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Welcome to this beautifully updated, bright and inviting ranch offering the perfect blend of classic charm and coastal living. Featuring 4 bedrooms and 2 full baths, this home boasts beautiful hardwood floors, a sun-filled living room with a cozy stone fireplace, and a fresh, clean feel that makes you feel right at home. The open kitchen features stainless steel appliances, a center island, and an easy flow into the dining area, creating a wonderful space for everyday living and entertaining. The spacious primary suite offers a private retreat, while three additional bedrooms provide flexibility for guests, a home office, or other needs. Ideally located approximately 1,000 feet from the water, across from the Madison Beach Club tennis courts and south of the Post Road, this delightful home is a short stroll to The Surf Club, East Wharf Beach, and the shops, restaurants, and charm of downtown Madison. A wonderful opportunity to enjoy the relaxed lifestyle and timeless appeal of this sought-after shoreline community!

4 Beds ⋅ 2 Baths ⋅ 24216954 MLS

Welcome to this beautifully updated, bright and inviting ranch offering the perfect blend of classic charm and coastal living. Featuring 4 bedrooms and 2 full baths, this home boasts beautiful hardwood floors, a sun-filled living room with a cozy stone fireplace, and a fresh, clean feel that makes you feel right at home. The open kitchen features stainless steel appliances, a center island, and an easy flow into the dining area, creating a wonderful space for everyday living and entertaining. The spacious primary suite offers a private retreat, while three additional bedrooms provide flexibility for guests, a home office, or other needs. Ideally located approximately 1,000 feet from the water, across from the Madison Beach Club tennis courts and south of the Post Road, this delightful home is a short stroll to The Surf Club, East Wharf Beach, and the shops, restaurants, and charm of downtown Madison. A wonderful opportunity to enjoy the relaxed lifestyle and timeless appeal of this sought-after shoreline community!

7 Sunset Rd, Madison

$550,000

Charming and beautifully maintained 2-bedroom, 2-full-bath ranch located south of Route 1, just a short stroll to the beach! Light and bright throughout, this inviting home features hardwood floors, thoughtful architectural details, and a warm, welcoming atmosphere. The living room offers a wood-burning fireplace with a stove insert. The eat-in kitchen features a lovely bay window, additional shelving, and a charming built-in corner hutch. The spacious primary bedroom offers two closets, while the second bedroom provides flexibility for guests, a home office, or sitting area. French doors lead to a heated enclosed porch with louvered windows, offering a wonderful place to relax and enjoy the natural light. Outside, unwind on the patio surrounded by gardens and a charming white picket fence. The current owner has made numerous improvements, including a new furnace, security system, basement waterproofing system, new wood stove insert with fully relined chimney flue, chimney cap upgrades, cobblestone driveway and edging, updated kitchen stove, added attic and basement sill insulation, tree removal, kitchen shelving, brick walkway connecting the front and side entrances, and split systems in the living room and primary bedroom. Full basement and detached garage provide ample storage. Enjoy coastal living just minutes from downtown Madison, beautiful beaches, shopping, restaurants, and train station! Professional photos coming Friday.

2 Beds ⋅ 2 Baths ⋅ 24217166 MLS

Charming and beautifully maintained 2-bedroom, 2-full-bath ranch located south of Route 1, just a short stroll to the beach! Light and bright throughout, this inviting home features hardwood floors, thoughtful architectural details, and a warm, welcoming atmosphere. The living room offers a wood-burning fireplace with a stove insert. The eat-in kitchen features a lovely bay window, additional shelving, and a charming built-in corner hutch. The spacious primary bedroom offers two closets, while the second bedroom provides flexibility for guests, a home office, or sitting area. French doors lead to a heated enclosed porch with louvered windows, offering a wonderful place to relax and enjoy the natural light. Outside, unwind on the patio surrounded by gardens and a charming white picket fence. The current owner has made numerous improvements, including a new furnace, security system, basement waterproofing system, new wood stove insert with fully relined chimney flue, chimney cap upgrades, cobblestone driveway and edging, updated kitchen stove, added attic and basement sill insulation, tree removal, kitchen shelving, brick walkway connecting the front and side entrances, and split systems in the living room and primary bedroom. Full basement and detached garage provide ample storage. Enjoy coastal living just minutes from downtown Madison, beautiful beaches, shopping, restaurants, and train station! Professional photos coming Friday.

91 Neck Rd, Madison

$665,000

Escape the everyday and step into your own private sanctuary at 3 Poole Road, a charming 3-bedroom, 2.5-bathroom Log Cabin offering 2,237 square feet of light-filled, thoughtfully designed living space on nearly seven acres of serene, wooded grounds in Madison. Built in 2005, this comfortable Cape Cod style home features an intuitive, flexible floor plan with seamless flow between the main gathering areas and the expansive outside space. The upper level has two spacious bedrooms and extra living space overlooking the property's incredible setting, offering rare acreage, complete privacy, and endless possibilities for outdoor recreation, gardening, or potential expansion.

3 Beds ⋅ 3 Baths ⋅ 24216910 MLS

Escape the everyday and step into your own private sanctuary at 3 Poole Road, a charming 3-bedroom, 2.5-bathroom Log Cabin offering 2,237 square feet of light-filled, thoughtfully designed living space on nearly seven acres of serene, wooded grounds in Madison. Built in 2005, this comfortable Cape Cod style home features an intuitive, flexible floor plan with seamless flow between the main gathering areas and the expansive outside space. The upper level has two spacious bedrooms and extra living space overlooking the property's incredible setting, offering rare acreage, complete privacy, and endless possibilities for outdoor recreation, gardening, or potential expansion.

3 Poole Rd, Madison

$549,900

Experience the best of coastal living in this distinctive property, featuring a beautifully renovated main residence, an income-producing in-law residence, and generous grounds in one of Connecticut's most desirable shoreline communities. Set toward the rear of the .76-acre parcel, comfortably removed from Boston Post Road, the main home enjoys an attractive setting surrounded by lush greenery and magnificent mature trees. The expansive grounds provide a beautiful backdrop for outdoor entertaining, gardening, or simply relaxing in the natural surroundings. Extensively renovated throughout, the main residence combines contemporary style with everyday comfort and convenience. Enjoy a beautifully updated kitchen and bath, attractive new flooring, modern lighting, replacement windows, a new roof, and an updated heating system. These substantial improvements offer the immediate enjoyment of a move-in-ready home without the disruption and expense of a major renovation. A bright breezeway connects the home to its attached one-car garage, providing convenient, sheltered access, while the full basement offers valuable storage and utility space. A separate in-law residence toward the front of the parcel is currently leased for $1,700 per month. This rental income provides a meaningful financial advantage, helping offset ownership expenses while adding versatility and value.

4 Beds ⋅ 2 Baths ⋅ 24216244 MLS

Experience the best of coastal living in this distinctive property, featuring a beautifully renovated main residence, an income-producing in-law residence, and generous grounds in one of Connecticut's most desirable shoreline communities. Set toward the rear of the .76-acre parcel, comfortably removed from Boston Post Road, the main home enjoys an attractive setting surrounded by lush greenery and magnificent mature trees. The expansive grounds provide a beautiful backdrop for outdoor entertaining, gardening, or simply relaxing in the natural surroundings. Extensively renovated throughout, the main residence combines contemporary style with everyday comfort and convenience. Enjoy a beautifully updated kitchen and bath, attractive new flooring, modern lighting, replacement windows, a new roof, and an updated heating system. These substantial improvements offer the immediate enjoyment of a move-in-ready home without the disruption and expense of a major renovation. A bright breezeway connects the home to its attached one-car garage, providing convenient, sheltered access, while the full basement offers valuable storage and utility space. A separate in-law residence toward the front of the parcel is currently leased for $1,700 per month. This rental income provides a meaningful financial advantage, helping offset ownership expenses while adding versatility and value.

252 Boston Post Rd, Madison

$699,900

Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming living room with a fireplace, a formal dining room, an eat-in kitchen, and a generous family room with a second fireplace. A wonderful, sun porch overlooks the peaceful backyard, creating the perfect space to relax or entertain. Upstairs, you'll find four spacious bedrooms, including the primary suite with a private bath and walk-in closets. The finished lower level provides additional flexible living space for a recreation room, home office or gym. Additional highlights include a 2-car garage, newer roof, siding and windows, plus the convenience and peace of mind of natural gas and a whole-house generator. New septic tank installed to the current septic system. Neck River School district

4 Beds ⋅ 3 Baths ⋅ 24216661 MLS

Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming living room with a fireplace, a formal dining room, an eat-in kitchen, and a generous family room with a second fireplace. A wonderful, sun porch overlooks the peaceful backyard, creating the perfect space to relax or entertain. Upstairs, you'll find four spacious bedrooms, including the primary suite with a private bath and walk-in closets. The finished lower level provides additional flexible living space for a recreation room, home office or gym. Additional highlights include a 2-car garage, newer roof, siding and windows, plus the convenience and peace of mind of natural gas and a whole-house generator. New septic tank installed to the current septic system. Neck River School district

7 Milestone Ln, Madison

$599,000

Timeless New England charm meets contemporary style in this beautifully remodeled Cape, where classic character and thoughtful modern updates come together effortlessly. The inviting interior features an open-concept kitchen and dining area designed for both everyday living and effortless entertaining. Just off the kitchen, a lovely deck extends the living space outdoors, creating the perfect setting for al fresco dining, relaxed afternoons, and gathering with family and friends. The spacious living room, centered around a wood-burning fireplace, offers warmth and timeless appeal. Two generously sized bedrooms, beautifully updated bathrooms, and California Closets provide comfort and refined functionality. The completely reimagined basement offers exceptional versatility, with flexible bonus spaces ideal for a home office, guest retreat, gym, playroom, or additional living area. A garage adds convenience and valuable storage. Ideally situated near town, local shops, beautiful beaches, and a brand-new elementary school, this home offers the best of coastal New England living, blending enduring charm, modern comfort, and a location that makes everyday life feel just a little more special.

2 Beds ⋅ 3 Baths ⋅ 24215402 MLS

Timeless New England charm meets contemporary style in this beautifully remodeled Cape, where classic character and thoughtful modern updates come together effortlessly. The inviting interior features an open-concept kitchen and dining area designed for both everyday living and effortless entertaining. Just off the kitchen, a lovely deck extends the living space outdoors, creating the perfect setting for al fresco dining, relaxed afternoons, and gathering with family and friends. The spacious living room, centered around a wood-burning fireplace, offers warmth and timeless appeal. Two generously sized bedrooms, beautifully updated bathrooms, and California Closets provide comfort and refined functionality. The completely reimagined basement offers exceptional versatility, with flexible bonus spaces ideal for a home office, guest retreat, gym, playroom, or additional living area. A garage adds convenience and valuable storage. Ideally situated near town, local shops, beautiful beaches, and a brand-new elementary school, this home offers the best of coastal New England living, blending enduring charm, modern comfort, and a location that makes everyday life feel just a little more special.

182 Green Hill Rd, Madison

$395,000

A terrific home at a remarkable price for Madison! This solid, well-maintained property offers incredible potential for buyers looking to make a home their own. Lovingly cared for more than 60 years by the original owner, this home is now ready for its next chapter. While cosmetic updates would enhance the interior, it offers the opportunity to move right in and make renovations over time, at your own pace. Notable improvements include low-maintenance vinyl siding, a new well pump, a new garage door, a whole-house generator, and a roof just over 10 years old. The property also boasts a large, private lot with attractive landscaping, providing a peaceful setting to enjoy the outdoors. The best part of this home is the four season bonus room addition featuring vaulted ceiling and flooded with natural light. It provides the perfect space to entertain company. With its solid construction, history of care, and opportunity for personalization, this property offers exceptional value. Bring your vision and make this well-loved home your own! The home is an estate sale and is being sold as-is. Offers must include as-is rider. **HIGHEST/BEST DUE BY 6 PM- 10/26. **

3 Beds ⋅ 2 Baths ⋅ 24215669 MLS

A terrific home at a remarkable price for Madison! This solid, well-maintained property offers incredible potential for buyers looking to make a home their own. Lovingly cared for more than 60 years by the original owner, this home is now ready for its next chapter. While cosmetic updates would enhance the interior, it offers the opportunity to move right in and make renovations over time, at your own pace. Notable improvements include low-maintenance vinyl siding, a new well pump, a new garage door, a whole-house generator, and a roof just over 10 years old. The property also boasts a large, private lot with attractive landscaping, providing a peaceful setting to enjoy the outdoors. The best part of this home is the four season bonus room addition featuring vaulted ceiling and flooded with natural light. It provides the perfect space to entertain company. With its solid construction, history of care, and opportunity for personalization, this property offers exceptional value. Bring your vision and make this well-loved home your own! The home is an estate sale and is being sold as-is. Offers must include as-is rider. **HIGHEST/BEST DUE BY 6 PM- 10/26. **

466 County Rd, 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

$695,000

Take a 3D Tour OR Enjoy a Video Walkthrough 24/7! Move right into this charming 4 BR, 2 Bath Madison farmhouse offering 1,956 SF of living space on a nearly 1-acre, level lot backing to protected land trust open space! Built in 1940 with a spacious 1980 addition, this home combines classic character with thoughtful updates, including the convenience of a first-floor primary BR. Three additional BRs upstairs provide flexibility for guests, hobbies or work-from-home needs. Beautiful hardwood floors, a welcoming Living Room with stone fireplace & sunny bay window, a bright, spacious Kitchen with breakfast bar, formal Dining Room, home Office & an expansive Rec Room with direct access to the rear deck provide plenty of room to spread out. The major improvements are already complete: NEW roof (2024), furnace & central A/C (2023), water heater (2022), septic tank (2011), replacement windows (2008) & upgraded 200-amp electrical service. Low-maintenance aluminum siding adds to the appeal. Relax on the inviting 3-season enclosed front porch with windows or entertain on the expansive rear deck overlooking the level backyard & protected land trust open space. A detached 2-car garage offers convenient loft storage. Enjoy quick access to I-95, Madison's charming village center, shoreline & Hammonasset Beach State Park. At $695,000, this move-in-ready home offers space, flexibility & significant recent improvements. Schedule your private showing today!

4 Beds ⋅ 2 Baths ⋅ 24215254 MLS

Take a 3D Tour OR Enjoy a Video Walkthrough 24/7! Move right into this charming 4 BR, 2 Bath Madison farmhouse offering 1,956 SF of living space on a nearly 1-acre, level lot backing to protected land trust open space! Built in 1940 with a spacious 1980 addition, this home combines classic character with thoughtful updates, including the convenience of a first-floor primary BR. Three additional BRs upstairs provide flexibility for guests, hobbies or work-from-home needs. Beautiful hardwood floors, a welcoming Living Room with stone fireplace & sunny bay window, a bright, spacious Kitchen with breakfast bar, formal Dining Room, home Office & an expansive Rec Room with direct access to the rear deck provide plenty of room to spread out. The major improvements are already complete: NEW roof (2024), furnace & central A/C (2023), water heater (2022), septic tank (2011), replacement windows (2008) & upgraded 200-amp electrical service. Low-maintenance aluminum siding adds to the appeal. Relax on the inviting 3-season enclosed front porch with windows or entertain on the expansive rear deck overlooking the level backyard & protected land trust open space. A detached 2-car garage offers convenient loft storage. Enjoy quick access to I-95, Madison's charming village center, shoreline & Hammonasset Beach State Park. At $695,000, this move-in-ready home offers space, flexibility & significant recent improvements. Schedule your private showing today!

67 Nortontown Rd, Madison

$569,900

Beautifully updated and wonderfully maintained, this exceptional 4-bedroom Colonial offers a great & comfortable lifestyle in a highly desirable Madison location. From the moment you enter, you'll appreciate the natural light, handsome hardwood floors, and thoughtful improvements throughout. At the heart of the home is a gorgeous, sun-filled kitchen featuring a big bay window, center island, granite countertops, gas range, stainless appliances, and pantry. Just beyond the kitchen, the inviting family room makes a wonderful gathering space with its soaring cathedral ceiling, wood stove, and glass French doors opening to a fabulous multi-level deck. The spacious living room is filled with natural light, while the dining room is perfectly suited for entertaining. Upstairs, the private primary suite features a remodeled full bath, accompanied by three additional bedrooms and a second beautifully updated full bath. The extensive list of improvements includes replacement windows, brand-new roof, new oil tank, new well pump and water softener, and a whole-house generator.Outside, the attractive, easy-care yard provides plenty of room to relax and entertain, while the two-car garage and central air adds everyday convenience. A wonderful opportunity to enjoy the best of Madison living in a home where style, comfort, and quality updates come together beautifully. OFFERS HAVE BEEN RECEIVED. HIGHEST & BEST WITH NO ESCALATIONS TO BE IN BY 10AM MONDAY OCTOBER 19th

4 Beds ⋅ 3 Baths ⋅ 24211348 MLS

Beautifully updated and wonderfully maintained, this exceptional 4-bedroom Colonial offers a great & comfortable lifestyle in a highly desirable Madison location. From the moment you enter, you'll appreciate the natural light, handsome hardwood floors, and thoughtful improvements throughout. At the heart of the home is a gorgeous, sun-filled kitchen featuring a big bay window, center island, granite countertops, gas range, stainless appliances, and pantry. Just beyond the kitchen, the inviting family room makes a wonderful gathering space with its soaring cathedral ceiling, wood stove, and glass French doors opening to a fabulous multi-level deck. The spacious living room is filled with natural light, while the dining room is perfectly suited for entertaining. Upstairs, the private primary suite features a remodeled full bath, accompanied by three additional bedrooms and a second beautifully updated full bath. The extensive list of improvements includes replacement windows, brand-new roof, new oil tank, new well pump and water softener, and a whole-house generator.Outside, the attractive, easy-care yard provides plenty of room to relax and entertain, while the two-car garage and central air adds everyday convenience. A wonderful opportunity to enjoy the best of Madison living in a home where style, comfort, and quality updates come together beautifully. OFFERS HAVE BEEN RECEIVED. HIGHEST & BEST WITH NO ESCALATIONS TO BE IN BY 10AM MONDAY OCTOBER 19th

41 Bradley Corners Rd, Madison

$850,000

Welcome to 69 Bradley Corners Road, a truly unique property nestled on over 6 acres in beautiful Madison! Offering an incredible combination of privacy, space, and resort-style amenities, this home is anything but ordinary. Enjoy your own private retreat complete with a picturesque pond, tennis court, and in-ground pool, perfect for entertaining or simply enjoying everything this property has to offer. Inside, you'll find a stunning primary suite and a spacious layout featuring a full in-law apartment for guests or multigenerational living. Looking for even more space? The lower level offers additional potential to expand your living area and make it your own. With over 6 acres to enjoy, endless possibilities, and amenities rarely found together in one property, this is truly a one-of-a-kind opportunity. Properties like this don't come along often. Don't miss your chance to see everything this incredible Madison home has to offer!

7 Beds ⋅ 4 Baths ⋅ 24214953 MLS

Welcome to 69 Bradley Corners Road, a truly unique property nestled on over 6 acres in beautiful Madison! Offering an incredible combination of privacy, space, and resort-style amenities, this home is anything but ordinary. Enjoy your own private retreat complete with a picturesque pond, tennis court, and in-ground pool, perfect for entertaining or simply enjoying everything this property has to offer. Inside, you'll find a stunning primary suite and a spacious layout featuring a full in-law apartment for guests or multigenerational living. Looking for even more space? The lower level offers additional potential to expand your living area and make it your own. With over 6 acres to enjoy, endless possibilities, and amenities rarely found together in one property, this is truly a one-of-a-kind opportunity. Properties like this don't come along often. Don't miss your chance to see everything this incredible Madison home has to offer!

69 Bradley Corners Rd, Madison

$599,000

Welcome to this beautifully maintained home on a cul-de-sac street. Low traffic, great for play. When entering this inviting home, the foyer greets you with the natural light of the main living room's oversized windows creating a bright ambience that flows seamlessly into the eat-in kitchen and dining area. The updated kitchen features newer stainless steel appliances (2024), while beautiful hardwood floors add warmth and character throughout the main level. Just a few steps up, you'll find three generously sized bedrooms,including a spacious primary bedroom, all featuring beautiful hardwood floors that continue into the hallway. Entire interior painted, along with new interior doors (2024). The versatile lower level offers additional living space, complete with a cozy raised hearth fireplace w/newer wood-burning/pellet stove (2023), newly renovated full bathroom and laundry area(2020). Whether you envision a comfortable family room, home office,or creative retreat,this space offers endless possibilities. Step outside onto the expansive deck overlooking a lush,lovingly landscaped property and spacious, level yard.This private outdoor oasis is perfect for summer entertaining,relaxing evenings, or simply enjoying the peaceful surroundings. Complete with a two-car garage and ideally situated just minutes from schools (Neck River, Polson,Hand) the shoreline, shopping, restaurants, and interstates, this home offers the perfect combination of style, functionality, and convenience.

3 Beds ⋅ 2 Baths ⋅ 24214239 MLS

Welcome to this beautifully maintained home on a cul-de-sac street. Low traffic, great for play. When entering this inviting home, the foyer greets you with the natural light of the main living room's oversized windows creating a bright ambience that flows seamlessly into the eat-in kitchen and dining area. The updated kitchen features newer stainless steel appliances (2024), while beautiful hardwood floors add warmth and character throughout the main level. Just a few steps up, you'll find three generously sized bedrooms,including a spacious primary bedroom, all featuring beautiful hardwood floors that continue into the hallway. Entire interior painted, along with new interior doors (2024). The versatile lower level offers additional living space, complete with a cozy raised hearth fireplace w/newer wood-burning/pellet stove (2023), newly renovated full bathroom and laundry area(2020). Whether you envision a comfortable family room, home office,or creative retreat,this space offers endless possibilities. Step outside onto the expansive deck overlooking a lush,lovingly landscaped property and spacious, level yard.This private outdoor oasis is perfect for summer entertaining,relaxing evenings, or simply enjoying the peaceful surroundings. Complete with a two-car garage and ideally situated just minutes from schools (Neck River, Polson,Hand) the shoreline, shopping, restaurants, and interstates, this home offers the perfect combination of style, functionality, and convenience.

16 Tamarac Dr, Madison

$1,200,000

Park like property with enchanting pathways to Neck River. Charming pathways have native perennials and many choice bushes and trees. All thoughtfully planned. Relax and view the osprey. The home has beautiful hardwood floors, recently painted inside and many updates. The new chef will enjoy the Gedney kitchen. Living rm w/beautiful fplc open to Din rim. Family room, 3 bedrms, 2.1 baths. This is a very special ranch home in a coveted neighborhood with all that beautiful Madison has to offer! Great schools, beaches, new library, high end small stores, restaurants and much more!

3 Beds ⋅ 3 Baths ⋅ 24115570 MLS

Park like property with enchanting pathways to Neck River. Charming pathways have native perennials and many choice bushes and trees. All thoughtfully planned. Relax and view the osprey. The home has beautiful hardwood floors, recently painted inside and many updates. The new chef will enjoy the Gedney kitchen. Living rm w/beautiful fplc open to Din rim. Family room, 3 bedrms, 2.1 baths. This is a very special ranch home in a coveted neighborhood with all that beautiful Madison has to offer! Great schools, beaches, new library, high end small stores, restaurants and much more!

56 River Edge Farms Rd, Madison

$799,000

This "Diamond in the Rough" is ready for its next owners to create lasting memories. Located just a short walk to a private association beach in one of Madison's most desirable shoreline neighborhoods, this home offers an incredible opportunity to make it shine. While it does need TLC, the investment is well worth it , as proven by the beautifully-transformed nearby homes. Bungalow in style, the home has the original beadboard wainscoting on the walls and ceilings, reminiscent of the 1920's, and consists 5 rooms including 3 bedrooms and a LR/DR combination with a wood stove that is currently in the LR fireplace. One might imagine that the enclosed front porch had been used as a sleeping porch during the summer months. There is central air conditioning and a whole-house generator plus a 2-car detached garage. Enjoy all Madison has to offer, which includes excellent restaurants, a private award-winning bookstore and cafe in the center of town, a wonderful library and several delightful shops in which to indulge one's self. The Green in the center of town hosts many cultural events, including the popular July 4th concert featuring a symphony orchestra's performance of well-known patriotic music.

3 Beds ⋅ 1 Baths ⋅ 24213904 MLS

This "Diamond in the Rough" is ready for its next owners to create lasting memories. Located just a short walk to a private association beach in one of Madison's most desirable shoreline neighborhoods, this home offers an incredible opportunity to make it shine. While it does need TLC, the investment is well worth it , as proven by the beautifully-transformed nearby homes. Bungalow in style, the home has the original beadboard wainscoting on the walls and ceilings, reminiscent of the 1920's, and consists 5 rooms including 3 bedrooms and a LR/DR combination with a wood stove that is currently in the LR fireplace. One might imagine that the enclosed front porch had been used as a sleeping porch during the summer months. There is central air conditioning and a whole-house generator plus a 2-car detached garage. Enjoy all Madison has to offer, which includes excellent restaurants, a private award-winning bookstore and cafe in the center of town, a wonderful library and several delightful shops in which to indulge one's self. The Green in the center of town hosts many cultural events, including the popular July 4th concert featuring a symphony orchestra's performance of well-known patriotic music.

7 Highland Ter, Madison

$1,125,000

Set on a prime corner lot, this classic New England colonial is perfectly sited to welcome you home. The professional landscaping and stunning hardscaping accent this spectacular property. Step inside to a sun-drenched two-story foyer where detailed wainscoting and warm hardwood floors greet you. Elegant crown molding and custom paneling seamlessly frame the light-filled main spaces. At the center of daily life sits a custom chef's kitchen with an oversized island made for large or small gatherings. It flows into a family room anchored by a cozy fireplace, offering endless room for all - perfect for holidays or everyday! Access the deck and patio from either the family room or the kitchen and appreciate the added space for overflow when entertaining. Upstairs, the primary suite is surrounded by recessed panel wainscoting and crowned with an elegant tray ceiling, features a walk-in closet and expansive bathroom. Three spacious bedrooms complete the second floor as well as a hall bath, laundry and abundant storage. Expanding your options, a massive bonus room stretches over the entire three-car garage, ideal for a media room, play area, or home office.

4 Beds ⋅ 3 Baths ⋅ 24200335 MLS

Set on a prime corner lot, this classic New England colonial is perfectly sited to welcome you home. The professional landscaping and stunning hardscaping accent this spectacular property. Step inside to a sun-drenched two-story foyer where detailed wainscoting and warm hardwood floors greet you. Elegant crown molding and custom paneling seamlessly frame the light-filled main spaces. At the center of daily life sits a custom chef's kitchen with an oversized island made for large or small gatherings. It flows into a family room anchored by a cozy fireplace, offering endless room for all - perfect for holidays or everyday! Access the deck and patio from either the family room or the kitchen and appreciate the added space for overflow when entertaining. Upstairs, the primary suite is surrounded by recessed panel wainscoting and crowned with an elegant tray ceiling, features a walk-in closet and expansive bathroom. Three spacious bedrooms complete the second floor as well as a hall bath, laundry and abundant storage. Expanding your options, a massive bonus room stretches over the entire three-car garage, ideal for a media room, play area, or home office.

24 Buck Hill Rd, 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

$2,495,000

This charming 1920 coastal home, rich in character and timeless appeal, must not be missed. Seamlessly blending architectural details with breezy seaside style, it embodies classic coastal living. Designed around a distinctive gable-front-and-wing architectural footprint, the home extends deeply from front to back, creating abundant interior space while maximizing outdoor living. An open floor plan, hardwood floors, plentiful windows, beadboard detailing, and a mix of cathedral and tray ceilings fill the home with natural light and offer glimpses of the Long Island Sound. The lush, fenced private gardens provide a serene setting for entertaining, relaxing, and recreation. Three separate entrances from the house lead to a step-down slate patio, creating an effortless connection between indoor and outdoor living. The kitchen, three bathrooms, and glass enclosed porch have been thoughtfully updated, featuring stainless steel appliances and beautiful bluestone flooring. Two staircases and double sitting rooms provide flexibility for everyday living and entertaining. Two fireplaces add warmth and character, while two laundry rooms and dual-zone heating and air conditioning provide convenience. Just minutes from downtown Madison and the train station, the property offers access to two beaches- including one just three houses away, plus deeded rights to the coveted Barberry Farms Association beach, making this home a truly special seaside retreat.

3 Beds ⋅ 3 Baths ⋅ 24212438 MLS

This charming 1920 coastal home, rich in character and timeless appeal, must not be missed. Seamlessly blending architectural details with breezy seaside style, it embodies classic coastal living. Designed around a distinctive gable-front-and-wing architectural footprint, the home extends deeply from front to back, creating abundant interior space while maximizing outdoor living. An open floor plan, hardwood floors, plentiful windows, beadboard detailing, and a mix of cathedral and tray ceilings fill the home with natural light and offer glimpses of the Long Island Sound. The lush, fenced private gardens provide a serene setting for entertaining, relaxing, and recreation. Three separate entrances from the house lead to a step-down slate patio, creating an effortless connection between indoor and outdoor living. The kitchen, three bathrooms, and glass enclosed porch have been thoughtfully updated, featuring stainless steel appliances and beautiful bluestone flooring. Two staircases and double sitting rooms provide flexibility for everyday living and entertaining. Two fireplaces add warmth and character, while two laundry rooms and dual-zone heating and air conditioning provide convenience. Just minutes from downtown Madison and the train station, the property offers access to two beaches- including one just three houses away, plus deeded rights to the coveted Barberry Farms Association beach, making this home a truly special seaside retreat.

31 Neptune Ave, Madison

$599,900

Nestled on a picturesque stretch of Madison's desirable shoreline community, this exceptional property offers the perfect blend of New England charm, privacy, and convenience. Set on a beautifully maintained lot, 14 Bower Road provides an inviting setting for year-round living or a relaxing coastal retreat. Thoughtfully designed living spaces are filled with natural light, creating a warm and welcoming atmosphere throughout. The home features spacious gathering areas, a well-appointed kitchen, comfortable bedrooms, and seamless indoor-outdoor living ideal for entertaining family and friends. Outdoor spaces offer room to relax, garden, or simply enjoy the tranquility of the surrounding landscape. Ideally located just minutes from Madison's vibrant town center, beaches, boutiques, restaurants, and commuter routes, this property combines a peaceful residential setting with easy access to everything the Connecticut shoreline has to offer. A two-car attached garage and full walk-out basement provide excellent storage, workshop space, or future finishing potential. The private backyard offers plenty of room for entertaining.

4 Beds ⋅ 2 Baths ⋅ 24212728 MLS

Nestled on a picturesque stretch of Madison's desirable shoreline community, this exceptional property offers the perfect blend of New England charm, privacy, and convenience. Set on a beautifully maintained lot, 14 Bower Road provides an inviting setting for year-round living or a relaxing coastal retreat. Thoughtfully designed living spaces are filled with natural light, creating a warm and welcoming atmosphere throughout. The home features spacious gathering areas, a well-appointed kitchen, comfortable bedrooms, and seamless indoor-outdoor living ideal for entertaining family and friends. Outdoor spaces offer room to relax, garden, or simply enjoy the tranquility of the surrounding landscape. Ideally located just minutes from Madison's vibrant town center, beaches, boutiques, restaurants, and commuter routes, this property combines a peaceful residential setting with easy access to everything the Connecticut shoreline has to offer. A two-car attached garage and full walk-out basement provide excellent storage, workshop space, or future finishing potential. The private backyard offers plenty of room for entertaining.

14 Bower Rd, Madison

$449,000

Tucked away on a private setting high above Scotland Road, 270 Scotland Road offers the perfect combination of privacy, space, and natural beauty. Set on approximately 2 acres of lightly wooded land, this 3-bedroom, 1.5-bath raised ranch enjoys elevated surroundings with seasonal views toward the Hammonasset River. The main level features a comfortable, flowing layout with hardwood floors throughout the spacious living room, complete with a fireplace that creates a warm and inviting focal point. The updated kitchen offers stainless steel appliances, tiled flooring, and a generous dining area with plenty of space for everyday living and entertaining. Three bedrooms and a full and half bath are conveniently located on the main level. Downstairs, you'll find additional finished living space with a beautiful brick fireplace, offering flexibility for a family room, home office, recreation area, or guest space. Set back in a private, lightly wooded setting, this home offers the opportunity to enjoy the peace and privacy of acreage while remaining conveniently located in Madison. With its elevated setting, river views, spacious lot, and flexible living space, 270 Scotland Road is a property worth seeing in person.

3 Beds ⋅ 2 Baths ⋅ 24210705 MLS

Tucked away on a private setting high above Scotland Road, 270 Scotland Road offers the perfect combination of privacy, space, and natural beauty. Set on approximately 2 acres of lightly wooded land, this 3-bedroom, 1.5-bath raised ranch enjoys elevated surroundings with seasonal views toward the Hammonasset River. The main level features a comfortable, flowing layout with hardwood floors throughout the spacious living room, complete with a fireplace that creates a warm and inviting focal point. The updated kitchen offers stainless steel appliances, tiled flooring, and a generous dining area with plenty of space for everyday living and entertaining. Three bedrooms and a full and half bath are conveniently located on the main level. Downstairs, you'll find additional finished living space with a beautiful brick fireplace, offering flexibility for a family room, home office, recreation area, or guest space. Set back in a private, lightly wooded setting, this home offers the opportunity to enjoy the peace and privacy of acreage while remaining conveniently located in Madison. With its elevated setting, river views, spacious lot, and flexible living space, 270 Scotland Road is a property worth seeing in person.

270 Scotland Rd, Madison

$1,600,000

Set on one of Madison's most coveted streets, this distinguished 3665-square-foot Colonial offers a rare combination of refined living space and a private resort-style setting, all just minutes from downtown Madison. A gracious two-story foyer with classic wainscoting sets the tone, leading to an elegant formal dining room and a private main-level office. At the heart of the home, the chef's kitchen is finished with crisp white cabinetry, granite counters, a gas cooktop, double wall ovens, a walk-in pantry, and an oversized island with seating. It flows into a sunlit breakfast room and a welcoming family room with a gas fireplace. Gleaming hardwood floors run throughout. The second floor offers four generous bedrooms, including a serene primary suite with a spa-inspired bath and two walk-in closets. A second-floor laundry and a versatile bonus room above the garage, ideal as a home gym, playroom, or media retreat, add everyday ease and room to grow. Outdoors, the property is a true private escape. A spacious deck off the main living area offers room for alfresco dining and lounging, with stairs leading down to a beautifully landscaped, fully fenced yard framed by mature evergreens. The centerpiece is a stunning free-form in-ground pool surrounded by an expansive stamped concrete terrace, where a raised stone spa spills into the pool over a cascading waterfall.

4 Beds ⋅ 4 Baths ⋅ 24208958 MLS

Set on one of Madison's most coveted streets, this distinguished 3665-square-foot Colonial offers a rare combination of refined living space and a private resort-style setting, all just minutes from downtown Madison. A gracious two-story foyer with classic wainscoting sets the tone, leading to an elegant formal dining room and a private main-level office. At the heart of the home, the chef's kitchen is finished with crisp white cabinetry, granite counters, a gas cooktop, double wall ovens, a walk-in pantry, and an oversized island with seating. It flows into a sunlit breakfast room and a welcoming family room with a gas fireplace. Gleaming hardwood floors run throughout. The second floor offers four generous bedrooms, including a serene primary suite with a spa-inspired bath and two walk-in closets. A second-floor laundry and a versatile bonus room above the garage, ideal as a home gym, playroom, or media retreat, add everyday ease and room to grow. Outdoors, the property is a true private escape. A spacious deck off the main living area offers room for alfresco dining and lounging, with stairs leading down to a beautifully landscaped, fully fenced yard framed by mature evergreens. The centerpiece is a stunning free-form in-ground pool surrounded by an expansive stamped concrete terrace, where a raised stone spa spills into the pool over a cascading waterfall.

87 Wildcat Springs Dr, Madison

$600,000

**Offered for the first time in over 54 years, this oversized ranch provides exceptional space, flexibility, and charm. Originally built in 1972 by a longtime Madison resident for his two daughters, this 2,240squarefoot home has been thoughtfully designed to accommodate a variety of living arrangements. Located in Madison's desirable southern section on a generous 1.33acre lot, the property offers convenient access to the downtown village, sandy town beaches, Hammonasset State Park's walking trails, and Madison's Town Campus. It's a rare opportunity to enjoy privacy while remaining close to everything Madison has to offer. This unique residence was constructed as a true duplex ranch, featuring two full kitchens, two living rooms, and two full baths-all connected and all on one level. A welcoming front foyer provides two separate entrances, complemented by two additional rear entrances. With three bedrooms on one side and two bedrooms on the other, the layout is ideal for an inlaw suite, multigenerational living, or simply enjoying the benefit of five total bedrooms and abundant square footage. Craftsmanship from a bygone era is evident throughout, with many rooms showcasing the original parquet hardwood floors. Both kitchens open directly to the expansive and private rear yard, offering wonderful outdoor enjoyment and potential for future expansion if desired. Don't miss this rare chance to own two homes in one-a truly special offering in Madison.

5 Beds ⋅ 2 Baths ⋅ 24210111 MLS

**Offered for the first time in over 54 years, this oversized ranch provides exceptional space, flexibility, and charm. Originally built in 1972 by a longtime Madison resident for his two daughters, this 2,240squarefoot home has been thoughtfully designed to accommodate a variety of living arrangements. Located in Madison's desirable southern section on a generous 1.33acre lot, the property offers convenient access to the downtown village, sandy town beaches, Hammonasset State Park's walking trails, and Madison's Town Campus. It's a rare opportunity to enjoy privacy while remaining close to everything Madison has to offer. This unique residence was constructed as a true duplex ranch, featuring two full kitchens, two living rooms, and two full baths-all connected and all on one level. A welcoming front foyer provides two separate entrances, complemented by two additional rear entrances. With three bedrooms on one side and two bedrooms on the other, the layout is ideal for an inlaw suite, multigenerational living, or simply enjoying the benefit of five total bedrooms and abundant square footage. Craftsmanship from a bygone era is evident throughout, with many rooms showcasing the original parquet hardwood floors. Both kitchens open directly to the expansive and private rear yard, offering wonderful outdoor enjoyment and potential for future expansion if desired. Don't miss this rare chance to own two homes in one-a truly special offering in Madison.

273 Horse Pond Rd, Madison

$375,000

Welcome to 371 Race Hill Road, a 3-bedroom, 2-bath home offering 1,236 square feet of comfortable living on a private 1.12-acre lot in desirable Madison. The well-laid-out floor plan makes everyday living easy, while the generous yard gives you room to garden, play, and entertain. Recent updates include a new electric water heater (2025), and the home is heated by an oil-fired furnace with a 330-gallon tank. Conveniently located near Madison's shoreline, town center, shopping, and dining, with easy access to I-95. Furnishings are available for purchase, offering the incoming buyer a turnkey option.

3 Beds ⋅ 2 Baths ⋅ 24209422 MLS

Welcome to 371 Race Hill Road, a 3-bedroom, 2-bath home offering 1,236 square feet of comfortable living on a private 1.12-acre lot in desirable Madison. The well-laid-out floor plan makes everyday living easy, while the generous yard gives you room to garden, play, and entertain. Recent updates include a new electric water heater (2025), and the home is heated by an oil-fired furnace with a 330-gallon tank. Conveniently located near Madison's shoreline, town center, shopping, and dining, with easy access to I-95. Furnishings are available for purchase, offering the incoming buyer a turnkey option.

371 Race Hill Rd, Madison

$799,999

A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored to the studs in 1996, the 2,091 sq.ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room, which could also work as a 1st floor bedroom, is highlighted by a 2nd original fireplace, built-ins and a full bath. The formal living room is distinguished with a 3rd fireplace, loads of windows and original cabinetry. A charming kitchen with cathedral ceilings and exposed beams, and a terrific sun room with a stone floor and private entrance complete the main living spaces. Upstairs you'll find three bedrooms and a full bath. And then there is the guest cottage! A beautifully renovated, year-round 701 sq.ft. legal one-bedroom cottage, that is an exceptional addition to the property-ideal for guests, extended family, a private office or rental use. Thoughtfully refinished and entirely independent, the cottage adds a level of flexibility rarely found.

4 Beds ⋅ 3 Baths ⋅ 24208079 MLS

A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored to the studs in 1996, the 2,091 sq.ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room, which could also work as a 1st floor bedroom, is highlighted by a 2nd original fireplace, built-ins and a full bath. The formal living room is distinguished with a 3rd fireplace, loads of windows and original cabinetry. A charming kitchen with cathedral ceilings and exposed beams, and a terrific sun room with a stone floor and private entrance complete the main living spaces. Upstairs you'll find three bedrooms and a full bath. And then there is the guest cottage! A beautifully renovated, year-round 701 sq.ft. legal one-bedroom cottage, that is an exceptional addition to the property-ideal for guests, extended family, a private office or rental use. Thoughtfully refinished and entirely independent, the cottage adds a level of flexibility rarely found.

150 Race Hill Rd, Madison

$799,900

Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a beautifully renovated kitchen. A chef's dream, the kitchen boasts crisp white cabinetry, a contrasting grey-washed center island with waterfall "Carrara-style" quartz countertops, and a spacious dining area perfect for hosting large gatherings. French doors open to a serene four-season porch and a sizable deck, making indoor-outdoor entertaining effortless. The main level also features a generous family room with a cozy gas fireplace. With its own private entrance, this versatile space is ideal for an in-law suite, au-pair quarters, or a quiet home office. Upstairs, the primary suite is a true sanctuary, complete with a walk-in closet and a tastefully renovated, spa-like bath featuring heated floors. Three additional spacious bedrooms, all customized with California Closets, share a second beautifully updated full bath. Freshly painted throughout, the home also features a finished lower level with brand-new composite flooring and a highly functional mudroom just off the garage. This is a lovely home in a sought after private neighborhood and the community of Heatherwood is special within itself- come and experience all that it has to offer.

4 Beds ⋅ 3 Baths ⋅ 24206829 MLS

Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a beautifully renovated kitchen. A chef's dream, the kitchen boasts crisp white cabinetry, a contrasting grey-washed center island with waterfall "Carrara-style" quartz countertops, and a spacious dining area perfect for hosting large gatherings. French doors open to a serene four-season porch and a sizable deck, making indoor-outdoor entertaining effortless. The main level also features a generous family room with a cozy gas fireplace. With its own private entrance, this versatile space is ideal for an in-law suite, au-pair quarters, or a quiet home office. Upstairs, the primary suite is a true sanctuary, complete with a walk-in closet and a tastefully renovated, spa-like bath featuring heated floors. Three additional spacious bedrooms, all customized with California Closets, share a second beautifully updated full bath. Freshly painted throughout, the home also features a finished lower level with brand-new composite flooring and a highly functional mudroom just off the garage. This is a lovely home in a sought after private neighborhood and the community of Heatherwood is special within itself- come and experience all that it has to offer.

42 Concord Dr, Madison

$675,000

***Seller financing available - below market rate! Ask agent for details*** This sun-drenched and beautifully updated Cape offers a rare blend of charm, versatility, and an exceptional shoreline location. With two distinct living spaces, the property presents an outstanding opportunity for multigenerational living or a compelling investment property. The main residence features a stylishly renovated kitchen opening to a spacious dining area, two bedrooms-including an impressively spacious primary bedroom-two full baths, and a fabulous rear deck perfect for outdoor dining and entertaining. The attached in-law suite offers privacy and independence with its own updated kitchenette, full bath, washer and dryer, and beautiful open loft-style bedroom-ideal for extended family, guests, a private home office, or potential rental income. Outside, enjoy a large detached garage, hot tub, and storage shed. Located across from Cole's Farm, with a fishing pond just a short walk away and Hammonasset Beach State Park within an easy bike ride. Convenient to scenic trails, downtown, shopping, and dining, this unique property offers extraordinary flexibility and coastal living at its best!

3 Beds ⋅ 3 Baths ⋅ 24207706 MLS

***Seller financing available - below market rate! Ask agent for details*** This sun-drenched and beautifully updated Cape offers a rare blend of charm, versatility, and an exceptional shoreline location. With two distinct living spaces, the property presents an outstanding opportunity for multigenerational living or a compelling investment property. The main residence features a stylishly renovated kitchen opening to a spacious dining area, two bedrooms-including an impressively spacious primary bedroom-two full baths, and a fabulous rear deck perfect for outdoor dining and entertaining. The attached in-law suite offers privacy and independence with its own updated kitchenette, full bath, washer and dryer, and beautiful open loft-style bedroom-ideal for extended family, guests, a private home office, or potential rental income. Outside, enjoy a large detached garage, hot tub, and storage shed. Located across from Cole's Farm, with a fishing pond just a short walk away and Hammonasset Beach State Park within an easy bike ride. Convenient to scenic trails, downtown, shopping, and dining, this unique property offers extraordinary flexibility and coastal living at its best!

343 Horse Pond Rd, 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

$795,000

Welcome home to this classic four-bedroom Colonial offering timeless charm, modern updates, and an ideal layout for everyday living, complete with gorgeous wide plank flooring throughout. Freshly updated, the home features stylish new light fixtures and major mechanical upgrades, including a new roof (2022) and a new Carrier HVAC system for the second floor (2026). At the heart of the main level is an eat-in kitchen with cabinets painted in 2022, a new dishwasher (2024), and a spacious dining area set in front of a cozy fireplace. Sunlight pours into the breathtaking family room featuring soaring vaulted ceilings and a warm gas fireplace. Glass French doors open from the welcoming foyer into the living room, which boasts its own fireplace and connects seamlessly to the formal dining room. A dedicated mudroom off the kitchen includes a new washer and dryer (2024), alongside a convenient first-floor half bath. Upstairs, the primary suite serves as a peaceful retreat with vaulted ceilings, an expansive walk-in closet, and a private full bath. Three additional generous bedrooms share a renovated full bath with double sinks. Step outside to an impressive deck overlooking a lush yard-perfect for outdoor dining, playing, or relaxing. Ideally located just minutes from top-rated schools, vibrant town amenities, and picturesque local beaches, this move-in-ready property offers the ultimate combination of space, style, and peace of mind.

4 Beds ⋅ 3 Baths ⋅ 24205125 MLS

Welcome home to this classic four-bedroom Colonial offering timeless charm, modern updates, and an ideal layout for everyday living, complete with gorgeous wide plank flooring throughout. Freshly updated, the home features stylish new light fixtures and major mechanical upgrades, including a new roof (2022) and a new Carrier HVAC system for the second floor (2026). At the heart of the main level is an eat-in kitchen with cabinets painted in 2022, a new dishwasher (2024), and a spacious dining area set in front of a cozy fireplace. Sunlight pours into the breathtaking family room featuring soaring vaulted ceilings and a warm gas fireplace. Glass French doors open from the welcoming foyer into the living room, which boasts its own fireplace and connects seamlessly to the formal dining room. A dedicated mudroom off the kitchen includes a new washer and dryer (2024), alongside a convenient first-floor half bath. Upstairs, the primary suite serves as a peaceful retreat with vaulted ceilings, an expansive walk-in closet, and a private full bath. Three additional generous bedrooms share a renovated full bath with double sinks. Step outside to an impressive deck overlooking a lush yard-perfect for outdoor dining, playing, or relaxing. Ideally located just minutes from top-rated schools, vibrant town amenities, and picturesque local beaches, this move-in-ready property offers the ultimate combination of space, style, and peace of mind.

3 Little Hollow Rd, Madison

$1,295,000

Set on nearly two private acres in a quiet, peaceful setting, this beautifully maintained home offers more than 4,000 square feet of spacious, light-filled living. Built in 1999 and presented in excellent condition, the home features an inviting open floor plan, generously sized rooms, four large bedrooms, and two fireplaces that add warmth and character. Abundant natural light highlights the home's beautiful architectural details and creates a bright, welcoming atmosphere throughout. The expansive living spaces offer wonderful flexibility for both everyday living and entertaining, while a peaceful deck provides the perfect place to relax and enjoy the privacy and natural surroundings. A full walk-out basement offers exceptional potential for additional finished living space-ideal for a home gym, recreation room, playroom, office, or media room. Completing the property is a spacious three-car garage. Offering impressive scale, privacy, natural light, and a serene setting, this exceptional home combines comfort and versatility with timeless appeal.

4 Beds ⋅ 3 Baths ⋅ 24200477 MLS

Set on nearly two private acres in a quiet, peaceful setting, this beautifully maintained home offers more than 4,000 square feet of spacious, light-filled living. Built in 1999 and presented in excellent condition, the home features an inviting open floor plan, generously sized rooms, four large bedrooms, and two fireplaces that add warmth and character. Abundant natural light highlights the home's beautiful architectural details and creates a bright, welcoming atmosphere throughout. The expansive living spaces offer wonderful flexibility for both everyday living and entertaining, while a peaceful deck provides the perfect place to relax and enjoy the privacy and natural surroundings. A full walk-out basement offers exceptional potential for additional finished living space-ideal for a home gym, recreation room, playroom, office, or media room. Completing the property is a spacious three-car garage. Offering impressive scale, privacy, natural light, and a serene setting, this exceptional home combines comfort and versatility with timeless appeal.

420 Summer Hill Rd, Madison

$1,149,000

A Rare Madison Historic Homestead - Built with Purpose, Rich in History Discover a truly distinctive property at the former Helen Foster Snow homestead. The home was owner-built for his own family, reflecting a personal vision of home and a place to put down roots, not a property created simply for resale. Its history and individuality set it apart from the ordinary. This special offering includes two separate parcels totaling approximately 3.02 acres. The approximately 1.5-acre homesite features the main residence, a separate one-bedroom guest house, two barns, and a picturesque pond, offering a unique combination of historic character, flexible living space, and room to pursue your interests. An additional approximately 1.52-acre parcel is included, providing extra land and future possibilities. Buildability has not been confirmed, and buyers are encouraged to conduct their own due diligence regarding zoning, approvals, and potential uses. Whether you envision multigenerational living, space for hobbies and creative pursuits, a workshop, or simply a property with character and room to spread out, this distinctive Madison homestead offers a rare opportunity to make a special place your own. More than a house, this is a property with a story, built for family and ready for its next chapter conveniently located just minutes from Hammonasset Beach State Park, The Surf Club, and all that the Connecticut shoreline has to offer.

4 Beds ⋅ 4 Baths ⋅ 24205471 MLS

A Rare Madison Historic Homestead - Built with Purpose, Rich in History Discover a truly distinctive property at the former Helen Foster Snow homestead. The home was owner-built for his own family, reflecting a personal vision of home and a place to put down roots, not a property created simply for resale. Its history and individuality set it apart from the ordinary. This special offering includes two separate parcels totaling approximately 3.02 acres. The approximately 1.5-acre homesite features the main residence, a separate one-bedroom guest house, two barns, and a picturesque pond, offering a unique combination of historic character, flexible living space, and room to pursue your interests. An additional approximately 1.52-acre parcel is included, providing extra land and future possibilities. Buildability has not been confirmed, and buyers are encouraged to conduct their own due diligence regarding zoning, approvals, and potential uses. Whether you envision multigenerational living, space for hobbies and creative pursuits, a workshop, or simply a property with character and room to spread out, this distinctive Madison homestead offers a rare opportunity to make a special place your own. More than a house, this is a property with a story, built for family and ready for its next chapter conveniently located just minutes from Hammonasset Beach State Park, The Surf Club, and all that the Connecticut shoreline has to offer.

148 Mungertown 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

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