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$1,175,000
4 Beds 4 Baths 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

$699,999
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

$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

$1,495,500
3 Beds 3 Baths 24182410 MLS
Completely rebuilt from the foundation up, this exceptional coastal-inspired residence offers the perfect blend of luxury and convenience in one of the areas most sought-after neighborhoods. Rarely does a home offer such a true walk-to-everything lifestyle, with downtown boutique shopping, charming cafes, restaurants, the train station, harbour, and beach all just moments from your front door. Designed with both everyday living and entertaining in mind, the thoughtfully open-concept floor plan is filled with natural light and enhanced by recess lights throughout. The stunning kitchen serves as the heart of the home, featuring elegant quartz countertops, abundant workspace, and seamless flow into the expansive living and dining area, a breathtaking sunroom with cathedral ceilings creates a dramatic yet inviting space to gather, complete with a beautiful fireplace that adds warmth and ambiance year-round. Large windows frame views of the private backyard, creating a seamless connection between indoor and outdoor living. The luxurious primary suite and two additional bedrooms provide comfortable accommodations, while the beautiful appointed bathrooms offer modern sophistication, including built-in bluetooth speakers for a spa-like experience. Additional highlights include a generously sized attached two-car garage equipped with a 50-amp EV outlet, an attractive pea stone driveway, energy-efficient new construction, and quality finished throughout.

39 Commodore Pl, Milford

$2,499,000
5 Beds 5 Baths 24158825 MLS
Perched high atop a scenic bluff, this extraordinary coastal retreat offers some of the most breathtaking water views in all of Milford, with sweeping, nearly 360-degree vistas of Long Island Sound and the neighboring bay. Set on over an acre of land, this is a truly rare opportunity to own one of the area's largest parcels with such expansive, unobstructed waterfront scenery. Originally built in 1936 and thoughtfully expanded in the early 2000s, this remarkable home blends timeless New England charm with modern design and functionality. Offering 4,430 square feet of finished living space across two levels, plus an additional 2,328 square feet of high-ceilinged unfinished basement, the possibilities here are endless-whether you envision a home theater, gym, or custom in-law suite. The residence features 5 spacious bedrooms and 4 full bathrooms, designed for both comfort and versatility. The open-concept kitchen flows seamlessly into a warm and inviting bar area, creating the perfect setting for entertaining, while the adjacent dining room provides an elegant space for gatherings and special occasions. Wake up to stunning sunrises, unwind with ocean breezes, and enjoy a lifestyle defined by tranquility and natural beauty. Located in one of Milford's most coveted coastal enclaves, this property is not just a home-it's a rare opportunity to create your dream waterfront retreat, all while being conveniently located near major highways, shopping, dining, and set within a highly

590 Gulf St, Milford

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