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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.

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

$1,184,900

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 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

$270,000

Walnut Beach...updated 1 bedroom ranch on second floor with waterviews. The kitchen is updated featuring white cabinets, granite countertops, subway tile and stainless appliances. Sliders in living room lead to private balcony with waterviews. Engineered wood flooring throughout. Crown molding gives this condo a very finished appearance. Washer/dryer in hallway. Storage in basement provides space for kayaks and bikes. Updates include AC/Furnace. This is truly in move-in condition. At Walnut Beach Condomimiums 11 can be rented at one time. Right now this unit can be rented.

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24190808 MLS ⋅ Walnut Beach BLDG.

Walnut Beach...updated 1 bedroom ranch on second floor with waterviews. The kitchen is updated featuring white cabinets, granite countertops, subway tile and stainless appliances. Sliders in living room lead to private balcony with waterviews. Engineered wood flooring throughout. Crown molding gives this condo a very finished appearance. Washer/dryer in hallway. Storage in basement provides space for kayaks and bikes. Updates include AC/Furnace. This is truly in move-in condition. At Walnut Beach Condomimiums 11 can be rented at one time. Right now this unit can be rented.

103 E Broadway Unit C, Milford

$774,500

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!

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

$460,000

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!

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

$599,000

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.

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$769,900

Back on the market as of August 19 due to the buyer inability to secure financing. Agent to review the agent remarks to better understand the home. Welcome to Lexington Green. This 11 Room, 5 Bedroom, 3.5 bathroom colonial style home has many unique property features including an In-law in the lower level ( 847 square feet ), Primary Bedroom ( 421 square feet ) with a walk in closet and full Bathroom, Deck ( 154 square feet ), Attached 2 Car Garage ( 399 square feet ). The open expansive floor plan is ideal for entertaining and welcomes you with a dramatic two story foyer and features Living Room with fireplace, Dining Room, Eat-in kitchen with a center island, Family Room, Laundry/Mud Room, Powder Room, Deck. 4 Bedrooms on the upper level and In-Law in the lower level. You are within a few minutes drive to everything including 0.9 miles to Boston Post road ( RT 1 ), 1.1 miles to shopping & restaurants, 1.7 miles to the Merritt Parkway, 1.9 miles to I-95 North & South ramps, 2.1 miles to Milford train station, 8.4 miles to Route 34, 10.6 miles to Yale New Haven Hospital, 7.1 miles to Woodmont Beach.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24173863 MLS

Back on the market as of August 19 due to the buyer inability to secure financing. Agent to review the agent remarks to better understand the home. Welcome to Lexington Green. This 11 Room, 5 Bedroom, 3.5 bathroom colonial style home has many unique property features including an In-law in the lower level ( 847 square feet ), Primary Bedroom ( 421 square feet ) with a walk in closet and full Bathroom, Deck ( 154 square feet ), Attached 2 Car Garage ( 399 square feet ). The open expansive floor plan is ideal for entertaining and welcomes you with a dramatic two story foyer and features Living Room with fireplace, Dining Room, Eat-in kitchen with a center island, Family Room, Laundry/Mud Room, Powder Room, Deck. 4 Bedrooms on the upper level and In-Law in the lower level. You are within a few minutes drive to everything including 0.9 miles to Boston Post road ( RT 1 ), 1.1 miles to shopping & restaurants, 1.7 miles to the Merritt Parkway, 1.9 miles to I-95 North & South ramps, 2.1 miles to Milford train station, 8.4 miles to Route 34, 10.6 miles to Yale New Haven Hospital, 7.1 miles to Woodmont Beach.

40 Lexington Way N, Milford

$475,000

Step out of the ordinary and into this amazing Mediterranean-style Ranch, featuring a bright, sunny open floor plan with gleaming hardwood floors and a cozy fireplace. The remodeled eat-in kitchen offers granite counters, stainless steel appliances including a top of the line, Wolf gas stove and Thermador dishwasher, the sliders lead to a covered backyard patio-perfect for relaxing or entertaining. This inviting home includes 3 spacious bedrooms, 2 renovated full baths, and a newer HVAC system for year-round comfort and peace of mind. The partially finished lower level offers great potential and is ready for your finishing touches. Enjoy an exceptional location just minutes from Milford's beautiful beaches, scenic boardwalk, and fishing pier. Vibrant downtown Milford, marinas, restaurants, parks, the train station, and convenient access to major highways are all nearby, making it easy to enjoy everything this charming shoreline community has to offer. Whether you're a first-time buyer, downsizing, or seeking a home near the water, this is a wonderful opportunity to embrace Milford's highly desirable coastal lifestyle.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180296 MLS

Step out of the ordinary and into this amazing Mediterranean-style Ranch, featuring a bright, sunny open floor plan with gleaming hardwood floors and a cozy fireplace. The remodeled eat-in kitchen offers granite counters, stainless steel appliances including a top of the line, Wolf gas stove and Thermador dishwasher, the sliders lead to a covered backyard patio-perfect for relaxing or entertaining. This inviting home includes 3 spacious bedrooms, 2 renovated full baths, and a newer HVAC system for year-round comfort and peace of mind. The partially finished lower level offers great potential and is ready for your finishing touches. Enjoy an exceptional location just minutes from Milford's beautiful beaches, scenic boardwalk, and fishing pier. Vibrant downtown Milford, marinas, restaurants, parks, the train station, and convenient access to major highways are all nearby, making it easy to enjoy everything this charming shoreline community has to offer. Whether you're a first-time buyer, downsizing, or seeking a home near the water, this is a wonderful opportunity to embrace Milford's highly desirable coastal lifestyle.

292 Naugatuck Ave, Milford

$569,999

Charming, expansive Cape, a mile from the beach!! . The solar panels will help with your electric bill, no escalation clause! The home offers just under a half acre of perfectly flat outdoor space with a fire pit and a big deck. There is central air/oil heat and hot water and a two car garage. The location is wonderful, with the beach, parks, tennis, pickle ball and basketball courts all within a miles walk.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24174928 MLS

Charming, expansive Cape, a mile from the beach!! . The solar panels will help with your electric bill, no escalation clause! The home offers just under a half acre of perfectly flat outdoor space with a fire pit and a big deck. There is central air/oil heat and hot water and a two car garage. The location is wonderful, with the beach, parks, tennis, pickle ball and basketball courts all within a miles walk.

36 Kenwood Rd, Milford

$775,000

ATTENTION SMALL BUSINESS OWNERS! UNLOCK THE ULTIMATE LIVE-WORK OPPORTUNITY! For the first time in over 50 years, the iconic Almond Building is available-perfect for entrepreneurs seeking the ideal blend of business and lifestyle. This is your chance to own not only a charming 1920s Cape Cod residence in the prestigious Duck Pond neighborhood, but also a highly visible commercial warehouse with office space and a tandem garage, right on bustling Boston Post Rd. Enjoy unmatched exposure for your business while living just steps away from your workplace! This unique offering includes both 231 W. River and 233 W. River for a combined price of $840,000 (see MLS 24174397). The home boasts classic curb appeal, a welcoming front porch, and a flexible layout with a living room, dining room, kitchen, bedroom, and full bath on the main floor, plus two additional bedrooms and a half bath upstairs. The attached one-car garage connects seamlessly to the commercial building-a former barn with a fun loft and over 4,000 sq. ft. of versatile workspace, including office areas and a tandem garage. The original barn has a crawl space beneath it, while the office space, garages, and some of the storage areas are on concrete slabs. Don't miss your chance to secure a rare property that gives you the best of both worlds: the prestige and tranquility of a historic neighborhood and the convenience and visibility your business deserves! Schedule your tour today and envision your best future here.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24174394 MLS

ATTENTION SMALL BUSINESS OWNERS! UNLOCK THE ULTIMATE LIVE-WORK OPPORTUNITY! For the first time in over 50 years, the iconic Almond Building is available-perfect for entrepreneurs seeking the ideal blend of business and lifestyle. This is your chance to own not only a charming 1920s Cape Cod residence in the prestigious Duck Pond neighborhood, but also a highly visible commercial warehouse with office space and a tandem garage, right on bustling Boston Post Rd. Enjoy unmatched exposure for your business while living just steps away from your workplace! This unique offering includes both 231 W. River and 233 W. River for a combined price of $840,000 (see MLS 24174397). The home boasts classic curb appeal, a welcoming front porch, and a flexible layout with a living room, dining room, kitchen, bedroom, and full bath on the main floor, plus two additional bedrooms and a half bath upstairs. The attached one-car garage connects seamlessly to the commercial building-a former barn with a fun loft and over 4,000 sq. ft. of versatile workspace, including office areas and a tandem garage. The original barn has a crawl space beneath it, while the office space, garages, and some of the storage areas are on concrete slabs. Don't miss your chance to secure a rare property that gives you the best of both worlds: the prestige and tranquility of a historic neighborhood and the convenience and visibility your business deserves! Schedule your tour today and envision your best future here.

231 W River St, Milford