliances, an oversized island, custom cabinetry, and a walk-in pantry, flowing seamlessly into a spacious family room with a gas fireplace and views of the pool and patio. A dedicated first-floor office provides an ideal work-from-home setup, while a large bonus room offers endless versatility-playroom, media room, fitness space, or guest suite. With six generously sized bedrooms, including a serene primary suite with a spa inspired bath, there's room for everyone to live, work, and unwind. Outside, enjoy your own private retreat: a with an in-ground pool, stone patio, and fenced yard perfect for summer gatherings, relaxation, and fun. Perfectly situated close to Fairfield's beaches, vibrant downtown, top-rated schools, and the train, this home offers exceptional convenience while maintaining the charm and community feel that define the University neighborhood.

631 Reid St, Fairfield

45 Pheasant Ln, Fairfield
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 24186045 MLS
Welcome to this beautifully updated Center Hall Colonial in Fairfield's sought-after University area. This meticulous 4-bedroom, 2.5-bath home offers exceptional living space, privacy, and direct access to the Springer Glen open space, with seasonal views of the Mill River. The home offers a spacious living room with hardwood floors and a large picture window, which flows into the dining room area and the well-appointed kitchen with custom Omega wood cabinetry, granite countertops, coffee bar and a center island. Just off the kitchen, a cozy den with built-ins, provides the perfect spot to relax by the fireplace. A bright sunroom/family room offers shiplap and is enjoyed year-round. A half bath with a laundry closet completes the main level. Upstairs, you'll find 4 generously sized bedrooms, all with hardwood flooring and ample closet space. The spacious primary suite features a walk-in closet and an en-suite bath with a walk-in shower and heated towel rack. A second full bath serves the remaining bedrooms. The finished lower level provides additional living space, ideal for a rec room, or gym, along with unfinished storage space. Outdoor living space includes a deck, patio, and lightly wooded backyard offering a peaceful and private setting. Situated on a quiet cul-de-sac street with direct access to hiking trails, this special property blends natural beauty with everyday convenience, ideally located between the Merritt and I-95 and close to all town amenities.

45 Pheasant Ln, Fairfield

41 Stillson Pl, Fairfield
$645,000
3 Beds ⋅ 2 Baths ⋅ 24191813 MLS
OFFERS DUE TUESDAY, AUGUST 4TH BY NOON! Welcome to 41 Stillson Place, a classic three-bedroom Cape brimming with character and poised for its next chapter. Tucked away on a beautiful lot in one of Fairfield's most coveted pockets, this home offers a timeless silhouette and a warm, inviting energy that you feel the moment you pull into the drive. Inside, the layout is remarkably functional, featuring a cozy living and dining area, eat-in kitchen and three well-proportioned bedrooms that offer plenty of versatility. While the interior serves as a charming throwback to an earlier era, it is exceptionally well-maintained-the perfect "blank canvas" for someone with a vision. Whether you're dreaming of a modern farmhouse kitchen or an open-concept flow, the solid bones of this residence provide the ideal foundation for a custom transformation. The exterior is just as promising, with a generous yard that offers ample space for summer gatherings, vibrant gardens, or outdoor living space. The detached one-car garage has space for cars and storage. It's a rare opportunity to secure a home with this much heart and potential in such a prime Fairfield location. This is your chance to settle into a wonderful community and tailor every detail of your home to perfectly suit your lifestyle. 41 Stillson Place isn't just a house-it's the perfect place to call home.

41 Stillson Pl, Fairfield

208 Sigwin Dr, Fairfield
$945,000
4 Beds ⋅ 3 Baths ⋅ 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

121 Osborne Hill Rd, Fairfield
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24188105 MLS
Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

121 Osborne Hill 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

1123 Round Hill Rd, Fairfield
$2,850,000
5 Beds ⋅ 6 Baths ⋅ 24195451 MLS
There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

1123 Round Hill Rd, Fairfield

60 Overlook Ave Unit 60, Fairfield
$400,000
2 Beds ⋅ 1 Baths ⋅ 24193433 MLS ⋅ Poster Arms BLDG.
Affordable opportunities like this are hard to find in Fairfield. This well-maintained two-bedroom condo offers the perfect combination of comfort, convenience, and value in a highly desirable location. The updated kitchen serves as the heart of the home, while central air and a spacious private deck provide comfort and additional living space throughout the seasons. An oversized garage offers exceptional storage and parking, a rare feature in this price range. Set within an intimate, pet-friendly complex of just eight units, this home offers low-maintenance living with affordable common charges and no rental restrictions, making it an excellent option for both owner-occupants and investors. Enjoy easy access to Fairfield's vibrant downtown, Fairfield Metro Station, beaches, shopping, restaurants, parks, and I-95, putting everything you need just minutes away. Lovingly cared for by its current owner, this home is ready to welcome its next owner. Opportunities to purchase a two-bedroom condo with these features at this price point don't come along often.

60 Overlook Ave Unit 60, Fairfield

27 Brookdale Rd, Fairfield
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 24166766 MLS
Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer bathrooms, gorgeous chef's kitchen w/center island, quartz counters, Thermador appl's, walk-in pantry, mudroom w/deck access, large open great room, eating area, dining room with fireplace and gorgeous full bathroom. The second floor includes a stunning primary suite with a luxury bathroom, heated floor & sleek tile and walk-in closets, an additional large bedroom, full hall bathroom and laundry closet on large landing. The finished lower level offers additional sq.ft...playroom, yoga, etc. and conveniently located one car attached garage. Enjoy the expansive yard with room for a pool and large driveway. See attached list for special features/upgrades.

27 Brookdale Rd, Fairfield

58 Millspaugh Dr, Fairfield
$955,000
4 Beds ⋅ 2 Baths ⋅ 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

133 Alma Dr, Fairfield
$1,138,000
4 Beds ⋅ 3 Baths ⋅ 24190816 MLS
Gambrel style Colonial and features 8 Rooms, 4 Bedrooms, 3 Bathrooms, 1 Car Garage. NOTED FEATURES that the whole family will enjoy; 262 square foot Gym or Playroom in the lower level, 252 square foot Main level Bedroom, 183 square foot Sunroom off the kitchen, 408 square foot Patio with movable fireplace, 540 square foot Pool deck for summer fun and 252 square feet expansion possibilities above the garage. UPDATED FEATURES included: Exterior Painted - 2024, Windows - 2017, Roof - 2016, Boiler - 2011. All the schools are close by with Riverfield School, Grades ( K-5 ) 0.4 miles, Roger Ludlowe Middle School Grades ( 6-8 ) 1.5 miles, Fairfield Ludlowe High School Grades ( 9-12 ) 1.3 miles. You are within a few minutes drive to everything including 2.5 miles to all major shopping Starbucks, D & D & restaurants : 3.3 miles to RT 15 ( Merritt Parkway) : 4.5 miles to I-95 : 5.7 miles to one of the 2 train stations in Fairfield : 7.1 miles to Fairfield Beach.

133 Alma Dr, Fairfield

1054 Mill Plain Rd, Fairfield
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 24190793 MLS
Welcome to 1054 Mill Plain Road! Exceptional craftsmanship and timeless design define this impressive center hall NEW CONSTRUCTION colonial! This open-concept floor plan is designed for seamless everyday living and effortless entertainment boasting 5,518 sq ft of living space and privately set on a rear lot in the sought-after Fairfield University neighborhood. This home presents 5 bedrooms, 4.5 baths, 9' ceilings, and hwd flrs throughout. Impeccable details include a gourmet designer kitchen with a sprawling quartz island, thermidor appliances, floating shelves, butler's pantry, with an abundance of recessed and natural lighting. An elegant archway flows into a family room with a fieldstone gas fpl with floor to ceiling sliders lending itself to a fenced in backyard, decking and patio for all your outdoor entertainment gatherings. Elegant formal dining room showcases exquisite millwork, intricate trim details, and a distinctive architectural ceiling. The MBR suite features a gas fireplace, lighted tray ceiling, with a beautifully designed spa bath. Two of the bedrooms are jack and jill with an appointed shared full bath. There is a 3rd floor finished area that provides recreational space for versatile usages such as an au pair, gym, studio, office, and/or guest retreat. This home offers a peaceful escape while remaining just minutes from Fairfield's beaches, train stations, vibrant downtown, shopping, dining, and top rated schools. Experience luxury living at its finest

1054 Mill Plain Rd, Fairfield

41 Pepperbush Ln, Fairfield
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 24186574 MLS
Welcome home to this fully renovated Colonial in one of Fairfield's most desirable neighborhoods! Comprehensively updated with high-quality finishes throughout, this 3-bedroom, 2.5-bath home offers move-in ready living w/ nothing left to do but unpack. Brand-new open concept kitchen over looks dining room & features modern shaker-style cabinetry, quartz countertops, & all-new st/st appliances, flowing into a new pantry/mudroom/laundry area. Dining room has custom millwork. Formal living room flows into a great room w/vaulted ceilings w/dramatic wood burning fireplace featuring an absolute black granite surround & shiplap detail. Primary suite upstairs features luxurious en-suite bath w/dual vanity, herringbone tile & shiplap detail & WIC w/custom closet system. Two additional bedrooms & an oversized full bath w/dual vanity & tub/shower combo complete the upstairs. Massive finished lower level could be future gym/office/game room. Sliders from kitchen lead out to beautiful composite deck overlooking the private backyard. Refinished white oak hardwood floors thruout. Major systems have been completely updated for comfort and efficiency: two brand-new high-efficiency HVAC systems, heating system converted from old baseboard to modern hydro-air. New 200-amp electrical service, new siding, new energy-efficient Anderson windows & sliding door, composite decking, new front entry door, new custom garage door (to be installed mid July), new bluestone walkway & front porch.

41 Pepperbush Ln, Fairfield

75 Centerbrook Rd, Fairfield
$760,000
3 Beds ⋅ 2 Baths ⋅ 24178377 MLS
* Please note there are multiple bids. Seller is requesting highest and best offers by 6pm on Sunday. It is preferred (not required) that offers be submitted on Smart mls contract form which can be obtained from listing agent or on the listing in documents as a download.) * This bright and welcoming split-level home sits on a gorgeous 0.31-acre level lot at the end of a cul-de-sac in the University area with no future additional development as it borders Aspetuck Land Trust property. It offers three bedrooms, 1.5 baths, a living room with bow window and cozy fireplace, and an eat-in kitchen. Hardwood floors run through the living room, dining room, and bedrooms. The ground level features a den and half bath, while the unfinished lower level includes utilities, washer, dryer, a workbench, and storage space. The dining room opens through sliding glass doors to a spacious deck (15' x19'), leading to a yard with two outbuildings-a "barn" (man cave/she shed or playhouse) which has electricity and a shed-plus plenty of space for entertaining or outdoor games. Fully applianced: Ref, range, Bosch DW, Exhaust fan in kitchen, washer and dryer in lower level. Cellulose insulation in attic and walls added in 1980. Deck new in 2020. Oil tank has always been in basement, replaced about 10 yrs ago. Deep 1 car garage with electric opener. Nicely landscaped. Taxes are the "new taxes" for 2026-2027. Walk to Osborn Hill School.

75 Centerbrook Rd, Fairfield

98 Youngstown Rd, Fairfield
$830,000
4 Beds ⋅ 3 Baths ⋅ 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

43 Green Knolls Ln, Fairfield
$929,000
3 Beds ⋅ 3 Baths ⋅ 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

633 High St, Fairfield
$587,000
3 Beds ⋅ 2 Baths ⋅ 24189196 MLS
Welcome to this beautifully maintained ranch in Fairfield's highly sought-after University neighborhood! Offering 3 bedrooms, 1.5 bathrooms, and timeless charm throughout, this move-in-ready home is the perfect blend of comfort, convenience, and pride of ownership. From the moment you arrive, you'll appreciate the professionally landscaped grounds, pristine curb appeal, and inviting front entrance. Inside, warm hardwood floors, abundant natural light, and a spacious living room with a classic fireplace create a welcoming atmosphere perfect for everyday living and entertaining. Bright natural light eat-in kitchen offers plenty of cabinet space and flows seamlessly into the formal dining room, making family gatherings effortless. 3 generously sized bedrooms and an updated full bathroom complete the main level. Step outside to your private backyard, featuring a spacious deck w/awning, manicured lawn and mature trees-perfect for summer barbecues, morning coffee, or relaxing evenings around a fire pit. The partially finished lower level provides additional living space ideal for a family room, home office, gym, or playroom, along with a convenient half bath, laundry area, and abundant storage. Conveniently located just walking distance to school and minutes from Fairfield University, downtown Fairfield, Metro-North train stations, shopping, restaurants, parks, beaches, and major highways, this home offers the ideal combination of neighborhood charm and everyday convenience.

633 High St, Fairfield

1185 Stillson Rd, Fairfield
$1,360,000
3 Beds ⋅ 3 Baths ⋅ 24166397 MLS
One of a kind! Where can you find a sunny sprawling contemporary ranch with an open floor plan, large rooms and total privacy right in the heart of town? Set on a private acre with a long winding driveway, this one level home invites the "outside in"with a smashing vaulted LR with multiple windows, a floor to ceiling stone fireplace adjacent large entertainment deck. There is a formal DR with picture window overlooking professionally landscaped gardens. A large FR is open to a newer kitchen with a private terrace, skylight, dining area, high end appliances and a custom pantry to die for! The primary suite has "his and hers" closets, a bath with double sinks and luxury shower and its own private access to the yard. Three additional bedrooms (one used as a den with closet in the hall) are spacious and serviced by an updated hall bath. This house that has it all!

1185 Stillson Rd, Fairfield

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