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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 newly refinished 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.

111 Mayweed Rd, Fairfield
$2,195,000
5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 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
$1,399,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24194703 MLS
This brand-new construction masterpiece showcases an elite architectural design that prioritizes complete autonomy. The two separate units share absolutely no living space walls-the only common point of contact is the garage structure, ensuring the noise control and privacy of a fully detached single-family home. Each residence features its own distinct, privately sectioned, and fully fenced yard, creating a personal space for your outdoor activities. Step inside to a dramatic airy open concept layout. Sweeping throughout the home is natural 4in white oak flooring. Sun drenched rooms create a warm inviting atmosphere. Flexible luxury living offering 4 bedrooms or 3 Bedrooms with a sprawling 3rd floor, complete with modern full bath and extra storage. The lower level is also finished for added space for gym or media room. Each bathroom impeccably styled with clean lines and modern finishes, the primary suite bath is truly a lavish retreat with spa shower, soaking tub and highlighted by a sleek floating double vanity. Location is everythin and this address delivers a lifestyle of ultimate convenience: Schools, a mere stones throw from top rated holland hill, currently ludlowe school district and 3 min to FFld Universiity. The Coast: 1.3 miles to 5 miles of sandy shores, bike routes and marina. Downtown Fairfield: 2.6 miles to bustling downtown, the green, boutiques and fabulous dining options. Commuting: 2 Metro stations. Driveway shared and garage roof. No HOA

30 Country Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON 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
$3,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193680 MLS
Located in the highly desirable University area, this beautifully renovated split-level home offers 3 spacious bedrooms and 1 full bathroom, with gleaming hardwood floors throughout. The home features a newly renovated kitchen, propane heat, a large screened-in porch, and a spacious deck directly off the dining room-perfect for relaxing, outdoor dining, or entertaining family and friends. A separate washer and dryer will be installed prior to occupancy for the tenant's use. The owner is currently in the process of removing personal belongings from the main living area to prepare the home for its next occupants. For added convenience, the owner pays for lawn care, snow removal, water, and sewer. Please note that the owner resides part-time in the lower level of the home, retains use of the 1/2 bath , basement, and contributes a portion of the propane gas and electric utility costs. Ideally located near shopping, restaurants, schools, universities, and major commuting routes, this home offers comfortable, low-maintenance living

45 Valleyview Rd, 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
$425,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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
$2,299,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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
$549,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191048 MLS ⋅ Sunshine BLDG.
Welcome to a spacious townhouse nestled in an intimate, low-maintenance complex of just three duplex buildings with low common charges. Three finished levels, this 4-bedroom, 3-full-bath home offers the perfect blend of comfort and flexible living. The main level welcomes you with hardwood floors and an open-concept layout. kitchen featuring a central island, flows effortlessly into a dining area and a cozy living room anchored by a stone fireplace. Also on the main floor, you will find a generous fourth bedroom with an attached full bath-it could be a private home office, guest room, or main-level primary suite. Upstairs, the upper level hosts three well-proportioned bedrooms, a central hall bath, and a conveniently located laundry area. The fully finished walk-out lower level features a separate rear entrance, a spacious family/play room, a full bath, a convenient kitchenette, and a second laundry setup. This space is ideal for an in-law suite, rental, or an entertainment hub. Step outside to a private, nice-sized deck for outdoor dining and a fully fenced yard. Located just minutes from Fairfield's brand-new train station, major highways, pristine beaches, and the vibrant downtown dining scene. This townhouse has everything you might be looking for! Photos will be coming soon!

82 Sunrise Ave Unit 82, 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
$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
$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
$1,399,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 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
$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
$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
$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
$4,250
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190076 MLS
This duplex is located on the quiet, wide cul-de-sac street in the popular university area (also near Fairfield Metro train station). This unit features new open and bright eat-in kitchen/living room and powder room, walk-in closet, large finished basement which can be a family room or another bedroom, washer & dryer, central air, 2 car off-street parking, deck and private backyard and much more!

211 Hunyadi Ave, 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
$329,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187673 MLS ⋅ Silliman BLDG.
Whether you're looking to upsize, downsize, or invest, this is the one! This move-in-ready condo is tucked away on a quiet dead-end street, yet just minutes from restaurants, shopping and I-95. Don't miss this opportunity!

90 Silliman St Unit 3B, Fairfield
$3,200
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24187626 MLS
Welcome to 216 Country Road, a charming two-bedroom duplex tucked away in one of Fairfield's most desirable neighborhoods. This bright and inviting home features 2 spacious bedrooms a full bathroom, an eat-in kitchen and a comfortable living room. The unit offers a full basement that provides additional storage, along with washer/dryer. Enjoy a private fenced in backyard perfect for relaxing, entertaining, or unwinding. Appreciate the convenience of a private driveway and dedicated parking. The location offers the ideal balance of peace and accessibility-just minutes to the Fairfield Metro North station, I-95, and the vibrant downtown filled with restaurants, cafes, and shops. Whole Foods and Trader Joe's are only a short drive away, while local parks, golf courses, walking trails, and Fairfield's beautiful beaches are all close at hand. This home is perfectly suited for professionals, couples, or small families seeking comfort, convenience, and a lifestyle that truly feels like Fairfield living.

216 Country Rd, 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
$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
$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
$2,300
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24179474 MLS
Fully renovated and furnished lower-level private in-law suite available for rent. This is not the entire house. The rental consists of a private lower-level suite with its own separate rear entrance, offering excellent privacy and convenience. The suite features 1 bedroom, 1 full bathroom, 2 closets, and a spacious great room complete with a desk, couch, and furnishings. The unit comes fully furnished and is move-in ready. Rent includes all utilities paid by the owner, making budgeting simple with only the monthly rent from the tenant. Street parking is available, and the owner may be open to sharing driveway parking depending on the situation. Ideal for a single professional, traveling professional, or anyone seeking a private, turnkey living space with a separate entrance and all utilities included. Conveniently located near shopping, restaurants, transportation, and local amenities.

111 Judd St, Fairfield

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