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$6,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189357 MLS
Charming and bright University area cape-style home with 3 bedrooms and 2 full baths. This immaculate home is located on a quiet, cul-de-sac street, conveniently located to all of Fairfield's amenities. Freshly painted with beautiful hardwood floors, this home offers a charming living room with a large picture window and fireplace, dining room with built-in corner cabinet, and kitchen with white cabinetry, breakfast counter, and new stainless appliances. A spacious family room with vaulted ceiling opens to a screened-in porch and deck to the fenced-in back yard. Also on main floor is a large bedroom and a beautifully renovated full bathroom with walk-in shower. The second floor offers two spacious bedrooms with ample closet space, and another full bathroom. Two car garage, full basement with laundry (newer machines), storage and/or rec room complete this fantastic home. Pets considered on a case-by-case basis.

111 Mayweed Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191813 MLS
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
$1,199,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194385 MLS
Completely renovated from top to bottom, this stunning 4-bedroom, 2-bath home blends modern luxury with timeless charm in Fairfield's desirable University area. Offering 1,814 sq ft of finished living space plus an 884 sq ft unfinished basement, this move-in-ready home delivers style, comfort, and future potential. The open-concept layout centers on a designer kitchen with custom cabinetry, an oversized waterfall island, quartz countertops, a sleek vent hood, and brand-new stainless steel appliances. Sun-filled living spaces feature recessed lighting, wide-plank flooring, and modern finishes throughout. Retreat to the beautifully designed primary suite or unwind in one of the fully updated, spa-inspired bathrooms. Generous bedrooms and thoughtfully redesigned interiors complete a floor plan built for everyday living and entertaining. Outside, contemporary updates and architectural details create standout curb appeal, while the oversized deck and spacious backyard set the stage for outdoor gatherings. A 2-car attached garage, updated mechanicals, premium finishes, and a large unfinished basement - ideal for storage or expansion - round out the offering. Ideally located near Fairfield University, downtown Fairfield, Metro-North, shopping, dining, beaches, and parks, with easy access to major commuting routes. A rare opportunity to own a fully renovated home in one of Fairfield's most sought-after neighborhoods.

1646 Jennings Rd, Fairfield
$3,800
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24172714 MLS
Experience the perfect blend of timeless character and modern comfort in this beautifully refreshed 1930's two bedroom brick Cottage. A distinctive architectural detail, the turret and whimsical weather-vane creates wonderful curb appeal, while the thoughtfully updated interior offer easy one-level living. Newly refinished hardwood floors reflect abundant natural light, enhancing the home's warm and inviting atmosphere. The focal point of the living room is an oversized wood-burning fireplace, perfect for cozy evenings. Classic radiators provide comfort in each room throughout the home. The dining area complete with an eye-catching chandelier overlooks an expansive level backyard bordered by a stone wall and fruit trees. A brand-new deck being installed this summer will enhance this outdoor space to use as you please; your morning coffee, entertaining or relaxing at the end of a busy day. The updated kitchen features beautiful countertops, abundant cabinet storage, dishwasher, fridge/freezer, and a large window overlooking the garden to make those chores more pleasant. Just beyond is a mini mudroom area with outdoor access, and stairs to the freshly painted basement, complete with a washer and dryer. An attached two-car garage with interior access adds everyday convenience. Located in Fairfield's walkable University area, this charming home is minutes from Metro North trains and major highways for ease of commute, and moments to schools, shops, restaurants, parks and beaches.

755 Stillson Rd, Fairfield
$839,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT 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
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$4,200
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24188651 MLS
Welcome to this charming and beautifully maintained 3-bedroom, 1.5-bath Cape in Fairfield's desirable University neighborhood. Situated on a level, professionally landscaped lot, this home offers comfort, convenience, and thoughtful updates throughout. The sun-filled living room features hardwood floors, while the remodeled eat-in kitchen boasts beautiful cabinetry, double wall ovens, a cooktop, ample cabinet space, and a spacious dining area. A flexible main-level den with hardwood floors is ideal as a home office, dining room, or additional living space. The spacious main-level primary bedroom and two upstairs bedrooms provide comfortable accommodations. The partially finished lower level offers additional finished space that is ideal for a family room, playroom, home office, or recreation area, along with additional storage. A washer, dryer, and freestanding freezer are included for the tenant's convenience. Energy-efficient split-system heating and cooling provide year-round comfort. Enjoy the oversized deck overlooking the private backyard, ideal for relaxing or entertaining. Additional features include a one-car attached garage, storage shed, public water and sewer, ample off-street parking, and a commuter-friendly location just minutes from shopping, restaurants, beaches, train stations, parks, and major highways. Move right in and enjoy all that Fairfield has to offer.

18 Dawn St, Fairfield
$4,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189121 MLS
Spacious and extremely well-maintained 3 Br Cape conveniently located in the University Area. Eat-In kitchen with newer stainless appliances including gas range. Large open dining room- living room with wood-burning fireplace and built-in's. Generous laundry room on first floor with washer & dryer, utility sink, and an additional stall shower.* Vast Storage Space- deep closets, 1266 sq ft clean, dry, unfinished basement and 622 sq ft walk up unfinished attic. 2 Bedrooms on main level with full bath and 1 bedroom up with walls of built-ins, desk area and half bath. Next to third bedroom is huge walk in closet. Lovely, expansive backyard with established perennials, stonewalls and a small patio. 420 sq ft newly renovated two car garage attached via finished breezeway. A wonderfully versatile home with excellent storage capacity and plenty of lovely backyard space. All of this, just minutes to Blackrock Turnpike, vibrant downtown Fairfield, and the Metro-North train.

478 Judd St, 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
$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
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$4,250
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187133 MLS
40 Oakwood Drive perfectly captures the inviting spirit of Fairfield with a layout designed for effortless living. The spacious first floor is designed for easy living, featuring an expansive family room, a formal dining room, and a bright kitchen. Just off of the family room, there is a dedicated space for an office or playroom with a vaulted shiplap ceiling providing both style and functionality. On the second floor, enjoy a spacious primary bedroom, two additional bedrooms and a beautifully renovated bathroom. Situated in a prime Fairfield location, this property offers proximity to the train station, the vibrant downtown scene, and local beaches. It serves as an ideal home base for enjoying the very best of this coastal community.

40 Oakwood Dr, Fairfield
$625,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186541 MLS
Ideally situated in a highly convenient location, this home offers easy access to shopping, dining, schools, parks, transportation and everyday essentials within easy reach. Enjoy the ideal balance of comfort and accessibility, with everything you need just moments from your front door. This home has an open floor plan that connects the kitchen to the dining area with an easy entrance from the back of the home. The main level also has a generous size living room and a bedroom with a full bath. Upstairs, you will find two beautifully appointed bedrooms that are filled with natural light , creating bright and inviting retreats to unwind at the end of the day. Thoughtfully positioned for privacy and comfort, these airy spaces offer a warm and welcoming atmosphere that you will love coming home to. The spacious lower level offers exceptional flexibility for today's lifestyle. Featuring two separate finished rooms on opposite sides of this level providing the perfect opportunity to create distinct living spaces. One room can serve as a family room or media room for movie nights, while the other is ideal for a recreation room, music studio, gym or playroom. With ample room to spread out, this versatile lower level adapts easily to your needs. Step outside to a generous sized back yard and two car detached garage. With its spacious layout, flexible living areas and a location close to everything, you will be impressed with the value that 439 Stillson Road provides.

439 Stillson Rd, Fairfield
$1,599,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186144 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, 694 Jennings Road offers a rare combination of modern design, turnkey living.

694 Jennings Rd, Fairfield
$1,875,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24183302 MLS
Nestled on a sprawling one-acre lot, this stunning home offers 4180 sq ft of above-grade living space. Situated in the highly desirable University area of Fairfield, it features 5 bedrooms/5.5 bathrooms. The heart of the home is a culinary masterpiece with GE Monogram appliances, classic shaker-style cabinetry, quartz countertops and a large kitchen island. The kitchen flows into a sunlit breakfast area, and to an open-concept dining and family room with a dry bar, gas fireplace and a spacious deck overlooking a serene backyard. A coveted, fully self-sufficient ground-floor suite for multi-generational living or guests is included with its own dedicated vented laundry, a rare premium offering in the Fairfield area. The primary suite serves as a private, spa-inspired sanctuary with soaring cathedral ceilings, a sprawling floor-mounted custom walk-in closet, and a luxurious bath with high-end fixtures. A private balcony off the bedroom offers an intimate retreat to unwind. Enjoy total privacy with a protected rear buffer ensuring no future development, with professionally landscaped lawn and bespoke patio. Amenities include a private home office, walk-in pantry, two covered parking spaces & two-car attached garage. The home is close to beaches, schools & downtown. A commuters dream with close access to MetroNorth stations. 1-year AllShield Home Protection plan incl. Original 1400 sq' built 1919-Complete Renovation/New Construction 2026. Planned finish July 2026. Owner/Agent

1964 N Benson Rd, Fairfield
$1,790,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24146666 MLS
Set on a cul-de-sac in Fairfield's sought-after University area, this custom-built 5-bedroom, 6-bath residence was originally designed as the developer's own home, with a focus on natural light, architectural detail, and elevated everyday living. The primary suite features soaring 18-foot cathedral ceilings, a custom white oak ceiling treatment, an 11-foot picture window, and a spa-inspired bath. A 300-square-foot covered balcony with 18-foot ceilings extends the living experience outdoors and serves as one of the home's defining spaces. Designed for both entertaining and everyday living, the home includes a gourmet kitchen with Sub-Zero refrigeration, quartzite countertops, custom cabinetry, an oversized island, and a fully outfitted butler's pantry with additional refrigeration, wine storage, a dishwasher, and prep space. Three additional bedrooms offer en-suite baths, while the finished third level provides flexible space for a home office, recreation room, guest suite, or studio. The walk-out lower level offers versatility, with a full bath and ample space for a home gym, recreation room, extended living arrangement, or potential in-law suite. Outside, a flat backyard, mature maple tree, and fire pit create a welcoming setting for entertaining. Combining custom craftsmanship, thoughtful design, and refined finishes throughout, 309 Hunyadi Avenue presents a rare opportunity to own a newly constructed residence in one of Connecticut's most desirable towns.

309 Hunyadi Ave, 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
$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
$2,199,999
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24160360 MLS
Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

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