Refine Search
Sort by
430 North St, Milford
$949,000
6 Beds ⋅ 4 Baths ⋅ 24196392 MLS
Set on a picturesque lot with a peaceful river winding through the backyard, this exceptional Colonial offers the perfect blend of luxury, versatility, and resort style living. The showstopping gourmet kitchen is a chef's dream, featuring soaring vaulted ceilings with skylights, granite countertops, a center island, professional grade stainless steel appliances, abundant cabinetry, and direct access to the expansive deck for effortless indoor and outdoor entertaining. Recessed lighting throughout the home enhances the warm and inviting spaces, including a spacious family room, formal dining room, elegant living room with a electric fireplace, bright sunroom, and dedicated home office. Upstairs offers four generously sized bedrooms, while the private third floor is reserved for an incredible primary suite complete with a walk in closet, gas fireplace and a spa inspired bath featuring a soaking tub, oversized walk in shower, and convenient laundry. Step outside to your own private oasis with a fenced in in ground pool, sun drenched patio, multiple entertaining areas, and a serene riverfront setting perfect for relaxing and enjoying nature. Adding even more value is the detached one bedroom apartment above the three car garage, ideal for guests, extended family, rental income, or a private workspace. A truly one of a kind property offering exceptional space, flexibility, and lifestyle.

430 North St, Milford

65 Tower St, Milford
$449,900
4 Beds ⋅ 2 Baths ⋅ 24199902 MLS
Picture-perfect curb appeal welcomes you to this charming 4-bedroom, 2-full-bath Cape in Milford! Beautifully landscaped and set on a perfectly sized .22-acre lot, 65 Tower offers a private, fully fenced backyard complete with a gazebo and storage shed-an ideal setting for summer gatherings, pets, gardening, or simply relaxing outdoors. Inside, you'll find a spacious and versatile layout with an open kitchen and living area that creates an easy flow for everyday living and entertaining. The large, sun-filled family room features skylights and direct access to the backyard, making it one of the home's standout spaces. Enjoy it as a family room, or take advantage of its size and privacy to create an impressive primary bedroom retreat. The main level also offers an additional bedroom and a full bathroom, while upstairs you'll find two more bedrooms and a second full bath. The home offers a wonderful opportunity to add your own style with cosmetic updates and personal touches along the way. With great bones, flexible living space, a beautiful yard, and undeniable curb appeal, this is the kind of home you can make your own and enjoy for years to come. Don't miss the opportunity to see all the potential this Milford Cape has to offer! HIGHEST AND BEST OFFERS BY THURSDAY 9/24 at 11:59PM PLEASE USE SMARTMLS OFFERS TO SUBMIT

65 Tower St, Milford

29 James St, Milford
$840,000
4 Beds ⋅ 3 Baths ⋅ 24198843 MLS
Spectacular Silver Sands Beach home just a one-minute walk to the sand! This distinctive Colonial offers exceptional flexibility for owner-occupants, or can be used as an Airbnb, or investment property. You will enjoy the rare oversized lot, with a two-car garage and a paver driveway with parking for nine additional cars, unheard of in a beach community. Enjoy the bright three-season sunroom with full-view screens, recessed lighting, and direct access to a private vinyl-fenced yard with an outdoor shower and two patios. The professional landscaping offers seasonal color with countless perrenials, roses, lilac bushes, and local pollinators.The versatile three-level layout has a welcoming living room, a multi-purpose room, two and a half baths, formal dining room with pantry, spacious kitchen with marsh views, and four sizeable bedrooms (town card reflects three). The third level features a penthouse-style primary suite with tray ceiling, walk-in closet, sitting room/den with cathedral ceiling, gas fireplace, wet bar with refrigerator, and an extra room for a home office, nursery, additional closet space or a fifth bedroom. Paid-in-full solar panels keeps electric costs low, and a new central a/c unit in 2025 will ensure years of comfort. Train station, restaurants, shopping, beach, and state park are all close by.

29 James St, Milford

83 Tower St, Milford
$520,000
3 Beds ⋅ 2 Baths ⋅ 24199464 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

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

35 Macadam Ter, Milford
$799,000
4 Beds ⋅ 3 Baths ⋅ 24193467 MLS
Set on 1.23 acres at the end of a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial offers 2,738 square feet of comfortable living space in a serene North Milford setting. The light-filled main level features newly installed hardwood floors, a formal living room, formal dining room, and a kitchen with a bright breakfast nook. Just beyond the nook, the family room offers a warm and inviting fireplace, with a conveniently located powder room nearby. A rear mudroom provides direct access to the expansive, level backyard and attached two-car garage. Upstairs, all four bedrooms are thoughtfully grouped together, including a generous primary suite with its own fireplace. A versatile additional room above the garage, accessible from both the primary bedroom and a separate staircase from the garage, is ideal for a private home office, studio, or flexible-use space. The large, dry basement provides excellent storage and potential for future finished living space. Recent improvements include a new roof, heating and central air-conditioning system, hardwood flooring, garage doors, well pump and filtration system, recessed lighting, exterior doors, and attic insulation. A peaceful property with substantial updates, abundant natural light, and room to grow.

35 Macadam Ter, Milford

843 North St Unit P1, Milford
$499,000
2 Beds ⋅ 2 Baths ⋅ 24198390 MLS ⋅ Windsor Place Townhouses-Verify In Process! BLDG.
Welcome to Windsor Place Townhomes, a collection of 44 newly constructed residences offering a serene, private community in one of Milford's most sought after locations. Windsor Place delivers a maintenance free, lock and leave lifestyle. Professionally designed by House of Huck and built by Anastasia Home Builders, renowned for custom luxury homes along Connecticut's Gold Coast. Each thoughtfully crafted three story townhome offers approximately 1,200 square feet of living space with two bedrooms and 1.5 baths. This residence offers buyers the rare opportunity to personalize their home by selecting from the builder's professionally curated, pre-approved designer finishes and textiles, creating a space that reflects their individual style without compromising the community's cohesive luxury aesthetic. The ground level features an attached garage, in-unit laundry, dedicated storage, and electric vehicle charging capability. The main living level showcases an open concept floor plan filled with natural light, featuring a beautifully appointed kitchen and living area and finally powder room, perfect for everyday living and entertaining. Upstairs, two generously sized bedrooms share a full bath.

843 North St Unit P1, Milford

843 North St Unit M3, Milford
$549,000
2 Beds ⋅ 2 Baths ⋅ 24198414 MLS ⋅ Windsor Place Townhouses-Verify In Process! BLDG.
Welcome to Windsor Place Townhomes, a collection of 44 newly constructed residences offering a serene, private community in one of Milford's most sought after locations. Windsor Place delivers a maintenance free, lock and leave lifestyle. Professionally designed by House of Huck and built by Anastasia Home Builders, renowned for custom luxury homes along Connecticut's Gold Coast. Each thoughtfully crafted three story townhome offers approximately 1,200 square feet of living space with two bedrooms and 1.5 baths. This residence offers buyers the rare opportunity to personalize their home by selecting from the builder's professionally curated, pre-approved designer finishes and textiles, creating a space that reflects their individual style without compromising the community's cohesive luxury aesthetic. The ground level features an attached garage, in-unit laundry, dedicated storage, and electric vehicle charging capability. The main living level showcases an open concept floor plan filled with natural light, featuring a beautifully appointed kitchen and living area and finally powder room, perfect for everyday living and entertaining. Upstairs, two generously sized bedrooms share a full bath.

843 North St Unit M3, Milford

215 North St, Milford
$499,000
3 Beds ⋅ 1 Baths ⋅ 24196473 MLS
Nestled on just over 3/4 of an acre within walking distance of vibrant Downtown Milford, this charming 3-bedroom, 1-bath ranch offers a rare opportunity to make a well-loved home your own. Thoughtfully maintained by the same family for nearly 75 years, the property reflects a legacy of pride in ownership and is ready for its next chapter. Recent improvements, including a newer roof, siding, and gutters, provide a solid foundation for future updates and personal touches. The expansive, level backyard offers endless possibilities-create your dream outdoor retreat with lush gardens, a pool, or an exceptional space for entertaining and relaxing. Enjoy the convenience of nearby restaurants, shops, the Milford Green, harbor, beaches, and Metro-North, all while embracing the charm and potential of this desirable property.

215 North St, Milford

211 Melba St, Milford
$419,000
3 Beds ⋅ 1 Baths ⋅ 24195450 MLS
A terrific opportunity to take this flex coastal Milford 3BR ranch to the next level. A perfect 1st home, 2nd home or renovation project. Well maintained by the same owner, for almost 40 years, includes updates in the kitchen and bath, central air, attractive fencing, and a SaniDry waterproofing system in the semi-finished heated lower level. The added oversized 2 car garage with attic storage is a big plus! Through the garage is a large unheated room ideal for expansion that leads to the beautiful private fenced in yard! Off the lower level playroom, there is a large workshop room that can have multi-use. There is a bilco door for exterior access. Don't forget the shed for outside storage needs. Just a few blocks away from beaches and the Sound! Near shopping, RR, and all the other amenities found in Milford!

211 Melba St, Milford

647 New Haven Ave, Milford
$574,900
4 Beds ⋅ 4 Baths ⋅ 24197340 MLS
You will be amazed by this DECEPTIVELY MODEST EXTERIOR that opens into a BEAUTIFUL 2,400+ SQFT HOME! Complete interior remodeled in 2014, this impressive property offers today's most sought-after amenities & design features. Featuring 4 spacious bedrooms, 3.1 baths, PLUS a partially finished lower level which includes a full bath, this home is designed for both comfortable living & effortless entertaining. Step inside to an open-concept floor plan highlighted by a gourmet custom kitchen w/cabinetry accented by dentil crown molding, oversized granite island & stainless appliances, including a 36" chef's range. The main level also features a formal dining room, expansive great room w/half bath & a first-floor primary suite w/full bath and double granite sinks. Upstairs offers 3 generously sized bedrooms, including one perfect for a media room or second primary suite, along w/a beautifully designed custom full bath featuring a walk-in shower & handsome tile finishes. The partially finished lower level provides incredible flexibility w/recreation space, an office, full bath & abundant storage in the unfinished area. Addt'l highlights include 3-zone gas heat & central air, expansive driveway w/turnaround space, & a rear level yard ideal for wonderful entertaining space & a future pool! Moments from downtown Milford & the Milford Train Station. THIS HOME IS PRICED TO SELL! First exterior photo has been enhanced with landscaping.

647 New Haven Ave, Milford

91 Bertrose Ave, Milford
$525,000
3 Beds ⋅ 1 Baths ⋅ 24196366 MLS
Welcome to 91 Bertrose Avenue, a charming coastal retreat in Milford's coveted Walnut Beach neighborhood, where relaxed shoreline living meets everyday convenience. This inviting 3-bedroom Cape offers 1,560 square feet of comfortable living space, featuring an updated kitchen, a modern full bathroom, central air, and a versatile bonus family room ideal for entertaining, working from home, or unwinding after a day by the water. Outside, a spacious deck overlooks the large, level backyard, creating the perfect setting for summer dinners, weekend gatherings, and quiet evenings by the shore. Just a short stroll away, experience the best of Walnut Beach with its sandy shoreline, award-winning small-batch ice cream, neighborhood coffee shop, local restaurants, and an eclectic collection of beloved small businesses. Follow the gorgeous waterfront boardwalk connecting Walnut Beach and Silver Sands State Park, where sweeping Long Island Sound views, coastal wildlife, and unforgettable sunsets become part of daily life. With beach rights, water-community access, off-street parking, and the charm of one of Milford's most vibrant seaside neighborhoods, this special home offers an exceptional opportunity to embrace the coastal lifestyle year-round.

91 Bertrose Ave, Milford

19 Lance Ln, Milford
$545,000
3 Beds ⋅ 3 Baths ⋅ 24187988 MLS
Move right in and start enjoying the Milford lifestyle! Nestled on a desirable tree lined cul-de-sac street, close to schools, beaches, shopping and major commuter routes, this beautifully maintained raised ranch offers the perfect blend of comfort, convenience and value. The freshly painted interior, refinished hardwood floors and updated kitchen and baths make this home truly move-in ready. The spacious kitchen features maple cabinetry, stainless steel appliances, including a new dishwasher, and opens seamlessly to the main living areas. The main level offers three bedrooms, including a primary bedroom with its own half bath, plus a remodeled full hall bath. Need more space? The finished walk out lower level adds approximately 600 square feet of versatile living area with brand new carpeting, a convenient half bath, laundry area and direct access to the attached one-car garage, ideal for a family room, home office, gym or playroom. Enjoy year-round comfort with central air, efficient natural gas heat and money-saving solar panels. Located in a shoreline community just minutes from Milford's beaches, parks, restaurants, train station and highways, this home offers an exceptional lifestyle. "As Is". Don't miss this opportunity to own a move-in ready home in one of Milford's most convenient locations! Solar is $99/month for the entire lease term. One of the owners is a licensed CT Real Estate Agent but is not acting as the listing agent for this property.

19 Lance Ln, Milford

357 Plains Rd, Milford
$599,900
3 Beds ⋅ 3 Baths ⋅ 24196674 MLS
Spacious split-level home offering approximately 2,200 square feet of living space on a .25-acre lot. The main level features a living room with vaulted ceiling, hardwood floors and fireplace, along with an eat-in kitchen offering a breakfast bar, vaulted ceiling and skylight. The upper level includes the primary bedroom and two additional bedrooms. A lower-level family room with a second fireplace provides additional living space. The finished basement offers a potential fourth bedroom, full bath and flexible space that may be suitable for a potential in-law setup, guest area, home office or recreation room. Additional highlights include a newer roof, new furnace, central air, storage shed, garden area and apple trees.

357 Plains Rd, Milford

104 Orland St, Milford
$699,999
4 Beds ⋅ 2 Baths ⋅ 24194780 MLS
Located in the desirable Bayview Beach community, this beautifully updated Colonial/Ranch offers 4 bedrooms, 2 full bathrooms, and limited water views just a short walk from the sandy shoreline. The remodeled eat-in kitchen features cathedral ceilings and opens to a comfortable living area, while the main level also includes two bedrooms, two full baths, a laundry room, and a convenient mudroom. Upstairs you'll find an additional bedroom and a spacious finished third-floor bedroom with a walk-in closet and space for a potential future third bathroom. Recent improvements include newer windows, exterior doors, roof, and asphalt driveway. The level lot offers plenty of room for a deck or pool. Ideally located near parks, basketball courts, Calf Pen Meadow School, Gulf Beach, downtown Milford, Metro-North, and major highways, this home offers the perfect blend of coastal living and everyday convenience.

104 Orland St, Milford

84 Dalton Rd, Milford
$575,000
3 Beds ⋅ 3 Baths ⋅ 24196052 MLS
Welcome to 84 Dalton Road, a beautifully remodeled Cape Cod-style home located in Milford's desirable Woodmont neighborhood, just minutes from the beach. Situated on a fully fenced, level lot, this move-in-ready home offers the perfect blend of style, functionality, and modern updates. The main level features a spacious primary bedroom suite complete with a beautifully renovated full bathroom. You'll also appreciate the convenience of a first-floor laundry area located within the half bath. Upstairs, you'll find two generously sized bedrooms, a cozy sitting area that provides flexible living space, and a second updated full bathroom. Step outside to enjoy the expansive backyard, designed for both relaxation and entertaining. A new Trex deck provides the perfect setting for gatherings, while the storage shed and dedicated fenced enclosure for trash bins add functionality and convenience. The spacious yard offers endless possibilities for gardening, play, or creating your own outdoor oasis. With its thoughtful updates, desirable location, and proximity to Woodmont Beach, this exceptional home is truly a must-see!

84 Dalton Rd, Milford

88 Yale Ave, Milford
$699,000
3 Beds ⋅ 3 Baths ⋅ 24195778 MLS
Recently remodeled, 88 Yale Avenue is located near the south-after Pond point and Morningside Neighborhood. The home offers an excellent blend of functional and sophistication. There are 3 bedrooms and 2&1/2 bathrooms on the first floor. The kitchen offers a marble island. It has marble countertop. Title back splash and marble floor. The L shaped, open space, Kitchen, dining room and Living room. The kitchen offers Stove, smart refrigerator, dishwasher and wine Chiller. The living rooms have an electric powered fireplace. The master bedroom has a full bathroom. The finished basement offers a large playroom, a bedroom and a full bathroom with a soaking tub and adjacent large walk-in shower. In total 3.5 bathrooms. All the newer utilities and the GE 2-in 1 washer and dryer are in the basement. Also for rent for $2,800,00 per month. Whatever comes first

88 Yale Ave, Milford

299 W Main St, Milford
$545,000
3 Beds ⋅ 3 Baths ⋅ 24195357 MLS
Location, Location, Location! Timeless charm meets modern updates in this beautifully renovated 3-bedroom, 2.5-bath Colonial, just 0.7 miles from vibrant downtown Milford, the Green, restaurants, shops, and Metro-North with direct service to NYC. From the moment you enter, you'll appreciate the beautiful hardwood floors, detailed woodwork, and craftsmanship rarely found in today's construction. The spacious living room with fireplace and formal dining room offer warmth and character while blending seamlessly with today's updates. The beautifully designed kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a convenient half bath nearby. Upstairs are three generously sized bedrooms and two full baths, including a spacious primary suite with a beautifully tiled private bath and custom-organized walk-in closet. Both additional bedrooms offer impressive walk-in closets, providing exceptional storage. The full basement includes a washer/dryer combination, ample storage, and updated propane-fueled mechanicals. Outside, the expansive front porch adds to the home's classic appeal and is the perfect place to relax. With a roof less than two years old, thoughtful renovations throughout, and beautiful original character preserved, this home truly offers the best of old-world charm and modern-day living, all in an exceptional Milford location.

299 W Main St, Milford

19 Chetwood St, Milford
$599,000
3 Beds ⋅ 2 Baths ⋅ 24195409 MLS
Welcome to 19 Chetwood St. in Milfords Silver Beach neighborhood, a move-in ready, completely renovated, elevated coastal home where you can have the perfect year round residence, conveniently located weekend retreat or investment property. The sun-filled main level, features 9-foot ceilings, rich hardwood floors, a cozy gas fireplace, and an open concept layout for quiet evenings or entertaining friends after a day at the beach. The beautifully updated kitchen is the heart of the home, complete with granite countertops, abundant cabinetry and generous center island where everyone gathers! Sliding doors open to a spacious Trex deck with stairs to brick patio below. Upstairs, hardwood floors continue throughout all 3 bedrooms. The primary bedroom features a custom California Closet. Its updated bath includes a full-sized stacked washer and dryer and energy efficient Navien on-demand hot water system. Unlike many, 19 Chetwood offers the convenience of both a private driveway and a full-sized garage, providing both valuable parking as well as storage! You're just steps to the Beach, Silver Sands State Park, its scenic boardwalk, downtown restaurants, shopping, Metro-North station, and major highways for easy access to both New York & Boston! If you're searching for a weekend getaway from the City, a full-time coastal residence or a property with excellent rental potential, 19 Chetwood St offers that rare authentic beach lifestyle without sacrificing convenience.

19 Chetwood St, 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

33 Acorn Ln, Milford
$629,900
3 Beds ⋅ 3 Baths ⋅ 24192026 MLS
BACK ON MARKET-NEW OPPORTUNITY IN DESIRABLE LEXINGTON GREEN WEST! Contract terminated due solely to buyer financing. No inspection or appraisal issues. Welcome to Lexington Green West, a private community where neighbors become friends & pride of ownership shines throughout. Whether you're enjoying evening strolls along quiet streets, or relaxing on your own backyard deck, you'll love calling this special neighborhood home. This charming 3/4 bedroom, 2 1/2 bath Colonial offers 1,528 sq. ft. plus an additional 475 sq. ft. of finished lower-level living space. The inviting floor plan features a dining room for memorable gatherings and a beautifully remodeled kitchen with granite countertops, stainless steel appliances, tile backsplash, and a slider opening to a generous 15' x 20' deck, perfect for summer barbecues and outdoor entertaining. The cozy living room is enhanced by a gas fireplace, creating a warm and welcoming space year-round. Upstairs, you'll find 3 bedrooms, including the primary suite with a cathedral ceiling, deep walk-in closet, and direct access to the shared full bath. The finished lower level expands your options with a FR/playroom, a 2nd full bath, and a versatile room perfect for a guest bedroom, home office, gym, or hobby space. Recent updates include a newer roof, debris free gutters, washer/dryer, toliets, full bath vanity & gas fireplace. Living Room & Primary BR Virtually Stage

33 Acorn Ln, Milford

843 North St Unit N3, Milford
$499,000
2 Beds ⋅ 2 Baths ⋅ 24192988 MLS ⋅ Windsor Place Townhouses-Verify In Process! BLDG.
Welcome to Windsor Place Townhomes, a collection of 44 newly constructed residences offering a serene, private community in one of Milford's most sought after locations. Windsor Place delivers a maintenance free, lock and leave lifestyle. Professionally designed by House of Huck and built by Anastasia Home Builders, renowned for custom luxury homes along Connecticut's Gold Coast. Each thoughtfully crafted three story townhome offers approximately 1,200 square feet of living space with two bedrooms and 1.5 baths. This residence offers buyers the rare opportunity to personalize their home by selecting from the builder's professionally curated, pre-approved designer finishes and textiles, creating a space that reflects their individual style without compromising the community's cohesive luxury aesthetic. The ground level features an attached garage, in-unit laundry, dedicated storage, and electric vehicle charging capability. The main living level showcases an open concept floor plan filled with natural light, featuring a beautifully appointed kitchen and living area and finally powder room, perfect for everyday living and entertaining. Upstairs, two generously sized bedrooms share a full bath.

843 North St Unit N3, Milford

380 Orange Ave, Milford
$975,000
6 Beds ⋅ 3 Baths ⋅ 24189957 MLS
Beautifully updated and incredibly versatile, this two family home is currently operating as a highly successful Airbnb and can easily be converted back to a spacious single family residence. Situated on a beautiful lot, the property includes a separate barn with a one car garage. Both ranch style units are bright and well maintained. The first floor offers an updated kitchen with quartz countertops, a door to the deck, a fully renovated bath with a walk in shower, three bedrooms, a spacious living room, and hardwood floors throughout. The upper unit also features three bedrooms with hardwood floors, a bright kitchen with sliders to a private deck, and comfortable living space. Each unit has its own washer and dryer. The finished third floor provides additional flexible living space ideal for a home office, playroom, or guest area. Additional features include vinyl siding, newer windows, newer decks, and well maintained mechanicals. The 2 units are connected by a center staircase making conversion to a single family very easy. The home can be sold furnished, making it a true turnkey investment or owner occupied opportunity. Conveniently located near downtown, shopping, restaurants, train service, and major highways. Enjoy the beautiful yard in every season.

380 Orange Ave, Milford

370 Calf Pen Ln, Milford
$619,900
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

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.