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998 Bridgeport Ave, Milford
$1,500,000
24150049 MLS
Thriving Body shop business comes with a dealers licence 200ft of frontage 082 acres. Easy access to I-95 on busy Route 1

998 Bridgeport Ave, Milford
125 Ridgewood Dr, Milford
$1,499,000
5 Beds ⋅ 4 Baths ⋅ 24190502 MLS
Whether you are looking for a primary residence or a second home with unique features, this is the one. Nestled in the Milford's premier neighborhood, it's just steps from the scenic bluffs overlooking the LIS with water access for swimming & kayaking. Completely rebuilt in 2023 while preserving its magnificent stone fireplace, this home offers over 3,800 sf of thoughtfully designed, versatile living space. Its sprawling open-concept first floor provides exceptional flexibility, allowing you to arrange the space to suit your lifestyle. It opens up to a gourmet kitchen with plenty of cabinet space, oversized island, high-end appliances and quartz counters. A charming sitting area creates the perfect spot to enjoy your morning coffee or unwind with an evening glass of wine. A distinctive hexagonal room off the kitchen adds character, making it an ideal reading lounge, breakfast nook or creative retreat. The oversized primary suite features a spacious walk-in closet, a private balcony, and a beautifully appointed en-suite bath. Complete with a soaking tub and a glass-enclosed shower, the spa-inspired bathroom offers the perfect place to relax and recharge. All other bedrooms of good sizes (2 of them with WIC). The 3rd floor offers a sprawling room with a full bath and could be used as a rec room or another bedroom suite. The lower level could be finished as an in-law while the private level backyard could fit a gorgeous pool/spa (virtual pics provided for your inspiration).

125 Ridgewood Dr, Milford
114 Merwin Ave, Milford
$1,460,000
3 Beds ⋅ 4 Baths ⋅ 24207594 MLS
Relax and Enjoy a unique 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!!

114 Merwin Ave, Milford
138 Shorefront St, Milford
$1,449,900
3 Beds ⋅ 2 Baths ⋅ 24208091 MLS
Discover your own coastal retreat with this year-round, DIRECT Waterfront cottage nestled at the end of a dead end wirh no traffic noise offering breathtaking, unobstructed views of the Long Island Sound and Charles Island. This brighy 3-bedroom, 2-bath home is filled with natural light and features an inviting open floor plan designed to maximize the spectacular water views from nearly every angle. The spacious living area is centered around a cozy fireplace, bay window for reading or morning coffee, creating the perfect setting to relax while watching the ever-changing shoreline. Wake up each morning to incredible water views from the primary bedroom, while the entire first floor showcases stunning panoramic vistas that bring the outdoors in. Step outside to the impressive 50-foot-wide waterfront patio, an ideal space for entertaining, dining al fresco, or simply soaking in the coastal breeze and unforgettable sunsets. Whether you're searching for a year-round residence, a weekend escape, or a vacation home, this picture-perfect waterfront cottage offers an exceptional opportunity to enjoy seaside living at its finest with unmatched views of Charles Island and the Long Island Sound. Bring your kayaks, paddle boards and beach chairs and live the lifestyle you have been dreaming of.

138 Shorefront St, Milford
152 W River St, Milford
$1,449,000
4 Beds ⋅ 5 Baths ⋅ 24208369 MLS
Experience luxury waterfront living in the heart of downtown Milford. This exceptional residence welcomes you with a captivating front porch, the perfect place to relax while listening to the soothing sounds of the cascading waterfall and church bells chiming in the distance. Inside, beautiful hardwood floors and picturesque water views from many rooms create a warm and inviting atmosphere. The home has been freshly painted throughout and features newer appliances, a new roof installed in 2025, and new heating and central air conditioning systems installed in 2025. The expansive backyard provides a peaceful setting for outdoor entertaining, gardening, or simply enjoying the natural surroundings. Ideally located within walking distance of downtown Milford's shops, restaurants, harbor, and Metro-North train station, this remarkable property offers the perfect combination of waterfront serenity, modern updates, and downtown convenience.

152 W River St, Milford
12 Norwood Ave, Milford
$1,325,000
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
30 Cedar Hill Rd, Milford
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24201567 MLS
Exceptional custom-built ranch privately set on 5.77 acres in desirable Forest Heights. Designed around one central vision - to bring the beauty of outdoors into every room - the home offers an immediate connection to its natural setting. Expansive windows frame views of surrounding woods, dramatic rock outcroppings, mature dogwoods, lush landscaping and a peaceful woodland pond in the distance. Each room offers its own unique perspective, creating a home that feels wonderfully private yet completely connected to nature. At the heart of the home, the inviting family room/kitchen features a floor-to-ceiling stone fireplace and walls of glass, creating a warm, welcoming gathering space. Step outside to a stone patio and large mahogany deck, extending the living space outdoors. The primary suite occupies its own wing with a private office and deck. A separate wing offers three additional bedrooms, two full baths, a music/sitting room and dedicated HVAC. The formal living and dining rooms are graciously proportioned and beautifully suited for entertaining. A partially finished walk-out lower level adds additional flexibility. Timeless craftsmanship is evident throughout. A wonderful blend of privacy and convenience, this serene retreat is a 20 minute ride to Yale Hospital and Yale University and 5 minutes to the train station and all major highways!!

30 Cedar Hill Rd, Milford
210 Depot Rd, Milford
$1,300,000
8 Baths ⋅ 24136204 MLS
Excellent opportunity to own a three-unit industrial building located next to the desirable Live Oaks neighborhood. This property features durable steel beam construction, oil heating, and sits on 1.39 acres. An additional 0.85-acre parcel at 0 Rock Lane is included, offering exceptional potential for expansion, storage, or future development. A thriving paving business operated here for decades, and the site remains ideal for contractors, trades, or light industrial use. The property includes three front offices and a detached concrete four-bay with 1,794 square feet, providing ample space for operations and equipment. The property needs work and is being sold as-is. Current tenants are month-to-month, with some long-term occupants, offering flexibility for either owner-users or investors. This long-standing business location offers strong visibility and access to nearby neighborhoods and 95. Bring your vision and imagine the possibilities this versatile property offers.

210 Depot Rd, Milford
24 Anderson Ave, Milford
$1,298,000
4 Beds ⋅ 4 Baths ⋅ 24178898 MLS
Welcome to Woodmont! Located in the sought after Woodmont beach community, this exceptional custom built Colonial is perfectly positioned just steps from the water, with NO FLOOD INSURANCE! Thoughtfully crafted with timeless quality and design, this home was built to last and impress. Upon entry, you're welcomed by a dramatic sweeping staircase, soaring ceilings exceeding 10 feet, and a stunning vaulted foyer that sets the tone for the entire home. A traditional office sits just off the entry, ideal for working from home. The main level flows seamlessly into formal living and dining rooms, perfect for both everyday living and entertaining. The chef's kitchen is a true centerpiece, featuring an oversized refrigerator, striking blue marble countertops, and a hibachi-style cooktop designed for unforgettable family gatherings. A walk-in pantry adds both convenience and abundant storage. Not to be missed, the half bath has a sleek waterfall design, and a DYSON hand dryer in the wall! Step outside to enjoy a dedicated outdoor entertainment area, complete with an outdoor shower-perfect after a day at the beach. Additional highlights include a rare 3-car attached garage and exceptional attention to detail throughout. Upstairs, you'll find a designated laundry room, ample storage, and two generously sized guest bedrooms.

24 Anderson Ave, Milford
32 Deerfield Ave, Milford
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 24187216 MLS
Enjoy coastal living from this newer Colonial located just steps from Long Island Sound. Built in 2021 and thoughtfully improved, the home offers approximately 2,458 square feet, three bedrooms, two full and two half baths, an open main-level layout and distant water views. The updated kitchen features upgraded countertops and appliances, while multiple elevated decks and terraces create inviting outdoor spaces for relaxing and entertaining. A finished attic with HVAC and a half bath provides flexible bonus space for a home office, studio or recreation room. Additional improvements include a privacy fence, expanded asphalt parking and upgraded shower glass. An oversized tandem-style garage provides parking and storage. Convenient to beaches, downtown Milford, shopping, restaurants, the train station and major commuting routes. Buyer to verify flood-zone status, beach rights and all property information.

32 Deerfield Ave, Milford
71 Bridgeport Ave, Milford
$1,200,000
3 Baths ⋅ 24164090 MLS
Location, Location. Location, Commercial building with first floor office, 3 rentals units, 5.1 bathrooms, 2 car garage with upper level storage, 14 parking spaces, whole house generator, walk to restaurants, access to major highway. Property has been well maintained over the years with a successful first floor office. Owner is working on preliminary plan for 27 units. Email agent for site plan.

71 Bridgeport Ave, Milford
36 Shadows End Ln, Milford
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 24201690 MLS
Welcome to a truly special Colonial nestled on a coveted cul-de-sac, where timeless charm meets warm, inviting spaces and an outdoor setting that feels like a private resort. A welcoming front porch and mature landscaping create an enchanting first impression. Step inside to discover gleaming hardwood floors and an effortless flow designed for everyday living and gracious entertaining. The spacious eat-in kitchen, complete with its own fireplace, is a warm gathering place for family and friends. The elegant dining room is perfect for memorable dinners, while the living room and family room are beautifully connected by a stunning double-sided fireplace, creating a wonderful sense of warmth and continuity. Upstairs, the serene primary suite is a true retreat, featuring its own fireplace and beautifully updated full bath. Two additional bedrooms and another full bath complete the upper level. The finished lower level offers exceptional flexibility, with wonderful potential for an in-law setup, guest space, home office, gym, or recreation room. Step outside and prepare to fall in love. The backyard is an extraordinary private oasis, surrounded by lush, mature plantings. A sparkling in-ground pool takes center stage, while the spectacular outdoor kitchen, fireplace, and pizza oven create an entertainer's dream. Picture summer afternoons poolside, cozy evenings gathered around the fire, and magical nights sharing pizza beneath the stars.This is more than a home-it is a lifestyle!

36 Shadows End Ln, Milford
29 Burwell Ave, Milford
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 24193336 MLS
Experience shoreline living at its finest in this beautifully updated home offering breathtaking 180-degree water views. The home features a light and bright kitchen with stainless steel appliances and blends modern updates with timeless coastal charm. The well-designed floor plan features spacious, light-filled rooms with a natural flow, while walls of windows frame and showcase the incredible water views throughout. A welcoming covered front porch with beautiful mahogany decking provides the perfect spot to relax and take in the coastal surroundings. Step outside to your private backyard retreat featuring an inground pool, stunning bluestone patio, and plenty of space for relaxing or entertaining against a picturesque Long Island Sound backdrop. A finished lower level offers potential for an in-law setup, adding valuable flexibility to the home. Whether enjoying your morning coffee on the front porch or unwinding by the pool overlooking the water, this home delivers the perfect coastal lifestyle. Ideally located just minutes from Milford's beaches, downtown restaurants and shops, the train station, and major highways, this exceptional property offers the perfect blend of tranquility, convenience, and modern living.

29 Burwell Ave, Milford
156 W Main St, Milford
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 24213005 MLS
Prime downtown location meets an exceptional multifamily opportunity at 156 West Main Street in the heart of Milford. This four-family property features updated units, all in great condition, offering an appealing option for investors seeking a well-maintained property in a sought-after setting. Enjoy the lifestyle and convenience that make downtown Milford a destination, with local dining, shops, and the charm of this coastal community close at hand. Whether you're expanding your investment portfolio or exploring an owner-occupied multifamily purchase, this property brings together updated interiors, four units, and a standout downtown address.

156 W Main St, Milford
3 Chestnut St, Milford
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 24216669 MLS
Exceptional Coastal Colonial with expansive living space! This newly constructed residence offers approximately 3,500 square feet of living space, 3 oversized bedrooms, 2.5 baths, an impressive 4 car garage and ample additional parking. Beautiful hardwood floors flow throughout the home, complementing the spacious, sun-filled interiors. Any chef will appreciate the thoughtfully designed kitchen featuring premium appliances, upscale finishes and a seamless connection to the living and dining areas, ideal for entertaining. The primary suite offers a private deck, full bathroom and walk-in closet. The second bedroom also features a walk-in closet, while the third provides generous space. An expansive, open upper level offers endless possibilities for a family room, home office, media room or additional gathering space. Three spacious decks showcase beautiful water and marsh views, providing peaceful settings to relax and enjoy the coastal breeze. Energy-efficient construction, natural gas heating and tankless hot water add to the home's appeal. Enjoy a short walk to the beach and all this coastal community has to offer. Conveniently located near highways, dining, Yale University, Yale New Haven Hospital, train stations and downtown. Experience the beauty of coastal living with all the comforts of new construction!

3 Chestnut St, Milford
259 Housatonic Dr, Milford
$1,155,000
4 Beds ⋅ 3 Baths ⋅ 24212309 MLS
Your waterfront lifestyle begins at 259 Housatonic Drive. Set along the Housatonic River in Milford's sought after Rivercliff neighborhood, this custom built, 4 bedroom, 2.5 bath home pairs gorgeous water views with a private dock offering access to Long Island Sound. Head out on the boat, entertain on the spacious deck, or enjoy the scenery from your four season sunroom. New white oak flooring throughout complements the light filled interior. The kitchen features white cabinetry, granite countertops, a center island, double oven and gas cooktop, while the window lined dining area captures beautiful river views. An adjoining family room with a wood burning fireplace offers an inviting gathering space. A separate living room/office impresses with soaring ceilings, an arched window and a second fireplace. Upstairs, the primary suite features vaulted ceilings and a private balcony overlooking the river and marshes, the perfect spot for morning coffee or unwinding at day's end. Its spacious bath offers a double vanity and freestanding soaking tub. Three additional bedrooms offer plenty of space for everyday living and overnight guests. A newly regraded lawn and new irrigation system enhance the waterfront grounds, while a 2023 roof, central air and a two car attached garage add convenience. The property does not require flood insurance. Nearby Milford and Stratford train stations offer Metro-North service to New York City, bringing commuter convenience to this waterfront retreat.

259 Housatonic Dr, Milford
180 Yale Ave, Milford
$1,149,000
4 Beds ⋅ 5 Baths ⋅ 24211250 MLS
Welcome to this exceptional newly rebuilt home, perfectly situated near Gulf Beach in Milford. Reconstructed on the original foundation, this impressive residence offers four spacious bedrooms and five beautifully appointed bathrooms, combining modern luxury with coastal charm. Designed to maximize natural light, the home features an abundance of windows that fill every room with sunshine. Gleaming hardwood floors flow throughout the open and airy floor plan, creating a warm and elegant atmosphere. Multiple balconies provide the perfect place to relax and enjoy the coastal breeze. The dream kitchen is the heart of the home, showcasing quality finishes, ample cabinetry, and generous space for entertaining and everyday living. Every detail has been thoughtfully designed to offer comfort, style, and functionality. Whether you're looking for a year-round residence or a seaside retreat, this remarkable property offers the perfect blend of luxury, location, and lifestyle just moments from the beach, dining, shopping, and all that Milford has to offer.

180 Yale Ave, Milford
North Street, Milford
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 24195785 MLS
Proposed New Construction, build this beautiful home or let's design your dream home!! Level 1 acre lot with many possibilities. Great location close to everything. Lot is actually off of Stiles St, see photos for map. Quality custom home builder with 25 years experience and over 150 homes built.

North Street, Milford
12 Naugatuck Ave Unit A5, Milford
$1,000,000
2 Beds ⋅ 3 Baths ⋅ 24215570 MLS ⋅ Island Sands BLDG.
DIRECT WATERFRONT CONDO - Enjoy Long Island Sound views from every room in the largest residence in the complex. Two combined units create approximately 2,300 square feet of sun-filled living space with two bedrooms, a versatile bonus room, and 2.5 baths. The gourmet kitchen features granite countertops, a Sub-Zero refrigerator, GE double ovens, and an expansive island for cooking and gathering. The adjoining living and dining areas offer a welcoming setting with a granite-surround gas fireplace and sliding doors leading outside, where two waterside patios invite morning coffee, outdoor dining, and relaxation to the sound of the waves. Wake up to 180-degree water views in the spacious primary suite, complete with direct patio access and a private bath with a spa tub and separate shower. The second bedroom also overlooks the Sound, while the bonus room, currently used as a dressing room, features built-ins and a Murphy bed for guests. Two detached garages provide convenient parking and storage for canoes, paddleboards, and beach essentials. Whether an everyday home or a coastal retreat, this residence invites you to slow down, settle in, and enjoy life on Long Island Sound.

12 Naugatuck Ave Unit A5, Milford
25 Summer Pl, Milford
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24210739 MLS
Nestled on a quiet cul-de-sac, this stunning Bayview residence offers breathtaking salt marsh & Long Island Sound views from nearly every room. Beautifully transformed through a complete top-to-bottom renovation, this home combines modern luxury with the tranquility of shoreline living. Every major component has been thoughtfully updated, including a new roof, furnace, central air, plumbing, lighting, vinyl siding, & gorgeous hardwood flooring throughout both levels. The chef's kitchen features an oversized island, upgraded appliances, & seamless flow into the main living areas. The luxurious primary suite is a true retreat, complete with a spacious walk-in closet, stylish spa-inspired bath, & a charming balcony showcasing marsh & water views. Two additional generously sized bedrooms offer outstanding closet space, complemented by two more beautifully updated full bathrooms. The inviting living room features a cozy fireplace, while the fully finished walkout lower level provides a great setting for movie nights, game days, or additional living space. Outside, enjoy a newly constructed decks & paved driveway, creating the ideal backdrop for relaxing & taking in the serene surroundings. Just a short stroll from Bayview Beach, where membership privileges are included, this remarkable home offers the perfect blend of luxury, comfort, & coastal lifestyle. Completely renovated, move-in ready, & showcasing spectacular water views, this is Bayview living at its finest.

25 Summer Pl, Milford
145 Lexington Way N, Milford
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 24195257 MLS
Beautiful, well maintained, 4-bedroom, 3.5-bath colonial in a desirable, well-managed community - situated on the main loop with lovely views overlooking the central green/park. This home features large bedrooms, laundry/mud room and very large finished walk-out, lower level, great for multipurpose use. Modern conveniences including central air, central vacuum, and an automatic lawn sprinkler system. Private and picturesque, yet conveniently close to town, shopping, and major routes. A perfect blend of comfort, space, and location.

145 Lexington Way N, Milford

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