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$2,890,000
4 Beds ⋅ 4 Baths ⋅ 24177864 MLS
Rare elevated estate in coveted Woodmont Borough, Milford - where Trubee Doolittle Park sits permanently between this residence and the Long Island Sound, guaranteeing unobstructed panoramic ocean views that can never be blocked by future development. This permanent view protection is extraordinarily rare on the Connecticut shoreline. Perched 43 feet above sea level, this residence carries FEMA Zone X certification - completely eliminating flood insurance requirements while providing natural protection from storm surge and tidal flooding. Advanced geothermal HVAC delivers 3-6x greater efficiency than conventional systems. Solar energy integration further reduces utility expenses year-round. Ask about the monthly energy costs - the numbers surprise everyone. Thoughtfully designed around feng shui principles with soaring foyer ceilings, seamless open-concept flow, Japanese tatami room, granite throughout, professional soundproofing, central vacuum, impact-resistant windows and doors, spray foam insulation, and multi-level composite decking. Zone X elevation. Permanent park-protected views. Geothermal and solar. Woodmont Borough beachfront estates rarely reach the market - this combination is genuinely one of a kind.

40 Hawley Ave, Milford
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24183030 MLS
New construction in the sought-after Fort Trumbull Beach community! There is still time to personalize this beautiful 4- spacious bedroom, 4-bath Colonial by selecting your own finishes and colors. Offering over 3000 square feet of thoughtfully designed living space, this home features an open floor plan, a spacious chef's kitchen with large center island, pantry, Wolf and Bosch appliances, and a dining area perfect for entertaining. The inviting living room includes a gas fireplace, while a first-floor office provides the ideal work-from home space. The luxurious primary suite boasts a California large walk-in closet, soaking tub, double vanity, oversized shower, radiant heated floor and private balcony overlooking serene wooded setting. Additional highlights include hardwood and tile floors throughout, tiled baths, spray foam insulation, crown moldings, 9 foot ceiling, hook-ups for 2 washers and dryers, central air, high- efficiency gas heat, wiring for speakers, and an unfinished walk- up attic already roughed for a future full bath, separate HVAC system and private balcony with water views. Enjoy beach community living in one of Milford's most desirable coastal neighborhoods,

1002 E Broadway, Milford
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24201567 MLS
Exceptional custom-built ranch privately set on 5.77 acres in desirable Forest Heights. Designed around one central vision - to bring the beauty of outdoors into every room - the home offers an immediate connection to its natural setting. Expansive windows frame views of surrounding woods, dramatic rock outcroppings, mature dogwoods, lush landscaping and a peaceful woodland pond in the distance. Each room offers its own unique perspective, creating a home that feels wonderfully private yet completely connected to nature. At the heart of the home, the inviting family room/kitchen features a floor-to-ceiling stone fireplace and walls of glass, creating a warm, welcoming gathering space. Step outside to a stone patio and large mahogany deck, extending the living space outdoors. The primary suite occupies its own wing with a private office and deck. A separate wing offers three additional bedrooms, two full baths, a music/sitting room and dedicated HVAC. The formal living and dining rooms are graciously proportioned and beautifully suited for entertaining. A partially finished walk-out lower level adds additional flexibility. Timeless craftsmanship is evident throughout. Wonderfully secluded yet just 5 minutes from shopping, restaurants, vibrant downtown Milford, the train station, I-95 and Merritt. A home of rare warmth, privacy and natural beauty - a place for quiet moments, memorable gatherings and everyday life, with nature always just outside your window.

30 Cedar Hill Rd, Milford
$1,298,000
4 Beds ⋅ 4 Baths ⋅ 24178898 MLS
Welcome to Woodmont! Located in the sought after Woodmont beach community, this exceptional custom built Colonial is perfectly positioned just steps from the water, with NO FLOOD INSURANCE! Thoughtfully crafted with timeless quality and design, this home was built to last and impress. Upon entry, you're welcomed by a dramatic sweeping staircase, soaring ceilings exceeding 10 feet, and a stunning vaulted foyer that sets the tone for the entire home. A traditional office sits just off the entry, ideal for working from home. The main level flows seamlessly into formal living and dining rooms, perfect for both everyday living and entertaining. The chef's kitchen is a true centerpiece, featuring an oversized refrigerator, striking blue marble countertops, and a hibachi-style cooktop designed for unforgettable family gatherings. A walk-in pantry adds both convenience and abundant storage. Not to be missed, the half bath has a sleek waterfall design, and a DYSON hand dryer in the wall! Step outside to enjoy a dedicated outdoor entertainment area, complete with an outdoor shower-perfect after a day at the beach. Additional highlights include a rare 3-car attached garage and exceptional attention to detail throughout. Upstairs, you'll find a designated laundry room, ample storage, and two generously sized guest bedrooms.

24 Anderson Ave, Milford
$1,149,900
4 Beds ⋅ 5 Baths ⋅ 24182943 MLS
Welcome to this exceptional newly rebuilt home, perfectly situated near Gulf Beach in Milford. Reconstructed on the original foundation, this impressive residence offers four spacious bedrooms and five beautifully appointed bathrooms, combining modern luxury with coastal charm. Designed to maximize natural light, the home features an abundance of windows that fill every room with sunshine. Gleaming hardwood floors flow throughout the open and airy floor plan, creating a warm and elegant atmosphere. Multiple balconies provide the perfect place to relax and enjoy the coastal breeze. The dream kitchen is the heart of the home, showcasing quality finishes, ample cabinetry, and generous space for entertaining and everyday living. Every detail has been thoughtfully designed to offer comfort, style, and functionality. Whether you're looking for a year-round residence or a seaside retreat, this remarkable property offers the perfect blend of luxury, location, and lifestyle just moments from the beach, dining, shopping, and all that Milford has to offer.

180 Yale Ave, Milford
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 24195785 MLS
Proposed New Construction, build this beautiful home or let's design your dream home!! Level 1 acre lot with many possibilities. Great location close to everything. Lot is actually off of Stiles St, see photos for map. Quality custom home builder with 25 years experience and over 150 homes built.

North Street, Milford
$1,075,000
4 Beds ⋅ 3 Baths ⋅ 24199959 MLS
Welcome to spacious-2002 built Colonial, beautifully situated on a quiet cul-de-sac north of the Post Road in Milford, offering an ideal blend of privacy, versatility and convenience. Surrounded by mature landscaping with underground utilities, this inviting home is just minutes from shopping, dining and the coastline, and approximately 10 minutes from downtown Milford and Metro North. Inside, a bright and welcoming interior features hardwood floors, carpeting, generous room sizes and a thoughtfully designed kitchen with abundant cabinetry, a center island and effortless flow for entertaining. The vaulted-ceiling family room with fireplace creates a warm gathering space, complemented by formal living and dining rooms, a first-floor office or guest room with French doors. Upstairs, spacious bedrooms include a primary suite with vaulted ceilings and private bath. An oversize room above the garage offers exceptional flexibility-perfect for a second primary suite, media room, playroom or additional living space. Outdoor living is equally inviting with a charming front porch, rear deck, screened porch, expansive yard and above ground pool. Additional highlights include an oversized attached 2 car-garage and a large unfinished basement with garage-door exterior access ideal for a boat or oversize items, and excellent storage or finish for additional living space. Spacious, flexible and ideally located, this home offers room to live, work, entertain and grow.

12 Beth Ann Cir, Milford
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 24179718 MLS
Welcome to this stunning 4-bed, 3.5-bath Colonial, custom-built in 2003 by D'Amato Builders. Beautifully situated at the end of a quiet cul-de-sac. Showcasing timeless elegance, charm & character, this exceptional home offers 3,744 SF of thoughtfully designed living space surrounded by gently landscaped grounds. Inside are soaring ceilings, elegant moldings & spacious rooms throughout. The inviting fam room features a cozy gas fireplace, creating the perfect gathering space. The expansive primary suite is a true retreat, complete with coiffured ceilings, luxurious en-suite bath with Jacuzzi tub. A finished bonus room over 3 car garage provides an ideal work-from-home space or private retreat. The versatile lower level offers more living & entertaining possibilities, featuring a full bath with heated floor, gas fireplace, wine cellar area, large pantry, built in surround sound, air filtration system & insulated throughout to reduce sound. Wired/wireless security cameras included. Additional highlights include: Invisible dog fence ready, Storage shed, Roof (50yr life), 5yr old indirect Water heater (lifetime warranty), Plumbed for a natural gas backup generator, City water/sewer, Efficient 5-zone hydro-air, & sophisticated cent air conditioning system. Conveniently located near train station, major highways, downtown attractions, restaurants, and the waterfront, this exceptional property is competitively priced & offers the perfect blend of comfort & sophisticated living

104 Franklin Rd, Milford
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 24195257 MLS
Beautiful, well maintained, 4-bedroom, 3.5-bath colonial in a desirable, well-managed community - situated on the main loop with lovely views overlooking the central green/park. This home features large bedrooms, laundry/mud room and very large finished walk-out, lower level, great for multipurpose use. Modern conveniences including central air, central vacuum, and an automatic lawn sprinkler system. Private and picturesque, yet conveniently close to town, shopping, and major routes. A perfect blend of comfort, space, and location.

145 Lexington Way N, Milford
$999,999
4 Beds ⋅ 4 Baths ⋅ 24201055 MLS
Welcome to this beautifully remodeled 4-bedroom,3.5 bath Colonial with a 2 car garage, offering over 3,178 sq ft of thoughtfully designed living space, home situated in Milford`s charming historic district near Upper Dock Pond. This elegant home welcomes you with a grand two story foyer, formal living room and dinning rooms, and a private home office with French doors-Perfect for today`s life style. Refined details include custom millwork,9-foot ceilings, gleaming throughout the main level eat-in-kitchen, with center island, flows into family room featuring a cozy gas fireplace-creating the perfect space for everyday living and entertaining .Sliders lead to a spacious deck overlooking a level yard Upstairs primary suite offers a vaulted ceiling, two generous walk-in California Closets, and a spa-like bath with a whirlpool tub and walk-in shower. Three additional bedrooms provide ample space including one with its own en-suite bath and walk-in closet. Perfectly positioned just minutes from major highways, dinning and all Milford has to offer. this exceptional home combine timeless elegance with moderen comfort.

154 North St, Milford
$975,000
4 Beds ⋅ 3 Baths ⋅ 24173772 MLS
This Coastal Milford home features 1,800 square foot of living space. The home boasts four bedrooms all located on the second floor. The primary suite, with water views from your bed has a full bathroom, including double vanity, walk in shower and ample closet space. The washer and dryer are also located on the second floor for added convenience. The second full bath is also on this floor including tub/shower and double vanity and classic black and white tile floor. The main living area features an updated kitchen with ocean blue cabinets and plenty of counter space, quartz counter tops, stainless steel appliances and butcher block island for all your cook prep needs. The spacious first floor layout includes exposed beams and an abundance of natural light throughout. There is a half bath on main level as well, the living room features a beautiful fireplace, and luxury vinyl flooring thru-out. Waterviews from almost every room. The water provides a picturesque backdrop, while the covered patio and fire pit area add extra outdoor living space, including an outdoor shower. Conveniently located near local art galleries, restaurants, music venues, and Milford's Coastal Audubon, and major highways making it an ideal setting for those seeking a turn-key, revenue-producing rental opportunity, or a spectacular beach community home. Gas heat and C/A as well. Beautiful sandy beach just steps from your front door. Your coastal lifestyle awaits you!

11 Waterbury Ave, Milford
$929,900
4 Beds ⋅ 3 Baths ⋅ 24201440 MLS
Just five homes from the shoreline, this is the kind of beach living that feels effortless year-round! Perfectly positioned in Wildermere Beach, this sun-filled colonial beautifully blends coastal charm with everyday comfort, moments from the sand and all that Milford has to offer. Natural light pours through the open-concept layout, highlighting the designer kitchen, dining area, and living room, a thoughtfully designed main level where daily life and effortless entertaining come naturally. The generous kitchen features stainless steel appliances, butcher block countertops, an oversized quartz island with seating, and a dedicated dining area. The spacious, inviting living room offers a wonderful place to unwind, with sliders opening to your private patio. Hardwood floors flow throughout the main level, complemented by a stylish powder room. Upstairs, the primary suite offers a large walk-in closet and spa-inspired bath with a soaking tub and separate shower. Three additional bedrooms, a full bath, and laundry complete the second level. Beach living at its best, this home is ideal for year-round living, an investment opportunity, or a quintessential summer escape. Just a short stroll to gorgeous sandy beaches. One-car garage plus plenty of parking in the private driveway. Walk to Wildermere Beach, CT Audubon Society, Walnut Beach, and Silver Sands State Park, along with coffee shops, ice cream, restaurants, and more! A must see!!!

39 Wildemere Ave, Milford
$840,000
4 Beds ⋅ 3 Baths ⋅ 24198843 MLS
Spectacular Silver Sands Beach home just a one-minute walk to the sand! This distinctive Colonial offers exceptional flexibility for owner-occupants, or can be used as an Airbnb, or investment property. You will enjoy the rare oversized lot, with a two-car garage and a paver driveway with parking for nine additional cars, unheard of in a beach community. Enjoy the bright three-season sunroom with full-view screens, recessed lighting, and direct access to a private vinyl-fenced yard with an outdoor shower and two patios. The professional landscaping offers seasonal color with countless perrenials, roses, lilac bushes, and local pollinators.The versatile three-level layout has a welcoming living room, a multi-purpose room, two and a half baths, formal dining room with pantry, spacious kitchen with marsh views, and four sizeable bedrooms (town card reflects three). The third level features a penthouse-style primary suite with tray ceiling, walk-in closet, sitting room/den with cathedral ceiling, gas fireplace, wet bar with refrigerator, and an extra room for a home office, nursery, additional closet space or a fifth bedroom. Paid-in-full solar panels keeps electric costs low, and a new central a/c unit in 2025 will ensure years of comfort. Train station, restaurants, shopping, beach, and state park are all close by.

29 James St, Milford
$799,000
4 Beds ⋅ 3 Baths ⋅ 24193467 MLS
Set on 1.23 acres at the end of a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial offers 2,738 square feet of comfortable living space in a serene North Milford setting. The light-filled main level features newly installed hardwood floors, a formal living room, formal dining room, and a kitchen with a bright breakfast nook. Just beyond the nook, the family room offers a warm and inviting fireplace, with a conveniently located powder room nearby. A rear mudroom provides direct access to the expansive, level backyard and attached two-car garage. Upstairs, all four bedrooms are thoughtfully grouped together, including a generous primary suite with its own fireplace. A versatile additional room above the garage, accessible from both the primary bedroom and a separate staircase from the garage, is ideal for a private home office, studio, or flexible-use space. The large, dry basement provides excellent storage and potential for future finished living space. Recent improvements include a new roof, heating and central air-conditioning system, hardwood flooring, garage doors, well pump and filtration system, recessed lighting, exterior doors, and attic insulation. A peaceful property with substantial updates, abundant natural light, and room to grow.

35 Macadam Ter, Milford
$799,000
4 Beds ⋅ 3 Baths ⋅ 24196929 MLS
Welcome to this stunning fully renovated Colonial in Milford's Downtown area, where timeless New England charm meets modern luxury. Completely renovated inside and out, this exceptional home features all-new vinyl siding, roof, insulation, HVAC, central air, windows, flooring, electrical, plumbing, appliances, all energy-efficient systems for truly worry free living. You'll first be greeted at the front porch which sets the tone for the craftsmanship found throughout. Inside, you'll find elegant custom moldings, gorgeous deep window sills, and a bright open floor plan designed perfectly for everyday living and entertaining. The spacious living and dining areas flows seamlessly into a beautiful kitchen featuring a large quartz island, spacious pantry and mudroom with handcrafted built-ins. French door leads to a spacious Trex deck, ideal for morning coffee or outdoor gatherings. The home offers 4 spacious bedrooms, 2.5 baths, includes a luxurious primary suite featuring double sinks and a walk-in closet, second-floor laundry, abundant storage, and a versatile main-level bedroom perfect for guests or a home office. Enjoy an unbeatable location just a short stroll from Downtown Milford, Milford Harbor, Fowler field , beaches, restaurants, shopping . Convenient access to train station, I-95 , Merritt Parkway. More than just a home, it's an opportunity to embrace the charm, convenience, and coastal lifestyle that make Milford one of Connecticut's most desirable places to live.

203 High St, Milford
$734,900
4 Beds ⋅ 3 Baths ⋅ 24193463 MLS
Welcome to Westminster Court in beautiful Milford, CT! Located at the top of a peaceful cul-de-sac, this lovingly maintained home is filled with natural sunlight, offering a warm & welcoming atmosphere. Step through the front door & immediately feel at home. The main floor features a sunken living room with a cozy fireplace, rustic wood beams, & built-ins, a perfect space to gather with family & friends. The spacious eat-in kitchen was thoughtfully updated less than 4 years ago. Sliding glass doors off the kitchen open up to a deck & large backyard. The ideal private oasis for summer BBQs & morning coffee. The main floor also features a formal dining room & formal living room which is currently being used as a playroom. A great space to make your own. A full bath on this level adds convenience for family and guests. Upstairs, enjoy a generously sized primary suite plus three more spacious bedrooms & a full bath. The home boasts new hardwood floors throughout, the roof and all the windows/sliding glass doors were replaced less than six months ago, a hot water heater that is less than three years old & a new septic system. Milford is renowned as one of Connecticut's best places to live. It offers a vibrant shoreline lifestyle, direct Metro-North train access to NYC, charming restaurants, summer concerts, quaint boutiques, & seasonal festivals. This wonderful home invites you to become part of this special community. Don't miss your chance to make it yours!

20 Westminster Ct, Milford
$699,999
4 Beds ⋅ 2 Baths ⋅ 24194780 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
$699,500
4 Beds ⋅ 3 Baths ⋅ 24201906 MLS
Set on .60 acres, this well-maintained Ranch combines easy one-level living with a spacious, versatile floor plan. A brand-new A/C system (August 2026), vaulted ceilings, open-concept living areas, and abundant natural light are just a few of the highlights. The main level features 3 bedrooms, including a primary suite with en-suite bath, an additional full bath, and 2 fireplaces that add warmth and character. From the family room, step through the slider onto the deck overlooking the private backyard-perfect for relaxing or entertaining. An attached 2-car garage adds everyday convenience. Downstairs, the finished walk-out lower level adds 1,240 sq. ft. of living space with a full bath, fireplace, and direct access to the backyard. This versatile level offers plenty of possibilities for multi-generational living, a home office, recreation space, or guest accommodations. Ideally located in Milford's coastal community with convenient access to NYC and major highways, and just minutes from Milford beaches, the Downtown Green, train station, restaurants, and shops.

275 Wheelers Farms Rd, Milford
$694,900
4 Beds ⋅ 3 Baths ⋅ 24206033 MLS
Welcome to 428 Welchs Point Rd, a beautifully updated expanded Cape in Milford's desirable beach location. Highlighted by an educational facility across the street & the Gulf beach just a 5-minute stroll away-all without the expense of required flood insurance. Inside, the home provides a warm inviting layout w/a fully renovated kitchen, new appliances, modern finishes, generous counter space & an open connection to the dining area. New flooring throughout the main living spaces creates a fresh look & feel. A spacious family room w/oversized patio doors on both sides brings in an abundance of natural light opening to the private, fully fenced backyard & patio. The screened-in 3-season porch is an ideal place to enjoy morning coffee, summer meals or a quiet evening. The main residence includes 3 bedrooms, including a primary bedroom w/walk-in closet, along w/2 full bathrooms. Above the attached 2-car garage is a private 1 bedroom in-law apartment w/its own separate entrance, kitchen, full bathroom & separate electrical, heating & hot-water zones, providing excellent flexibility for extended living, guests or additional rental income. The partially finished basement adds even more versatility w/a bar area & space for additional entertaining, as well as a dedicated workshop & abundant storage. Thoughtfully updated & ideally located near the shoreline & railroad, this home features space, comfort & the opportunity to enjoy everything that makes living in Milford so special.

428 Welchs Point Rd, Milford
$649,999
4 Beds ⋅ 2 Baths ⋅ 24182228 MLS
Nestled in right off of the desirable Gulf Street, this charming Colonial offers the perfect blend of coastal beauty and timeless character. Featuring 4 spacious bedrooms and 1.5 baths, this inviting home boasts picturesque views of the harbor and Spencer's Marina, creating a waterfront backdrop that can be enjoyed year-round. Step outside to the patio where you can relax and entertain while enjoying refreshing Long Island Sound breezes. Watch sailboats and passing ships glide through the harbor as you take in the serene water views from your front porch. An exceptional opportunity to enjoy harbor-side living in one of the area's most sought-after locations, just moments from Gulf Beach, waterfront amenities, downtown dining, and recreation. Don't miss out, schedule your viewing today!

67 Wilbar Ave, Milford
$649,000
4 Beds ⋅ 2 Baths ⋅ 24187952 MLS
Welcome to 153 Chapel Street, where timeless character meets modern updates in this beautifully renovated 4-bedroom, 2-full-bath Colonial just minutes from Milford's beaches. This move-in ready home blends classic charm with today's conveniences, featuring hardwood floors throughout, a sun-filled living room, and an updated kitchen. A bright four-season sunroom provides additional living space and easy access to the deck overlooking the private, fully fenced backyard. The new large patio is perfect for relaxing and entertaining on beautiful summer nights. The upper levels offer four generously sized bedrooms, including a flexible additional room on the 3rd floor. Additional highlights include a detached one-car garage, inviting front porch, and an unbeatable location just a short stroll to beaches, parks, shopping, restaurants, and all that Milford has to offer.

153 Chapel St, Milford
$640,000
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
$619,900
4 Beds ⋅ 3 Baths ⋅ 24192670 MLS
Walk to the beach in minutes with 4 beds, 3 full baths and easy in-law potential in this expansive, charming, well-maintained Historic Cape on a manicured corner lot in the Pond Point neighborhood. Originally built in 1938, this distinctive home showcases hand-milled white oak floors with walnut pegging, blending timeless craftsmanship with thoughtful updates throughout its nearly 3,000 square feet of finished living space. The main level features convenient laundry, a potential in-law setup with a second kitchen, two full baths, a ground-level bedroom, and versatile spaces ideal for a home office, den, playroom, fitness room, or guest accommodations. Upstairs, the private primary suite is accessed by its own staircase and shares a semi-private en-suite bath with two generously sized bedrooms. Character and charm resonate throughout. Outdoor living shines with newer composite decking, multiple patio 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. A brand new roof installed in April 2026 includes a transferable 50-year warranty. Ideally located near Milford's beaches, parks, downtown shops and restaurants, Metro-North rail service, and I-95, this exceptional Pond Point home offers the rare combination of history, craftsmanship, modern updates, and coastal lifestyle. A truly special property ready for its next chapter.

370 Calf Pen Ln, Milford
$584,999
4 Beds ⋅ 2 Baths ⋅ 24200760 MLS
Coastal living meets expansive space! Perfectly positioned on a quiet, private dead-end street, this fully renovated 4-bedroom, 2-bathroom Colonial offers an unbeatable neighborhood lifestyle-just a short stroll to Dockside Brewery, local marinas, and minutes from Milford's sandy beaches. Unlike typical coastal homes, this property boasts exceptionally large bedrooms. The versatile layout features a convenient main-level bedroom (or office) and three massive, sun-drenched bedrooms upstairs, all finished with brand-new, ultra-plush carpeting. The heart of the home is a bright, wide-open concept kitchen and living arena designed for effortless entertaining. The chef's kitchen is anchored by an oversized quartz island, custom white Shaker cabinetry, and premium stainless appliances, seamlessly flowing over refinished hardwood floors nearby an adjacent formal dining room. Both full bathrooms are custom luxury retreats, showcasing natural marble, designer tilework, rainfall showers, and warm brass accents. Need even more room? The finished lower level adds substantial square footage-perfect for a sprawling family media room, home gym, or playroom. Outside, enjoy a professionally landscaped backyard with freshly planted garden beds and an expansive lawn built for summer cookouts. Impeccably updated and entirely turn-key.

69 Fairview St, Milford
$575,000
4 Beds ⋅ 2 Baths ⋅ 24204263 MLS
You'll be delighted by this classic Cape Cod-style home nestled in a sought-after neighborhood within the desirable Orchard Hills School District! Offering 4 bedrooms and 2 full baths, this charming home combines character with many recent updates that will give you peace of mind for years to come! The updated kitchen features a convenient door leading directly to the deck, creating an ideal flow for outdoor dining and entertaining, overlooking the huge, level backyard. The hardwood floors throughout add warmth to the home and the beautiful bow window in the living room accentuates the lovely new fireplace insert, ready for a cozy winter. The extensive list of improvements is sure to impress, including a new AC unit, new chimney and fireplace insert, vinyl fencing around the huge backyard, vinyl siding, Thermopane windows, and a 50-year roof-all completed within the past two years! The spacious, fenced backyard provides plenty of room for recreation, gardening, pets, play or even a pool! With its classic Cape Cod charm, thoughtful updates, generous outdoor space, and prime location in the Orchard Hills School District, this home is a wonderful opportunity to enjoy comfort, convenience, and character in a highly desirable neighborhood.

29 Dawes St, Milford
$575,000
4 Beds ⋅ 2 Baths ⋅ 24181225 MLS
BACK ON MARKET, BUYER UNABLE TO SECURE FINANCING! This premier, beautifully maintained Colonial offers 4+ bedrooms, 2 full baths, and an oversized 2-car garage. Sited on a lovely lot with a private backyard, it's perfectly timed for summer enjoyment, with a heated above-ground pool and a motorized Sunsetter Awning. The flexible floor plan can accommodate a variety of needs. The newer eat-in kitchen features a smart, functional layout and abundant cabinetry. The formal living room and three first-floor bedrooms span the back of the home and could easily be reconfigured into a first-floor bedroom suite if desired or an open floor plan. The second floor addition, completed in 2002, includes an open sitting area, a generous primary bedroom with a walk in closet, a second spacious bedroom, and an oversized full bath. Notable features include first floor hardwood floors, numerous updates over the years, newer windows and siding, and a HydraAir system boiler and central air. The fabulous backyard offers a fire pit area for cooler evenings. The walkout basement includes a finished family room, workshop, laundry hookups, and additional potential for expanded living space. Fantastic location if you want to be close to Long Island Sound, sandy beaches, a town center with a train, harbor, and great restaurants. Close to all major highways for commuters. Not to be missed if Milford is where you want to be.

92 Bird Ln, Milford
$574,900
4 Beds ⋅ 4 Baths ⋅ 24197340 MLS
You will be amazed by this DECEPTIVELY MODEST EXTERIOR that opens into a BEAUTIFUL 2,400+ SQFT HOME! Complete interior remodeled in 2014, this impressive property offers today's most sought-after amenities & design features. Featuring 4 spacious bedrooms, 3.1 baths, PLUS a partially finished lower level which includes a full bath, this home is designed for both comfortable living & effortless entertaining. Step inside to an open-concept floor plan highlighted by a gourmet custom kitchen w/cabinetry accented by dentil crown molding, oversized granite island & stainless appliances, including a 36" chef's range. The main level also features a formal dining room, expansive great room w/half bath & a first-floor primary suite w/full bath and double granite sinks. Upstairs offers 3 generously sized bedrooms, including one perfect for a media room or second primary suite, along w/a beautifully designed custom full bath featuring a walk-in shower & handsome tile finishes. The partially finished lower level provides incredible flexibility w/recreation space, an office, full bath & abundant storage in the unfinished area. Addt'l highlights include 3-zone gas heat & central air, expansive driveway w/turnaround space, & a rear level yard ideal for wonderful entertaining space & a future pool! Moments from downtown Milford & the Milford Train Station. THIS HOME IS PRICED TO SELL! First exterior photo has been enhanced with landscaping.

647 New Haven Ave, Milford
$565,000
4 Beds ⋅ 2 Baths ⋅ 24196453 MLS
Fort Trumbull, What you been waiting for this 2 family home with 1-2 bedroom apartments. 1st floor ready to be remodeled. 2nd floor with 1-2 bedrooms, washer/dryer in unit. water views. Walk to train station, Milford center with restaurants for all taste Enjoy the ocean breeze and water views from your front porch Live by the water and collect rent. Property being sold as is Won't last Highest and Best by 8/16/2026 5pm

1048 E Broadway, Milford
$564,900
4 Beds ⋅ 3 Baths ⋅ 24197369 MLS
Beautifully remodeled home located just minutes from Morningside Beach! As you enter the main level, you are welcomed by a bright and airy open-concept living room, dining room, and kitchen combination - perfect for modern living and entertaining. The stunning kitchen features white cabinetry, quartz countertops, stainless steel appliances, a gorgeous tile backsplash, and a large center island with seating for 4-6 people. Brand-new hardwood floors run throughout the home, while the fully finished basement features durable new vinyl flooring. The main level also offers two generously sized bedrooms with ample closet space, along with 2 beautifully renovated bathrooms showcasing modern tile work and stylish vanities. You'll also find a designated laundry area, mudroom, and foyer for added convenience. The fully finished lower level, with both interior and exterior access, includes two additional spacious bedrooms with large closets, a brand-new full bathroom, and a recreation/playroom area - ideal for guests, extended family, or additional living space. Upstairs, the expansive upper-level room offers endless possibilities, complete with abundant storage and natural light from skylights. Situated on 1/5 of an acre, this property also includes a detached two-car garage that has been fully sheet-rocked and painted, featuring a beautiful pine wood ceiling. House offer C/A, new electrical, brand-new water heater & has been freshly painted throughout.

14 Catherine Ct, Milford
$549,900
4 Beds ⋅ 2 Baths ⋅ 24201347 MLS
Welcome to this beautifully updated 4 bedroom, 2 full bath ranch, ideally situated on a quiet cul de sac in Milford's highly sought after Woodmont neighborhood. Just minutes from Milford's beautiful beaches, vibrant downtown, and I-95, this home offers the perfect combination of location and convenience. The main level features hardwood floors throughout, along with a recently updated kitchen showcasing quartz countertops and stainless steel appliances, updated bathrooms, and direct access to a beautiful wraparound deck. The fully finished walkout lower level expands the living space with an additional bedroom, full bath, laundry area, and spacious family room perfect for entertaining. Outside, enjoy a newly paved driveway with plenty of parking and a private backyard. Best of all, enjoy the benefits of living close to the water while being perched at the top of a hill, outside the flood zone, with water views from the top of the street!

62 Pearson Ave, Milford

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