Refine Search
Sort by
$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

$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

$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

$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

$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

$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

$11,000
24206096 MLS Caswell Cove Marina BLDG.
Welcome to Caswell Cove Marina. Located approximately 4 miles from Long Island Sound, the Marina offers a well-protected cove for your boat's protection, calm waters for ease of docking, over 8 miles of river to cruise and quick access to the waters of Long Island Sound. A17 is a 30' boat slip. Features of Docking facilities: * Large private protected cove, min water depth at low tide = 6.0 ft * State of the art floating concrete docks - extremely stable & safe * Private cove, no boat wakes and no currents - easy docking * Shore power includes single 30A or double 30A for slip A17 * Wash down water at every slip * Wide berths, full length fingers * Large, heavy-duty s-style cleats * Wide fairways between docks - easy boat maneuvering * Wi-Fi is available at all slips * Cable TV hook-up available * Marina is gated with 24-hour electronic access & video monitoring * Locations available for dinghy and jet-ski storage. Club House facility features: * Two-story clubhouse set out over the water in the middle of the marina. * Open 24 hours for your enjoyment. * Full galley kitchen for cooking * 2 large party rooms for gatherings and hanging out with friends * Lounge area with large screen cable TV, free wireless internet service * Exterior decks on the upper level with panoramic views of the Housatonic River - great for watching the sunset * Large, very clean restrooms with shower facilities, tile floors, & private shower stalls * Free Laundry Facilities * Bagged ice available

275 Popes Island Rd Unit A17, Milford

$899,900
24207574 MLS
Builders take note! Rare and wonderful development opportunity in Milford! 100 and 0 Bryan Hill Rd is 2.18 Acres! Exceptional opportunity for builders and developers in a desirable area. These combined, 2.18 acre parcels are located in an R-12.5 zone, offers significant potential for a subdivision with 175 feet of road frontage. The property presents the possibility for a 4 or 5 lot subdivision(subject to buyers due diligence and approvals). Surrounded by established homes and strong resale values, this location supports new construction in the 600-900k range. Sloping terrain offers flexibility for site design and an attractive investment opportunity. Conveniently located near beaches, downtown Milford, train station, shopping, restaurants and major highways. Buyer to perform all due diligence and property is being sold "as is". Drone pictures will be added soon. Buyer to remove or repair home on the property, it had a fire in January and is unsafe. Please do not go inside the house.

100 Bryan Hill Rd, Milford

$519,000
3 Beds 2 Baths 24202039 MLS
Welcome to 104 Rivercliff Drive. Located in Milford's desirable Rivercliff community, this charming move in ready home is where coastal living meets everyday convenience to local amenities & neighboring towns. Step inside to a bright and inviting spacious Living room with gleaming hardwood floors throughout and a stairwell adorned with a beautiful stained glass window. The flexible floor plan provides a sun room filled with natural light offering plenty of windows and hardwood floors and flows seamlessly to the spacious dining room which opens directly to the expanded backyard deck, offering great space for relaxing or entertaining. The refinished kitchen w/quartz countertops offers a well appointed space for all your everyday needs. Finally, a mud room with backyard access and powder room completes the main level. Upstairs, you will find 3 spacious bedrooms with hardwood floors, a linen closet and a full redone bathroom with tub/shower. Outdoors, you are greeted by a well kept and nicely landscaped level fenced in back yard perfect for entertaining & privacy. Located within walking distance to playground and restaurants, & ideally situated to highways, shopping, medical facilities, & the beautiful beaches Milford offers. This home offers the perfect combination of space, comfort, and convenience.

104 Rivercliff Dr, Milford

$699,000
3 Beds 3 Baths 24205862 MLS
Welcome to this beautifully Renovated Home in Milford, Connecticut! Move right in and experience the lifestyle Lexington Green is known for. This move-in-ready home Offering nearly 2,000 sq ft of living space features 3-4 bedrooms and 3.5 bathrooms, ,beautiful hardwood floors throughout, a brand-new kitchen,NEW WINDOWS, completely renovated bathrooms, new Roof, Central air, public water and public sewer, and the added convenience of an upstairs laundry area. The finished walk-out basement provides additional living space and features an additional bedroom, a spacious family/TV room, and a full bathroom-perfect for guests, a home office, recreation space, or extended living. Every detail has been thoughtfully updated, creating a fresh and inviting home ready for its new owners. Enjoy all that Milford has to offer, including beautiful beaches, parks, shopping, dining, and convenient access to major highways. Don't miss this opportunity! Schedule your private showing today and make this beautiful home yours! Near Housatonic River and everything the area has to offer.

40 Acorn Ln, Milford

$850,000
4 Beds 2 Baths 24206008 MLS
Just steps from the sandy beach and ocean, this home offers beautiful water views & an abundance of space both inside and out. The property features a charming front grassy yard, a rear river-rock patio, and a pergola area perfect for entertaining, dining, or relaxing outdoors. Step inside to a welcoming front porch where you can enjoy water views throughout the year. The spacious first-floor living room stretches from one side of the home to the other and flows seamlessly into the kitchen and dining area. The first floor also offers three bedrooms and a full bathroom. Head upstairs to discover an abundance of additional space, offering the flexibility to create two more bedrooms, a home office, recreation area, or additional living space. The highlight of the 2nd floor is the fabulous balcony, where you can take in magnificent water views and enjoy the coastal setting. The fully finished lower level apartment offers exceptional versatility with a potential in-law suite or separate living arrangement. The lower level features a living room, dining/eating area, full kitchen, 2 bedrooms, and a full bathroom. There is also a separate rear entrance, providing added privacy and flexibility. A laundry area is shared between the main living space and lower level. The current owner utilized the lower level as an Airbnb, highlighting its potential for additional income, guest accommodations, or multi-generational living.

752 E Broadway, Milford

$1,460,000
3 Beds 4 Baths 24207594 MLS
Exceptional Home built in 2023 offers rare dual water setting - Sunrise Ocean Views out front and Peaceful Pond Sunsets behind. Like New! Extremely well maintained and cared for home.Wonderfully accented property with so many quality features and personal touches. Picturesque Views from every room.Spacious open floor plan on the main level with 9' ceilings, a signature fireplace, and sliders to a composite deck. Beautiful kitchen with custom cabinets, quartz counters, a 9x4 ft. center island, stainless steel appliances and walk-in pantry. The primary bedroom bath has heated floors. Third floor sanctuary with a full bath is perfect for guests, an office, nice artist studio or quiet reading area. Lots of natural light thru-out. Enjoy summer breezes on one of three decks in this really special setting. Plenty of parking for visiting family and friends. Under ground sprinkler system. Spacious four car garage with ample storage space. A short drive to the Town Green with all that offers- Quaint shopping, many restaurants and events, the Harbor, the Train Station. Come see this incredible opportunity!!

114 Merwin Ave, Milford

$539,900
3 Beds 2 Baths 24206797 MLS
Welcome to 65 Sunnyside Ct, a charming 3-bedroom, 2-full-bath home tucked away on a desirable cul-de-sac. Offering a comfortable and versatile floor plan, this home features a first-floor primary bedroom with a private full bath for convenient one-level living. The updated kitchen provides a fresh and functional space for everyday living and entertaining. A new gas furnace adds peace of mind and energy-efficient comfort. The partially finished basement offers valuable additional space and includes a bar area, making it ideal for a recreation room, home office, entertaining, or hobbies. The property also features a large one-car garage with walk-up access to additional storage space above. Outside, the spacious backyard provides plenty of room for outdoor activities, gardening, entertaining, or simply relaxing. A great opportunity to own a well-located home with desirable updates, flexible living space, excellent storage, and the added privacy of a cul-de-sac setting.

65 Sunnyside Ct, Milford

$525,000
4 Beds 3 Baths 24206641 MLS
Bright, immaculate and well-maintained 4 BR, 2.1 BA Raised Ranch offering exceptional space, flexibility and in-law potential in a desirable and convenient Milford location and sidewalk lined street! Beautiful hardwood floors throughout the main level featuring open living and dining rooms and a kitchen with access to a large deck overlooking a lovely, level backyard. Three main-level bedrooms include a primary with private half bath has potential to add a walk-in shower! A Full hall bath with tub/shower combo complete the main level. The expansive finished lower level features a huge family room with a built-in bar and sliders to the gorgeous backyard. Also on this level is a second full bath icluding a walk-in shower, and a versatile bonus room is ideal as a 4th BR, office, guest room or exercise space-offering excellent in-law or extended-family potential. A Large unfinished storage/mudroom provides direct access to the attached garage. Gas heat, central air, roof approx. 8 years old and newer water heater and more! Enjoy a terrific location just minutes from downtown Milford, restaurants, shopping, the train station and I-95, with convenient access to everything Milford has to offer. A wonderful opportunity offering space, flexibility and potential-priced to sell! Subject to Probate Court approval.

190 Baxter Ln, Milford

$450,000
3 Beds 2 Baths 24207276 MLS
Cute Cape Cod home just minutes from Downtown Milford and the train station, waiting for you to make it your own! Perfectly situated for convenience, this charming residence features 3 bedrooms and 1.5 baths with newer carpet in both the living room and the den, plus hardwood floors underneath some of the carpeted areas. The spacious den flows seamlessly out to a fantastic screened-in porch and large open deck area, creating an exceptional indoor-outdoor setup that leads directly to the yard. The exterior features a mostly fenced-in yard with lovely gardens and access to a convenient one-car garage. The home features efficient gas heat, a massive financial benefit given today's high utility rates. With so few homes available in this highly desirable price point, this delightful property is an incredible opportunity and absolutely will not last! Call today to schedule your private appointment!

18 Peck St, Milford

$949,900
4 Beds 4 Baths 24206076 MLS
Truly exceptional coastal home designed for the discerning buyer seeking luxury, privacy and an energy-conscious lifestyle-surrounded by breathtaking, unobstructed panoramic views of Milford's protected tidal marshes. This architectural stunner is 6 years young & offers~3,000 sft of bright, open living space with 9' ceilings, oversized windows, transom glass and beautiful hickory floors. Exceptional craftsmanship boasts custom millwork, 8" crown molding, shiplap, wainscoting and two dramatic floor-to-ceiling fireplaces. The chef-inspired kitchen features soft-close Shaker cabinetry, granite countertops, multiple ovens and Bosch and Cosmo commercial-grade stainless steel appliances, flowing seamlessly into the open living and entertaining spaces. With 4 bedrooms and 3.5 baths, the flexible floor plan offers the possibility of three primary suites, complete with walk-in closets and custom closet systems. A walk-up third-floor suite with a full bath is a total flex space: guest retreat, family room or home office. Four expansive composite decks take advantage of the spectacular views. Thoughtfully built with energy efficiency in mind, features include spray-foam insulation, Low-E tilt-out windows, Energy Star appliances and lighting, WaterSense fixtures, a high-efficiency LP gas furnace, tankless on-demand hot water and energy-saving home automation forsecurity, thermostats, lighting and locks. Elevated to FEMA standards with no expense spared, the property also features

63 Chester St, Milford

$599,999
4 Beds 3 Baths 24206306 MLS
Incredible Milford value! Welcome to 233 W Main St, a beautifully maintained 4-bedroom, 2.5-bath Cape offering turn-key living, thoughtful updates, and an unbeatable location just 0.5 miles from downtown Milford. The gorgeous updated kitchen features granite countertops, tile backsplash, stainless steel appliances, recessed lighting, and a spacious island with seating. The inviting living room showcases beautiful hardwood floors and abundant natural light. Two first-floor bedrooms offer convenience, while two spacious upstairs bedrooms provide flexible living space. Enjoy year-round comfort in the sunroom with heated floors. Outside, the beautifully landscaped, fully fenced yard features a spacious patio, pergola, lush lawn, outdoor sprinkler system, and fire pit area-perfect for entertaining. An oversized garage with workshop provides excellent storage and workspace. Additional amenities include an interior sound system, whole-house water filtration system, central air, and heated floors in the first floor full bath. Meticulously cared for and truly move-in ready, all just minutes from beaches, parks, restaurants, shops, the Green, and Metro-North with direct NYC service. An exceptional opportunity to own a beautifully updated home in one of Milford's most desirable locations-all that's left to do is unpack and move right in!

233 W Main St, 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.