N/A Homes with Mathewson Elementary school

Welcome to the charming city of Milford, Connecticut, where coastal beauty meets suburban comfort! Nestled in New Haven County, Milford boasts a vibrant community that is perfect for families, professionals, and retirees alike. With its picturesque coastline along Long Island Sound, residents enjoy stunning views and a plethora of outdoor activities, from beach days to scenic parks.

One of the standout features of this delightful city is the strong emphasis on education, particularly for families with young children. Homes in Milford are within the highly regarded Mathewson Elementary School district, which is known for its dedicated staff, engaging curriculum, and supportive community environment. This makes Milford an ideal choice for families seeking a nurturing educational setting for their children.

In addition to its excellent schools, Milford offers a variety of housing options that cater to diverse lifestyles and budgets. Whether you’re looking for a cozy single-family home, a charming colonial, or a modern townhouse, you’ll find properties that suit your needs. The neighborhoods here are friendly and welcoming, with tree-lined streets and a strong sense of community.

Milford is also rich in amenities, featuring quaint shops, delicious dining options, and vibrant cultural attractions. With easy access to major highways and public transportation, commuting to nearby cities like New Haven or Bridgeport is a breeze.

Discover the perfect blend of education, community, and coastal living in Milford, CT—where your dream home awaits! Come experience the charm and warmth of this wonderful city, and see why so many choose to call it home.

Newest N/A Homes with Mathewson Elementary school

$549,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187267 MLS

You CAN have it all! Set on a manicured lot in the heart of desirable North Milford, this expanded cape resets expectations. With a versatile, sprawling floor plan and the perfect mix of updates, you'll be ready to pack your boxes as quickly as you check them off. Enter from the attached garage into a mud area that leads to the centrally located, command center kitchen. Updated with granite countertops and stainless steel appliances, it offers incredible storage and easy access to both main-level living areas. The spacious front living room features a bright bay window and fireplace, while the rear family room is built for entertaining. Here, a large dining area flows into a sitting space framed by a second fireplace and a massive picture window looking out to the fenced backyard-complete with mature landscaping, garden beds, a fire pit, and a platform for outdoor dining. Two main-level bedrooms offer great flexibility as a playroom/den or dedicated home offices along with a stylishly tiled full bath round out 1st fl. Upstairs, three bright bedrooms share a sleek, modern full bath with a massive walk-in closet in the rear (formerly an office). Newer mini-splits for cooling, neutral tones, replacement windows, and updated flooring throughout. Enjoy incredible utility in a phenomenal, strollable neighborhood with no through traffic. Coastal suburban bliss awaits!

122 Wepawaug Dr, Milford

$669,000

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188337 MLS

Rare Opportunity: 6 bedroom Multi Family in Milford - This fully updated Multi-Family Property is a fantastic opportunity for both owner-occupants and investors in one of Connecticut's most desirable shoreline communities. From the moment you arrive, you'll appreciate the property's classic curb appeal, ample off-street parking, and convenient location just minutes from downtown, the train station, shopping, restaurants, beaches, and major highways. Inside, each unit offers spacious, functional layouts filled with natural light, providing comfortable living for tenants or extended family. Whether you're looking to offset your mortgage by living in one unit while renting the other, or add a solid income-producing property to your portfolio, this versatile two-family offers exceptional flexibility. The full basement provides valuable storage space, while the yard offers room to relax, entertain, or enjoy the outdoors. Milford continues to attract renters and homeowners alike thanks to its vibrant downtown, beautiful beaches, parks, harbor, and easy access to Metro-North, Interstate 95, and the Merritt Parkway. Opportunities to own a multifamily property in such a sought-after location are becoming increasingly rare. Don't miss your chance to invest in both your future and one of Connecticut's premier coastal communities.

316 W Main St, Milford

$890,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186656 MLS

Welcome to this beautiful, spacious colonial on a private cul-de-sac in one of Milford's most desirable neighborhoods with surrounding premium homes! The open, large front porch leads to bright, well-maintained interiors. The main level showcases an inviting two-story foyer, formal living room, formal dining room with elegant coffer ceiling, and home office with fine detailing, custom crown moldings, 9+ ft ceiling, built-in speaker system, and hardwood floors throughout. The open-concept layout includes gourmet eat-in kitchen with granite countertops, a large center island, stainless steel high-end appliances, and large pantry opens to kitchen seamlessly connecting to large family room with cozy gas fireplace. Step outside from a pair of 4 ft sliders to a large deck overlooking a private yard with in-ground sprinkler system, ideal for relaxing or entertaining. Second level, all 4 bedrooms are spacious with ample closets, including the primary suite with two custom closets and private bath with jetted tub, heated floor, and walk-in shower. A beautifully finished lower level with a full bathroom, offering versatile additional living space ideal for a media room, gym, playroom, or guest area. A well-maintained property with 2-car garage includes EV charger, smart thermostats, central vacuum system, and security system combines classic design, generous room sizes, located minutes of driving distance to beach, train station, shopping, dining, and downtown Milford.

44 Randolph Farm Rd, Milford

$799,900

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24173863 MLS

Welcome to Lexington Green. This 11 Room, 5 Bedroom, 3.5 bathroom colonial style home has many unique property features including an In-law in the lower level ( 847 square feet ), Primary Bedroom ( 421 square feet ) with a walk in closet and full Bathroom, Deck ( 154 square feet ), Attached 2 Car Garage ( 399 square feet ). The open expansive floor plan is ideal for entertaining and welcomes you with a dramatic two story foyer and features Living Room with fireplace, Dining Room, Eat-in kitchen with a center island, Family Room, Laundry/Mud Room, Powder Room, Deck. 4 Bedrooms on the upper level and In-Law in the lower level. You are within a few minutes drive to everything including 0.9 miles to Boston Post road ( RT 1 ), 1.1 miles to shopping & restaurants, 1.7 miles to the Merritt Parkway, 1.9 miles to I-95 North & South ramps, 2.1 miles to Milford train station, 8.4 miles to Route 34, 10.6 miles to Yale New Haven Hospital, 7.1 miles to Woodmont Beach.

40 Lexington Way N, Milford

$939,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24183856 MLS

This bright, airy, well maintained Milford colonial blends classic design with modern flair, radiating true pride of ownership from the moment you enter the welcoming foyer. The thoughtful, open-concept layout is designed for comfortable living. Starting with living and dining rooms accented by classic crown molding. The family room features floor-to-ceiling windows that flood the home with natural light, while the fully remodeled designer kitchen offers an abundance of premium cabinetry, Island and generous counter space. Upstairs, the home features three to four versatile bedrooms, Primary bedroom with private bath and shower. Walk in closet. A spacious loft, and a conveniently located laundry room. The indoor living spaces transition beautifully to the outdoors through family room sliders that open onto an expansive deck-the perfect vantage point for enjoying beautiful sunset views. The fully fenced and professionally landscaped backyard serves as a private oasis, complete with a custom heated inground pool and an elegant custom stone patio. Additional highlights include a roof replaced in 2020 and an unfinished walk-out basement offering over 1,000 square feet of potential living space, complete with two full-sized windows and ready for your finishing touches. This exceptional property offers a perfect blend of contemporary style and classic comfort.

41 Henry Albert Dr, Milford

$675,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24179486 MLS

BRAND NEW CENTRAL AIR IS BEING INSTALLED! TARGETING 7/31 FOR COMPLETION. Welcome to 39 Lookout Hill, a beautifully maintained 3 bedroom Colonial in the highly sought-after Lexington Greens community, for those seeking a low-maintenance lifestyle and an effortless daily commute. Boasting over 2600 square feet of thoughtfully utilized living space, this move-in-ready home features a dramatic two-story foyer. The updated eat-in kitchen-complete with granite countertops, stainless steel appliances, and a center island-makes meal prep and clean-up a breeze, opening directly to a spacious family room with sliders to a private deck. Overlooking a peaceful, wooded setting, this outdoor retreat offers a serene escape with absolutely zero yard maintenance required. Upstairs, the primary suite serves as a relaxing oasis with a walk-in closet and an updated bath and a walk-in shower, accompanied by two additional bedrooms and a full bath. Brand new carpeting on stairs and entire upstairs level. The fully finished lower level adds incredible flexibility with a rec room, full bath, potential fourth bedroom, office space or in-law setup. Whole house generator provides peace of mind no matter what the weather. Best of all, this home takes the stress out of travel, sitting just minutes from the train station, major highways, shopping, dining, and Milford's beautiful shoreline. Move right in, enjoy your smaller, private yard and start enjoying coastal Connecticut living!

39 Lookout Hill Rd, Milford

$550,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24182565 MLS

If ranch-style living is what you are looking for, you've found it at 965 West River Street, in Milford's most sought-after neighborhood. This charming home offers hardwood floors throughout and a comfortable functional layout. Step into the inviting living room featuring a fireplace, creating a warm, welcoming space to relax and gather with family & friends. The kitchen and dining area provide a practical and comfortable setting for everyday living & entertaining. Just steps away is a sunroom overlooking the backyard. Outside, the spacious backyard offers plenty of room for outdoor gardening and entertainment, with its serene, country-like setting, you enjoy a sense of privacy and tranquility while still being close to everything Milford has to offer. A spacious two car garage provides ample room for vehicles, storage, or hobbies, and the convenient mudroom serves as the perfect transition space, leading directly into the kitchen. The full unfinished basement includes washer/dryer hookups and a built-in workshop area. Conveniently located just minutes away from Milford's charming downtown area, the train station, harbor, beaches, restaurants, shopping, and parks, this home offers the perfect combination of charm, comfort, and convenience. Commuters will appreciate the easy access to I-95 and the Merritt Parkway.

965 W River St, Milford

$699,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178221 MLS

Enjoy one-level living in this well-maintained sprawling Ranch set on .60 acres featuring an open concept floor plan with vaulted ceilings, abundant natural light, and a finished walk-out lower level offering flexible living space. The main level offers 3 bedrooms, including a primary bedroom with en-suite bath, an additional full bath, and spacious living areas highlighted by 2 stunning fireplaces. A walk-out slider from the family room leads to a spacious deck overlooking the private backyard. Attached 2-car garage adds convenience and functionality. The finished walk-out lower level with additional walk-out access offers endless possibilities for multi-generational living, extended family, recreation space, home office, or guest quarters. A unique opportunity with room to grow. SqFt includes 1240 sqft finished LL. Conveniently located near major highways and just minutes to Milford's vibrant Downtown Green, restaurants, shops, train station, and beautiful Milford beaches.

275 Wheelers Farms Rd, Milford

$399,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24176530 MLS ⋅ Clark Commons BLDG.

Walk to downtown Milford and enjoy Townhouse Living that has feel of a Single-Family Home! Welcome to this spacious 1,660-square-foot, 2-bedroom, 1.5-bath townhouse tucked away in a small, quiet complex just a short walk to the vibrant Milford Green, downtown restaurants, boutique shops, and the Metro-North Railroad train for an easy commute to New York City. Designed for comfortable everyday living and effortless entertaining, the main level features a generously sized living room with a cozy wood-burning fireplace and sliders to a private patio-perfect for summer cookouts and relaxing outdoors. The eat-in kitchen offers newer appliances, excellent cabinet and counter space, and a separate dining area. An oversized formal dining room is ideal for hosting holiday gatherings and can easily serve as a main-level family room or home office. Upstairs, you'll find two spacious bedrooms, including a king-sized primary bedroom, a guest bedroom, convenient second-floor laundry, and a full bath. The large unfinished basement provides abundant storage and includes a newer furnace, water heater, and central air conditioning system. Enjoy the best of both worlds: low-maintenance townhouse living with the space and feel of a house. Conveniently located near major highways, downtown Milford, the train station, and Milford's beautiful sandy beaches. A rare and unique house alternative you won't want to miss!

157 Clark St Unit 157, Milford

$840,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24174394 MLS

ATTENTION SMALL BUSINESS OWNERS! UNLOCK THE ULTIMATE LIVE-WORK OPPORTUNITY! For the first time in over 50 years, the iconic Almond Building is available-perfect for entrepreneurs seeking the ideal blend of business and lifestyle. This is your chance to own not only a charming 1920s Cape Cod residence in the prestigious Duck Pond neighborhood, but also a highly visible commercial warehouse with office space and a tandem garage, right on bustling Boston Post Rd. Enjoy unmatched exposure for your business while living just steps away from your workplace! This unique offering includes both 231 W. River and 233 W. River for a combined price of $840,000 (see MLS 24174397). The home boasts classic curb appeal, a welcoming front porch, and a flexible layout with a living room, dining room, kitchen, bedroom, and full bath on the main floor, plus two additional bedrooms and a half bath upstairs. The attached one-car garage connects seamlessly to the commercial building-a former barn with a fun loft and over 4,000 sq. ft. of versatile workspace, including office areas and a tandem garage. The original barn has a crawl space beneath it, while the office space, garages, and some of the storage areas are on concrete slabs. Don't miss your chance to secure a rare property that gives you the best of both worlds: the prestige and tranquility of a historic neighborhood and the convenience and visibility your business deserves! Schedule your tour today and envision your best future here.

231 W River St, Milford

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