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17 Hill St, Milford
$450,000
5 Beds ⋅ 2 Baths ⋅ 24214870 MLS
Opportunity awaits in a desirable downtown Milford location, directly across the street from a playground. Situated on a .32-acre parcel in an R-10 zone, this 1920 property offers an opportunity for buyers, builders, contractors, and investors looking for a project with potential. According to town records, the property is classified as a single-family home with an apartment and contains approximately 2,044 square feet of living space. The existing structure requires extensive repairs and renovations, both inside and out, and is being offered with the understanding that the primary value is in the land. Whether your vision is to restore the existing home or explore the possibility of new construction, this property provides a chance to consider the options in an established downtown setting. Enjoy proximity to downtown amenities, local shops, restaurants, and community attractions, with a park just steps from the front door. Buyers are strongly encouraged to conduct their own due diligence with the City of Milford regarding zoning, permitted uses, building requirements, approvals, and any potential redevelopment plans. No representations are made regarding the feasibility of additional units, demolition, or new construction. With a convenient location across from green space, this is a chance to evaluate a property for its land and future possibilities. Bring your vision and explore what may be possible. Property is being sold as-is

17 Hill St, Milford

1412 Windward Rd Unit 1412, Milford
$450,000
2 Beds ⋅ 2 Baths ⋅ 24208257 MLS ⋅ Caswell Cove BLDG.
Welcome to 1412 Windward Road in Caswell Cove, one of Milford's hidden gems for waterfront living along the Housatonic River. This spacious 1,645 sq. ft. garden-level ranch offers 2 bedrooms, 2 updated full baths, a detached garage and the ease of one-level living, all complemented by beautiful water views and spectacular sunsets. The generous floor plan features a spacious living room with sliders, dining room and additional family room/den, perfect for a home office or sitting room. The kitchen offers granite countertops and a breakfast bar. The oversized primary bedroom enjoys water views, a walk-in closet and private updated full bath. A second bedroom, updated full bath and additional cedar closets complete the interior. Step outside to your patio and enjoy the peaceful waterfront setting, watch the boats pass by and take in gorgeous sunsets over the river. Caswell Cove offers an in-ground pool, clubhouse/fitness center, tennis, pickleball and basketball. Conveniently located near downtown Milford, the train station, beaches, shopping, restaurants and major highways. Enjoy the space of a home with the ease and amenities of waterfront condominium living

1412 Windward Rd Unit 1412, Milford

1427 Windward Rd Unit 1427, Milford
$445,900
2 Beds ⋅ 2 Baths ⋅ 24209086 MLS ⋅ Caswell Cove BLDG.
Welcome to Caswell Cove, a desirable waterfront community nestled along the scenic Housatonic River. Enjoy beautiful river views and the ease of true one-level living with no stairs and direct access into the condo, making it especially appealing for those seeking accessible, handicap-friendly features. The spacious kitchen offers newer flooring, an updated backsplash, and a generously sized dining area. Both full bathrooms feature newer flooring, while the primary bath has been updated with a newer walk-in shower. Generous room sizes throughout provide a comfortable and inviting living space. All appliances, including the washer and dryer, will remain. Two assigned parking spaces are conveniently located directly in front of the unit, and a one-car garage offers additional storage space. This is easy, waterfront living at its best.

1427 Windward Rd Unit 1427, Milford

17 Southwick Ct N Unit 17, Milford
$440,000
2 Beds ⋅ 2 Baths ⋅ 24207634 MLS ⋅ Southwick At Milford BLDG.
Experience effortless living in this bright, open-concept home located in a premier Milford 55+ community. The interior impresses immediately with soaring vaulted ceilings in the main living area, creating a sense of volume and light that flows throughout the entire layout. Every room feels airy and expansive thanks to nine-foot ceilings, beautifully accented by elegant crown molding and Windsor casing that add a touch of timeless sophistication. Rich hardwood floors lead you through the main level to a private primary suite, designed as a peaceful retreat, alongside a versatile second bedroom. If you need more space, the massive full basement features high ceilings, offering incredible storage or the potential to create a custom hobby space or home gym. Outside, you can relax on the private terrace or enjoy the convenience of the attached one-car garage. The location is truly unbeatable for anyone looking to embrace the Milford lifestyle. You're just moments away from the vibrant downtown green, scenic local beaches, and the train station for easy trips into Manhattan. This home perfectly combines sophisticated architectural detail with a low-maintenance, coastal lifestyle. THE UNIT IS GOING TO HIGHEST AND BEST BY 10/27 AT 5:00 PM

17 Southwick Ct N Unit 17, Milford

63 Stowe Ave, Milford
$439,000
2 Beds ⋅ 1 Baths ⋅ 24204379 MLS
Back on the Market! Calling all contractors, investors and buyers with vision! This bank-owned property presents an outstanding renovation opportunity just one block from Walnut Beach. Renovate and resell, create a coastal home of your own with a possible 203(k) rehabilitation loan, or explore its potential as a vacation or short-term rental, subject to local regulations and approvals. The attic offers additional finished space/rooms for added living space. The location is the true highlight-close to the beach, fishing pier, volleyball courts, seasonal concerts and the boardwalk leading to Silver Sands State Park. Walk to neighborhood coffee, ice cream, restaurants and other amenities. A prime location with tremendous potential-bring your plans and make the most of this unique shoreline opportunity.

63 Stowe Ave, Milford

118 Gulf St Unit 15, Milford
$430,000
2 Beds ⋅ 2 Baths ⋅ 24214634 MLS ⋅ Gulf Gardens BLDG.
Just a short walk from downtown Milford, this beautifully maintained townhouse at Gulf Gardens offers the perfect combination of comfortable living, convenience, and low-maintenance ownership. Imagine strolling downtown for morning coffee, meeting friends for dinner, browsing the local shops, or spending a relaxing afternoon by Milford Harbor. It's all close to home! Inside, the inviting open floor plan connects a spacious living room with an eat-in kitchen featuring granite countertops and a center island. Upstairs, two generously sized bedrooms offer ample closet space, while the finished lower level provides valuable additional room for a home office, hobbies, exercise, or simply relaxing. An attached garage with direct interior access adds everyday convenience, especially during New England winters. With two bedrooms, one full and one half bath, and a location just minutes from Gulf Beach and Silver Sands, this move-in-ready home makes it easy to spend less time on upkeep and more time enjoying everything Milford has to offer. Unpack, settle in, and start enjoying the lifestyle!

118 Gulf St Unit 15, Milford

31 Ruth Ann Ter, Milford
$425,000
3 Beds ⋅ 1 Baths ⋅ 24215840 MLS
Full of charm, this adorable 3-bedroom split-level offers a wonderful opportunity to put down roots in a welcoming Milford neighborhood. With 1,024 sq ft of comfortable living space, a beautiful backyard, and room to make it your own, this home has so much to offer first-time buyers and anyone looking for a place to call their own. Step inside to discover a bright and cheerful living room, where a large picture window fills the space with natural light and a wood-burning fireplace creates a cozy setting. The spacious eat-in kitchen features stainless steel appliances, generous counter space, and lovely views of the backyard. Upstairs, three bedrooms provide ample closet space and share a full bath with a tub/shower combination and large linen closet. The unfinished basement offers approximately 500 additional square feet for storage and potential future finished space. From the kitchen, step onto the freshly painted deck, ideal for outdoor dining and entertaining. Beyond, the expansive, level backyard is fully fenced, with mature trees offering privacy and a dedicated area for gardening. Sidewalks throughout the neighborhood invite leisurely strolls, while convenient access to Interstate 95, Route 1, the Milford Metro North station, shopping, restaurants, downtown Milford, and beautiful area beaches puts the best of Milford within easy reach. With comfortable living spaces, an incredible yard, and room to make it your own, this home is ready for its next chapter!

31 Ruth Ann Ter, Milford

554 Merwin Ave, Milford
$419,000
3 Beds ⋅ 1 Baths ⋅ 24212734 MLS
Offered for the first time, this lovingly maintained 3-bedroom raised ranch presents a wonderful opportunity to make it your own! Located at 554 Merwin Avenue in Milford, this well-cared-for home offers a functional layout with hardwood flooring throughout much of the main level, a spacious living room, an open concept kitchen and dining room, three bedrooms, and a full bathroom. The lower level provides additional versatile space with possibilities for a recreation room, home office, or other uses to suit your needs. Featuring natural gas and an established residential setting, this home offers a great opportunity to bring your personal style and updates while building equity. Conveniently situated near shopping, dining, parks, local beaches, major highways, and Milford's many amenities. Whether you're looking for your next home or an investment opportunity, this property offers plenty of potential. Bring your vision and discover the possibilities of making this home your own!

554 Merwin Ave, Milford

102 Surf Ave, Milford
$419,000
2 Beds ⋅ 1 Baths ⋅ 24204995 MLS
Rare opportunity to own a private coastal home backing directly to Silver Sands State Park, with stunning marsh views and nature right outside your door. Enjoy the views from your private back deck, surrounded by abundant wildlife and exceptional bird watching, all while being just minutes from Milford's beaches, boardwalk, dining, and shoreline attractions. This charming vintage coastal home has been thoughtfully updated with modern touches while retaining its original character. The main level offers an inviting open-concept floor plan perfect for entertaining, along with a heated enclosed front porch and direct access to the back deck. Upstairs are two bedrooms, and the heated full walk-out basement provides valuable additional space. Updated major mechanicals, a brand-new driveway, and a detached shed with electricity complete the property. A unique combination of privacy, character, natural beauty, and an incredible shoreline location that is increasingly hard to find in Milford.

102 Surf Ave, Milford

330 Merwin Ave Unit G3, Milford
$410,000
2 Beds ⋅ 3 Baths ⋅ 24214420 MLS ⋅ Ocean Crest BLDG.
Welcome to the desirable Ocean Crest complex in Milford's sought-after Woodmont neighborhood! This well-maintained 3-level townhouse offers 1,428 sq ft PLUS an additional 708 sq ft in the lower level, 2 bedrooms, 2.1 baths, and an abundance of closet/storage space throughout. The spacious living room has a full-size coat closet and flows into the large, remodeled kitchen with a breakfast bar. This overlooks the dining room with sliders that lead to a beautiful private patio and deck perfect for relaxing outdoors. Finishing the main level is an updated half bath. Upstairs, the primary bedroom boasts a Juliet balcony and double closets, and an updated private bath. A second bedroom with double closets and full hall bath complete the upper level. The lower level offers additional storage space and laundry area. Tucked away in the rear of the complex this pet-friendly unit features 2 assigned parking spaces plus ample guest parking located near the pool/clubhouse. There is a lovely clubhouse and gardening area for residents.

330 Merwin Ave Unit G3, Milford

103 Orland St, Milford
$410,000
3 Beds ⋅ 1 Baths ⋅ 24199072 MLS
Welcome to this charming, exceptionally well-kept beach cottage in Milford's sought-after Bay View Beach Association. Bay View Beach is a private neighborhood beach available to homeowners within the association boundaries, offering a relaxed shoreline setting, seasonal lifeguard coverage, boat-rack availability, and an active community calendar of summer gatherings and activities. The town lists the home as three bedrooms, with one currently used as a dining room-offering flexible space for entertaining, a home office, or conversion back to a bedroom. Thoughtful features include central air, a wood-burning fireplace, a new hot water heater, and recently replaced, low-cost solar panels. A newer heated sunroom, an inviting space not included in the recorded square footage, extends the home's enjoyment through every season. Outside, the beautiful backyard is enhanced by attractive plantings and provides a peaceful setting for morning coffee, summer entertaining, or unwinding after the beach. Enjoy the best of the Milford lifestyle, from its coastal setting and city beaches to Silver Sands State Park, Milford Harbor, and a vibrant, walkable downtown with restaurants, boutiques, the historic Milford Green, community events, and Metro-North rail service.

103 Orland St, Milford

51 Meadow Park Dr, Milford
$409,000
3 Beds ⋅ 1 Baths ⋅ 24211067 MLS
Welcome to 51 Meadow Park Drive. This 3-bedroom, 1-bath ranch offers approximately 1,100 square feet of comfortable one-level living, plus a partially finished, heated basement providing approximately 500 square feet of additional space. The lower level offers plenty of possibilities and is ready to be refreshed to suit your needs and style. An attached one-car garage adds everyday convenience, while several important improvements have already been completed. Updates include a new roof, a newer boiler, a newer central air conditioning unit, a new sump pump, upgraded electrical, and thermopane windows. Enjoy a neighborhood setting that's well-suited for getting outside and taking a walk, while still enjoying all that Milford has to offer. With a practical ranch-style layout, additional heated lower-level space, an attached garage, and numerous major improvements, 51 Meadow Park Drive is ready for its next chapter. Conveniently located in Milford's 06461 area near the Boston Post Road corridor. Schedule your showing and discover the possibilities at 51 Meadow Park Drive.

51 Meadow Park Dr, Milford

40 Wildwood Ave, Milford
$405,000
2 Beds ⋅ 1 Baths ⋅ 24215000 MLS
Coastal charm meets everyday comfort at 40 Wildwood Avenue! This inviting two-bedroom, one-bath bungalow offers easy single-level living near Milford's sandy shoreline. A bright enclosed front porch welcomes you with space to enjoy morning coffee, unwind with a book, or gather after a day at the beach. Inside, hardwood floors, soft coastal colors, and abundant natural light create a warm, relaxed atmosphere. The living room features a charming window seat, while the updated kitchen showcases white cabinetry, blue subway tile, stainless steel appliances, a gas range, and generous counter space. Two bedrooms provide comfortable retreats, and the furnace and AC condenser were both replaced in 2020. With approximately 728 square feet of thoughtfully arranged living space and a manageable yard, this home delivers plenty of character in a compact footprint. Enjoy shoreline living with Milford's dining, shopping, and downtown attractions within easy reach.

40 Wildwood Ave, Milford

31 Salem Walk, Unit 31, Milford
$400,000
2 Beds ⋅ 2 Baths ⋅ 24217935 MLS ⋅ Longmeadow BLDG.
Welcome to 31 Salem Walk, part of the Longmeadow community, a bright 2-bedroom, 1.5-bath home in Milford where the big-ticket updates are already done. Step inside to an open living and dining room area, where sliders lead out to a private patio made for summer dinners and relaxing fall afternoons. The beautiful kitchen is a standout. It has crisp white shaker cabinets, stunning quartzite counters, newer stainless steel appliances, and a built-in hutch with glass-front cabinets for extra storage and display. A half bath completes the main level. Upstairs are two generous bedrooms with large closets, plus an updated full bath. The partially finished basement gives you flexible space for a home gym, office, playroom, or hobby area, with room left for storage. Newer mechanicals and newer windows mean the hard work is already done, leaving you free to simply settle in and make it your own. Spend summer days lounging by the community pool, all in a peaceful setting just minutes from Milford's shops, restaurants, beaches, and commuter routes. Come see it for yourself and FALL in love with 31 Salem Walk.

31 Salem Walk, Unit 31, Milford

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