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Don't miss this opportunity to own a beautifully updated Ranch in the desirable Windermere community! Nestled in a peaceful cul-de-sac setting, this home is the larger of the two ranch-style models and offers comfortable, versatile living with the added bonus of a family room featuring a new gas fireplace. Enjoy new luxury vinyl flooring thru the main living area and stylish new carpeting in the bedrooms. The updated kitchen features new appliances, including a gas stove with hood, refrigerator and dishwasher, along with quartz countertops, freshly painted cabinets with new hardware and a butcher-block island. The bathrooms have also been tastefully refreshed with new vanities, and new lighting above the sinks. The primary bathroom features a new bathtub, while the guest bath offers new shower doors and a new stackable washer and dryer. Besides the gas fireplace in the family room, a ceiling fan with light has been added, creating a comfortable space to relax or entertain. Year-round comfort is enhanced by a new Mitsubishi Electric heat pump and air-conditioning system. Additional improvements include an Anderson screen door. Step outside to enjoy the 12'x12' enclosed porch, a patio, garden area, and a park-like backyard. The adjacent garage adds everyday convenience. Exterior maintenance is provided. Just minutes from Madison's beautiful shoreline and charming downtown village!

2 Beds ⋅ 2 Baths ⋅ 24216462 MLS ⋅ Windermere East BLDG.

Don't miss this opportunity to own a beautifully updated Ranch in the desirable Windermere community! Nestled in a peaceful cul-de-sac setting, this home is the larger of the two ranch-style models and offers comfortable, versatile living with the added bonus of a family room featuring a new gas fireplace. Enjoy new luxury vinyl flooring thru the main living area and stylish new carpeting in the bedrooms. The updated kitchen features new appliances, including a gas stove with hood, refrigerator and dishwasher, along with quartz countertops, freshly painted cabinets with new hardware and a butcher-block island. The bathrooms have also been tastefully refreshed with new vanities, and new lighting above the sinks. The primary bathroom features a new bathtub, while the guest bath offers new shower doors and a new stackable washer and dryer. Besides the gas fireplace in the family room, a ceiling fan with light has been added, creating a comfortable space to relax or entertain. Year-round comfort is enhanced by a new Mitsubishi Electric heat pump and air-conditioning system. Additional improvements include an Anderson screen door. Step outside to enjoy the 12'x12' enclosed porch, a patio, garden area, and a park-like backyard. The adjacent garage adds everyday convenience. Exterior maintenance is provided. Just minutes from Madison's beautiful shoreline and charming downtown village!

3 Currycross Rd Unit 3, Madison

$265,000

Dream of sunny beach days and enjoying all that the shoreline lifestyle offers? Then this one is for you ! Fully turn-key, this seasonal cottage is directly bordering Hammonasset Beach State Park, only a short walk away. This cottage has enough room to sleep eight or more people comfortably in a cozy environment. Enjoy the park's two miles of sandy beaches, secluded coves, picnic areas and wildlife sanctuary with 936 acres of protected waterfront lands all easily accessible from your quaint cottage via a direct walking path and a bike path. Large shed for hosting parties and extra storage along with new firepit for those beautiful summer nights! Enjoy your morning coffee with the large fenced in wrap around deck and after those sandy beach days you can rinse off in the solar outdoor shower with privacy screen. This purchase MUST be all cash or personal/home equity loan and is seasonal April 1st-October 31st. Cottage is on leased land and does not qualify for conventional financing. New deck, new floors, new shed, new bathroom, newly painted and fully furnished! This property also comes with two electric scooters to get you to the beach even faster! This cottage is the perfect summer oasis and amazing alternative to RV living. Do not miss this opportunity to make this your next home!

1 Beds ⋅ 1 Baths ⋅ 24215713 MLS

Dream of sunny beach days and enjoying all that the shoreline lifestyle offers? Then this one is for you ! Fully turn-key, this seasonal cottage is directly bordering Hammonasset Beach State Park, only a short walk away. This cottage has enough room to sleep eight or more people comfortably in a cozy environment. Enjoy the park's two miles of sandy beaches, secluded coves, picnic areas and wildlife sanctuary with 936 acres of protected waterfront lands all easily accessible from your quaint cottage via a direct walking path and a bike path. Large shed for hosting parties and extra storage along with new firepit for those beautiful summer nights! Enjoy your morning coffee with the large fenced in wrap around deck and after those sandy beach days you can rinse off in the solar outdoor shower with privacy screen. This purchase MUST be all cash or personal/home equity loan and is seasonal April 1st-October 31st. Cottage is on leased land and does not qualify for conventional financing. New deck, new floors, new shed, new bathroom, newly painted and fully furnished! This property also comes with two electric scooters to get you to the beach even faster! This cottage is the perfect summer oasis and amazing alternative to RV living. Do not miss this opportunity to make this your next home!

28 North St, Madison

$1,225,000

Welcome to a truly special waterfront residence where sophisticated updates, thoughtful design, and an extraordinary setting come together. A completely rebuilt and expanded deck, beautifully appointed with cable rail, takes full advantage of the year-round Hammonasset River views. Inside the kitchen is truly a dream come true, featuring tasteful, sophisticated finishes and an impressive 10' island. The first floor has been extensively remodeled to create an open, effortless flow throughout the living spaces. Included in this remodel is exquisite white oak flooring. One of the home's most captivating features is the stunning sunroom, transformed from what was once a porch and rebuilt from the studs out into a wonderful year-round space overlooking the river. The upper floor has been completely repainted and offers a spacious, versatile layout. The private primary ensuite with a walk-in closet is complemented by 3 good-sized bedrooms. At the heart of the bedroom level is a wonderful expansive loft overlooking the family room below. Filled with possibilities, this peaceful retreat is ideal for a home office, hobby space, library, or a cozy den - providing a quiet escape while remaining connected to the main living area. Enjoy the convenience of this location which is within walking distance to Hammonasset Beach State Park, while downtown Madison is just minutes away.

4 Beds ⋅ 3 Baths ⋅ 24213580 MLS

Welcome to a truly special waterfront residence where sophisticated updates, thoughtful design, and an extraordinary setting come together. A completely rebuilt and expanded deck, beautifully appointed with cable rail, takes full advantage of the year-round Hammonasset River views. Inside the kitchen is truly a dream come true, featuring tasteful, sophisticated finishes and an impressive 10' island. The first floor has been extensively remodeled to create an open, effortless flow throughout the living spaces. Included in this remodel is exquisite white oak flooring. One of the home's most captivating features is the stunning sunroom, transformed from what was once a porch and rebuilt from the studs out into a wonderful year-round space overlooking the river. The upper floor has been completely repainted and offers a spacious, versatile layout. The private primary ensuite with a walk-in closet is complemented by 3 good-sized bedrooms. At the heart of the bedroom level is a wonderful expansive loft overlooking the family room below. Filled with possibilities, this peaceful retreat is ideal for a home office, hobby space, library, or a cozy den - providing a quiet escape while remaining connected to the main living area. Enjoy the convenience of this location which is within walking distance to Hammonasset Beach State Park, while downtown Madison is just minutes away.

22 Kingsbridge Way Unit 22, Madison

$1,225,000

Welcome to a truly special waterfront residence where sophisticated updates, thoughtful design, and an extraordinary setting come together. A completely rebuilt and expanded deck, beautifully appointed with cable rail, takes full advantage of the year-round Hammonasset River views. Inside the kitchen is truly a dream come true, featuring tasteful, sophisticated finishes and an impressive 10' island. The first floor has been extensively remodeled to create an open, effortless flow throughout the living spaces. Included in this remodel is exquisite white oak flooring. One of the home's most captivating features is the stunning sunroom, transformed from what was once a porch and rebuilt from the studs out into a wonderful year-round space overlooking the river. The upper floor has been completely repainted and offers a spacious, versatile layout. The private primary ensuite with a walk-in closet is complemented by 3 good-sized bedrooms. At the heart of the bedroom level is a wonderful expansive loft overlooking the family room below. Filled with possibilities, this peaceful retreat is ideal for a home office, hobby space, library, or a cozy den - providing a quiet escape while remaining connected to the main living area. Enjoy the convenience of this location which is within walking distance to Hammonasset Beach State Park, while downtown Madison is just minutes away.

4 Beds ⋅ 3 Baths ⋅ 24211427 MLS ⋅ Strathmore Farms BLDG.

Welcome to a truly special waterfront residence where sophisticated updates, thoughtful design, and an extraordinary setting come together. A completely rebuilt and expanded deck, beautifully appointed with cable rail, takes full advantage of the year-round Hammonasset River views. Inside the kitchen is truly a dream come true, featuring tasteful, sophisticated finishes and an impressive 10' island. The first floor has been extensively remodeled to create an open, effortless flow throughout the living spaces. Included in this remodel is exquisite white oak flooring. One of the home's most captivating features is the stunning sunroom, transformed from what was once a porch and rebuilt from the studs out into a wonderful year-round space overlooking the river. The upper floor has been completely repainted and offers a spacious, versatile layout. The private primary ensuite with a walk-in closet is complemented by 3 good-sized bedrooms. At the heart of the bedroom level is a wonderful expansive loft overlooking the family room below. Filled with possibilities, this peaceful retreat is ideal for a home office, hobby space, library, or a cozy den - providing a quiet escape while remaining connected to the main living area. Enjoy the convenience of this location which is within walking distance to Hammonasset Beach State Park, while downtown Madison is just minutes away.

22 Kingsbridge Way Unit 22, Madison

$550,000

The Perfect Location on picturesque 3/4 of an Acre. Walk to Hammonasset State Park and enjoy the Trails and 2-Miles of Pristine Sandy Beach ~ This Antique Saltbox boasts a total of 2,262 square feet of heated living space. Windows have been upgraded with Pella Double Pane Insulated Windows throughout. Included in the floor plan is a legal 1-Bedroom Apartment on the first floor. You'll need to Roll up your sleeves and do some work, but the results should pay dividends.

5 Beds ⋅ 2 Baths ⋅ 24206863 MLS

The Perfect Location on picturesque 3/4 of an Acre. Walk to Hammonasset State Park and enjoy the Trails and 2-Miles of Pristine Sandy Beach ~ This Antique Saltbox boasts a total of 2,262 square feet of heated living space. Windows have been upgraded with Pella Double Pane Insulated Windows throughout. Included in the floor plan is a legal 1-Bedroom Apartment on the first floor. You'll need to Roll up your sleeves and do some work, but the results should pay dividends.

39 Mill Rd, Madison

$559,900

Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while remaining close to everything Madison has to offer. Recent improvements include new cedar siding, windows throughout with custom window treatments, propane fireplace installation, and professional interior painting, all completed in 2025. The roof and septic system were both replaced in 2022. Just a 5-minute drive to vibrant downtown Madison, enjoy easy access to charming boutiques, restaurants, and cafes, as well as Hammonasset Beach State Park, with miles of sandy shoreline and scenic coastal walks. Convenient access to I-95 puts downtown New Haven approximately 25 minutes away. Turnkey and thoughtfully updated, this inviting Cape offers the perfect blend of classic New England charm, modern improvements, and an exceptional shoreline location. A wonderful opportunity to enjoy the best of Madison living in a peaceful coastal setting.

3 Beds ⋅ 1 Baths ⋅ 24203485 MLS

Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while remaining close to everything Madison has to offer. Recent improvements include new cedar siding, windows throughout with custom window treatments, propane fireplace installation, and professional interior painting, all completed in 2025. The roof and septic system were both replaced in 2022. Just a 5-minute drive to vibrant downtown Madison, enjoy easy access to charming boutiques, restaurants, and cafes, as well as Hammonasset Beach State Park, with miles of sandy shoreline and scenic coastal walks. Convenient access to I-95 puts downtown New Haven approximately 25 minutes away. Turnkey and thoughtfully updated, this inviting Cape offers the perfect blend of classic New England charm, modern improvements, and an exceptional shoreline location. A wonderful opportunity to enjoy the best of Madison living in a peaceful coastal setting.

6 Bower Rd, Madison

$5,000,000

Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky...a landscape that is both bucolic and breathtaking. This is an exceptional setting for a distinctive country residence, a private retreat or a place to enjoy a quieter chapter of life. An existing, well appointed, three bedroom ranch home sits on the property and enjoys the same remarkable views. Comfortable as it stands, the home could ultimately serve as a guest house, artist's studio or private office. The property offers the potential for more than one lot, but with generations of family ownership, the sellers have hopes to see the land remain intact, so no soil testing has been undertaken for subdivision. A survey is available and buyers considering additional development should conduct their own due diligence. After two centuries in the same family, this is a rare opportunity to become the next steward of an extraordinary Connecticut landscape.

3 Beds ⋅ 3 Baths ⋅ 24192754 MLS

Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky...a landscape that is both bucolic and breathtaking. This is an exceptional setting for a distinctive country residence, a private retreat or a place to enjoy a quieter chapter of life. An existing, well appointed, three bedroom ranch home sits on the property and enjoys the same remarkable views. Comfortable as it stands, the home could ultimately serve as a guest house, artist's studio or private office. The property offers the potential for more than one lot, but with generations of family ownership, the sellers have hopes to see the land remain intact, so no soil testing has been undertaken for subdivision. A survey is available and buyers considering additional development should conduct their own due diligence. After two centuries in the same family, this is a rare opportunity to become the next steward of an extraordinary Connecticut landscape.

118 River Rd, Madison

$899,000

Give away the leaf blower and the yard tools (or sell, whichever you prefer) and get ready to enjoy life on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community with natural gas and city water, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. Recent updates to this home include the furnace and roof, both new in 2025. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Beds ⋅ 4 Baths ⋅ 24193091 MLS

Give away the leaf blower and the yard tools (or sell, whichever you prefer) and get ready to enjoy life on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community with natural gas and city water, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. Recent updates to this home include the furnace and roof, both new in 2025. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Longview Ter Unit 3, Madison

$899,000

Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Beds ⋅ 4 Baths ⋅ 24192261 MLS ⋅ Strathmore Farms BLDG.

Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home office/flex space. The beautiful eat-in kitchen is the heart of the home with sliding doors that open to a large deck overlooking the meadow. Beyond the elegant interior, this property is a dream for nature enthusiasts, offering access to the community gazebo as well as kayaking, paddle boarding, and birdwatching. Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village. This home combines the space and privacy of a detached home with a premier, carefree lifestyle.

3 Longview Ter Unit 3, Madison

$125,000

Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless summer activities. Residents of Dud's Village also enjoy a private path that leads directly to the beach, making spontaneous sunset walks and beach days part of everyday life. This fully furnished, move-in-ready cottage has been thoughtfully maintained and cared for, allowing you to start enjoying the season immediately. The cozy interior includes one bedroom with built-in storage, a nicely stocked kitchen, a sleeper sofa for additional guests, a remodeled bathroom with a fresh modern feel, and the added convenience of an in-unit washer and dryer. Step outside to your spacious wrap-around deck, designed for relaxed coastal living and easy entertaining. The outdoor space comes complete with a grill, tabletop firepit, and patio seating, creating the perfect setting for summer evenings, morning coffee, or gathering with friends after a day at the beach.

1 Beds ⋅ 1 Baths ⋅ 24160104 MLS

Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless summer activities. Residents of Dud's Village also enjoy a private path that leads directly to the beach, making spontaneous sunset walks and beach days part of everyday life. This fully furnished, move-in-ready cottage has been thoughtfully maintained and cared for, allowing you to start enjoying the season immediately. The cozy interior includes one bedroom with built-in storage, a nicely stocked kitchen, a sleeper sofa for additional guests, a remodeled bathroom with a fresh modern feel, and the added convenience of an in-unit washer and dryer. Step outside to your spacious wrap-around deck, designed for relaxed coastal living and easy entertaining. The outdoor space comes complete with a grill, tabletop firepit, and patio seating, creating the perfect setting for summer evenings, morning coffee, or gathering with friends after a day at the beach.

16 North St, Madison

$595,000

Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday living. The new HVAC system with gas heat and central air ensures year-round comfort and efficiency. A lovely 3-season sunroom that offers additional living space and opens to a private patio-perfect for relaxing, entertaining and enjoying the view of the river. Ideal for kayaking right from your backyard, with space to conveniently store your kayak onsite. A standout feature of this unit is the full basement-an uncommon find in the complex-offering abundant storage, a cedar closet, and partially finished space with endless possibilities. Ideally located within walking distance to Hammonasset Beach State Park and scenic walking trails, and just minutes to marina's and downtown Madison where you'll find fine dining, a charming movie theater, shops and the beloved RJ Julia Booksellers. Enjoy the best of shoreline living in one of Madison's most desirable communities-an ideal choice for those looking to downsize or create the perfect coastal escape.

2 Beds ⋅ 2 Baths ⋅ 24160683 MLS ⋅ Windermere East BLDG.

Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday living. The new HVAC system with gas heat and central air ensures year-round comfort and efficiency. A lovely 3-season sunroom that offers additional living space and opens to a private patio-perfect for relaxing, entertaining and enjoying the view of the river. Ideal for kayaking right from your backyard, with space to conveniently store your kayak onsite. A standout feature of this unit is the full basement-an uncommon find in the complex-offering abundant storage, a cedar closet, and partially finished space with endless possibilities. Ideally located within walking distance to Hammonasset Beach State Park and scenic walking trails, and just minutes to marina's and downtown Madison where you'll find fine dining, a charming movie theater, shops and the beloved RJ Julia Booksellers. Enjoy the best of shoreline living in one of Madison's most desirable communities-an ideal choice for those looking to downsize or create the perfect coastal escape.

10 Runnymede Ln Unit 10, Madison

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