Milford Real Estate

**Welcome to Milford, Connecticut: A Coastal Gem in New Haven County**

Nestled along the picturesque shores of Long Island Sound, Milford, Connecticut, is a charming city that perfectly blends coastal beauty with a vibrant community spirit. Known for its rich history and welcoming atmosphere, Milford offers residents and visitors alike a unique blend of small-town charm and big-city amenities.

With a population of just over 50,000, Milford boasts a diverse community that thrives on its strong local culture and family-friendly environment. The city is home to a variety of parks, beaches, and recreational areas, making it an ideal spot for outdoor enthusiasts. From the scenic Silver Sands State Park to the tranquil shores of Walnut Beach, there’s no shortage of opportunities for swimming, fishing, and picnicking.

Milford's historic downtown area features a delightful mix of boutique shops, cozy cafes, and fine dining establishments, ensuring that there’s something for everyone. The city also hosts a variety of community events throughout the year, including the popular Milford Oyster Festival, which celebrates the region's rich maritime heritage.

Education is highly valued in Milford, with top-rated schools and a commitment to fostering a supportive learning environment for students of all ages. Additionally, its strategic location provides easy access to major highways and public transportation, making commuting to nearby cities like New Haven and Bridgeport a breeze.

Whether you’re looking to settle down in a family-friendly neighborhood or seeking a vibrant community to call home, Milford, CT, is a place where you can truly thrive. Come explore the charm of Milford and discover why so many people are proud to call this coastal city home!

Newest Listings in Milford

$524,900

4 Beds ⋅ 1 Baths ⋅ 24207489 MLS

Move-in ready 4-bedroom Cape offering 1,225 sq. ft. of thoughtfully designed living space with stylish updates throughout. The beautifully renovated kitchen serves as the heart of the home, featuring crisp white cabinetry, quartz-style countertops, stainless steel appliances, a striking herringbone tile backsplash and abundant storage. The adjoining dining area provides a warm and inviting setting for everyday meals and entertaining, enhanced by contemporary lighting and attractive flooring that flows seamlessly throughout. Four bedrooms offer a versatile layout with flexibility for guests, a home office or additional living space. Thoughtful improvements blend classic Cape charm with today's style and functionality. With the updates already completed, all that's left to do is move in and make it your own!

4 Windy Hill Rd, Milford

$875,000

4 Beds ⋅ 3 Baths ⋅ 24207322 MLS

Coastal New England Elegance Meets Effortless Modern Living. This exceptional home captures the quintessential charm of a Martha's Vineyard retreat, beautifully interpreted for todays living. Cedar shake siding, timeless architectural appeal, & a warm, inviting interior create an atmosphere that is both refined & relaxed. A generous front porch sets the tone, offering the perfect place to enjoy a morning coffee or unwind at the end of the day, while the back patio extends the living outdoors & creates inviting spaces for dining, entertaining, and relaxing. Inside, the gorgeous hardwood floors flow throughout an open & thoughtfully designed floor plan, while the 14-year-old mechanical systems & roof provide comfort & peace of mind. At the heart of the home is an impressive open-concept kitchen and great room, designed for everything from quiet evenings to effortless entertaining. A first-floor office or guest room offers exceptional flexibility. You are sure to love the drop-zone/mudroom area with an abundant amount of storage perfectly organized, a place for the pups, & a full bath this space is all you hoped for! Head up the back stairs to a versatile bonus room/flex space that provides endless possibilities for a guest retreat, playroom, or recreation space. The upstairs boasts 3 generously appointed bedrooms including a serene primary suite with its own spacious full bath & walk in closet. Along with the large hall bath, is the added convenience of a upper-level laundry.

44 Greenfield Rd, Milford

$634,900

2 Beds ⋅ 1 Baths ⋅ 24208602 MLS

Welcome to coastal living in Milford's sought-after Silver Sands Beach community! This fully reimagined 2-bedroom, 1-bath beach cottage sits directly across the street from the beach and has been transformed into a successful, established short-term rental. A bonus bunk room provides additional sleeping accommodations, allowing the home to comfortably sleep up to 10 guests. Everything is already here for the ultimate beach getaway-from a fully equipped beach wagon with chairs, umbrella, towels and toys to paddle boards for days on the water. After the beach, retreat to the private backyard featuring a fire pit, new outdoor shower and market lights. Offered fully furnished and as-is, including coastal decor, furnishings and the thoughtful details that make this rental truly turnkey. With a 5-year Superhost history, strong summer demand and a history of full winter bookings, this property offers year-round rental appeal. Future guests are already seeking reservations for next summer, giving the next owner the opportunity to acquire an established book of business and continue operating without starting from scratch. More than a beach house-it's a turnkey coastal investment, established rental and lifestyle opportunity all in one. Fully furnished. Turnkey. Steps to the beach. Ready for its next chapter.

766 E Broadway, Milford

$329,000

2 Beds ⋅ 1 Baths ⋅ 24207620 MLS ⋅ Ocean Point BLDG.

Welcome to Ocean Point Condominium! This desirable end-unit ranch-style condo offers 2 bedrooms, 1 full bath, and a bright, open floor plan with access to a private south-facing balcony-perfect for relaxing and enjoying the coastal setting. The well- appointed interior features hardwood floors, granite countertops, stainless steel appliances, and a new washer and dryer. Off-street parking adds everyday convenience. Ideally located just steps from Long Island Sound and minutes from shopping, restaurants, beaches, and vibrant Downtown Milford. A fantastic opportunity to enjoy easy, low-maintenance coastal living!

180 Melba St Unit 214, Milford

$440,000

2 Beds ⋅ 2 Baths ⋅ 24207634 MLS ⋅ Southwick At Milford BLDG.

Experience effortless living in this bright, open-concept home located in a premier Milford 55+ community. The interior impresses immediately with soaring vaulted ceilings in the main living area, creating a sense of volume and light that flows throughout the entire layout. Every room feels airy and expansive thanks to nine-foot ceilings, beautifully accented by elegant crown molding and Windsor casing that add a touch of timeless sophistication. Rich hardwood floors lead you through the main level to a private primary suite, designed as a peaceful retreat, alongside a versatile second bedroom. If you need more space, the massive full basement features high ceilings, offering incredible storage or the potential to create a custom hobby space or home gym. Outside, you can relax on the private terrace or enjoy the convenience of the attached one-car garage. The location is truly unbeatable for anyone looking to embrace the Milford lifestyle. You're just moments away from the vibrant downtown green, scenic local beaches, and the train station for easy trips into Manhattan. This home perfectly combines sophisticated architectural detail with a low-maintenance, coastal lifestyle.

17 Southwick Ct N Unit 17, Milford

$714,000

3 Beds ⋅ 3 Baths ⋅ 24204951 MLS

If you love space and contemporary homes, you will love this amazing bright home featuring cathedral ceilings wall of windows soaring high, 2 fireplaces. The large primary suit offers a fireplace and balcony situated on lovely lot with beautiful yard with sliders leading to back deck and patio. .

236 Tanglewood Cir, 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

$554,900

3 Beds ⋅ 2 Baths ⋅ 24208294 MLS

Welcome to 22 Loomis Street in Milford-a beautifully renovated three-bedroom, one-and-a-half-bath home just a short walk from Walnut Beach. Inside, you'll find a bright open-concept layout, a completely updated kitchen, fresh paint, and tons of character including this beautiful coffered beadboard ceiling. The home also features major upgrades where it counts: a new roof, new deck, updated HVAC with mini-split air conditioning on the first floor and a new air handler upstairs, plus new baseboard heating. And the location? You're close to Walnut Beach, restaurants, shopping, Route 1, and everything Milford has to offer.

22 Loomis St, Milford

$450,000

2 Beds ⋅ 2 Baths ⋅ 24208257 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

$425,000

1 Beds ⋅ 2 Baths ⋅ 24208144 MLS

Exceptional coastal potential! Tucked away just steps from the shoreline with beach access, this 1-bed, 1.5-bath cottage presents a standout value for a short-term rental or bed & breakfast opportunity. Mechanicals and kitchen features include central air, central vacuum, skylights, an alarm system, and new GE Profile stainless steel stove & dishwasher. Just in need of cosmetic renovations while offering an easy path to add a second bedroom to significantly boost equity and nightly rental yields. Ideal for investors, short-term rental hosts, or a second home for personal weekend getaways!

40 Andrews Ave, Milford

$899,900

4 Beds ⋅ 2 Baths ⋅ 24206993 MLS

Rare investment opportunity in the heart of Downtown Milford! This versatile two-family property offers immediate income potential with exciting possibilities for future expansion and conversion into additional units, subject to zoning and municipal approvals. Ideally located just minutes from the Milford Green, Metro-North train station, shops, restaurants, and the waterfront, it provides the convenience and lifestyle today's tenants are looking for. Whether you're an investor, developer, or owner-occupant, 103 New Haven Avenue offers exceptional potential in one of Milford's most desirable and walkable locations. Bring your vision and maximize the possibilities!

103 New Haven Ave, Milford

$1,500,000

3 Beds ⋅ 2 Baths ⋅ 24208091 MLS

Discover your own coastal retreat with this year-round, DIRECT Waterfront cottage offering breathtaking, unobstructed views of the Long Island Sound and Charles Island. This charming 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. Interior photos to follow shortly.

138 Shorefront St, Milford

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