Milford Homes with Colonial Style

Welcome to Milford, Connecticut—a charming coastal city that beautifully blends small-town allure with urban conveniences. Nestled in New Haven County, Milford boasts a rich history, stunning waterfront views, and a vibrant community spirit. With its picturesque beaches, scenic parks, and bustling downtown, this city is a hidden gem waiting to be discovered.

Milford's real estate market is diverse, but one of the standout features is its stunning collection of Colonial-style homes. These timeless residences, characterized by their symmetrical facades, gabled roofs, and classic brick or clapboard exteriors, offer a glimpse into the city’s storied past. The Colonial homes in Milford are not just aesthetically pleasing; they also provide ample living space, making them perfect for families and individuals alike. Many of these homes feature spacious yards, inviting front porches, and charming architectural details that evoke a sense of warmth and nostalgia.

Living in Milford means enjoying a blend of tranquility and activity. Residents can take leisurely strolls along the picturesque shoreline, explore the many parks, or indulge in the local dining scene. The city is also conveniently located, with easy access to major highways and public transportation, making commutes to nearby cities a breeze.

Whether you’re looking for a Colonial home that embodies history or a modern dwelling that suits your lifestyle, Milford offers a welcoming community and a wealth of opportunities. Come discover the charm of Milford—where history meets modern living!

Newest Milford Homes with Colonial Style

$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

$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

$605,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192026 MLS

Welcome to the lifestyle you've been waiting for in the highly desirable Lexington Green West, a private community where neighbors become friends & pride of ownership shines throughout. Whether you're enjoying evening strolls along quiet streets, or relaxing on your own backyard deck, you'll love calling this special neighborhood home. This charming 3/4 bedroom, 2 1/2 bath Colonial offers 1,528 sq. ft. plus an additional 475 sq. ft. of finished lower-level living space. The inviting floor plan features a dining room for memorable gatherings and a beautifully remodeled kitchen with granite countertops, stainless steel appliances, tile backsplash, and a slider opening to a generous 15' x 20' deck, perfect for summer barbecues and outdoor entertaining. The cozy living room is enhanced by a gas fireplace, creating a warm and welcoming space year-round. Upstairs, you'll find three bedrooms, including a primary suite with a cathedral ceiling, deep walk-in closet, and direct access to the shared full bath. The finished lower level expands your options with a family/playroom, a second full bath, and a versatile room perfect for a guest bedroom, home office, gym, or hobby space. Recent updates include a newer roof and gas fireplace. Conveniently located just minutes from shopping, restaurants, beaches, downtown Milford, the train station, and major commuter routes. This is more than a home...it's a community you'll be proud to make your own. Living Rm & Primary BR Virually Staged.

33 Acorn Ln, 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

$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

$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

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