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$649,900
4 Beds ⋅ 3 Baths ⋅ 24192670 MLS
Walk to the beach in minutes with 4 beds, 3 full baths and easy in-law potential in this expansive, charming, well-maintained Historic Cape on a manicured corner lot in the Pond Point neighborhood. Originally built in 1938, this distinctive home showcases hand-milled white oak floors with walnut pegging, blending timeless craftsmanship with thoughtful updates throughout its nearly 3,000 square feet of finished living space. The main level features convenient laundry, a potential in-law setup with a second kitchen, two full baths, a ground-level bedroom, and versatile spaces ideal for a home office, den, playroom, fitness room, or guest accommodations. Upstairs, the private primary suite is accessed by its own staircase and shares a semi-private en-suite bath with two generously sized bedrooms. Character and charm resonate throughout. Outdoor living shines with newer composite decking, multiple patio and entertaining areas, and a level backyard ready for a future pool. A detached garage and two storage sheds provide abundant space for hobbies, storage, a workshop, lawn equipment, or recreational gear. A brand new roof installed in April 2026 includes a transferable 50-year warranty. Ideally located near Milford's beaches, parks, downtown shops and restaurants, Metro-North rail service, and I-95, this exceptional Pond Point home offers the rare combination of history, craftsmanship, modern updates, and coastal lifestyle. A truly special property ready for its next chapter.

370 Calf Pen Ln, Milford
$1,199,900
3 Beds ⋅ 3 Baths ⋅ 24192023 MLS
Welcome to 3 Chestnut Street! This new construction home is prime modern coastal luxury living at its finest! Approximately 3500 square feet of living space, designed with both comfort and style in mind. This 3-bedroom, 2.5-bath residence offers hardwood flooring throughout the entire home and an open, light-filled layout perfect for today's lifestyle.The chef's kitchen is outfitted with top-of-the-line appliances, premium finishes, and seamless flow into the main living and dining areas. Energy-efficient construction, natural gas heating, and a tankless hot water heater ensure year-round comfort and cost savings.The spacious primary suite provides a private retreat with generous proportions and elegant details. Two additional bedrooms offer ample space for family or guests. The top level features a fully open area, creating additional living space that can easily serve as a media room, home office, den, or playroom-tailored to your needs.Enjoy outdoor living at its finest with 3 large decks showcasing stunning water views-perfect for morning coffee, sunset gatherings, or simply relaxing in the coastal breeze. A rare 4-car attached garage provides exceptional storage and convenience. Located just a short walk to the water, you'll enjoy all that beach living has to offer-from peaceful shoreline strolls to endless recreational opportunities.For investors or beach lovers, a unique opportunity awaits. Get in today!

3 Chestnut St, Milford
$699,999
6 Beds ⋅ 2 Baths ⋅ 24188919 MLS
YOUR SEARCH ENDS HERE! SUN, SAND, and SPACE Welcome to your own slice of coastal living in one of Milford's sought-after beach communities. This beautifully maintained 5-bedroom Colonial offers the perfect combination of classic charm, modern updates, and the space to live, gather, and make lasting memories. Inside, you'll find a warm and inviting interior featuring refinished hardwood floors, durable vinyl flooring, and a bright, functional layout designed for today's lifestyle. The updated kitchen showcases granite countertops, ample cabinetry, and plenty of workspace, making it the heart of the home for everything from casual breakfasts to holiday gatherings. Five generously sized bedrooms provide flexibility for family, guests, a home office, or hobbies. Step outside and discover your own backyard retreat. Spend summer days cooling off in the above-ground pool, host barbecues on the deck, or simply relax in the private outdoor space after a day at the beach. This home is designed for both entertaining and everyday enjoyment. Located just minutes from Milford's beautiful beaches, scenic shoreline, vibrant downtown, restaurants, shops, parks, the train station, and major commuter routes, you'll enjoy the best of Connecticut's coastal lifestyle with the convenience of nearby amenities. Whether you're taking a morning walk along the water, enjoying waterfront dining, or gathering with friends by the pool, this home offers the lifestyle you've been looking for.

83 Lindy St, Milford
$425,000
3 Beds ⋅ 1 Baths ⋅ 24186730 MLS
The one you've been waiting for! This pristine, move-in ready 2/3-bedroom, 1-bath ranch-style home offers the perfect blend of comfort and charm, nestled on a quiet one-way street. Step inside to discover beautiful hardwood floors that grace the main level, creating a warm and inviting atmosphere. The spacious, entertainment-friendly Living Room and Dining Area are perfect for gatherings with family and friends. The sunny kitchen comes fully equipped with modern appliances, making meal prep a breeze. Retreat to the three cozy bedrooms, each offering ample space and natural light, while the recently renovated full bath adds a touch of modern elegance to your everyday routine. Venture downstairs to the large Family Room, featuring laminate flooring-ideal for hosting Sunday football gatherings or movie nights. You'll also find a generous Storage Room and a convenient laundry area, providing everything you need for a functional home. Third bedroom is presently being used as a Dining Room.Outside, the picturesque yard is an entertainer's paradise, complete with a friendly fire pit area for cozy evenings, a picnic area for outdoor dining, and plenty of room for backyard fun and relaxation. Walk to neighborhood restaurants, pickleball, and playground. A short ride to Metro North/New York City train, downtown Milford with access to 17 + restaurants, the historic Milford Green, and numerous gorgeous sandy beaches. Don't miss the opportunity to make this delightful home yours

565 Pond Point 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
$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

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