Milford Real Estate

Welcome to Milford, a charming city nestled along the picturesque coastline of Connecticut. Known for its rich history, vibrant community, and stunning natural beauty, Milford is a hidden gem that offers a perfect blend of suburban tranquility and urban convenience.

With its roots dating back to 1639, Milford boasts a captivating historical charm, evident in its well-preserved colonial architecture and quaint downtown area. Stroll through the tree-lined streets and discover an array of boutique shops, cozy cafes, and local eateries that reflect the city's unique character. Milford’s thriving arts scene, highlighted by galleries and cultural events, adds to the city’s allure, making it a hub for creativity and inspiration.

Nature enthusiasts will revel in Milford’s abundant outdoor spaces. The city is home to several beautiful parks, including the expansive Silver Sands State Park, where residents can enjoy sandy beaches, scenic trails, and breathtaking views of Long Island Sound. Whether you’re picnicking with family, biking along the coastline, or simply soaking in the sun, Milford provides endless opportunities for outdoor recreation.

Milford’s strong sense of community is one of its most appealing features. With a variety of family-friendly events, farmers' markets, and seasonal festivals, there’s always something happening in this vibrant city. The local school system is highly regarded, making it an ideal place for families looking to settle down.

In Milford, you’ll find not just a place to live, but a place to thrive. Come explore all that this delightful city has to offer and discover why so many are proud to call Milford home!

Newest Listings in 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 ⋅ 1 Baths ⋅ 24208294 MLS

Newly renovated home awaits a new owner. Updated with new mini-split air conditioning on first floor and new air handler in the attic. New HVAC. Newly painted. Newly renovated kitchen with an open concept. New baseboard heating. New roof. New deck and lots more. Near all town amenities. Just minutes away from Interstate 91 Walnut Beach.

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

$724,900

2 Beds ⋅ 4 Baths ⋅ 73579535 MLS ⋅ ['Walden Woods'] BLDG.

Meticulously maintained Condo Townhouse in desirable Walden Woods. Ready for new owner! Beautifully appointed with decorator upgrades, this 2 Bedroom Townhouse has 2 Full/2 Half Baths. Features are more than 2800 square feet of finished living space. This gives family and friends plenty of room to gather, work and unwind. The inviting front porch and impressive foyer welcomes guests with double closets, a dedicated laundry room and direct access to the oversized, heated two car garage. The main level features an open concept Kitchen, Dining and Living area with gas fireplace, triple slider, triple hung windows and skylights for abundant natural light. Main floor elegant Dining Room with tray ceiling could easily be converted into bedroom. The second floor features large Primary Suite with layered tray ceiling, two walk-in closets, spacious Full Bath, linen closet, and jetted tub. Generous sized second Primary Bedroom with private Full Bath offers spacious double closets and oversized double hall closet. Expansive Bonus Room in the finished lower level with gas fireplace and half bath adds flexible space for entertaining, exercise, and work area with ample lower level storage adjacent to Bonus Room. Outdoor space to relax and unwind on the garden level deck or brick patio. Amenities at Walden Woods include Community Clubhouse, Shared Garden, Walking Trail and access to the Milford Upper Charles Bike Trail. Ideal commuter location within minutes to retail, restaurants, and only 3/4 mile from Rte 495. Live the carefree and low maintenance condo lifestyle with no age restriction.

5 Walden Way Unit 5, Milford

$248,900

24208006 MLS

The Owner is offering a rare opportunity to acquire 'MYB Supplies LLC, a highly profitable and well-established beauty supply store. This is a turnkey operation with a proven track record of strong cash flow. A diverse and loyal customer base retail consumer. Excellent supplier relationships with top brands in the industry. A prime leasehold location with high visibility and foot traffic. The business is poised for significant growth through e-commerce expansion sales. The Owner is offering full training and support for a seamless transition to the new owner. This is your chance to step into a leading role in a thriving, essential business."

465 Bridgeport Ave, Milford

$749,900

2 Beds ⋅ 4 Baths ⋅ 24206938 MLS ⋅ Beach Shore Village BLDG.

Enjoy beautiful water views from this 2-bedroom, 31/2-bath condo in Beach Shore Condos! A beautiful deck offers the perfect spot for morning coffee, relaxing evenings, or entertaining friends. Conveniently located close to everything, this condo brings together coastal charm and everyday convenience. Contact us today for more information or to schedule a showing!

62 E Broadway Unit 62, Milford

$650,000

6 Beds ⋅ 3 Baths ⋅ 73579181 MLS

Renovated two-family sitting on 1+ acres offering an exceptional opportunity for an owner occupant or investor! Ideally located just minutes from Routes 495, the Mass Pike, Route 135 and Route 85, this beautifully updated property is truly move-in ready. Major improvements include all new plumbing, electrical, heating, roof, siding and insulation, along with completely renovated kitchens and bathrooms and new or refinished flooring throughout. And then there’s the enormous backyard, a rare feature with tremendous potential. Whether you envision a spacious area for entertaining, a large garage, or additional living space, the possibilities for this expansive yard are exciting. With so much of the heavy lifting already completed, this is an opportunity to own a two-family property without taking on the major renovation headaches. Now it’s ready for you to enjoy and make it your own.

234 Purchase St, Milford

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 24207731 MLS

Experience the best of Milford coastal living in this beautifully finished new construction home, just across from Long Island Sound with water views from all three levels and sweeping marsh views to the rear. The bright, open main level features a kitchen anchored by an expansive granite counter with seating for four, stainless steel appliances, abundant cabinetry and a spacious pantry, flowing easily into the dining and living areas. The dining area opens to a Trex balcony overlooking the marsh and its abundant birdlife, while the living room is filled with natural light and offers Sound views, hardwood floors and a fireplace. The upper level primary suite enjoys water views, a walk in closet and a private bath with a soaking tub, double vanity and tiled shower. Two additional bedrooms with marsh views, a full bath and laundry complete this level. The third level offers a family room and office area with views in both directions plus a front Trex balcony overlooking the Sound. A rare four car garage provides exceptional parking and storage. Enjoy nearby beach access and a relaxed coastal lifestyle just minutes from Downtown Milford, the Green, Milford Harbor, restaurants, shops, the train station and year round events.

42 Melba St, Milford

$499,000

3 Beds ⋅ 2 Baths ⋅ 24207840 MLS

Welcome to Woodmont, where coastal lifestyle meets a true sense of community. Just steps from Anchor Beach and Woodmont beach, this charming 3 bedroom, 1.5 bath home is ideally positioned to enjoy everything this beloved shoreline neighborhood has to offer. The inviting living room features beautiful hardwood floors, a wood-burning fireplace, and distinctive wood plank ceilings accented by crisp white beams. The spacious eat-in kitchen easily accommodates a large dining table, making it perfect for casual family meals or entertaining. French doors open to the fenced in backyard, creating an easy flow between the kitchen and outdoor space. Just beyond the dining area you'll find a convenient mudroom and half bathroom. Three bedrooms and a full bath complete the second floor, providing comfortable private quarters. Above, the large unfinished third floor presents an exciting opportunity for additional living space and the possibility of water views - a blank canvas ready to be transformed into whatever best suits your vision. The backyard is manageable and welcoming, while some of Milford's best recreation is just beyond your doorstep. Spend summer days at the beach, taking in spectacular sunsets on an evening walk. Woodmont Day, Porch Fest and the Woodmont Road Race are all part of the unique character that makes this community so special. Unbeatable shoreline location. Approachable price point. Room to transform this house into your perfect coastal retreat!

106 Hawley Ave, Milford

Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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.