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118 Gulf St Unit 15, Milford
$430,000
2 Beds ⋅ 2 Baths ⋅ 24214634 MLS ⋅ Gulf Gardens BLDG.
Just a short walk from downtown Milford, this beautifully maintained townhouse at Gulf Gardens offers the perfect combination of comfortable living, convenience, and low-maintenance ownership. Imagine strolling downtown for morning coffee, meeting friends for dinner, browsing the local shops, or spending a relaxing afternoon by Milford Harbor. It's all close to home! Inside, the inviting open floor plan connects a spacious living room with an eat-in kitchen featuring granite countertops and a center island. Upstairs, two generously sized bedrooms offer ample closet space, while the finished lower level provides valuable additional room for a home office, hobbies, exercise, or simply relaxing. An attached garage with direct interior access adds everyday convenience, especially during New England winters. With two bedrooms, one full and one half bath, and a location just minutes from Gulf Beach and Silver Sands, this move-in-ready home makes it easy to spend less time on upkeep and more time enjoying everything Milford has to offer. Unpack, settle in, and start enjoying the lifestyle!

118 Gulf St Unit 15, Milford

40 Wildwood Ave, Milford
$405,000
2 Beds ⋅ 1 Baths ⋅ 24215000 MLS
Coastal charm meets everyday comfort at 40 Wildwood Avenue! This inviting two-bedroom, one-bath bungalow offers easy single-level living near Milford's sandy shoreline. A bright enclosed front porch welcomes you with space to enjoy morning coffee, unwind with a book, or gather after a day at the beach. Inside, hardwood floors, soft coastal colors, and abundant natural light create a warm, relaxed atmosphere. The living room features a charming window seat, while the updated kitchen showcases white cabinetry, blue subway tile, stainless steel appliances, a gas range, and generous counter space. Two bedrooms provide comfortable retreats, and the furnace and AC condenser were both replaced in 2020. With approximately 728 square feet of thoughtfully arranged living space and a manageable yard, this home delivers plenty of character in a compact footprint. Enjoy shoreline living with Milford's dining, shopping, and downtown attractions within easy reach.

40 Wildwood Ave, Milford

620 Merwin Ave, Milford
$489,000
3 Beds ⋅ 2 Baths ⋅ 24215280 MLS
Coastal potential meets classic charm in the highly desirable Live Oaks district of Milford. First time offered this one owner home has 3-bedrooms, 1.5-bath ranch is a true diamond in the rough, situated just a 5-minute stroll from the pristine Woodmont beaches. Stepping inside, the bright and airy living room welcomes you with a classic wood-burning fireplace and original hardwood floors hidden just beneath the carpeting. The seamless layout flows directly into an open-concept kitchen and dining area, creating an ideal setup for entertaining family and friends. Down the hall, three generously sized bedrooms feature matching hardwood flooring and excellent natural light. The versatility continues downstairs in the partially finished lower level, complete with a built-in bar-perfect for a lively game room, home office, or cozy secondary family lounge. Outside, your private backyard paradise awaits, fully fenced and highlighting a gorgeous inground pool tailored for hot summer days. A convenient 1-car garage rounds out this structurally sound home. With a prime location that connects you effortlessly to everything, you can walk to Live Oaks and East Shore Middle Schools, or take a quick drive to the beautiful Milford shoreline, shopping, I-95, the Merritt Parkway, and Metro-North for a seamless commute. Bring your design ideas and restore this coastal gem to its full glory!

620 Merwin Ave, Milford

57 Carriage Dr Unit 57, Milford
$250,000
1 Beds ⋅ 1 Baths ⋅ 24215367 MLS ⋅ South Wind Village BLDG.
CONNECTICUT COASTAL LIVING Welcome to 57 Carriage Drive, a beautifully updated, top-level, one-bedroom ranch-style condominium in Milford's desirable South Wind community, nestled in the charming Point Beach neighborhood, just a 10-minute walk to the beach! This lovely residence offers the ease of single-level living with thoughtful updates throughout. A brand-new kitchen featuring all-new appliances brings a fresh, modern feel to the home, while the inviting living room showcases one of its most distinctive features: a gorgeous wood-burning fireplace, a wonderful and uncommon find in a one-bedroom unit. Sliding glass doors lead to a deck, providing the perfect spot to enjoy morning coffee or unwind at the end of the day. The generously sized bedroom features an impressive walk-in closet, offering exceptional storage space. An added bonus is the enormous private lower-level laundry and storage room, complete with a brand-new washer and dryer. This versatile space offers abundant storage and exciting possibilities for a home gym, art studio, home office, or additional finished space, subject to association and municipal approvals. Enjoy the best of Milford's shoreline lifestyle with the beach just a short stroll away, along with convenient access to local restaurants, shopping, and everyday amenities.

57 Carriage Dr Unit 57, Milford

5 Quirk Cir, Milford
$780,000
3 Beds ⋅ 3 Baths ⋅ 73592310 MLS
Exceptional Cape with Farmers Porch in Desirable Mill Pond Estates! Welcome to 5 Quirk Circle in one of Milford's most desirable neighborhoods located near Fiske Mill Pond! Offering nearly 2,600 (2,594) square feet of living space, 3 bedrooms, 2.5 baths, and on 1.97 acres, this home is not cookie-cutter. Tucked away at the end off of a cul-de-sac and situated at the end of a shared driveway, this less than 30-year-old property offers a combination of privacy, space, and charm. Step inside to a welcoming foyer that opens to a magnificent floor plan featuring cathedral ceilings, a propane fireplace, and a back staircase accessing a mezzanine 2nd floor hallway. A convenient half bath is located just off the foyer. To the left, the dining room offers flexibility to suit your lifestyle. The current owners have transformed it into a fantastic game room. The first-floor primary suite is a private retreat, complete with 10-foot ceilings, a walk-in closet with ample built-ins, a convenient laundry room, and a spacious en-suite bath featuring a double vanity, whirlpool soaking tub, separate tub/shower, and walk-in linen closet. Upstairs, you'll find two (2) additional bedrooms, full bath, and a versatile bonus room currently being used as a bedroom. The thoughtfully designed kitchen offers abundant cabinetry, a large pantry, granite countertops, and a fully cabineted island. A charming breakfast nook provides the perfect spot for casual dining and opens to a rear foyer, seamlessly blends into the living room and back staircase. Hardwood flooring throughout and attic insulation installed through Mass Save in 2018 are just a few more features that make this home special. New oil-fueled boiler (2023) and air conditioning units (2) replaced in 2017 and 2024 guarantee stress-free forced air comfort. The well-insulated and completely dry basement,with 8' ceiling,offers excellent potential for future finished living space, along with plenty of room for storage. The basement currently houses a home gym, complete with a bench and squat rack. Said gym can be included with the sale upon request as can the abundant metal/steel shelving. Step outside and discover a backyard designed for entertaining! Enjoy the expansive composite deck space, then step down to a sprawling custom-built patio complete with a fire pit, river stone walkway and timer-controlled built-in dusk lighting. Well-maintained, this home is a hidden gem in a beautiful, established neighborhood.

5 Quirk Cir, Milford

146 High St Unit 402, Milford
$265,000
1 Beds ⋅ 1 Baths ⋅ 24214642 MLS ⋅ Centre Walk BLDG.
Penthouse Style. Downtown Milford Living! Enjoy an enviable lifestyle in this light-filled, one-bedroom top-floor condominium just a two-minute walk to the Metro-North train with service to New York City, 15+ restaurants, and the Historic Milford Green. Exposed beams and heating ducts, soaring 10+ foot ceilings, and oversized windows create a distinctive loft-style feel with abundant natural light. The inviting open floor plan features a spacious Living Room and a well-organized galley kitchen opening to a separate Dining Area-an ideal layout for everyday living and entertaining. A generously sized Primary Bedroom, updated full bath, and newer flooring throughout complete this appealing home. Just down the hall, a beautiful fourth-floor Community Sun Room and outdoor deck offer convenient same-floor access to additional spaces for relaxing and gathering. On-site laundry adds everyday convenience. Step outside and enjoy the best of downtown Milford, from local dining to craft fairs, the annual Christmas tree lighting, and the many events hosted on the Historic Milford Green. A 2 minute walk to the Metro North/New York City train. Whether commuting to the city or enjoying a leisurely evening downtown, this exceptional location puts it all within easy reach. An enviable lifestyle can be yours. Schedule your private showing today!

146 High St Unit 402, Milford

33 Northwood Pl, Milford
$399,000
3 Beds ⋅ 1 Baths ⋅ 24215033 MLS
Picture-perfect charm in sought-after Devon! This delightful Cape is ready to welcome its new owners. Ideally located just minutes from Walnut Beach, shopping, and major highways, this home offers both charm and convenience. Step inside to a bright and sunny living room, along with a remodeled eat in kitchen featuring stainless steel appliances, a large island and recessed lighting. The first floor offers two bedrooms and a full bath, while the second floor features an additional bedroom and a versatile sitting area or home office with a cedar closet. Notable updates include a newly remodeled kitchen, roof (2021), and 200-amp electrical service (2021), brand-new washer and dryer, hardwood flooring throughout and so much more!. Tucked away at the end of a lovely cul-de-sac, this charming home is a wonderful opportunity to enjoy all that Devon has to offer. Come see all the possibilities!

33 Northwood Pl, Milford

17 Hill St, Milford
$450,000
5 Beds ⋅ 2 Baths ⋅ 24214870 MLS
Opportunity awaits in a desirable downtown Milford location, directly across the street from a playground. Situated on a .32-acre parcel in an R-10 zone, this 1920 property offers an opportunity for buyers, builders, contractors, and investors looking for a project with potential. According to town records, the property is classified as a single-family home with an apartment and contains approximately 2,044 square feet of living space. The existing structure requires extensive repairs and renovations, both inside and out, and is being offered with the understanding that the primary value is in the land. Whether your vision is to restore the existing home or explore the possibility of new construction, this property provides a chance to consider the options in an established downtown setting. Enjoy proximity to downtown amenities, local shops, restaurants, and community attractions, with a park just steps from the front door. Buyers are strongly encouraged to conduct their own due diligence with the City of Milford regarding zoning, permitted uses, building requirements, approvals, and any potential redevelopment plans. No representations are made regarding the feasibility of additional units, demolition, or new construction. With a convenient location across from green space, this is a chance to evaluate a property for its land and future possibilities. Bring your vision and explore what may be possible. Property is being sold as-is

17 Hill St, Milford

330 Merwin Ave Unit G3, Milford
$395,000
2 Beds ⋅ 3 Baths ⋅ 24214420 MLS ⋅ Ocean Crest BLDG.
Welcome to the desirable Ocean Crest complex in Milford's sought-after Woodmont neighborhood! This well-maintained 3-level townhouse offers 1,428 sq ft PLUS an additional 708 sq ft in the lower level, 2 bedrooms, 2.1 baths, and an abundance of closet/storage space throughout. The spacious living room has a full-size coat closet and flows into the large, remodeled kitchen with a breakfast bar. This overlooks the dining room with sliders that lead to a beautiful private patio and deck perfect for relaxing outdoors. Finishing the main level is an updated half bath. Upstairs, the primary bedroom boasts a Juliet balcony and double closets, and an updated private bath. A second bedroom with double closets and full hall bath complete the upper level. The lower level offers additional storage space and laundry area. Tucked away in the rear of the complex this pet-friendly unit features 2 assigned parking spaces plus ample guest parking located near the pool/clubhouse. There is a lovely clubhouse and gardening area for residents.

330 Merwin Ave Unit G3, Milford

19 Lance Ln, Milford
$525,000
3 Beds ⋅ 2 Baths ⋅ 24214936 MLS
Move right in and start enjoying the Milford lifestyle! Nestled on a desirable tree lined cul-de-sac street with a wooded backyard and conveniently located close to schools, beaches, shopping and major commuter routes, this beautifully maintained raised ranch offers the perfect blend of comfort, convenience and value. The freshly painted interior, refinished hardwood floors, updated kitchen and baths make this home truly move-in ready. The spacious kitchen features maple cabinetry, stainless steel appliances, including a new dishwasher, and opens seamlessly to the main living areas. The main level offers 3 BR's, including a primary BR w/it's own half bath, plus a remodeled full hall bath. Need more space? The finished walkout lower level adds approximately 600 sq. ft of versatile living area with new carpeting, a convenient 1/2 bath, laundry area and access to the attached 1-car garage. Enjoy year round comfort with central A/C, gas heat and money saving solar panels. Don't miss this opportunity to own a move-in ready home. "As Is". Solar is $99/M for the entire lease term.

19 Lance Ln, Milford

60 Round Hill Ter, Milford
$529,500
3 Beds ⋅ 3 Baths ⋅ 24214644 MLS
Your Vision, Your Dream Home! Discover an exceptional opportunity to customize this 3-bedroom, 2.5-bath ranch on a quiet cul-de-sac in a sought-after North Milford neighborhood. Set on a spacious .58-acre level lot, this home needs updates and offers the space, setting, and potential to make it your own. The main level features an entertainment-sized living room with a wood-burning fireplace and a generous eat-in kitchen ready to be reimagined into the kitchen you've always wanted. Three comfortably sized bedrooms include a primary bedroom with a private half bath. Hardwood flooring throughout the main level provides a beautiful starting point for your updates. The lower level expands your living space with a large family room, wet bar/kitchenette, separate office, and full bath. This versatile layout offers room to entertain, work from home, or explore a possible in-law suite. Outside, the expansive level yard offers plenty of space for gardening, outdoor gatherings, and a potential pool. Enjoy a convenient location just a short ride from the Metro-North train with service to New York City, vibrant downtown Milford's shops and restaurants, Silver Sands State Park, and Milford's local beaches. Bring your ideas and imagine the possibilities-this North Milford blank slate is ready for its next chapter! Schedule your private showing today.

60 Round Hill Ter, Milford

107 Botsford Ave, Milford
$489,000
3 Beds ⋅ 1 Baths ⋅ 24214778 MLS
Welcome to 107 Botsford Ave near the Milford shoreline! The classic beach Cape Cod/bungalow style home combines all the charm of shore life with modern upgrades and amenities! Just a short walk to Wildmere & Walnut Beach, where you will find shoreline to explore with a lookout tower, bird sanctuary, and the Walnut Beach cafe! This home offers a light-filled open hardwood floor plan with 3 bedrooms, 1 bathroom, living room and dining area, and a newly remodeled kitchen. This home is one-level living at its finest, offering 2 bedrooms and an updated full bathroom on the main level with one more large bedroom on the upper level. You will also find extra bonus space in the basement, perfect for a rec room, gym, playroom, or storage. This home features a fully fenced-in private backyard and covered front porch for all your outdoor needs! There is an oversized 1-car detached garage. Natural gas is already hooked up for the stove and dryer. Enjoy central air during the summer and NO flood insurance needed. Come enjoy what Milford and this home has to offer!

107 Botsford Ave, Milford

53 E Broaway Unit D, Milford
$389,000
1 Beds ⋅ 1 Baths ⋅ 24214916 MLS ⋅ Beachside BLDG.
Living in style by the beach with private access in a resort-like setting. Best water views in the complex from the balcony, living room and bedroom. Also just few steps from the beach. The unit has been perfected in every possible way, with many desirable smart-home features. The kitchen was beautifully remodeled with style and function in mind. An extra room was created without compromising the flow and layout, to serve as an office, guest room or dining area. The freshly painted bathroom is a true masterpiece with incredibly customized stand-up shower, smart tankless toilet and floating vanity with thick cultured marble top and much more. The spacious primary bedroom features ample closet space and overlooks Naugatuck Beach. Washer & dryer (brand new) conveniently located in the unit. The building has a newer roof. Gas heat, cooking gas and hot water are all included in common charges. And so is the flood insurance. The complex has a newer driveway, guest parking spaces, kayak storage and deeded access to private beach with locked gate off the courtyard. The swimming pool located in the adjacent complex can be used for a fee. Discover the Walnut Beach community with many fun events being held there. Milford is only 1.5 h by train from Grand Central Terminal.

53 E Broaway Unit D, Milford

29 Harvest Ln, Milford
$725,000
4 Beds ⋅ 3 Baths ⋅ 24206245 MLS
Grab a basket, because this yard pays you back! For 30 years this 4-bedroom, 2.5-bath Colonial in sought-after Milford has been lovingly cared for by the same family, and it shows. Out front, a tiered stone fountain splashes away in its own raised stone pool, with a garden bench right beside it. Out back, the 0.36-acre lot has two apple trees, a pear tree, a fig tree, grape leaf plants and mint growing all around. Inside, 2,130 sq ft gives you an eat-in kitchen, a formal dining room, a living room and a bonus sitting room. Laundry is on the main level, so the stairs get a day off. Upstairs, the primary suite with its own full bath and walk-in closet, three additional bedrooms with ample closet space, and another full bath gives everyone their personal space. The heated, finished lower level adds two more spaces for an office, a gym or movie nights. Central air, active transferable solar, a 2-car attached garage, and pull-down attic storage round it out. Lots of love and updates have been poured into this home. And don't forget the deck and pool! Plenty of space for entertaining. Homegrown fruit, room to spread out and a whole lot of TLC. Come see it in person! Owners to find suitable housing.

29 Harvest Ln, Milford

370 Calf Pen Ln, Milford
$599,900
4 Beds ⋅ 3 Baths ⋅ 24214549 MLS
Embrace a premier coastal lifestyle in this expansive, well-maintained Historic Cape, perfectly sited on a manicured corner lot in Milford's sought-after Pond Point neighborhood. Just a short walk to the beach, this charming 4-bedroom, 3-full-bathroom home boasts nearly 3,000 square feet of finished living space. Originally built in 1938, the property merges thoughtful modern updates with timeless craftsmanship, highlighted by distinctive hand-milled white oak floors with walnut pegging. The versatile main level provides easy in-law potential, featuring a second kitchen, two full baths, a ground-level bedroom, and convenient laundry. Flexible adjoining spaces easily adapt into a home office, den, playroom, fitness room, or guest accommodations. Upstairs, a private primary suite, accessed via its own dedicated staircase, shares a semi-private en-suite bath with two generously sized bedrooms. Outdoor living shines with newer composite decking, multiple patios and entertaining areas, and a level backyard ready for a future pool. A detached garage and two storage sheds provide abundant space for hobbies, storage, a workshop, lawn equipment, or recreational gear. Buyers will value the brand-new roof (April 2026) backed by a 50-year transferable warranty. Ideally located near Milford's beaches, parks, downtown shops and restaurants, Metro-North rail service, and I-95, this special Pond Point home is ready for its next chapter.

370 Calf Pen Ln, Milford

214 Lookout Hill Rd, Milford
$635,000
3 Beds ⋅ 3 Baths ⋅ 24214262 MLS
Welcome to 214 Lookout Hill Road, a move-in ready Colonial in Milford's desirable Lexington Green neighborhood. Designed for comfortable daily living and easy entertaining, this home offers a balanced mix of classic charm and modern updates. The main level features a bright, light-filled living area with hardwood floors and a wood-burning fireplace. The updated kitchen comes equipped with granite countertops and stainless steel appliances, opening smoothly into the main living and dining spaces. Upstairs, you will find generous bedrooms, including a primary suite with ample closet space. The fully finished lower level substantially expands your living area with a full bath, offering great flexibility for a guest suite, media room, home workout area, or private office. Outside, enjoy a low-maintenance yard and a private deck for outdoor relaxation. Key features include central air, an attached garage, a newer roof, and newer mechanicals. Living in Lexington Green offers a quiet, scenic environment with tree-lined streets and well-kept common grounds. The property is ideally located just minutes from the Milford Green, local beaches, shopping, dining, and major commuter routes including I-95, the Merritt Parkway, and Metro-North.

214 Lookout Hill Rd, Milford

2 Shadowbrook Unit 51, Milford
$299,900
2 Beds ⋅ 2 Baths ⋅ 73590992 MLS ⋅ ['Shadowbrook'] BLDG.
Welcome to this inviting, move-in-ready condo offering the perfect blend of comfort, convenience, and opportunity! Whether you're looking for a place to call home or an investment with rental potential, this unit is full of possibilities. Step inside through a charming arched entryway that adds architectural character and leads into a spacious kitchen with room for a breakfast table or island. The kitchen opens to a designated dining area, which flows seamlessly into the airy, open-concept living room with access to your own private balcony. On the opposite side of the unit, you'll find two generously sized bedrooms and 1.5 baths, including a primary bedroom with an oversized closet offering abundant storage and its own convenient half bath. Additional conveniences include dedicated storage space, a card-operated laundry room, and on-site management. Low condo fees include heat and hot water, and the impressive lineup of amenities makes this community stand out! Enjoy an indoor pool, fitness center, playground, grilling areas, ample parking, and a peaceful duck pond. Outdoor enthusiasts will appreciate the proximity to the rail trail, while commuters will love the easy access to major highways. Located in an FHA-approved community, this condo offers so much to enjoy today, with plenty of opportunity to add your own personal touches over time. Come explore the possibilities at Shadowbrook and make this space your own!

2 Shadowbrook Unit 51, Milford

197 Maplewood Ave, Milford
$599,900
3 Beds ⋅ 3 Baths ⋅ 24213980 MLS
Welcome home to this spacious and versatile modified Cape offering over 2,200 sq ft of living space, 3 bedrooms and 3 full baths! The inviting living room features a fireplace with wood burning stove, while the updated kitchen boasts beautiful Costa Esmeralda granite counters and stainless-steel appliances. The main level also includes a dining room open to the kitchen and a bedroom with a French door leading to a newer 3-season porch with vaulted ceilings and ceiling fan. Hardwood floors enhance these rooms. The impressive 28' x 30' addition offers endless possibilities with vaulted ceilings, engineered hardwood flooring, full bath, laundry and a French door to the patio. With its own private entrance, this space is ideal for entertaining, extended family or potential in-law use. Upstairs are two bedrooms with hardwood floors, one with a walk-in closet, and an elegant updated full bath with oversized tiled shower. Additional features include a second laundry area in the basement, two storage sheds and a stamped concrete driveway. Enjoy the beautifully landscaped yard and visiting birds from the peaceful 3-season porch. Walk to Walnut Beach and enjoy easy access to downtown, shopping, dining, trains and highways. Yale University and Yale New Haven Hospital are just a short drive away. A wonderful home offering exceptional space, flexibility and coastal living!

197 Maplewood Ave, Milford

40 Zain Cir Unit 50, Milford
$624,900
2 Beds ⋅ 3 Baths ⋅ 73590833 MLS ⋅ ['Zain Ridge Condominiums Of Milford'] BLDG.
ZAIN RIDGE of Milford (some are designated 55+). This DETACHED CONDOMINIUM (not 55+ designated) offers this beautiful home with 2 bedrooms, 2nd floor bonus room with closet, 2.5 bathrooms, and a 2-car garage. Other features: Open Floor Plan, Spacious Kitchen with Granite Counters, Living Room with Gas Fireplace. Two bonus rooms are offered one on the second level (not a loft) and Finished Lower Level (approx. 600 SF). Popular Upper Charles Trail is across the street from this location. Enjoy the privacy and feel of a detached single-family home with the convenience of condominium living. Located just steps from the Upper Charles Rail Trail, The kitchen features granite countertops, maple cabinetry, a tile backsplash, stainless steel appliances, and a peninsula ideal for meal preparation and casual dining. The living room offers a gas fireplace, custom woodwork and vaulted ceilings, creating a welcoming and open atmosphere. Hardwood flooring extends throughout the first floor and second-floor landing, complemented by an oak staircase leading to the second floor and finished lower level. The spacious main/primary suite features a tray ceiling, walk-in closet, and private bathroom. The second-floor laundry adds everyday convenience, while the additional bonus room (not a loft) provides flexibility for a home office, hobby room, or other needs. The finished basement features oak staircase, a DRICORE subfloor system with laminate flooring, offering additional living or recreational space. Step outside to enjoy the covered composite deck, complete with a ceiling fan/light, and two exterior Bose speakers—an inviting space for relaxing or entertaining. Additional features include Anderson windows and rear sliding door, central air conditioning, natural gas heating with three zones, and a sprinkler system. The home also offers an alarm system, pre-wiring for security cameras at the front entrance and rear deck, a generator inlet in the garage connected to the electrical panel, and surround-sound pre-wiring in the living room, primary bedroom, second-floor landing, and basement. Additional storage with pulldown to attic provides extra room for seasonal belongings. Exterior details include granite post with light and mailbox posts. The monthly condominium association fee is $250.A wonderful opportunity to enjoy comfortable, low-maintenance living with convenient access to the Upper Charles Rail Trail, easy access to Routes 495, 85, 109, 16 and the Franklin T.

40 Zain Cir Unit 50, Milford

252 Oronoque Rd, Milford
$699,000
5 Beds ⋅ 3 Baths ⋅ 24212973 MLS
A Rare North Milford Find! Newly renovated and impeccably presented, this 5-bedroom, 3-bath Colonial features a separate one-bedroom main-level in-law/accessory dwelling unit, offering exceptional flexibility for multigenerational living or potential supplemental income. Set on a beautiful .88 picturesque lot in quiet North Milford. This home combines modern updates, generous living spaces, and a convenient Milford location. An inviting enclosed porch welcomes you into the main home, where a spacious, entertainment-friendly living room and beautiful hardwood flooring in most rooms create a warm, welcoming atmosphere. The bright eat-in kitchen features white cabinetry, stainless steel appliances, and an adjoining pantry/laundry room. A main-level bedroom and new full bath offer everyday convenience, while three generously sized upstairs bedrooms and a newer full bath complete the main residence. The beautifully updated in-law enjoys its own entrance for added privacy. Its modern, open layout includes a kitchen with stainless steel appliances, a dining area, and an airy living area with a cathedral ceiling, skylights, and sliders. A separate bedroom, newer full bath with a custom shower, stackable washer/dryer, and new vinyl flooring throughout. Additional highlights include a newer roof, 400-amp electrical service, newer plumbing, and a new on-demand water heater. A short ride to Metro North/New York City train, vibrant downtown Milford, Silver Sands State Park, and highways.

252 Oronoque Rd, Milford

104 Orland St, Milford
$650,000
4 Beds ⋅ 2 Baths ⋅ 24214216 MLS
Located in the desirable Bayview Beach community, this beautifully updated Colonial/Ranch offers 4 bedrooms, 2 full bathrooms, and limited water views just a short walk from the sandy shoreline. The remodeled eat-in kitchen features cathedral ceilings and opens to a comfortable living area, while the main level also includes two bedrooms, two full baths, a laundry room, and a convenient mudroom. Upstairs you'll find an additional bedroom and a spacious finished third-floor bedroom with a walk-in closet and space for a potential future third bathroom. Recent improvements include newer windows, exterior doors, roof, and asphalt driveway. The level lot offers plenty of room for a deck or pool. Ideally located near parks, basketball courts, Calf Pen Meadow School, Gulf Beach, downtown Milford, Metro-North, and major highways, this home offers the perfect blend of coastal living and everyday convenience.

104 Orland St, Milford

99 Highland Street, Milford
$549,900
3 Beds ⋅ 2 Baths ⋅ 73590167 MLS
Welcome to 99 Highland Street in Milford—a great opportunity to own a solid, move-in-ready home with plenty of room to add your own personal touch over time. This Gambrel Colonial offers a comfortable 1,735 square feet of living space, featuring three bedrooms and one-and-a-half baths. The home has just received a thoughtful cosmetic refresh, making it easy to settle right in. You’ll find brand-new flooring throughout, a crisp, freshly painted interior, and new light fixtures that brighten up the space. Situated on a spacious 15,000 square-foot lot (just over a third of an acre), the property provides a generous backyard for relaxing, gardening, or entertaining. A one-car garage offers convenient everyday parking and extra storage. If you are looking for a nice, comfortable home where the most immediate cosmetic updates have already been taken care of, we invite you to schedule a personal viewing today.

99 Highland Street, Milford

259 Housatonic Dr, Milford
$1,155,000
4 Beds ⋅ 3 Baths ⋅ 24212309 MLS
Your waterfront lifestyle begins at 259 Housatonic Drive. Set along the Housatonic River in Milford's sought after Rivercliff neighborhood, this custom built, 4 bedroom, 2.5 bath home pairs gorgeous water views with a private dock offering access to Long Island Sound. Head out on the boat, entertain on the spacious deck, or enjoy the scenery from your four season sunroom. New white oak flooring throughout complements the light filled interior. The kitchen features white cabinetry, granite countertops, a center island, double oven and gas cooktop, while the window lined dining area captures beautiful river views. An adjoining family room with a wood burning fireplace offers an inviting gathering space. A separate living room/office impresses with soaring ceilings, an arched window and a second fireplace. Upstairs, the primary suite features vaulted ceilings and a private balcony overlooking the river and marshes, the perfect spot for morning coffee or unwinding at day's end. Its spacious bath offers a double vanity and freestanding soaking tub. Three additional bedrooms offer plenty of space for everyday living and overnight guests. A newly regraded lawn and new irrigation system enhance the waterfront grounds, while a 2023 roof, central air and a two car attached garage add convenience. The property does not require flood insurance. Nearby Milford and Stratford train stations offer Metro-North service to New York City, bringing commuter convenience to this waterfront retreat.

259 Housatonic Dr, Milford

431 Swanson Cres Unit 431, Milford
$299,900
2 Beds ⋅ 1 Baths ⋅ 24213830 MLS ⋅ Foxwood BLDG.
Desirable two-bedroom, first-floor end unit with a designated parking spot right outside your door! The inviting and spacious layout features a galley kitchen, dining area, and spacious living room with access to a private balcony. There are prefinished hardwood floors throughout. The stainless steel microwave and stove in the kitchen have never been used. The main bedroom has two double closets, and the second bedroom has a walk-in closet. Enjoy a beautiful inground pool, tennis, pickleball, and bocce courts. Heat and hot water are included in the condo charges. This desirable complex is located just minutes from shopping, major highways, downtown Milford, restaurants, and the Metro-North train station, with a bus line within walking distance of the unit. It's approximately a 20-minute ride to Yale New Haven Hospital and Yale University. Bathroom floor tile and subflooring need replacement, the dryer is not working, and the unit is being sold in as-is condition, with all contents included in the sale. Subject to probate court approval. Please send all correspondence to both Linda Wilson and Barb Zink. Renting is not allowed in this complex.

431 Swanson Cres Unit 431, Milford

29 Masters Ln, Milford
$755,000
3 Beds ⋅ 3 Baths ⋅ 24211984 MLS
Space to come together and room to enjoy a little quiet - 29 Masters Lane offers both. A welcoming two-story foyer opens to generous living and dining rooms, where hardwood floors, crown molding and wide doorways create a comfortable flow. Settle into the living room with a book, linger over dinner, or open the rooms to a larger gathering when the occasion calls for it. Toward the back, the kitchen, breakfast area and family room connect naturally, keeping everyday life centered without putting everything in one room. Natural wood cabinetry, quartz counters, stainless appliances and a center island provide plenty of workspace, while the adjoining family room invites you to unwind beside the fireplace. Abundant windows bring in daylight, and sliding doors off the breakfast area lead to the deck for morning coffee or dinner outdoors. The lawn, mature landscaping, raised garden beds and lower patio offer places to garden, relax and enjoy the seasons. Upstairs, the spacious primary suite features a vaulted ceiling and a private bath with double sinks, a soaking tub and separate shower. Additional bedrooms accommodate guests, work or hobbies, while main-floor laundry simplifies daily routines. A large unfinished walk-out basement provides storage and space for recreation or projects. Whether your ideal day is full of company or pleasantly quiet, this is a home with room for both.

29 Masters Ln, Milford

91 Bertrose Ave, Milford
$525,000
3 Beds ⋅ 1 Baths ⋅ 24213366 MLS
ASSUMABLE 2.75% VA LOAN- Beach days, boardwalk sunsets, and a neighborhood full of local favorites-welcome to life at 91 Bertrose Avenue. Set in Milford's sought-after Walnut Beach neighborhood, this charming 3-bedroom Cape offers 1,560 square feet of inviting living space with an updated kitchen, a modern full bathroom, central air, and a versatile bonus family room perfect for entertaining, working from home, or unwinding after a day by the water. A spacious deck overlooks the large, level backyard, setting the scene for summer dinners, weekend gatherings, and relaxed outdoor living, while off-street parking adds everyday convenience. Just a short stroll away, enjoy Walnut Beach's sandy shoreline, small-batch ice cream, neighborhood coffee shop, local restaurants, and distinctive small businesses. Follow the waterfront boardwalk to Silver Sands State Park, where sweeping Long Island Sound views, coastal wildlife, and unforgettable sunsets await. With beach rights and access to one of Milford's most vibrant seaside communities, 91 Bertrose Avenue is your opportunity to make the coastal lifestyle part of every day.

91 Bertrose Ave, Milford

554 Merwin Ave, Milford
$419,000
3 Beds ⋅ 1 Baths ⋅ 24212734 MLS
Offered for the first time, this lovingly maintained 3-bedroom raised ranch presents a wonderful opportunity to make it your own! Located at 554 Merwin Avenue in Milford, this well-cared-for home offers a functional layout with hardwood flooring throughout much of the main level, a spacious living room, an open concept kitchen and dining room, three bedrooms, and a full bathroom. The lower level provides additional versatile space with possibilities for a recreation room, home office, or other uses to suit your needs. Featuring natural gas and an established residential setting, this home offers a great opportunity to bring your personal style and updates while building equity. Conveniently situated near shopping, dining, parks, local beaches, major highways, and Milford's many amenities. Whether you're looking for your next home or an investment opportunity, this property offers plenty of potential. Bring your vision and discover the possibilities of making this home your own!

554 Merwin Ave, Milford

562 Swanson Cres Unit 562, Milford
$340,000
2 Beds ⋅ 2 Baths ⋅ 24213035 MLS ⋅ Foxwood BLDG.
Beautifully updated upper-level condo in sought-after Foxwood! This spacious 1,258 sq. ft. home is the largest unit available in the complex and offers 2 bedrooms, 2 full baths, and a versatile den that can serve as an additional bedroom, home office, or playroom. Tucked away in a quiet back section of the complex, this ranch-style unit offers privacy and peaceful surroundings. Completely updated throughout, the home features brand-new white kitchen cabinets, beautiful quartz countertops, all-new stainless steel appliances, laminate flooring throughout, fresh paint, new doors, and two renovated bathrooms with new tile finishes. The inviting layout includes an eat-in kitchen with pantry, a dining area that flows into the spacious living room, and access to a private balcony overlooking a tranquil wooded area. Enjoy this peaceful retreat after a busy day! Additional features include in-unit laundry and separate storage. Community amenities include a swimming pool, tennis courts, and a pickleball court planned for the near future. HOA fees include heat and hot water! Conveniently located minutes from shopping, major highways, downtown Milford, restaurants, and the Metro-North train station, with a bus line within walking distance. Also conveniently located near Yale and New Haven. Complex does not allow rentals.

562 Swanson Cres Unit 562, Milford

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