Refine Search
Sort by
$625,000
3 Beds 2 Baths 24174973 MLS
Charming coastal colonial, freshly painted, just a short walk from the beach in the heart of Milford. This 3-bedroom, 1.5 bath home offers the perfect blend of seaside living and classic New England charm. Inside, you'll find a generous size living room with a stone fireplace, a large primary bedroom with ample closet space, and a warm inviting layout ideal for everyday living or weekend escapes. The expansive attic level is not to be missed! The attic is already framed for additional rooms, creating a unique opportunity for future customization and added square footage. Rinse off after beach days in the outdoor shower and enjoy a truly walkable neighborhood close to shoreline paths, local favorites, and community amenities. A rare opportunity to own a beach home in the Woodmont neighborhood with no flood insurance required.

106 Hawley Ave, Milford

$1,599,000
3 Beds 3 Baths 24173648 MLS
Modern new construction in an exceptional Milford location with 3 bedrooms, 2 full baths & just one block from Silver Sands State Park & Milford's famous boardwalk! This stunning home showcases quality craftsmanship & thoughtful attention to detail throughout. Filled with natural light, the spacious great room features hardwood floors, a dramatic floor-to-ceiling fireplace with a custom live-edge mantel & sliders leading to both a front balcony & rear deck. The gourmet kitchen is designed to impress, offering granite countertops, GE Cafe appliances & abundant cabinet space. A versatile bonus room provides the perfect space for a home office or guest room. The second level features a primary suite with a large walk-in closet & a private bath with a jacuzzi tub & separate shower. Two additional bedrooms with great closet space, a full bath with laundry & an open balcony overlooking the great room complete the second level. The third floor features a utility room & access to a rare IPE rooftop deck with panoramic views of Long Island Sound & breathtaking marsh sunsets. An oversized 3-car garage provides ample storage. This property includes deeded beach rights, convenient access to major highways & is close to the Milford Yacht Club, Walnut Beach, vibrant Downtown Milford & so much more. Enjoy contemporary beach living from this magnificent home today!

33 Pearl St, Milford

$840,000
3 Beds 2 Baths 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

$1,390,000
3 Beds 3 Baths 24173609 MLS
Beautiful updated 3-4 bedroom Craftsman Beach House located in the highly sought-after Morning Side waterfront community. Second house from the water, this coastal retreat offers stunning water views from just about every room in the home along with exceptional indoor/outdoor living. A welcoming wraparound porch with swing sets the tone for this relaxed yet sophisticated beach home. Inside, you'll find a spacious living room with hardwood floors and gas fireplace, large dining room designed for entertaining, and a cozy den perfect for reading, relaxing, or movie nights. The beautifully updated kitchen features stainless steel appliances, built-in wine cooler, microwave drawer, walk-in pantry, and a large center island with abundant storage and seating space for gatherings. Upstairs, the spacious primary suite offers peaceful water views and a spa-like bath retreat with heated floors designed for comfort and relaxation. Two additional bedrooms and possible office space complete the second floor, while the finished third floor provides flexible space for a fourth bedroom, workout area, office. Step outside to enjoy coastal breezes and water views from the private patio, ideal for summer entertaining and cookouts. Morningside offers a true shoreline lifestyle with waterfront walks, kayaking, boating, and beautiful Long Island Sound scenery. Additional amenities include solar panels and whole-house generator. Making this home feel like a vacation year round.

12 Norwood Ave, Milford

$1,050,000
4 Beds 4 Baths 24173251 MLS
Beautifully remodeled 4-bedroom, 3.5-bath Colonial with a 2-car garage, offering over 3,178 sq ft of thoughtfully designed living space, ideally situated in Milford's charming historic district near Upper Duck Pond. This elegant home welcomes you with a grand two-story foyer, flanked by formal living and dining rooms, and a private home office with French doors-perfect for today's lifestyle. Refined details include custom millwork, 9-foot ceilings, and gleaming hardwood floors throughout the main level. The sun-filled eat-in kitchen, complete with a center island, flows seamlessly into the inviting family room featuring a cozy gas fireplace-creating the perfect space for both everyday living and entertaining. Sliders lead to a spacious, newly constructed deck overlooking a level, private yard-ideal for outdoor gatherings and relaxation. Upstairs, the serene primary suite offers a vaulted ceiling, two generous walk-in California Closets, and a spa-like bath with a whirlpool tub and walk-in shower. Three additional bedrooms provide ample space, including one with its own en-suite bath and walk-in closet. A conveniently located upper-level laundry room adds ease to daily living. Perfectly positioned just minutes from major highways, shopping, dining, and all that Milford has to offer, this exceptional home combines timeless elegance with modern comfort.

154 North St, Milford

$1,525,000
3 Beds 4 Baths 24172915 MLS
Exceptional Home built in 2023 offers rare dual water setting - Sunrise Ocean Views out front and Peaceful Pond Sunsets behind. Like New! Extremely well maintained and cared for home.Wonderfully accented property with so many quality features and personal touches. Picturesque Views from every room.Spacious open floor plan on the main level with 9' ceilings, a signature fireplace, and sliders to a composite deck. Beautiful kitchen with custom cabinets, quartz counters, a 9x4 ft. center island, stainless steel appliances and walk-in pantry. The primary bedroom bath has heated floors. Third floor sanctuary with a full bath is perfect for guests, an office, nice artist studio or quiet reading area. Lots of natural light thru-out. Enjoy summer breezes on one of three decks in this really special setting. Plenty of parking for visiting family and friends. Under ground sprinkler system. Spacious four car garage with ample storage space. A short drive to the Town Green with all that offers- Quaint shopping, many restaurants and events, the Harbor, the Train Station. Come see this incredible opportunity- Dreams do come. true.

114 Merwin Ave, Milford

$1,695,000
4 Beds 2 Baths 24170749 MLS
A rare opportunity to own a true "Waterfront Compound" in Milford featuring THREE legal dwellings in one lot with private beach access-offering immediate income potential and long-term redevelopment upside. Currently operated as short-term rentals with strong seasonal performance, this property is ideal for investors or buyers seeking to offset ownership costs. Set on a direct waterfront lot, the offering presents multiple paths: continue as an income-producing asset, create a multi-generational coastal retreat, or reimagine the site into a larger custom residence. The compound includes three separate structures totaling over 2,500 sq ft: a 1,100 sq ft waterfront home with 4 bedrooms, 2 baths, and an oversized patio overlooking the water; a 300 sq ft bungalow-style studio with potential to add a kitchen and bath; and a second 1,100 sq ft residence offering 3 bedrooms, 1.5 baths, and water views from the living room and primary bedroom. Ample on-site parking adds significant value-an uncommon feature for shoreline properties. Conceptual potential exists to redevelop while maintaining an additional dwelling. Buyers to perform their own research. Minutes to Milford's vibrant downtown, harbor, restaurants, and beaches.

85 Melba St, Milford

$635,000
2 Beds 2 Baths 24163253 MLS
Perfectly suited for investors, owner-occupants, or those seeking a charming vacation retreat, this beautifully maintained home offers the best of shoreline living with water views, close proximity to Silver Sands Beach and steps away from two public beach access walkways. Located just 1.5 miles from downtown, enjoy a quick bike ride to local shops, restaurants, and all the area has to offer. Inside, you'll find a completely renovated kitchen featuring stainless steel appliances, quartz countertops, tile backsplash and a built-in corner bench-perfect for casual dining and gathering. Hardwood floors flow throughout the home, complemented by central air and efficient natural gas heating for year-round comfort. Custom window coverings allow privacy and views. Brand new roof to enjoy for many years to come. Step outside to a fully fenced rear yard, ideal for entertaining, relaxing, or enjoying summer evenings. Set in a truly fabulous neighborhood that shines in every season, this home is a rare opportunity to enjoy coastal living at its finest.

784 E Broadway, Milford

$749,900
3 Beds 2 Baths 24169879 MLS
Bring your kayaks & beach chairs & enter into the coastal lifestyle. Stunning newer construction, ideally located in desirable Silver Sands area. Updated & thoughtfully designed, this exquisite beach retreat offers the perfect blend of luxury, comfort, & convenience. Feat oversized garage w/ ample parking & storage, along w/ a walk-out to a private yard & patio-perfect for enjoying your morning coffee while listening to the birds chirp & evening bonfires. Inside find a magnificent open flr plan designed for everyday living & effortless entertaining. The expansive kitchen is a true showstopper, offering abundant cabinetry, a lg center island w/ quartz countertops, & seamless flow into dining & living areas. Sliders invite in natural light. The main level boasts amazing soaring ceilings & a spacious bedroom & full bath, providing flexibility for guests or convenient one-level living. Upstairs, retreat to the luxurious primary suite w/ a spa-inspired bathroom w/ gorgeous soaking tub & an oversized walk-in shower-your own private sanctuary to relax & unwind. Down the hall find a versatile flex space perfect for a 3rd bedroom, home office, den, or guest room. Just down the street, you'll fall in love with the sandy beach and scenic boardwalk-perfect for daily strolls w/ breathtaking views of LI sound. This all electric home was built with energy efficiency in mind w/solar for very low cost to operate. Check out our virtual 3D tour to do an interactive walk through.

14 Chetwood St, Milford

$345,000
3 Beds 1 Baths 24167503 MLS
Welcome to 39 Soundview Avenue in coastal Milford-an incredible opportunity to break into one of the area's most desirable beachside neighborhoods. Ideally situated just off the Long Island Sound, this home offers the lifestyle so many seek, with a short walk to the shoreline and nearby Burwells Beach for sun, sand, and sea breezes. Located within the sought-after Orchard Hills Elementary School district, the setting alone makes this property a standout. The home itself is a true fixer-upper and will require TLC, but presents a fantastic entry point for people looking to invest, renovate, and build equity in a prime location. Whether you're envisioning a year-round residence, seasonal getaway, or renovation project, this is your chance to create something special just steps from the water. Bring your vision and unlock the full potential of this Milford beachside gem!

39 Soundview Ave, Milford

$1,699,000
4 Beds 3 Baths 24167124 MLS
Rebuilt inside and out in 2019, this home offers a bright, open layout designed for everyday living and elegant entertaining-just steps from Long Island Sound with the rare benefit of no flood or wind insurance required. The main level features a chef's kitchen with high-end appliances, walk-in pantry and breakfast nook that flows into the dining and family rooms. Upstairs, the vaulted primary suite provides a true retreat with a spa-like bath, including a freestanding tub, walk-in shower and generous walk-in closet. Three additional bedrooms and a flexible bonus space offer versatility for an office, guest space or playroom. Set in the charming, walkable shoreline neighborhood of Morningside; beach access is always nearby. The location is equally appealing for commuters. Easy access to the Milford train station and I-95 offers a convenient commute to New Haven, Westport and NYC. A rare opportunity to enjoy coastal living, modern construction an an easy commute-all with the added benefit of no flood or wind insurance.

34 Orchard Rd, Milford

$689,000
3 Beds 3 Baths 24165864 MLS
Seller ready to move on to their next project! In Milford's coveted Rivercliff neighborhood With serene water views, this stunning home has been masterfully transformed AND EXPANDED from the studs out by Walk Invest, LLC - A premier residential renovation firm with 20+ years of experience and 40+ completed high-end renovations statewide. Their signature is total transformation, and this home is no exception. A reimagined floor plan with almost 1600 sq ft- complete with new staircase and added dormers for expanded square footage - sets the tone for a residence where no detail was overlooked. The sun-drenched new kitchen stuns with new cabinetry, custom pot filler, designer hood, and a handcrafted backsplash. A custom drop zone/mudroom and crown molding throughout add function and elegance in equal measure. A spacious primary suite on the main level with boutique like bath complete with a custom glass shower door. Two other spacious bedrooms upstairs share a well appointed bathroom AND a bonus media room. Every system is brand new: HVAC, electrical, plumbing, foam insulation, and all-new drywall create a home that performs as beautifully as it looks. Refinished hardwood floors, new LED recessed lighting, and refreshed basement round out the interior. Outside, new windows, roof with metal accents, siding, deck, stylish black gutters and fresh landscaping complete the picture. This is not a flip - it's a complete architectural reimagining. Experience the Walk Invest differenc

181 Eastern Pkwy, Milford

$525,000
3 Beds 2 Baths 24166108 MLS
Discover this stunningly renovated Cape Cod home, perfectly situated on a desirable corner lot. The heart of the home is a completely remodeled eat-in kitchen featuring new cabinetry, modern flooring, premium fixtures, and a full suite of updated appliances. Relax in the inviting living room or retreat to the main-level's two spacious bedrooms and fully updated bath. The second floor is a dedicated primary suite oasis, complete with a private en suite bath and ample storage. The finished lower level adds versatile living space, perfect for a home office, gym, or playroom, and includes a dedicated laundry area. Significant structural and mechanical upgrades provide peace of mind, including a new roof, new siding, a 200-amp electrical service, and a high-efficiency HVAC system with central air. Step outside to your private patio and professionally landscaped yard, just minutes from Milford's famous beaches, public transport, and vibrant downtown shopping. Schedule a showing today!

83 Tower St, Milford

$1,175,000
7 Beds 5 Baths 24165758 MLS
Where 1918 Heritage Meets 2026 Innovation --- Experience the impossible: a Historically Registered 1918 home that doesn't just preserve the past - it powers the future. This isn't a renovation; it's a masterclass in "Invisible Innovation", where period-correct craftsmanship lives in perfect harmony with a carbon-neutral footprint. An historically registered 1918 Colonial Revival Home with state of the art renewable energy and HVAC infrastructure, powered by NEW geothermal heating+cooling system and owned solar panel array. This 7 Bedroom home (tax record states 5 BR) features 4 levels of living inside with a heated inground pool, patio and deck outside. Owners have thoughtfully and strategically updated the home while maintaining the look and feel of the 1918 era. Main floor features a Gracious Foyer, Updated Kitchen w/granite,pantry,SS appls+Butler pantry. Formal DR,Office/Den+Living Room-spacious.TWO sun rooms-this house gets a ton of natural light! The enclosed porch is a wonderful way to enjoy the outside, from afar. 2nd Flr features:3 BR, Laundry Rm, Full Bath+Large Linen Closet. 3rd Flr offers:4 possible BR+Full Bath. The heated inground pool w/NEW pool liner, safety cover, pool pump+filter. The finished Lower Level makes for a great play/rec room. With the kitchen+Full Bath in the LL, this could be a possible in-law/au pair suite. Ideally located, with views of Milford's upper duck pond, this home is close to the downtown train station,dining+Milford Green.

97 North St, Milford

$515,000
2 Beds 2 Baths 24164930 MLS
Wake up to coastal breezes and water views in this charming beachside Colonial, perfectly positioned just 87 steps to the sand. Whether you're looking for a year-round retreat, vacation getaway, or investment opportunity, this home delivers the ultimate shoreline lifestyle. This has endless potential to make it your own. What truly sets this property apart is the included side building lot, offering a rare opportunity for the savvy investor to expand, build up and out - to create additional living space, garage or an ADU for income - ideal for maximizing value or designing your dream coastal escape. With a New Roof and Siding all you have is a few cosmetic updates! Located in a desirable beach community, this property combines location, flexibility, and lifestyle-just moments from the shoreline, yet full of possibilities. Don't miss your chance to own a slice of the coast with room to grow. Sold AS IS

36 Beachland Ave, Milford

$1,499,000
3 Beds 4 Baths 24159853 MLS
Exceptional new construction just moments from the shoreline in the highly sought-after borough of Woodmont, offering over 3,400 sq ft of refined living space. Designed with a timeless coastal aesthetic, this home features a bright, open layout, graceful architectural details, and a statement fireplace that brings warmth and character to the main living area. The kitchen is both beautiful and functional, ideal for everyday living and entertaining. Flexible in design, the home offers 3-4 bedrooms, including an option for a second primary suite, home office, or media room, along with 3.5 well-designed baths. Additional highlights include an oversized garage, outdoor hot/cold shower for easy beach days, and a walk-out lower level offering endless potential for future living space, recreation, or storage. A rare opportunity to own a thoughtfully designed new home in one of Milford's most charming coastal neighborhoods, where classic shoreline character meets modern comfort.

12 Usher St, Milford

$2,499,000
5 Beds 5 Baths 24158825 MLS
Perched high atop a scenic bluff, this extraordinary coastal retreat offers some of the most breathtaking water views in all of Milford, with sweeping, nearly 360-degree vistas of Long Island Sound and the neighboring bay. Set on over an acre of land, this is a truly rare opportunity to own one of the area's largest parcels with such expansive, unobstructed waterfront scenery. Originally built in 1936 and thoughtfully expanded in the early 2000s, this remarkable home blends timeless New England charm with modern design and functionality. Offering 4,430 square feet of finished living space across two levels, plus an additional 2,328 square feet of high-ceilinged unfinished basement, the possibilities here are endless-whether you envision a home theater, gym, or custom in-law suite. The residence features 5 spacious bedrooms and 4 full bathrooms, designed for both comfort and versatility. The open-concept kitchen flows seamlessly into a warm and inviting bar area, creating the perfect setting for entertaining, while the adjacent dining room provides an elegant space for gatherings and special occasions. Wake up to stunning sunrises, unwind with ocean breezes, and enjoy a lifestyle defined by tranquility and natural beauty. Located in one of Milford's most coveted coastal enclaves, this property is not just a home-it's a rare opportunity to create your dream waterfront retreat, all while being conveniently located near major highways, shopping, dining, and set within a highly

590 Gulf St, Milford

$515,000
3 Beds 1 Baths 24159730 MLS
Located in the highly sought-after Woodmont neighborhood, this amazing property is ideally situated on over half of an acre of beautiful, fully usable land. The main level features a generously sized Living Room with a nicely appointed Eat-in Kitchen with high-end stainless appliances. The dining area has room for formal dinners and gatherings with sliders access to an inviting deck. Three generously size bedrooms with good closet space & a lovely updated full bath complete the main level. An expansive walk-out heated lower level offers an additional 516 sq.ft. of finished space with endless possibilities for a home office, potential 4th bedroom, recreation room or gym. Enjoy the expansive backyard oasis with an above-ground pool and lush landscaping perfect for relaxation and entertaining. This home is located in the heart of Woodmont and just 2 minutes away from Woodmont beach! Close proximity to schools, parks, plenty of shopping/restaurants, highways & so much more! Make your home ownership dreams a reality. Schedule your showing today!

217 Merwin Ave, Milford

$549,900
4 Beds 3 Baths 24157989 MLS
Beautifully Maintained Home with walk out lower level, possible in-law - Move-In Ready! Step into this pristine, beautiful home offering an inviting open floor plan designed for comfortable living and effortless entertaining. The main living area features soaring cathedral ceilings, abundant natural light from skylights, recessed lighting, and a cozy wood-burning stove that adds warmth and charm. The kitchen flows seamlessly into the living space and includes a convenient breakfast bar, perfect for casual dining or gathering with family and friends. The enormous fully finished bright lower level offers incredible flexibility, complete with den, bedroom, full bath and sliders leading outside, making it ideal for a possible in-law setup, guest suite, recreation area, or home office. Outside, enjoy a great level yard perfect for relaxing or entertaining, featuring a deck, pool, and storage shed-your own private backyard retreat. Ideally located just a short distance to the beach, restaurants, and shopping, and conveniently close to major highways and great schools, this home offers the perfect combination of comfort, location, and lifestyle. Don't miss the opportunity to make this exceptional home yours! Click on video icon for a virtual 3D walkthrough.

24 Matthews St, Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.