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$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205374 MLS
Excellent investment opportunity in Milford's desirable Green area, ideal for both investors and owner-occupants looking to offset their monthly housing expenses with rental income. A short walk to downtown with ever-expanding shops, restaurants, and entertainment. Both units have very attractive floorplans, newer appliances, and recent cosmetic updates. Unit 1 has an open concept kitchen/living room with granite countertops and room for a small office off the living room. Unit 2 has a beautiful deck overlooking the backyard and second bedroom/office space off the living room. Both Units have washer/dryer in unit. 2 driveways on each side of the house offer multiple off street parking spots for tenants.

33 Central Ave, Milford
$2,300
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24203256 MLS
Spacious and bright 2nd-floor, 2-bedroom apartment conveniently located above professional offices. The open floor plan offers a comfortable living room, dining area, and kitchen featuring a large center island-perfect for casual meals, entertaining, or a convenient workspace. The apartment offers two generously sized bedrooms and a full bath with tub/shower. The kitchen is equipped with a stove, refrigerator, and dishwasher, plus a stackable washer and dryer conveniently located in a closet off the kitchen. Sliding glass doors lead to a private deck, providing a wonderful spot to relax and enjoy some outdoor time. Good off-street parking is available. Enjoy the convenience of being within walking distance to the train station, Fowler Field, Milford Harbor, and Downtown Milford, with its shops, restaurants, and amenities. Minimum 1-year lease; longer lease preferred. No smoking or vaping. No pets. Tenant liability insurance required. Rental application includes references, former rentals and credit check (650+ credit score preferred). Application fees to be paid by the tenant

32 Cherry St Unit B, Milford
$699,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201906 MLS
Set on .60 acres, this well-maintained Ranch combines easy one-level living with a spacious, versatile floor plan. A brand-new A/C system (August 2026), vaulted ceilings, open-concept living areas, and abundant natural light are just a few of the highlights. The main level features 3 bedrooms, including a primary suite with en-suite bath, an additional full bath, and 2 fireplaces that add warmth and character. From the family room, step through the slider onto the deck overlooking the private backyard-perfect for relaxing or entertaining. An attached 2-car garage adds everyday convenience. Downstairs, the finished walk-out lower level adds 1,240 sq. ft. of living space with a full bath, fireplace, and direct access to the backyard. This versatile level offers plenty of possibilities for multi-generational living, a home office, recreation space, or guest accommodations. Ideally located in Milford's coastal community with convenient access to NYC and major highways, and just minutes from Milford beaches, the Downtown Green, train station, restaurants, and shops.

275 Wheelers Farms Rd, Milford
$999,999
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201055 MLS
Welcome to this beautifully remodeled 4-bedroom,3.5 bath Colonial with a 2 car garage, offering over 3,178 sq ft of thoughtfully designed living space, home situated in Milford`s charming historic district near Upper Dock Pond. This elegant home welcomes you with a grand two story foyer, formal living room and dinning rooms, and a private home office with French doors-Perfect for today`s life style. Refined details include custom millwork,9-foot ceilings, gleaming throughout the main level eat-in-kitchen, with center island, flows into family room featuring a cozy gas fireplace-creating the perfect space for everyday living and entertaining .Sliders lead to a spacious deck overlooking a level yard Upstairs primary suite offers a vaulted ceiling, two generous walk-in California Closets, and a spa-like bath with a whirlpool tub and walk-in shower. Three additional bedrooms provide ample space including one with its own en-suite bath and walk-in closet. Perfectly positioned just minutes from major highways, dinning and all Milford has to offer. this exceptional home combine timeless elegance with moderen comfort.

154 North St, Milford
$539,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200554 MLS
Offering the flexibility buyers are looking for, this home features two bedrooms plus a spacious second-level loft, originally designed to allow for easy conversion to a third bedroom. Located in the sought-after Lexington Greens neighborhood, the home offers a functional layout and a spacious, level and fully usable backyard. The main level includes an eat-in kitchen with breakfast bar, formal dining room, and generous family room featuring a vaulted ceiling, brick fireplace, recessed lighting, and direct backyard access. Notable features include Andersen windows, low-maintenance vinyl siding, forced-air heating (no baseboards!), central air conditioning, a Rinnai on-demand tankless water heater, natural gas, city water, and city sewer. Outside, enjoy a brick paver patio, mature trees, and a shed for additional storage. Ready for cosmetic updating, this home offers an excellent opportunity to personalize the interior while benefiting from many important improvements already in place. Conveniently located near highways, commuter rail, beaches, shopping, and restaurants. Property is being offered in its current as-is condition.

52 Oak Ridge Ln, Milford
$3,300
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200935 MLS
Stunning 2 BR, plus bonus room, 2 BA, 2nd floor apartment directly in Milford Center. This apartment boasts gleaming Brazilian wood floors thru-out, curved walls, recessed lighting, gas fireplace, full wall of windows, kitchen with lots of cabinets, stainless appliances, granite counter and breakfast bar. In addition to the 2 spacious BR's there is an additional room that would be a great home office with separate entry from main foyer. Also c/b entertainment room or additional BR. The unit has high ceilings, ceiling fans, natural gas heat and cooking, C/A and central vac. Walk to the Green, Train Station, Restaurants, Shops, Marina, Library, Arts Building, Hospital, Duck Pond, Waterfall and more. This is on the bus line and only minutes to major hi-ways. This is not just an apartment but a lifestyle. Bicycle parking on main level. New public parking garage nearby. Tenant pays own utilities. Owner pays water, trash removal and common area maintenance. Proof of income, excellent credit, insurance, security and lease required.

9 River St Unit 2, Milford
$999,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$1,075,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199959 MLS
Welcome to spacious-2002 built Colonial, beautifully situated on a quiet cul-de-sac north of the Post Road in Milford, offering an ideal blend of privacy, versatility and convenience. Surrounded by mature landscaping with underground utilities, this inviting home is just minutes from shopping, dining and the coastline, and approximately 10 minutes from downtown Milford and Metro North. Inside, a bright and welcoming interior features hardwood floors, carpeting, generous room sizes and a thoughtfully designed kitchen with abundant cabinetry, a center island and effortless flow for entertaining. The vaulted-ceiling family room with fireplace creates a warm gathering space, complemented by formal living and dining rooms, a first-floor office or guest room with French doors. Upstairs, spacious bedrooms include a primary suite with vaulted ceilings and private bath. An oversize room above the garage offers exceptional flexibility-perfect for a second primary suite, media room, playroom or additional living space. Outdoor living is equally inviting with a charming front porch, rear deck, screened porch, expansive yard and above ground pool. Additional highlights include an oversized attached 2 car-garage and a large unfinished basement with garage-door exterior access ideal for a boat or oversize items, and excellent storage or finish for additional living space. Spacious, flexible and ideally located, this home offers room to live, work, entertain and grow.

12 Beth Ann Cir, Milford
$799,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24196929 MLS
Welcome to this stunning fully renovated Colonial in Milford's Downtown area, where timeless New England charm meets modern luxury. Completely renovated inside and out, this exceptional home features all-new vinyl siding, roof, insulation, HVAC, central air, windows, flooring, electrical, plumbing, appliances, all energy-efficient systems for truly worry free living. You'll first be greeted at the front porch which sets the tone for the craftsmanship found throughout. Inside, you'll find elegant custom moldings, gorgeous deep window sills, and a bright open floor plan designed perfectly for everyday living and entertaining. The spacious living and dining areas flows seamlessly into a beautiful kitchen featuring a large quartz island, spacious pantry and mudroom with handcrafted built-ins. French door leads to a spacious Trex deck, ideal for morning coffee or outdoor gatherings. The home offers 4 spacious bedrooms, 2.5 baths, includes a luxurious primary suite featuring double sinks and a walk-in closet, second-floor laundry, abundant storage, and a versatile main-level bedroom perfect for guests or a home office. Enjoy an unbeatable location just a short stroll from Downtown Milford, Milford Harbor, Fowler field , beaches, restaurants, shopping . Convenient access to train station, I-95 , Merritt Parkway. More than just a home, it's an opportunity to embrace the charm, convenience, and coastal lifestyle that make Milford one of Connecticut's most desirable places to live.

203 High St, Milford
$629,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$975,000
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$769,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24173863 MLS
Back on the market as of August 19 due to the buyer inability to secure financing. Agent to review the agent remarks to better understand the home. Welcome to Lexington Green. This 11 Room, 5 Bedroom, 3.5 bathroom colonial style home has many unique property features including an In-law in the lower level ( 847 square feet ), Primary Bedroom ( 421 square feet ) with a walk in closet and full Bathroom, Deck ( 154 square feet ), Attached 2 Car Garage ( 399 square feet ). The open expansive floor plan is ideal for entertaining and welcomes you with a dramatic two story foyer and features Living Room with fireplace, Dining Room, Eat-in kitchen with a center island, Family Room, Laundry/Mud Room, Powder Room, Deck. 4 Bedrooms on the upper level and In-Law in the lower level. You are within a few minutes drive to everything including 0.9 miles to Boston Post road ( RT 1 ), 1.1 miles to shopping & restaurants, 1.7 miles to the Merritt Parkway, 1.9 miles to I-95 North & South ramps, 2.1 miles to Milford train station, 8.4 miles to Route 34, 10.6 miles to Yale New Haven Hospital, 7.1 miles to Woodmont Beach.

40 Lexington Way N, Milford
$840,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24174394 MLS
ATTENTION SMALL BUSINESS OWNERS! UNLOCK THE ULTIMATE LIVE-WORK OPPORTUNITY! For the first time in over 50 years, the iconic Almond Building is available-perfect for entrepreneurs seeking the ideal blend of business and lifestyle. This is your chance to own not only a charming 1920s Cape Cod residence in the prestigious Duck Pond neighborhood, but also a highly visible commercial warehouse with office space and a tandem garage, right on bustling Boston Post Rd. Enjoy unmatched exposure for your business while living just steps away from your workplace! This unique offering includes both 231 W. River and 233 W. River for a combined price of $840,000 (see MLS 24174397). The home boasts classic curb appeal, a welcoming front porch, and a flexible layout with a living room, dining room, kitchen, bedroom, and full bath on the main floor, plus two additional bedrooms and a half bath upstairs. The attached one-car garage connects seamlessly to the commercial building-a former barn with a fun loft and over 4,000 sq. ft. of versatile workspace, including office areas and a tandem garage. The original barn has a crawl space beneath it, while the office space, garages, and some of the storage areas are on concrete slabs. Don't miss your chance to secure a rare property that gives you the best of both worlds: the prestige and tranquility of a historic neighborhood and the convenience and visibility your business deserves! Schedule your tour today and envision your best future here.

231 W River St, Milford
$1,175,000
7 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24165758 MLS
Where 1918 Heritage Meets 2026 Innovation --- Experience the impossible: a Historically Registered 1918 home that doesn't just preserve the past - it powers the future. This isn't a renovation; it's a masterclass in "Invisible Innovation", where period-correct craftsmanship lives in perfect harmony with a carbon-neutral footprint. An historically registered 1918 Colonial Revival Home with state of the art renewable energy and HVAC infrastructure, powered by NEW geothermal heating+cooling system and owned solar panel array. This 7 Bedroom home (tax record states 5 BR) features 4 levels of living inside with a heated inground pool, patio and deck outside. Owners have thoughtfully and strategically updated the home while maintaining the look and feel of the 1918 era. Main floor features a Gracious Foyer, Updated Kitchen w/granite,pantry,SS appls+Butler pantry. Formal DR,Office/Den+Living Room-spacious.TWO sun rooms-this house gets a ton of natural light! The enclosed porch is a wonderful way to enjoy the outside, from afar. 2nd Flr features:3 BR, Laundry Rm, Full Bath+Large Linen Closet. 3rd Flr offers:4 possible BR+Full Bath. The heated inground pool w/newer safety cover, pool pump+filter. The finished Lower Level makes for a great play/rec room. Kitchen and full bath in Finished Lower Level. Ideally located, with views of Milford's upper duck pond, this home is close to the downtown train station,dining+Milford Green.

97 North St, Milford
$399,900
ACTIVE Status ⋅ 24000385 MLS
Former apple orchard. Pesticides were found. The parcel is partially in a R-30 zone and partially in a R-A zone. A three lot subdivision was approved at one time. A subdivision is needed from the existing home that is there. The home and barn are not included. A survey has been done. This is a beautiful property with possibilities. Buyer will need to do due diligence. Call for details.

364 Orange Ave, Milford

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