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71 Willow St, Milford
$391,500
3 Beds ⋅ 2 Baths ⋅ 24195029 MLS
Opportunity awaits at 71 Willow Street, an exceptionally charming 1915 coastal home offering 3 bedrooms, 1.5 baths, and 1,460 square feet in Milford's desirable Fort Trumbull beach neighborhood. Set moments from Fort Trumbull Beach, Milford Harbor, Underhill Field, and neighborhood conveniences, the location captures the best of relaxed coastal living. The interior is ready for a complete renovation, giving buyers the chance to restore its original character and create a thoughtfully designed seaside retreat. A lovely yard and off-street parking add valuable convenience and outdoor potential. Whether envisioned as a year-round residence, weekend escape, or exciting investor project, this hidden gem offers endless possibilities in an incredible shoreline location. - more photos coming soon!

71 Willow St, Milford

103 Orland St, Milford
$390,000
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

180 Fresh Meadow Ln, Milford
$390,000
4 Beds ⋅ 3 Baths ⋅ 24192699 MLS
Attention investors, contractors, and buyers looking for their next project! If you can see beyond the work and appreciate the potential, this 4-bedroom, 2.5-bath home with over 2500 square feet of living space offers an incredible opportunity. The first floor features an open layout with the kitchen overlooking the dining area and living room, highlighted by a stunning stone fireplace crafted with stones from historic Seaside Park, a truly unique focal point. Also on the main level is a first-floor bedroom, full bathroom and a roughed in half bathroom, providing flexibility for future use. Upstairs, you'll find three generously sized bedrooms and a full bathroom. While the property requires significant updating and repairs, the spacious layout and distinctive features provide an excellent foundation for someone ready to invest the time and effort. With vision and renovation, this home has the potential to be transformed into something truly special. Conveniently located near the Merritt Parkway, this home offers easy access to everything Milford has to offer, including beautiful beaches, Silver Sands State Park, a vibrant downtown with excellent restaurants, shopping, and the Metro-North train station for an easy commute. BEING SOLD AS-IS. Contents will be removed.

180 Fresh Meadow Ln, Milford

330 Merwin Ave Unit D5, Milford
$390,000
2 Beds ⋅ 3 Baths ⋅ 24178370 MLS ⋅ Ocean Crest BLDG.
**MULTIPLE OFFERS, HIGHEST & BEST DUE MAY 31st BY 7PM** 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 360 sq ft in the lower level, 2 bedrooms, 2.1 baths, and an abundance of closet/storage space throughout. The spacious living room, with views of the clubhouse, offers a full-size coat closet and flows into the large eat-in kitchen with an additional flex space ideal for entertaining (perhaps a larger dining area) or a den, as shown. Sliders lead to a beautiful private patio perfect for relaxing outdoors. Finishing the main level is an updated half bath. Upstairs, the primary bedroom boasts a Juliet balcony overlooking the clubhouse area, double closets, and an updated private bath. A second bedroom with double closets, full hall bath, and a walk-in hall closet complete the upper level. The partially finished lower level offers additional living/storage space, walk-in pantry closet, and a generous laundry area with a convenient utility sink along with a small wood-working room. Additional updates include newer windows (except rear bdrm) & a new hot water heater. Trane gas furnace & central air! Tucked away in the rear of the complex across from the inground pool & clubhouse, this pet-friendly unit features 2 assigned parking spaces plus ample guest parking.

330 Merwin Ave Unit D5, Milford

46 Salem Walk, Unit 46, Milford
$390,000
2 Beds ⋅ 2 Baths ⋅ 24172334 MLS
Welcome to 46 Salem Walk, a fully renovated three-level end-unit townhouse in Milford's desirable Longmeadow community. This home has been completely updated, featuring a brand-new kitchen with new countertops, cabinetry, and a full appliance package; both full and half baths fully renovated; new flooring throughout; and updated fixtures across the home. The bright, open first floor flows from kitchen to dining area, with sliders opening to a private patio and backyard. Upstairs offers two well-sized bedrooms and the renovated full bath. The finished lower level provides versatile additional living space, perfect for a family room, office, or gym, plus laundry and storage. Longmeadow residents enjoy an in-ground community pool, basketball court, playground, and assigned and guest parking, with quick access to Anchor Beach, Woodmont shops and restaurants, and Milford's downtown shoreline amenities. Agent-owned.

46 Salem Walk, Unit 46, Milford

299 Meadows End Rd, Milford
$390,000
2 Beds ⋅ 1 Baths ⋅ 24148724 MLS
This charming 2-bedroom, 1-bath bungalow offers classic character, thoughtful updates, and an exceptional outdoor setting. Situated on a perfectly level, fully fenced backyard, the property includes a detached one-car garage and a low-maintenance Trex deck-ideal for relaxing or entertaining. Inside, you'll find hardwood floors throughout and timeless built-ins that add warmth and functionality. The living room features built-in bookcases, while the dining room-currently used as a den-boasts a built-in corner hutch. The eat-in kitchen is equipped with newer stainless steel appliances and built-in seating. The main level includes a comfortable first-floor bedroom and a spacious, beautifully remodeled full bath. Upstairs, the primary bedroom impresses with a vaulted ceiling, walk-in closet, and generous storage. Additional highlights include a full basement and a new oil tank. Enjoy a super convenient location just minutes to the beach, restaurants, shopping, major highways, and recreational facilities. An ideal condominium alternative with outdoor space and privacy.

299 Meadows End Rd, Milford

150 Forest Road Unit 37, Milford
$387,000
2 Beds ⋅ 1 Baths ⋅ 24181292 MLS ⋅ Fernwood Estates BLDG.
Welcome to Fernwood Estates, a sought-after 55+ community that offers the perfect balance of tranquility and everyday convenience. This charming 2-bedroom/1 bathroom ranch has been meticulously cared for and is truly move-in ready, with thoughtful updates throughout that set it apart. The home features a spacious 1,140sqft layout with a generous living room and a dining area off the updated kitchen, complete with stainless steel appliances and a pantry closet. A one-car attached garage provides ease of access and secure parking, while the private backyard and patio create a wonderful outdoor retreat - perfect for morning coffee or relaxing afternoons. You'll find ample storage throughout, and the full bath rounds out a layout designed for comfortable, low-maintenance living. The home's major mechanicals have been updated in recent years, including the HVAC system, water heater, in-unit washer and dryer, and replacement windows - ensuring comfort and peace of mind. Ideally situated close to train, shopping, and restaurants, you'll enjoy effortless access to everything you need. A wonderful opportunity in a community people truly love calling home.

150 Forest Road Unit 37, Milford

36 Utica St, Milford
$385,400
3 Beds ⋅ 1 Baths ⋅ 24155472 MLS
Expanded Ranch with Endless Potential on a Spacious Corner Lot! Opportunity awaits with this expanded ranch set on a generous 1/4-acre corner lot, offering space, character, and the chance to truly make it your own. With great bones and a flexible layout, this home is ready for its next chapter. Step inside to find three bedrooms and an oversized living room featuring soaring cathedral ceilings that create an open, airy feel. A cozy wood stove currently non-working, anchors the space, with the exciting possibility of restoring the original stone fireplace to bring back its timeless charm and warmth. Home also offers an inground pool that also is nonfunctioning. The home offers plenty of square footage and layout versatility, making it ideal for buyers looking to update and customize to their personal style. While it does need updating, the potential here is undeniable - with vision and effort, this diamond in the rough can truly shine again. Situated on a desirable corner lot with ample outdoor space for gardening, entertaining, or future expansion, this property presents a wonderful opportunity to build equity and create something special. Bring your ideas and transform this well-loved home into the dream it's meant to be! Home sold as is and buyers to do own due diligence on water, sewer pool and oil tanks. Highest and best by Monday 7:00 pm 3/2/26

36 Utica St, Milford

25 Beechwood Ave, Milford
$385,000
3 Beds ⋅ 1 Baths ⋅ 24196528 MLS
Just a short stroll from Walnut Beach, this charming Milford home delivers the relaxed coastal lifestyle you've been looking for. Set on an unusually spacious .17-acre lot for the neighborhood, it blends outdoor living with the warmth and character of a classic coastal home. Inside, you'll find hardwood floors and a nice living room anchored by a large wood-burning fireplace-perfect for cozy nights after a day by the Sound. Start your mornings on the front porch, unwind on the back porch, or enjoy summer days in the fenced garden (needs attention to bring it back) with space for vegetables, flowers, and herbs. A detached garage adds convenience and storage, while the larger lot offers rare room to spread out this close to the shoreline. The location is the real standout. Leave the car behind and walk to Walnut Beach for swimming, fishing, volleyball, summer concerts, and scenic boardwalk strolls connecting to Silver Sands State Park. Enjoy miles of coastline, salt air, marsh views, and sights of Charles Island just moments from your door. 25 Beechwood Avenue isn't just near the beach-it's an opportunity to live the Milford lifestyle, with porches, a fireplace, a garden, and Long Island Sound just steps away.

25 Beechwood Ave, Milford

55 E Broadway Unit A, Milford
$384,000
1 Beds ⋅ 1 Baths ⋅ 24167002 MLS ⋅ Beachside BLDG.
Ideally positioned within the complex, this first-floor unit offers a rare setting just few steps from a private beach (with deeded use rights) and is available for immediate occupancy. Beautiful water views from the living room, bedroom and freshly painted deck. Access to a picturesque grassy courtyard enhances the serene surroundings. In excellent condition, the home features fresh paint and engineered hardwood flooring throughout. The kitchen has been thoughtfully updated with refinished cabinetry, granite countertops, and newer, lightly used appliances, while the bathroom has been tastefully remodeled with glass enclosed shower/tub combo and custom tile work. The generously sized primary bedroom includes custom closet organizers. Enjoy carefree living along with some extra conveniences such as possible parking on Naugatuck Ave near the entrance and two basement storage units (one oversized). Perfect as a primary residence or just a summer escape. Also great as an investment opportunity. Fantastic walkable community with restaurants and shops nearby. Also short walk to the Walnut Beach which offers many activities and events. Milford is only 1.5 h by train from Manhattan.

55 E Broadway Unit A, Milford

44 Beaverbrook Rd, Milford
$380,000
4 Beds ⋅ 1 Baths ⋅ 24188072 MLS
Opportunity awaits! Bring this 4 bedroom, 1 bath Cape back to its full potential and create the home you've always envisioned. Tucked away on a quiet street, this property offers a private, level backyard perfect for entertaining, gardening, or relaxing. Major updates have already been completed, including a new roof (2025), newer windows, and a 3 year old furnace, providing a great foundation for your renovations. The main level features two bedrooms, a full bath, and hardwood floors, while the second floor offers two additional bedrooms with plenty of flexibility for family, guests, or a home office. The basement is ready for your updates and offers the potential for additional living space. Conveniently located near downtown, shopping, restaurants, trains, and major highways, this home is an excellent opportunity for investors, renovators, or buyers looking to build equity. With vision and a little work, this Cape can truly shine once again. Home is being sold As-Is.

44 Beaverbrook Rd, Milford

29 Primrose St, Milford
$380,000
2 Beds ⋅ 1 Baths ⋅ 24165852 MLS
Welcome to 29 Primrose Street, a charming Cape Cod-style home nestled on a quiet side street in the heart of Milford. Just minutes from beautiful beaches, scenic parks, and vibrant downtown, this location offers the best of coastal living with convenient access to everything Milford has to offer. This inviting 2-bedroom, 1-bath home is truly move-in ready, featuring newly refinished hardwood floors and fresh interior paint throughout. The home also boasts a newer roof and gas furnace, providing peace of mind for years to come. A finished attic offers additional flexible space and could easily serve as a third bedroom, home office, or bonus room to suit your needs. Buyer to perform their own due diligence. Sale is subject to Probate Court approval. Don't miss this opportunity to own a delightful home in a sought-after Milford location!

29 Primrose St, Milford

190 W Main St, Milford
$380,000
3 Beds ⋅ 1 Baths ⋅ 24149169 MLS
Just minutes from downtown Milford's vibrant restaurants, shops, and waterfront, this charming 3-bedroom, 1-bath home offers the perfect blend of convenience and coastal New England charm. Step inside to find a bright, inviting living space with an open concept and plenty of natural light. The kitchen and living area flow seamlessly together, creating a comfortable space for everyday living. Three bedrooms on the upper level. Outside, enjoy a large deck, ideal for relaxing or hosting gatherings. The home is a commuters dream, easy access to major highways and short walk to Metro-North train just one hour from New York City. Whether you're looking for your first home, a weekend getaway, or an investment opportunity, 190 West Main Street delivers the best of Milford living, walkable, convenient, and full of charm.

190 W Main St, Milford

93 S Woodland Dr, Milford
$379,000
3 Beds ⋅ 1 Baths ⋅ 24140692 MLS
Seeking an entry-level purchase, or a solid investment? This welcoming home offers the chance to improve, customize, and build equity in the frequently sought out Rivercliff area. Experience a true "neighborhood" with sidewalks for walking, a park and playground only steps away, and the Village of Devon with shops, restaurants, a local brewery and a seasonal farmers market. Less than a mile and a half away, enjoy the sandy shores of Walnut Beach with a fishing pier, a boardwalk, an art gallery, local dining, concerts, and ongoing activities and events. Commuters will appreciate the proximity to public transportation, bus lines, two train stations and major highways. Don't miss the opportunity to take advantage of this value-driven property.

93 S Woodland Dr, Milford

33 Loomis St, Milford
$375,000
3 Beds ⋅ 1 Baths ⋅ 24193383 MLS
Charming 1915 colonial located on a dead end street in the Devon section of Milford! The screened in front porch will greet you and be a perfect spot to enjoy the outside weather! The first floor has wood floors in the living room and dining room. The eat in kitchen with white cabinetry reflects the style of 1915 with an alcove for the kitchen sink and pantry. The second level has 3 nicely sized bedrooms and a full bathroom. This level has a 4th room perfect for an office or den. The third-floor attic has an additional space; great for crafting, home gym, a quiet and/or lots of storage. The full basement has access to the backyard of the home. Come take a look and feel the charm, character and spacious feeling. You will love this home!

33 Loomis St, Milford

9 Woodhill Rd Unit 9, Milford
$375,000
2 Beds ⋅ 2 Baths ⋅ 24187507 MLS ⋅ Glenwood BLDG.
Don't miss out on this spacious 2 bedroom, 1.5 bath condo in Glenwood! This well-maintained home features a bright and spacious living room and dining area with sliders leading to a private patio. The eat-in kitchen offers new appliances, flooring and plenty of space for everyday dining. Upstairs, you'll find 2 generously sized bedrooms, including a primary bedroom with a walk-in closet. New carpeting and fresh paint throughout the unit provide a clean, move-in-ready feel. The basement offers endless possibilities for additional living space, a home office, gym, or storage. Major updates include a newer heating and air conditioning system installed in 2020 and all new electrical outlets and switches in 2026. Conveniently located with easy access to Sikorsky, Milford's shopping, dining, beaches, train station, and major highways, this condo combines comfort, space, and convenience in a desirable location.

9 Woodhill Rd Unit 9, Milford

85 Viscount Dr Unit B21, Milford
$375,000
2 Beds ⋅ 1 Baths ⋅ 24156458 MLS ⋅ Heritage Sound BLDG.
Welcome to Heritage Sound, a highly sought-after beachside condo community just steps from Walnut Beach, with boardwalks that extend all the way to Silver Sands State Park. Located in Building B, this desirable second-floor end unit is filled with natural light. Upon entry, you're welcomed by a spacious family room featuring an open floor plan and sliding doors that lead to a private balcony overlooking the courtyard - perfect for relaxing or entertaining. The kitchen offers ample cabinetry and abundant natural light. Both bedrooms are generously sized with large windows that fill the rooms with sunshine. The full bathroom has been tastefully updated and includes the convenience of an in-unit washer and dryer. Beautiful floors run throughout the home, and the HVAC system is brand new for added peace of mind. Additional features include Storage Unit #1, located just down the hall, elevator access, and a designated carport # 146. Enjoy everything this vibrant beach community has to offer - kayaking, paddleboarding, yoga on the beach, local restaurants, and an ice cream shop - all just moments from your door.

85 Viscount Dr Unit B21, Milford

25 Greenwich Way Unit 25, Milford
$370,000
3 Beds ⋅ 2 Baths ⋅ 24196524 MLS ⋅ Longmeadow BLDG.
Enjoy the perfect combination of comfort, convenience, and scenic beauty in this desirable 3-bedroom, 1.5 bath, end-unit townhouse overlooking the peaceful marsh. The bright, open floor plan features hardwood flooring throughout the main level, creating a warm and inviting living space ideal for both everyday living and entertaining. The spacious eat-in kitchen offers an island with seating, abundant cabinetry, and plenty of room for family gatherings. A convenient first-floor laundry room, generous closet space, and ample storage add to the home's functionality. Residents enjoy exceptional community amenities, including an adult pool, childs pool, playground, and basketball court. Ideally located just minutes from Woodmont and Anchor Beaches, shopping, dining, and major commuter routes, this home offers the best of shoreline living in a sought-after location.

25 Greenwich Way Unit 25, Milford

53 Trolley Cir Unit 53, Milford
$370,000
2 Beds ⋅ 2 Baths ⋅ 24176642 MLS ⋅ Trolley Hill BLDG.
Welcome to 53 Trolley Circle - your coastal Connecticut retreat! This move-in ready unit has been thoughtfully updated throughout. Enjoy fresh paint and brand-new kitchen appliances featuring a new stove, refrigerator, and dishwasher (2024). The first floor offers an updated half bath, new lighting inside and out, and a newer washer (2023). Upstairs, you'll find luxury vinyl plank flooring, new ceiling fans in both bedrooms, updated closet doors, and a fully renovated full bath with tile flooring, new vanity, toilet, and shower/tub. Step outside to enjoy the patio and back deck with new exterior lighting. Additional features include a 1-car garage with attic storage. Perfectly located just a short walk to Walnut Beach, local shops, and restaurants. Grab a lobster roll at The Lazy Lobster, then head over to Walnut Beach Creamery for a sweet treat. Nothing to do but move in and enjoy the shoreline lifestyle!

53 Trolley Cir Unit 53, Milford

271 W River St, Milford
$370,000
3 Beds ⋅ 1 Baths ⋅ 24135426 MLS
Welcome to 271 West River Street, a charming ranch on a spacious corner lot offering comfort, convenience, and thoughtful updates throughout. Step inside through the handicap-accessible ramp and you'll find a bright open living and dining area featuring hardwood floors, built-in bench cabinets, and a cozy wood-burning fireplace. The kitchen, while a bit dated, offers plenty of room to cook and customize to your liking. The home features a brand-new handicap-accessible bathroom complete with a roll-in shower and a stackable washer and dryer for easy access. A hatch in the bathroom provides entry to the crawl space. There are three bedrooms, one of which was converted from the original garage, giving you flexible options for a guest room, office, or den. Outside, enjoy a level grassy backyard perfect for relaxing or entertaining, with new exterior stairs, siding, and gutters in the back. Additional highlights include central air conditioning and a prime location just minutes from shopping, parks, and highways. This home is perfect for anyone seeking single-level living with accessibility, comfort, and convenience all in one.

271 W River St, Milford

98 Oregon Ave S, Milford
$367,000
2 Beds ⋅ 1 Baths ⋅ 24160313 MLS
HIGHEST & BEST BY FRIDAY (3/27) AT 9AM. Opportunity knocks! This 2-bedroom, 1-bath home is tucked away on a quiet dead-end street and offers beautiful views overlooking a picturesque marsh. Priced to reflect the renovations needed, this property is a true value-add with incredible upside. The main level features a nicely sized living room, an eat-in kitchen with sliders leading to a deck-perfect for enjoying the serene setting-along with two bedrooms and a full bath. The unfinished walk-out lower level provides excellent potential for a future family room or additional living space. Upstairs, the home is a blank slate with expansion possibilities for two additional bedrooms and a full bath, giving you the flexibility to truly customize and grow into the space. With a new AC system and furnace already in place, some of the big-ticket items are done-just bring your vision and make it your own. The potential here is unlimited. See it today-this one won't last!

98 Oregon Ave S, Milford

44 Salem Walk, Unit 44, Milford
$365,000
2 Beds ⋅ 2 Baths ⋅ 24176627 MLS ⋅ Longmeadow BLDG.
Turnkey townhouse located in the Longmeadow Condominium Community in Milford. This updated home features a bright, open floor plan, a custom kitchen with quartz countertops, and a dining area with direct patio access. The second floor includes a spacious primary bedroom, a second bedroom with ample closet space, and a full bathroom. Additional amenities include a lower-level laundry and storage area, gas heat with a newer furnace, central air, and assigned parking. The pet-friendly community offers residents access to an in-ground pool, a basketball court, and a playground. Furthermore, the property is located in close proximity to Anchor Beach, the Woodmont neighborhood, and Downtown Milford.

44 Salem Walk, Unit 44, Milford

342 New Haven Ave, Milford
$362,500
2 Beds ⋅ 2 Baths ⋅ 24130923 MLS
Located on vibrant New Haven Avenue, just minutes from the beautiful downtown Milford and the Metro-North train station, this versatile Colonial offers the perfect blend of residential comfort and commercial potential. Zoned for mixed-use, the property is ideally suited for professionals, small business owners, or families seeking convenience and flexibility in one of Milford's most dynamic corridors. The home features a newer roof, abundant natural light, off-street parking, gas heating, and a bright, inviting all-season sunroom; perfect for a home office, client-facing space, or cozy relaxation. With two full bathrooms (one on each level of the home), and a full unfinished basement ready for expansion or storage, the possibilities are endless. Whether you're looking to establish a live-work space, invest in a commuter-friendly location, or simply enjoy all that downtown Milford has to offer, this property delivers unbeatable value.

342 New Haven Ave, Milford

157 Clark St Unit 157, Milford
$356,000
2 Beds ⋅ 2 Baths ⋅ 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

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