Refine Search
Map
Sort by
$1,000,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$699,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194616 MLS
Four level split offers you a total of 2002 heated square footage. Fully applianced kitchen with access to upper deck, formal dining room, bright and airy living room with lots of natural light, three main level bedrooms, and two and a half baths. In the family room you will find a wood floor and wood burning fireplace with access to the main level deck and backyard. There is an additional room which easily converts to a den/office which has access to the two car garage. Please note that there is a floating wall which buyer may want to remove so as to make the family room a completely open space of 13.5x24.9. In the lower basement level you will find a tile floor with finished sheetrock walls throughout which could become an additional living space and has access to the rear yard which has two large sheds.

1196 New Haven Ave, Milford
$399,999
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24195029 MLS
Opportunity awaits at 71 Willow Street, an exceptionally charming 1915 coastal home offering 3 bedrooms, 1.5 baths, and 1,460 square feet in Milford's desirable Fort Trumbull beach neighborhood. Set moments from Fort Trumbull Beach, Milford Harbor, Underhill Field, and neighborhood conveniences, the location captures the best of relaxed coastal living. The interior is ready for a complete renovation, giving buyers the chance to restore its original character and create a thoughtfully designed seaside retreat. A lovely yard and off-street parking add valuable convenience and outdoor potential. Whether envisioned as a year-round residence, weekend escape, or exciting investor project, this hidden gem offers endless possibilities in an incredible shoreline location. - more photos coming soon!

71 Willow St, Milford
$1,299,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24193336 MLS
Experience shoreline living at its finest in this beautifully updated home offering breathtaking 180-degree water views. The home features a light and bright kitchen with stainless steel appliances and blends modern updates with timeless coastal charm. The well-designed floor plan features spacious, light-filled rooms with a natural flow, while walls of windows frame and showcase the incredible water views throughout. A welcoming covered front porch with beautiful mahogany decking provides the perfect spot to relax and take in the coastal surroundings. Step outside to your private backyard retreat featuring an inground pool, stunning bluestone patio, and plenty of space for relaxing or entertaining against a picturesque Long Island Sound backdrop. A finished lower level offers potential for an in-law setup, adding valuable flexibility to the home. Whether enjoying your morning coffee on the front porch or unwinding by the pool overlooking the water, this home delivers the perfect coastal lifestyle. Ideally located just minutes from Milford's beaches, downtown restaurants and shops, the train station, and major highways, this exceptional property offers the perfect blend of tranquility, convenience, and modern living.

29 Burwell Ave, Milford
$1,175,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193346 MLS
Imagine waking up to ocean breezes and ending your day relaxing on one of your private decks. Nestled on a peaceful street near Gulf Beach, 63 Chester Street is a stunning coastal sanctuary offering four levels of beautifully designed space and gleaming hardwood floors throughout. Step into the welcoming ground-floor entry foyer, which offers direct access to an expansive garage, and head upstairs to the heart of the home. The main living level boasts an open-concept layout crafted for entertaining. The chef's kitchen, complete with a center island, pantry, and stainless steel appliances, flows seamlessly into the dining area and a fireplace-equipped living room, with sliding glass doors leading out to the outdoor deck. The third level houses three generous bedrooms, including a primary suite with a walk-in closet, luxury full bath, and its own private deck access. A second bedroom suite features a cozy fireplace, deck sliders, and a Jack-and-Jill bath connecting to the versatile third bedroom. Up on the top level, a private fourth bedroom retreat awaits with cathedral ceilings, a walk-in closet, and an ensuite bath, perfect for guests, an office, or an upper-level suite. Located just minutes from Gulf Beach, local tide marshes, top-rated Calf Pen Meadow Elementary, and downtown Milford's bustling dining and train station. Coastal living at its finest!

63 Chester St, Milford
$734,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$480,000
3 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24194585 MLS
Welcome to 599 Buckingham Ave. Prime location, minutes from Gulf Beach, Milford's vibrant downtown, dining, shopping, train station & highways. Come see this charming three-bedroom cape on a tree lined street with sidewalks. Features a spacious living & dining room, eat in kitchen, a main level bedroom & 2 bedrooms on upper level. The breezeway offers the perfect spot for morning coffee overlooking an expansive deck, and picturesque .25-acre setting. The parklike back yard is ideal for outdoor enjoyment, and gatherings. Additional features include a one car garage, full basement that you can finish, open staircase, and central air. There are wood floors under the carpet in the main bedroom & dining room & wood floors on upper level. Enjoy the coastal lifestyle, beaches and everyday conveniences. Wonderful opportunity for first time buyers or downsizing. Make your appointment today.

599 Buckingham Ave, Milford
$399,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193383 MLS
Charming 1915 colonial located on a dead end street in the Devon section of Milford! The screened in front porch will greet you and be a perfect spot to enjoy the outside weather! The first floor has wood floors in the living room and dining room. The eat in kitchen with white cabinetry reflects the style of 1915 with an alcove for the kitchen sink and pantry. The second level has 3 nicely sized bedrooms and a full bathroom. This level has a 4th room perfect for an office or den. The third-floor attic has an additional space; great for crafting, home gym, a quiet and/or lots of storage. The full basement has access to the backyard of the home. Come take a look and feel the charm, character and spacious feeling. You will love this home!

33 Loomis St, Milford
$286,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194330 MLS
ilt in 1913, this one level home offers approximately 1120 finished square feet, two bedrooms and one full bath and sits on an approximate 7841 sqft lot. This home is in need of repairs. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will NOT allow water service to be turned on for any reason. Property sold "AS-IS" without contingencies. Please check with City/County/Zoning/Tax and other records to determine details to their satisfaction.

45 Highview Ave, Milford
$525,000
3 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24192451 MLS
Welcome to this charming Cape in Milford's desirable Rivercliff neighborhood! This move-in-ready home has the updates today's buyers are looking for. Recent improvements include central air, thermopane windows, 200-amp electrical service, a brand-new bathroom, and extensive landscaping that gives the property beautiful curb appeal. Inside, you'll find an open layout with a spacious living room, an updated kitchen, and a first-floor master bedroom. The partially finished lower level offers extra space for a home office, gym, playroom, or media room, plus plenty of storage. Enjoy one of the larger lots in the neighborhood, featuring a fully fenced backyard, fire pit, deck, and plenty of room to entertain, garden, or simply relax. Located just minutes from Milford's beaches, downtown shops and restaurants, the train station, parks, and major commuter routes, this home offers the perfect combination of comfort, convenience, and location. If you've been searching for an updated Cape with modern upgrades in one of Milford's most established neighborhoods, this is one you won't want to miss!

27 Kohary Dr, Milford
$415,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193351 MLS
Location is everything! Handyman special five houses from the water just waiting for you to make your own. This home is a three bedroom one full bath colonial with a detached garage. This home is located in the Point Beach neighborhood. There are water views from the front porch and it's just a few hundred yard walk to the private entrance of the beach. If you have the time and energy this could be a charming home. The home does require Flood insurance. Quotes are in the $3200 a year range. Close to beach, dining, trains, and highway - come on down and make this your own private beach home! Subject to probate. Home is being sold as is.

18 Coolridge Rd, Milford
$719,668
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193105 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
$400,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192699 MLS
Attention investors, contractors, and buyers looking for their next project! If you can see beyond the work and appreciate the potential, this 4-bedroom, 2.5-bath home with over 2500 square feet of living space offers an incredible opportunity. The first floor features an open layout with the kitchen overlooking the dining area and living room, highlighted by a stunning stone fireplace crafted with stones from historic Seaside Park, a truly unique focal point. Also on the main level is a first-floor bedroom, full bathroom and a roughed in half bathroom, providing flexibility for future use. Upstairs, you'll find three generously sized bedrooms and a full bathroom. While the property requires significant updating and repairs, the spacious layout and distinctive features provide an excellent foundation for someone ready to invest the time and effort. With vision and renovation, this home has the potential to be transformed into something truly special. Conveniently located near the Merritt Parkway, this home offers easy access to everything Milford has to offer, including beautiful beaches, Silver Sands State Park, a vibrant downtown with excellent restaurants, shopping, and the Metro-North train station for an easy commute. BEING SOLD AS-IS. Contents will be removed.

180 Fresh Meadow Ln, Milford
$775,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192826 MLS
Coastal charm meets everyday comfort in this beautifully maintained home just across from the Long Island Sound. This inviting residence, with some water views, offers three bedrooms, two and one-half baths, a bright three-season sunroom, and a versatile second-floor den ideal for a home office or additional living space. The detached two-car garage adds convenience, while the meticulously landscaped backyard provides the perfect setting for entertaining, summer barbecues, or simply relaxing outdoors. Enjoy the beauty and tranquility of seaside living in a home that combines location, comfort, and lifestyle. Professional photos will be added to listing at end

36 Shell Ave, Milford
$529,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192997 MLS
Welcome to this beautifully renovated 3-bedroom, 2-full-bath Cape in Milford, where modern updates meet classic charm. Every major improvement has already been completed, including a brand-new kitchen, updated bathrooms, updated throughout, new appliances, new hot water heater, new central air, updated electrical, new roof, new siding and all new plumbing creating a truly move-in-ready home. The spacious primary bedroom occupies the entire second floor, offering a private retreat with plenty of room to relax and unwind. The finished basement provides valuable additional living space, perfect for a family room, home office, gym, or playroom. Step outside to an expansive backyard ready for your personal touch-whether you envision entertaining, gardening, or creating your own outdoor oasis. With all the hard work already done, this turnkey home offers the perfect blend of comfort, style, and functionality. The only thing left to do is move in and make it your own. *Discrepancy in square footage from field card to MLS is due to additional space being added during the remodel.

21 Meadow St, Milford
$649,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$749,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191353 MLS
Reimagined from the foundation up, this Milford residence is a full-scale transformation by Walk Invest, LLC, a respected name in home renovation known for elevated, on-trend design. Only the original foundation remains; everything else from roof to basement is new: electrical, plumbing, mechanicals, foam insulation, and flooring throughout. It's a testament to Walk Invest's craftsmanship-first approach to every project they touch. Offering 4 bedrooms and 2.5 baths across 1,800 square feet on the main level, plus an additional 500 finished square feet below grade, this home lives large without sacrificing flow. The main level features a stylish and spacious kitchen and dining area anchored by a custom island, flowing seamlessly into a bright welcoming family room, ideal for everyday living and entertaining alike. Also on the main level, the primary suite is a true retreat, featuring a soaking tub, a glass-enclosed shower, and a designer feature wall, with tile finishes carrying through every bathroom for a cohesive, elevated feel. Upstairs, three spacious bedrooms share a stylish full bath, while the finished lower level offers a versatile playroom/rec room. A two-car garage, custom metal stair railing, and bespoke woodwork throughout round out this near-new construction quality home, backed by the craftsmanship and precision that has made Walk Invest one of Connecticut's most trusted renovation partners.

24 Beaverbrook Rd, Milford
$799,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189777 MLS
Welcome to 236 Housatonic Drive, a reimagined home where timeless design meets modern living in one of Milford's most picturesque neighborhoods. Rebuilt from the studs with a substantial second-story addition, this home features all-new electrical, plumbing, HVAC, and mechanical systems, delivering the confidence of modern construction while preserving the character of Connecticut's shoreline. Across from the Housatonic River, every front-facing room enjoys peaceful water views, creating a constant connection to the beauty of this sought-after neighborhood. At the heart of the home, the open-concept main level is anchored by a renovated kitchen that flows seamlessly into the living and dining areas, creating an inviting setting for everyday living and entertaining. Designed with flexibility in mind, the spacious main-level flex room is currently configured as a primary bedroom with a walk-in closet but can easily function as a formal dining room, home office, guest suite, or other living space, offering the convenience of first-floor living without sacrificing versatility. Outside, the fully fenced backyard provides a private setting for relaxing or entertaining. Whether enjoying your morning coffee overlooking the Housatonic River or hosting family and friends, the outdoor spaces are designed to be enjoyed throughout every season. 236 Housatonic Drive offers a rare opportunity to enjoy the very best of Milford living.

236 Housatonic Dr, Milford
$1,199,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192023 MLS
Welcome to 3 Chestnut Street! This new construction home is prime modern coastal luxury living at its finest! Approximately 3500 square feet of living space, designed with both comfort and style in mind. This 3-bedroom, 2.5-bath residence offers hardwood flooring throughout the entire home and an open, light-filled layout perfect for today's lifestyle.The chef's kitchen is outfitted with top-of-the-line appliances, premium finishes, and seamless flow into the main living and dining areas. Energy-efficient construction, natural gas heating, and a tankless hot water heater ensure year-round comfort and cost savings.The spacious primary suite provides a private retreat with generous proportions and elegant details. Two additional bedrooms offer ample space for family or guests. The top level features a fully open area, creating additional living space that can easily serve as a media room, home office, den, or playroom-tailored to your needs.Enjoy outdoor living at its finest with 3 large decks showcasing stunning water views-perfect for morning coffee, sunset gatherings, or simply relaxing in the coastal breeze. A rare 4-car attached garage provides exceptional storage and convenience. Located just a short walk to the water, you'll enjoy all that beach living has to offer-from peaceful shoreline strolls to endless recreational opportunities.For investors or beach lovers, a unique opportunity awaits. Get in today!

3 Chestnut St, Milford
$519,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190645 MLS
Discover exceptional space and everyday convenience in this expanded bungalow located in Milford's desirable Naugatuck Gardens neighborhood. Thoughtfully designed for comfortable living, this home offers four bedrooms, two full baths, and flexible spaces to fit a variety of lifestyles. The welcoming main level features a bright living area with an attached sun room, an impressive eat-in kitchen with all-new cabinetry and appliances, a first-floor bedroom, dedicated laundry room, and a full bath for added convenience. Upstairs, you'll find three spacious bedrooms with attractive new bamboo flooring and a second full bath featuring a luxurious jetted massage tub. Outside, enjoy a private backyard with a patio for entertaining or relaxing, along with the convenience of an attached garage. Ideally situated just minutes from I-95, shopping, restaurants, parks, and Milford's shoreline, this home combines generous living space, and a location that makes everyday commuting and recreation a breeze.

184 West Ave, Milford
$469,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24190042 MLS
Welcome to 63 Golden Hill Street in Milford, a beautifully maintained home offering comfort, convenience, and timeless appeal. This inviting property features bright, well-proportioned living spaces, an efficient layout, and a warm atmosphere ideal for everyday living and entertaining. The spacious yard provides room for outdoor gatherings, gardening, or simply relaxing. Conveniently located near Milford's vibrant downtown, beaches, parks, shopping, dining, schools, and major commuter routes, this home combines suburban charm with easy access to everything you need. Whether you're downsizing or searching for your next investment, this is an exceptional opportunity to own a home in one of Milford's most desirable communities.

63 Golden Hill St, Milford
$635,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189570 MLS
Every home tells a story. This one begins in the gardens....From the meticulously maintained landscaping, covered front patio, and tranquil koi pond to the expansive deck designed for relaxing and entertaining, it's immediately clear this is a home that has been lovingly cared for. Enter inside and you'll find that the same pride of ownership continues throughout every room. A welcoming foyer opens to a cozy living room with custom built-ins, while the sunny kitchen features granite countertops, hardwood floors, and flows seamlessly into the dining room. Just beyond, the spacious sunken family room with vaulted ceilings creates an inviting space to gather. Upstairs, the generously sized primary bedroom offers a private balcony overlooking the beautifully landscaped backyard. Two additional bedrooms provide flexibility for the household, guests, or a home office, while the walk-up attic offers easily accessible storage. Situated in the heart of Milford, you'll love the convenience of strolling to the Milford Green, downtown restaurants, boutique shopping, the train station, harbor, and beaches. Beautifully maintained inside and out, this is the kind of home you simply don't come across every day. Now it's ready for its next chapter.

6 Harborside Dr, Milford
$699,999
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24188919 MLS
YOUR SEARCH ENDS HERE! SUN, SAND, and SPACE Welcome to your own slice of coastal living in one of Milford's sought-after beach communities. This beautifully maintained 5-bedroom Colonial offers the perfect combination of classic charm, modern updates, and the space to live, gather, and make lasting memories. Inside, you'll find a warm and inviting interior featuring refinished hardwood floors, durable vinyl flooring, and a bright, functional layout designed for today's lifestyle. The updated kitchen showcases granite countertops, ample cabinetry, and plenty of workspace, making it the heart of the home for everything from casual breakfasts to holiday gatherings. Five generously sized bedrooms provide flexibility for family, guests, a home office, or hobbies. Step outside and discover your own backyard retreat. Spend summer days cooling off in the above-ground pool, host barbecues on the deck, or simply relax in the private outdoor space after a day at the beach. This home is designed for both entertaining and everyday enjoyment. Located just minutes from Milford's beautiful beaches, scenic shoreline, vibrant downtown, restaurants, shops, parks, the train station, and major commuter routes, you'll enjoy the best of Connecticut's coastal lifestyle with the convenience of nearby amenities. Whether you're taking a morning walk along the water, enjoying waterfront dining, or gathering with friends by the pool, this home offers the lifestyle you've been looking for.

83 Lindy St, Milford
$789,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190814 MLS
Location, Location, Location! This stunningly remodeled single-family home in vibrant Burwell Beach neighborhood offers breathtaking water views and direct access to beautiful sandy beach. Enjoy picturesque views of Long Island Sound from spacious living room, which features a cozy gas fireplace, perfect for those relaxing evenings. This turn-key property boasts three bedrooms and 2.5 baths, including a luxurious master suite and spacious rooftop deck that invites you to soak in the spectacular Milford shoreline views! Every detail of this newly transformed home reflects quality craftsmanship and modern style, combining enhanced functionality with undeniable beauty. The gourmet kitchen has been fully remodeled, featuring all new appliances making it ideal for both everyday cooking and entertaining. Beautifully renovated bathrooms throughout add to the home's appeal. 2nd fl boasts three bedrooms, including a large master suite with water views, spacious closet, and gorgeous modern bathroom. Charming spiral staircase leads you to a rooftop deck with sweeping views of Milford shoreline! A Lively beach community with charming homes, sun-drenched skies, fishing, boating and swimming. Milford's finest restaurants and shops just a short walk away, and with the Milford train station only a nine-minute drive from Edgefield Ave., NYC is easily accessible. Convenient entrances to both I-95 and Merritt Pkwy are nearby. This gem won't last long!

1 Edgefield Ave, Milford
$1,575,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190502 MLS
If you've been searching for a custom home with unique architectural details, this is the one. Nestled in one of Milford's most sought-after neighborhoods, it's just steps from the scenic bluffs overlooking the pristine Long Island Sound with water access for swimming & kayak launching. Completely rebuilt in 2023 while preserving its magnificent stone fireplace, this home offers over 3,800 square feet of thoughtfully designed, versatile living space. Its sprawling open-concept first floor provides exceptional flexibility, allowing you to arrange the space to suit your lifestyle. It opens up to a gourmet kitchen with plenty of cabinet space, oversized island, high-end appliances and quartz counters. A charming sitting area creates the perfect spot to enjoy your morning coffee or unwind with an evening glass of wine. A distinctive hexagonal room just off the kitchen adds character and versatility, making it an ideal reading lounge, breakfast nook or creative retreat. The oversized primary suite is a private sanctuary, featuring hardwood floors, a spacious walk-in closet, a private balcony, and a beautifully appointed en-suite bath. Complete with a soaking tub and a glass-enclosed shower, the spa-inspired bathroom offers the perfect place to relax and recharge. All other bedrooms of good sizes (2 of them with walk-in closets). The 3rd floor offers a sprawling room with a full bath and could be used as a rec/yoga room or additional bedroom suite for those seeking privacy.

125 Ridgewood Dr, Milford
$425,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186730 MLS
The one you've been waiting for! This pristine, move-in ready 2/3-bedroom, 1-bath ranch-style home offers the perfect blend of comfort and charm, nestled on a quiet one-way street. Step inside to discover beautiful hardwood floors that grace the main level, creating a warm and inviting atmosphere. The spacious, entertainment-friendly Living Room and Dining Area are perfect for gatherings with family and friends. The sunny kitchen comes fully equipped with modern appliances, making meal prep a breeze. Retreat to the three cozy bedrooms, each offering ample space and natural light, while the recently renovated full bath adds a touch of modern elegance to your everyday routine. Venture downstairs to the large Family Room, featuring laminate flooring-ideal for hosting Sunday football gatherings or movie nights. You'll also find a generous Storage Room and a convenient laundry area, providing everything you need for a functional home. Third bedroom is presently being used as a Dining Room.Outside, the picturesque yard is an entertainer's paradise, complete with a friendly fire pit area for cozy evenings, a picnic area for outdoor dining, and plenty of room for backyard fun and relaxation. Walk to neighborhood restaurants, pickleball, and playground. A short ride to Metro North/New York City train, downtown Milford with access to 17 + restaurants, the historic Milford Green, and numerous gorgeous sandy beaches. Don't miss the opportunity to make this delightful home yours

565 Pond Point Ave, Milford
$519,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186458 MLS
Coastal cottage charm with NO FLOOD INSURANCE awaits it's new steward! Welcome to this sweet beachy bungalow, nestled in one of Milford's most sought after coastal communities - Walnut & Windermere Beach. Enter through the open living & dining area, accented with custom built-in dry bar. This flows to the sunny kitchen with granite countertops, the most perfect breakfast nook, and full tile bathroom with incredible natural light. Just off the kitchen your invited to the charming, fully fenced in backyard. Imagine the enjoyment here on the freshly painted, expansive deck with bench seating, pergola and a coveted outdoor shower! The second level is a reprieve with two lovely bedrooms, and a fantastic full bath with sun beaming through the sky light to the jacuzzi tub, double sink & tile shower. Off street parking and stone driveway complete this special home. Just a few short minutes to the beach, guest parking lot, playground, Walnut Beach Creamery, restaurants, and so much more. Experience the best of Connecticut shoreline living with out the waterfront maintenance!

44 Wood Ave, Milford
$549,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187267 MLS
You CAN have it all! Set on a manicured lot in the heart of desirable North Milford, this expanded cape resets expectations. With a versatile, sprawling floor plan and the perfect mix of updates, you'll be ready to pack your boxes as quickly as you check them off. Enter from the attached garage into a mud area that leads to the centrally located, command center kitchen. Updated with granite countertops and stainless steel appliances, it offers incredible storage and easy access to both main-level living areas. The spacious front living room features a bright bay window and fireplace, while the rear family room is built for entertaining. Here, a large dining area flows into a sitting space framed by a second fireplace and a massive picture window looking out to the fenced backyard-complete with mature landscaping, garden beds, a fire pit, and a platform for outdoor dining. Two main-level bedrooms offer great flexibility as a playroom/den or dedicated home offices along with a stylishly tiled full bath round out 1st fl. Upstairs, three bright bedrooms share a sleek, modern full bath with a massive walk-in closet in the rear (formerly an office). Newer mini-splits for cooling, neutral tones, replacement windows, and updated flooring throughout. Enjoy incredible utility in a phenomenal, strollable neighborhood with no through traffic. Coastal suburban bliss awaits!

122 Wepawaug Dr, Milford
$449,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189987 MLS
Here's your opportunity to move into Milford's desired Naugatuck Gardens Neighborhood! Fall in love with this charming light filled 1454 sqft cape with relaxing covered front porch or living room with the fireplace. This home features hardwood floors throughout the dining room, living room, and two first floor bedrooms with a full bath, a full walk out basement with extra freezer, and central air-conditioning. The second floor has two additional bedrooms with built-in drawers, a cedar closet and half bathroom. The side door entrance from the garage opens into an oversized mudroom (which can also be used as an office or den) with a large closet for storage or for the main level washer and dryer area. This freshly painted, well maintained picturesque home is nicely set on a partially fenced corner lot with a storage shed. Centrally located close to I-95 and Merritt Parkway, shopping, restaurants, train station, and beaches, it is a commuter's delight and ready to make it your own.

53 Raycroft St, Milford
$675,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189741 MLS
Just when you thought turnkey living in coastal Milford was out of reach, along comes 33 Rivercliff Drive. Fully renovated from top to bottom, this home blends contemporary finishes with classic colonial architecture to create a timeless shoreline haven. Step inside to discover new hardwood flooring, fresh paint, elegant lighting, and beautifully updated baths throughout. The heart of the home is the stunning chef's kitchen, appointed with brand-new stainless steel appliances, sleek quartz countertops, a center island, and custom cabinetry that flows seamlessly into the dining area. The first floor also offers a welcoming living room with a wood-burning fireplace and marble hearth, a powder room, and one of three bedrooms. Upstairs, a second bedroom and full bath sit opposite the spacious primary suite featuring a walk-in closet and spa-inspired bath. The basement offers a finished room along with a laundry center including a new washer and dryer. Outside, enjoy a new Trex deck and detached oversized garage with a finished upper level ideal for a home office, studio, or creative space. A flat private yard, new driveway, new roof, new windows, and new central AC complete the package. Walking distance to Devon's restaurants and minutes from vibrant downtown Milford's shopping and dining. With quick access to the train station and major highways, this home offers the perfect balance of a relaxed shoreline vibe and modern convenience.

33 Rivercliff Dr, Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.