Homes for Sale near Fairfield Woods Middle School

Welcome to 274 High Street, Fairfield, CT-where timeless elegance meets modern convenience. This beautifully renovated home boasts a fresh and inviting open-concept design, with a stunning new Trex deck just off the kitchen, perfect for relaxing or entertaining. The spacious kitchen features a large island with extra seating, complemented by a stylish design table for additional dining space.

Karly Worth Call It Closed Realty

This light and bright University area home is located on a picturesque, tree-lined street w/sidewalks, just minutes away from the bustling downtown & Metro North train station & walking distance to a sought after local elementary school. This better-than-new residence, completed in 2016 & spanning 4,000+ sq ft over 3 beautifully finished floors, features high-end custom moldings, designer

Veronica Monahan Compass Connecticut, LLC

Welcome to 133 Green Acre Lane - a picture-perfect Colonial in the Prime University Area. This sun-drenched, 5 bedroom, 3 levels of living Colonial is ideally set on a .35-acre landscaped lot. Once inside, you will feel the warmth of this inviting home. The main level features 9 ft ceilings & hardwood floors. The spacious family room hosts built-ins & a fireplace-perfect for cozy Winter evenings

Lisa Mancini William Raveis Real Estate

Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious bedrooms, three full bathrooms, two half bathrooms, and two dedicated home offices.

Danielle Baleeiro Realty ONE Group Connect

Stunning modern new construction offering high-end finishes and sophisticated design throughout. Exterior showcases white Hardie board siding, galvanized metal roof accents, oversized grey windows, and a sleek modern glass garage door. The large windows and an 8-foot slider flood the interior with natural light and provide seamless access to the backyard. Inside, white oak floors run throughout

Basil Amso RE/MAX Right Choice

Come home to your own private retreat tucked away in the sought-after University Area situated on just under an acre, room for a pool and outdoor activities. With over 4,000 sq feet of beautifully designed living space, this home offers a flexible floor plan perfect for modern living and entertaining. The main level features a grand two-story foyer, an expansive family room with fireplace, and a

John Hackett William Raveis Real Estate

Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original

Wendy Ryan Brown Harris Stevens

Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

Harriet Stone William Pitt Sotheby's Int'l

Move-In Ready Modern Ranch - Fully Renovated with Designer Finishes! Discover this beautiful 4-bedroom, 2-bath ranch tucked away on a quiet cul-de-sac with a level .43-acre lot and the peaceful Horse Tavern Brook along the property line. Enjoy a bright open-concept floor plan with gleaming hardwood floors, a stone fireplace, and a gourmet kitchen featuring high-end black stainless-steel

Brian Barbosa Legacy Private Client Group

Welcome to 2107 North Benson, a rare Fairfield gem offering a perfect blend of versatility, space, and comfort. The property features a three bedroom main residence plus a spacious 1,300 sq. ft. one-bedroom in-law/au pair suite, ideal for multi-generational living, guests, or supplemental income. Inside the main home, a bright eat-in kitchen with granite countertops opens to the dining area and

Frank Pistecchia Keller Williams Realty

Welcome to 270 Andrassy Avenue in Fairfield, CT-where single level living seamlessly blends comfort and convenience. Greeted at the gracious entry with hardwood flooring throughout sets the tone for this three bedroom charmer. The updated eat-in kitchen provides the perfect setting for casual dining and culinary adventures. New tile in the kitchen and bath elevate the expectations of this cottage

Carrie Braley Compass Connecticut, LLC

Welcome to this move-in ready split-level home nestled in Fairfield's desirable University area. Thoughtfully updated and impeccably maintained boasting modern updates. Step inside to find beautifully refinished hardwood floors flowing throughout the majority of the home. The updated eat-in kitchen is a true highlight, featuring off-white cabinetry, granite countertops, stainless steel

Anthony Fabrizio Coldwell Banker Realty

Stately Center Hall Colonial full of old-world charm boasts formal living room w/fireplace and formal dining room. Large eat-in kitchen leading to oversized sunroom w/sliders to patio. First floor laundry room and half bath. Sunny Den (or office) just off LR. 2nd floor Primary Bedroom w/full bath, 2 additional bedrooms & hall bath. 2 car attached garage 24x24. Attached storage 8.7x13 with

Hope Kern Munson Real Estate

Welcome to this cheerful North Stratfield ranch offering one-level living, loads of natural light, and the perfect mix of comfort and convenience. Nestled above Lake Mohegan, this inviting 3-bedroom, 1.5-bath home features large picture windows front and back, filling the living spaces with warmth and sunshine all day. The updated kitchen includes newer appliances, granite countertops, large

Derek Greene Derek Greene

A little slice of Vermont in Fairfield! This expanded antique is truly exceptional,offering a private country feel just minutes from all the amenities of Fairfield.Pull into the circular drive with stone wall and you are transported!The family room is a true retreat; you will be captivated by the gleaming wide plank floors,large fireplace with wood stove, beams and slider with gorgeous backyard

Tracie and Vicki Team William Raveis Real Estate

Welcome to 25 Country Road, an extremely well crafted duplex-townhome in one of Fairfield's most convenient locations. Offering the perfect blend of elegance & modern comfort, this 3 Bedroom & 2.5 Bath w/ a bonus 4th on the lower level. Made up of 2,170 SF across the 1st & 2nd floors w/ an additional 580 finished lower level SF for a total of 2,750 SF of living space set on a.21-acre lot: Built

Elizabeth Altobelli William Raveis Real Estate

Filled with charm and curb appeal, this inviting 4-BR Colonial Split is perfectly sited on a quiet cul-de-sac just moments from Lake Mohegan's trails, playground, and beach. Original home was completely redesigned and expanded in 2010! A pretty front porch welcomes you home and sets the tone for the relaxed and comfortable vibe inside. Open main level features a spacious living room anchored by a

Tracie and Vicki Team William Raveis Real Estate

Beautifully maintained brick two-family in Fairfield's sought-after Holland Hill neighborhood. Each unit features 2 bedrooms plus a heated extra room-ideal for a third bedroom, office, or flex space. The first-floor unit is move-in ready; the second floor is occupied and will transfer with the sale. Both units offer hardwood floors, updated kitchens with quartz countertops, subway tile

amaryllis rodriguez RE/MAX Right Choice

After 54 years of cherished memories, this home is ready for you to make it your own! In Stratfield neighborhood, thoughtfully expanded over the years, it features a spacious kitchen with oversized island, open living and dining areas, a first-floor bath with tub, and a light-filled great room addition with skylights-perfect for a family room or home office-that opens to a lush backyard with

Jackie Seawright William Pitt Sotheby's Int'l

Welcome to this like-new, end-unit townhouse offering a blend of timeless elegance and modern comfort, all within walking distance to downtown Fairfield, the train, and beautiful Jennings Beach. This 3 bedroom, 3 full bathroom home is filled with natural light and thoughtfully designed with custom high-end finishes throughout, including shiplap accents, designer lighting and plantation shutters.

Audrey Ayers William Raveis Real Estate

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our TAX/BPO describe the property as a SFR (CAPE) built in 1947. It has a GLA of approx. 1822 and has 4 bedrooms and 2baths,

Sherry Price Realhome Services & Solutions

This is a well-kept Second Floor Ranch Style Unit that was Rebuilt In 2004.It has an Open Style Living Room with a Vault Ceiling and French Doors to a Large Deck with Built-In Gas Grill. It consists of three bedrooms, one living room, one Kitchen and one full bath. Hardwood floors throughout the unit except for the kitchen and bathroom with titles. The following appliances are included:

Hoffman Jean-Louis HJL Realty, LLC

Brand new construction in highly desired Fairfield University area. Move in tomorrow. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The

Robert Richter Coldwell Banker Realty

Welcome to an EXCEPTIONAL NEW CONSTRUCTION in Fairfield's desirable University area, nestled on a quiet cul-de-sac. Designed with luxury, comfort, and craftsmanship, this stunning home offers 4 (to 6) bedrooms, 5.5 baths, and 9' ceilings for an airy, spacious feel. Impeccable details include 4" white oak hardwoods, custom millwork, coffered ceilings, shiplap accents, crown molding, & elegant

Kenneth Zerella II William Raveis Real Estate

NEW Custom built home boasting sophisticated & unique design in the coveted University area of Fairfield is ready for your story to begin! Carefully crafted by established family owned builders: Coppola & Sons, this home showcases everything from architectural brilliance to intentional functionality for the modern family. The interior includes an open-concept layout that is as versatile as it is

Melissa Montagno Higgins Group Real Estate

Experience life in a new custom spec home by HOBI award-winning DeLaurentis Developments, a trusted local builder known for quality and craftsmanship. Thoughtfully designed with today's lifestyle in mind, this home offers open, light-filled living spaces that flow effortlessly from the gourmet Thermador kitchen to the great room and spacious backyard with room for a pool-perfect for family

Jennifer DeLaurentis Compass Connecticut, LLC

This isn't another builder-grade new construction-it's a true custom home, thoughtfully designed for those who value craftsmanship and connection over excess. Behind the white picket fence lies a home that lives beautifully, where every inch is intentional and every detail elevated. Light pours across open spaces that blend comfort with sophistication: a Thermador chef's kitchen with hidden

Jennifer DeLaurentis Compass Connecticut, LLC

Welcome to 210 Pansy Road, a stunning new construction in Fairfield, CT offering nearly 4,000 sq. ft. of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this home apart is its rare setting-backing up to 8.5 acres of serene open nature preserve, providing a peaceful backdrop that's both private and unique. Inside, you'll find high-end finishes throughout: a chef's

Anthony Gigliotti Keller Williams Realty

A rare find in today's market & a stunning example of high-end new construction in the sought-after University area awaits - Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident.

Jackie Davis William Raveis Real Estate