Refine Search
Sort by
193 Clark St, Milford
$495,000
3 Beds ⋅ 1 Baths ⋅ 24208587 MLS
Located close to the train station and vibrant downtown Milford, this beautifully remodeled Cape Cod home delivers move-in ready comfort in an exceptionally convenient location. Inside, you'll find an open floor plan filled with light, accented by hardwood floors throughout. The heart of the home is the expansive, newly renovated kitchen complete with rich cherry cabinets, granite countertops, and modern pendant lighting, flowing effortlessly alongside a fully updated bathroom. A finished basement offers two additional rooms, ideal for a home office, gym, or guest space. Major updates provide complete peace of mind, including a new roof (2012), siding (2012), windows (2012), screened gutters (2026), and a 50-gallon water heater (2026). Outside, the unusually huge, private backyard creates the ultimate setup for outdoor entertaining, gardening, and summer gatherings. Enjoy close proximity to local dining, shops, and Metro-North commuting. This home isn't just updated. It's your opportunity to live the central Milford lifestyle with modern comfort and rare backyard space just moments from downtown.

193 Clark St, Milford

4 Windy Hill Rd, 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

44 Greenfield 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

766 E Broadway, 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

17 Southwick Ct N Unit 17, 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

1412 Windward Rd Unit 1412, 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

42 Melba 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

106 Hawley Ave, 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

40 Acorn Ln, 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

752 E Broadway, 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

65 Sunnyside Ct, 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

18 Peck St, 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

63 Chester 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

233 W Main 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

25 Fairfield St, Milford
$449,900
3 Beds ⋅ 2 Baths ⋅ 24206359 MLS
Welcome home to this charming 1,265-square-foot Cape tucked away on a quiet street, offering comfortable living and the flexibility today's buyers are looking for. With 3 bedrooms per town records, plus a versatile fourth room upstairs without a closet, there's space to accommodate bedrooms, a home office, craft room, workout space or whatever best fits your lifestyle. Two bedrooms and a full bath are conveniently located on the first floor, while the second floor offers one to two additional rooms and another full bath. The inviting living room features a bay window with neighborhood views, newly installed sheetrock and beautifully refinished hardwood floors. The adjacent eat-in kitchen shines with new stainless-steel appliances, a large stainless-steel sink and freshly painted cabinetry. A renovated first-floor bath features a tile-surround tub/shower and tile flooring, while the first-floor bedrooms offer newer laminate flooring and fresh updates. The partially finished basement adds valuable bonus space for recreation, exercise or hobbies, along with abundant storage, a bulkhead to the backyard and all-new basement windows. Outside, the fenced-in yard is perfect for entertaining, gardening or relaxing, with a storage shed for added convenience. While there's no garage, off-street parking accommodates up to three vehicles. Central air adds year-round comfort. Move-in ready, flexible and full of potential. This charming Cape is ready to welcome you home!

25 Fairfield St, Milford

112 Seabreeze Ave, Milford
$599,000
4 Beds ⋅ 3 Baths ⋅ 24206438 MLS
Welcome to this beautifully expanded 4-bed, 2.5-bath Custom Cape Cod (1,912 sq ft) in Milford's sought-after East Shore! Perfectly blending coastal charm with modern upgrades, this turnkey home is a short stroll to Woodmont's gorgeous sandy beaches. The airy main level features a casual living room with built-ins, a versatile 4th bedroom, and an expansive front-to-back dining area and chef's kitchen. The kitchen shines with white cabinetry, marble and butcher block counters, plus a brand-new fridge, stove, and dishwasher. A convenient half bath houses a new washer and dryer. French doors open to a bright 14x14 sunroom, flowing out to a newly added outdoor patio. Upstairs offers 3 generous bedrooms and 2 full baths, highlighted by a luxurious primary suite with a large walk-in closet and a spa-like en-suite boasting double sinks, a custom tile shower, and a standalone soaking tub. Outside, the large, level backyard is a true oasis. Fully enclosed by a brand-new vinyl fence, it features a fire pit, a new storage shed, and a fantastic new outdoor shower for ultimate post-beach convenience. Systems include efficient natural gas heat and Central Air. Walk to East Shore Middle, local dining, and shopping, with just a short drive to downtown Milford and the Metro-North train. Embrace the ultimate coastal lifestyle!

112 Seabreeze Ave, Milford

108 Waverly Ave, Milford
$499,900
3 Beds ⋅ 3 Baths ⋅ 24206235 MLS
Lovingly care for by its original owners for 24 Years, this inviting 3 Bedroom 2 1/2 bathroom Colonial is nestled on a cul-de-sac and ready for its new chapter. The main level features an eating kitchen, with sliders to a deck, a living room, and a convenient laundry and half bath. Upstairs the spacious primary suite offers a walk-in closet and private full bath, complemented by two generously sized bedrooms and an additional full bath. Enjoy summer days in the above ground pool, relax or entertain in the level newly fenced backyard. An attached garage, storage shed, and full basement with great finishing potential provide plenty of space and possibilities. Recent updates includes: new roof (2026), fresh paint, and new backyard fencing. Ideally located near Milford?s beautiful beaches, parks, shops and restaurants. Convenient access to public transportation, I95 and with both Milford and Stratford train stations nearby to make commuting a breeze. A truly special opportunity to own a well cared for home in a desirable Milford location and enjoy everything this wonderful community has to offer. Come see it, imagine your life here, and start writing the next chapter of this special home!

108 Waverly Ave, Milford

68 Hillside Ave, Milford
$825,000
3 Beds ⋅ 2 Baths ⋅ 24206007 MLS
A coastal home with character, artistry and timeless appeal. This distinctive 2/3 bedroom, 2 full bath home offers beautiful water views and architectural details rarely found today. Step into the spacious living room where rich hardwood floors and striking quarter sawn molding set the tone, continuing into the dining room and beautifully updated kitchen. Quartz counters, stainless steel appliances and a Bertazzoni propane range and hood blend modern style with classic craftsmanship. A full bath completes the main level. Outside, discover a private garden oasis with lush landscaping, a stone patio, pergola and tranquil koi pond. Upstairs, the primary bedroom opens to an oversized private deck where sweeping water views create a peaceful retreat. A second bedroom and spacious updated bath complete this level. The light filled third floor adds an artistic touch, currently used as a studio but equally suited for a third bedroom, office or creative space. A full basement with Bilco doors offers a new washer and dryer and ample storage. No flood insurance required. Close to beaches, town, dining, trains and highways, this is coastal living with a style all its own.

68 Hillside Ave, 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.