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$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
$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
$450,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200301 MLS ⋅ Caswell Cove BLDG.
Welcome to 1412 Windward Road in Caswell Cove, one of Milford's hidden gems for waterfront living along the Housatonic River. This spacious 1,645 sq. ft. garden-level ranch offers 2 bedrooms, 2 updated full baths, a detached garage and the ease of one-level living, all complemented by beautiful water views and spectacular sunsets. The generous floor plan features a spacious living room with sliders, dining room and additional family room/den, perfect for a home office or sitting room. The kitchen offers granite countertops and a breakfast bar. The oversized primary bedroom enjoys water views, a walk-in closet and private updated full bath. A second bedroom, updated full bath and additional cedar closets complete the interior. Step outside to your patio and enjoy the peaceful waterfront setting, watch the boats pass by and take in gorgeous sunsets over the river. Caswell Cove offers an in-ground pool, clubhouse/fitness center, tennis, pickleball and basketball. Conveniently located near downtown Milford, the train station, beaches, shopping, restaurants and major highways. Enjoy the space of a home with the ease and amenities of waterfront condominium living

1412 Windward Rd Unit 1412, Milford
$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
$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
$1,000,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$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

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