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22 Hillside Ave, Milford
$714,900
2 Beds ⋅ 2 Baths ⋅ 24216729 MLS
Imagine waking each morning to shimmering water views, refreshing coastal breezes, and the timeless beauty of shoreline living. This enchanting 2-bedroom, 1.5-bath coastal retreat, complete with a versatile third-floor flex space offering potential for a third bedroom, perfectly blends charm, comfort, and an exceptional lifestyle. Step inside to discover a spacious, sun-drenched living room with a stone fireplace that flows effortlessly into the study area, creating an inviting atmosphere for intimate gatherings and effortless entertaining. The coastal-inspired kitchen exudes cottage charm with an inviting eat-in area where everyday moments become cherished memories. Upstairs, the generously sized primary bedroom offers a peaceful sanctuary, while an additional bedroom provides comfort and versatility. Ascend to the finished third-floor flex space, a delightful escape with endless possibilities as a private home office, guest retreat, creative studio, or potential third bedroom. Embrace the art of coastal living as you sip your morning coffee on the charming front porch, soak in the water views, or unwind on the side deck after a sun-filled day by the shore. Thoughtful conveniences include main-level laundry tucked within the half bath and a detached shed equipped with electricity, ideal for additional storage or a hobby space.

22 Hillside Ave, Milford

193 Wheelers Farms Rd, Milford
$949,000
5 Beds ⋅ 3 Baths ⋅ 24214869 MLS
Amazingly updated home! Let's start with the exterior; new siding, roof, windows, deck, 2 car garage and driveway. The double wide front porch is perfect for chairs or even a swing. Walk through the new front door and the updates continue. The wood floors have been refinished, trim work and walls painted and crown molding added throughout the first floor, The new kitchen has white soft close cabinets, quartz countertops, tiled back splash, a large island and new stainless-steel appliances. The slider off the kitchen exits onto a roomy deck with a peaceful view of the back yard and apple trees. The 2nd floor has 4 bedrooms with hardwood floors and a full bath room. There is a bonus space on the 3rd floor that is a perfect primary bedroom with a full bath and room for a bedroom and sitting area. All of the mechanicals have been newly installed; featuring a propane heating system, on demand hot water tank and central air conditioning. Convenient to both I-95 and Rt. 15.

193 Wheelers Farms Rd, Milford

177 Third Ave, Milford
$699,900
3 Beds ⋅ 2 Baths ⋅ 24215874 MLS
Your private beach oasis, just five houses from the sand, is available for the first time ever! Welcome to 177 3rd Ave, the coastal retreat you've been waiting for located in the sought-after Laurel Beach Private Association. This home offers gated, private beach access and a sea wall that's perfect for morning strolls, with endless views of Long Island Sound and Charles Island. Association amenities include tennis, pickleball and basketball courts, plus clubhouse access complete with duckpin bowling. Enjoy a lively social community with parties over the summer holidays, fireworks and live music on the beach, and there's always something on the calendar for community members to enjoy! With a roof updated in 2019, this home is ready for its next owners to reimagine the space and build instant equity along the way. It's a rare opportunity to make a true shoreline dream your own. Don't miss it!

177 Third Ave, Milford

96 W Rutland Rd, Milford
$775,000
3 Beds ⋅ 2 Baths ⋅ 24216118 MLS
A spectacular home that is not just a beautifully spacious place to live in, but also perfect for entertaining. When entering the home all is open to you with high ceilings and so much space. Gleaming hardwood floors connecting the ground floor as one, with a newly renovated kitchen, sunroom and dining room to your left and a large living room with a soaring ceiling to your right. The kitchen could not offer more with a Viking double oven, a perfect Subzero refrigerator and LG dishwasher. The living room is about 600 sq. ft. making it one of the largest rooms you will see anywhere. With its wine cooler, wet bar, and granite countertop its a perfect room for entertaining. The back yard has been professionally designed and curated by a leading floral professional to be more than beautiful throughout the year, but also serve as a cutting garden, supplying fresh flowers for your dining room table and nightstands. After a long stressful day slip into the hot tub. This is a must see

96 W Rutland Rd, Milford

555 Roses Mill Rd, Milford
$599,900
3 Beds ⋅ 2 Baths ⋅ 24205848 MLS
A wonderful opportunity to own a lovingly maintained home cherished by the same owner for 46 years & beautifully positioned on a picturesque .55-acre corner lot. The driveway is accessible from Lakeview Drive, a quiet, peaceful cul-de-sac, adding to the appeal of this special property. The sun-drenched interior offers tranquil views of Indian Lake from most rooms. The spacious kitchen features abundant maple cabinetry, honed granite countertops, tile flooring & backsplash, a pantry closet, & a generous dining area with built-in hutch. French doors from kitchen open to a Trex deck overlooking the level yard, creating a wonderful setting for morning coffee, outdoor dining, & entertaining. The gracious living room is highlighted by a pretty bay window & fireplace framed by custom moldings & marble, creating a warm & welcoming focal point. The king-sized primary bedroom boasts a remodeled full bath with marble tile & stall shower. Two additional bedrooms are served by a second full bath with tub/shower enclosure. The lower level provides even more living space with a comfortable family room featuring tile flooring, abundant windows, & a wood-burning stove, along with a storage/utility room & convenient walk-out access to the two-car garage. Additional amenities include low-maintenance vinyl siding, 200-amp electrical service, city water & sewer, central air, gas heat, and hardwood floors. Ideally located close to shopping, dining, everyday conveniences, I-95, & the Milford Train

555 Roses Mill Rd, Milford

18 Willow St, Milford
$565,000
3 Beds ⋅ 2 Baths ⋅ 24216006 MLS
Welcome to 18 Willow Street, a beautifully maintained three-bedroom, two-full-bath New England beach house within walking distance of Fort Trumbull and Silver Sands beaches and just minutes from downtown Milford. Nicely updated inside and out, this charming home captures the ease of coastal living with inviting spaces and an abundance of natural light. Inside, hardwood floors bring warmth and character, while an updated kitchen and two updated full bathrooms offer modern comfort. Large windows brighten many of the rooms, including a beautiful bay window in the dining area overlooking the backyard-an inviting backdrop for morning coffee, weekend brunch, or gathering with friends. Here, the lifestyle extends well beyond home. Begin your morning with a walk along the shore, spend an afternoon at the beach, then head downtown for dinner at a favorite local restaurant or an evening stroll by the harbor. Milford's charming boutiques, waterfront dining, picturesque Green, and seasonal community events bring something to enjoy throughout the year. With convenient access to Metro-North, shopping, and major commuter routes, you can embrace the relaxed rhythm of a beach town while staying connected to everyday essentials. Whether you're seeking a full-time residence or a shoreline retreat, 18 Willow Street is a welcoming place to settle in and enjoy life by the coast. Schedule your private showing today. (Professional interior photos coming soon.)

18 Willow St, Milford

31 Ruth Ann Ter, Milford
$425,000
3 Beds ⋅ 1 Baths ⋅ 24215840 MLS
Full of charm, this adorable 3-bedroom split-level offers a wonderful opportunity to put down roots in a welcoming Milford neighborhood. With 1,024 sq ft of comfortable living space, a beautiful backyard, and room to make it your own, this home has so much to offer first-time buyers and anyone looking for a place to call their own. Step inside to discover a bright and cheerful living room, where a large picture window fills the space with natural light and a wood-burning fireplace creates a cozy setting. The spacious eat-in kitchen features stainless steel appliances, generous counter space, and lovely views of the backyard. Upstairs, three bedrooms provide ample closet space and share a full bath with a tub/shower combination and large linen closet. The unfinished basement offers approximately 500 additional square feet for storage and potential future finished space. From the kitchen, step onto the freshly painted deck, ideal for outdoor dining and entertaining. Beyond, the expansive, level backyard is fully fenced, with mature trees offering privacy and a dedicated area for gardening. Sidewalks throughout the neighborhood invite leisurely strolls, while convenient access to Interstate 95, Route 1, the Milford Metro North station, shopping, restaurants, downtown Milford, and beautiful area beaches puts the best of Milford within easy reach. With comfortable living spaces, an incredible yard, and room to make it your own, this home is ready for its next chapter!

31 Ruth Ann Ter, Milford

15 Whitwell St, Milford
$549,900
3 Beds ⋅ 2 Baths ⋅ 24215432 MLS
Welcome to this beautifully updated one level living ranch offering the perfect blend of modern updates and newer mechanicals situated in a fantastic location boasting open-floor plan with finished lower level and walk-up attic ready to be finished for 2 more large bedrooms or bonus rooms if needed. The updated kitchen is designed for entertaining, boasting quartz countertops, stainless steel appliances, and a spacious island with breakfast bar. Relax and unwind in the charming sunroom, where a picture window overlooks the backyard. Three spacious bedrooms all on main level including one with a custom closet. Both full bathrooms feature electric heated floors, adding a touch of luxury and warmth on chilly mornings. Extend your living space outdoors with a sun-filled elevated deck off the kitchen, perfect for morning coffee, outdoor dining, or entertaining, with stairs leading down to a lower-level concrete patio. The fully fenced .26-acre backyard offers room to relax, garden, play, or enjoy your own private outdoor oasis. This home offers an amazing walk-out basement with gorgeous wood-burning fireplace insert, creating the perfect setting for a family room, recreation area, or home office. The unfinished basement area provides plenty of storage. Enjoy a circular driveway for ease of parking all located within minutes to the beaches, state park, shopping and major highways.

15 Whitwell St, 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

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

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

331 Gulf St, Milford
$775,000
4 Beds ⋅ 3 Baths ⋅ 24214995 MLS
All offers due Monday 10/26/26 at Noon. Built by well-respected, prominent custom builder Jim Attolino, this lovely classic Colonial offers 2,828 sw. ft. of beautifully arranged living space. A gracious marble-floored foyer welcomes you into a living room featuring crown molding, a wood-burning fireplace, parquet floors and French doors. The generous dining room offers hardwood floors and crown molding. An inviting family room boasts vaulted ceilings, a raised-hearth brick wood-burning fireplace and an atrium door opening to a welcoming sunroom with tile floor and lots of glass. Windows replaced in the sunroom in 2018. A French door leads to an expansive deck overlooking the private backyard. The efficient working kitchen features some upgraded appliances (profile range duel fuel). Upstairs the four bedrooms feature hardwood floors, including a primary suite with a walk-in closet and full bath. Each additional bedroom offers a double closet. A circular driveway adds convenience and curb appeal. Superb location - an approximately eight-minute walk to sandy Gulf Beach and walkable to downtown Milford's wonderful restaurants, great events, Metro-North train station and picturesque harbor. Minutes to major highways and approximately 20 minutes from Yale New Haven Hospital and Yale University. (The deck does need some work). This well-built home offers excellent value in one of Milford's most sought after neighborhoods.

331 Gulf St, 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

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
$649,000
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

197 Maplewood Ave, Milford
$625,000
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 (in 2019) 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 (2021) 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 remodeled (in 2019) full bath with oversized tiled shower. Additional features include a second laundry area in the basement, a 2-year-old boiler, 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

15 Albert St, Milford
$539,000
3 Beds ⋅ 3 Baths ⋅ 24214120 MLS
Tucked away on a quiet cul-de-sac in Milford's desirable Walnut Beach neighborhood, 15 Albert Street offers a coastal lifestyle with the comfort and convenience of a one-level living. Just a stroll or bike ride from Walnut Beach, local restaurants, and coffee shops, this 3-bedroom, 3-full-bath home sits on a level .33 acre lot with mature landscaping and a private backyard made for entertaining. An open floor plan connects the living and dining areas to an eat-in kitchen featuring granite countertops, stainless steel appliances and a generous center island. A wood burning fireplace brings a cozy warmth to the spacious living room. Enjoy the ease of one floor living with a primary suite featuring a walk-in closet and private bath, plus two additional bedrooms and a second full bath on the main level. Downstairs, approximately 1,000 square feet of finished space and a third full bathroom create endless possibilities for a family room, home office, fitness area, or game room. Outside, a Trex deck with an above ground pool invites summer gatherings, while the expansive lawn offers room to play, relax, and entertain. Minutes from the shoreline, dining, shopping, and the Metro-North train line to NYC, this home makes it easy to enjoy all that Milford has to offer. *Tenants currently in place- move out date 11/30. Interior photos taken prior.*

15 Albert St, 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

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

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

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