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20 Forest Hills Dr, Madison
$713,500
3 Beds ⋅ 2 Baths ⋅ 24181268 MLS
Picture-perfect English Cape built in 1935, brimming with timeless charm and classic architectural details. A welcoming center-hall foyer features graceful archways leading to the formal living room, where custom built-ins frame the fireplace, and the elegant dining room with its original corner cabinet. It offers a sun-filled kitchen and a family room that opens to a rear deck overlooking a beautiful acre of private grounds. A full bath completes the first floor. Upstairs, three bedrooms are served by a centrally located hall bath featuring a classic tub that reflects the home's period character, with excellent potential for future expansion. The property also includes a detached two-car garage with a heated 350-square-foot studio/office-perfect for working from home, creative pursuits, a fitness space, or a private retreat. Set on a truly special property just 1.5 miles from downtown Madison and its beaches, this exceptional home offers the perfect blend of historic charm, privacy, and convenience.

20 Forest Hills Dr, Madison
7 Pent Rd, Madison
$710,000
2 Beds ⋅ 2 Baths ⋅ 24163642 MLS
Discover a hidden treasure in one of Madison's finest neighborhoods, featuring vintage bungalow charm. A bright and welcoming sun room, enhanced with baseboard heating, offers a serene space to relax in every season. The main floor includes a large combined living and dining room with stunning wood floors and a wood burning fireplace. Off of the bright and functional kitchen you will find a full bath, while the second floor houses a half bath alongside the bedrooms. The large unfinished basement is a real bonus and remarkably dry. An adorable seasonal guest cottage offers garage and storage options, complemented by lovely views of the salt meadow. This is the perfect spot to build lifelong memories. With two outdoor showers to rinse the sand off, great off street parking, sweet backyard between dwellings, and just 550 steps to the most beautiful beach in town, you can expect visitors. This property holds great promise for its next owner-explore the possibilities!

7 Pent Rd, Madison
174 Concord Dr, Madison
$705,000
4 Beds ⋅ 3 Baths ⋅ 24146731 MLS
Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and custom cabinetry. Whether you're hosting a dinner party or enjoying a quiet morning coffee, this kitchen offers both functionality and style. Beyond the kitchen, spacious living areas provide the perfect setting for relaxation and entertainment. Each room showcases meticulous attention to detail, from crown molding to designer light fixtures, ensuring every corner exudes elegance. Upstairs, tranquil bedrooms offer serene retreats, while updated bathrooms feature modern fixtures and finishes. The primary suite boasts ample closet space and a luxurious ensuite bath, creating a private haven within the home. Don't miss the opportunity to own this harmonious blend of charm and modern amenities. Schedule your private tour today and experience the allure of this exceptional property.

174 Concord Dr, Madison
31 Martleshamheath Ln, Madison
$700,000
3 Beds ⋅ 4 Baths ⋅ 24190681 MLS
Nestled on a secluded 1.89-acre wooded lot in the desirable seaside town of Madison, this beautiful Colonial offers unparalleled privacy and peace. Tucked away with a creek and bridge leading to hundreds of acres of open space, the property feels like your own private sanctuary-quiet as can be, where nights are filled only with the sound of crickets. The inviting open-concept layout blends casual and formal living spaces effortlessly. The spacious dine-in kitchen boasts a large island, granite countertops, hardwood flooring, a stainless steel sink, quality appliances, and recessed lighting. Just steps away you'll find a powder room, formal dining room, and a bright living room with a cozy fireplace and windows framing beautiful yard views. A large deck is perfect for entertaining and savoring peaceful mornings with sunrises over the serene woodlands. Practical conveniences include a mudroom/laundry room off the two-car garage entry. Upstairs, three generous bedrooms await, highlighted by the primary suite with a walk-in closet and a luxurious spa-like ensuite bath featuring dual vanities, a separate shower, tile flooring, and a relaxing spa tub. The finished walkout lower level adds flexible living space with a private entrance, oversized windows, a slider to the backyard, and an additional bathroom.

31 Martleshamheath Ln, Madison
21 Centre Village Dr Unit 21, Madison
$700,000
2 Beds ⋅ 3 Baths ⋅ 24139302 MLS ⋅ Centre Village Of Madison BLDG.
Beautifully updated two-bedroom townhouse in Centre Village. One of only four 2-bedroom units in complex. Walkable and bikeable to town green, restaurants, cinema, shops and all three town beaches! Centre Village is a private, modestly sized complex (22 units), nicely landscaped with individual patios and yards, ample parking, city water and natural gas off street. Seller has renovated inside and out, up and down. Sunny and bright (31 windows and skylights). New Azek deck and slate patio in rear with bright southern exposure, all enclosed with new Atlas privacy panels. Open yard in back (great for the dog and sunning). Professionally landscaped. Every inch of the interior has been painted (ceiling, walls, trim, windows and doors). New window treatments, mirrors, lighting and ceiling fans. Kitchen has granite countertops, stainless appliances, refreshed cabinets and new lighting. Refinished hardwood floors throughout. Newly tiled bathrooms with stone vanities. New gas fireplace. Lots of closets and storage space. Attached garage. Everything's done - move in ready. Come see!

21 Centre Village Dr Unit 21, Madison
476 Summer Hill Rd, Madison
$700,000
4 Beds ⋅ 3 Baths ⋅ 24183647 MLS
This turnkey, sun-filled Colonial situated south of Route 80 in Madison perfectly blends meticulous maintenance with smart, modern updates. The gracious main level features elegant French doors opening to a bright living room, a generous formal dining room- a perfect place for family gatherings and a cozy family room centered around a classic wood-burning fireplace. The heart of the home is the handsome eat-in kitchen-complete with cherry cabinetry, granite counters, and stainless appliances. Family room flows seamlessly into a stunning four-season sunroom wrapped in walls of windows and skylight's that stream natural light. A classic, updated half bath completes the first level. Upstairs, pristine hardwood floors run through four comfortable bedrooms, including a primary suite with double closets and a private, full bath. All four bedrooms are generous in size and there is a lovely common bathroom that services the three additional bedrooms. Outside, a maintenance-free Azek deck overlooks a private backyard framed by perennial gardens and mature trees. Major capital improvements - a new roof, gutters, skylights, new exterior paint, and updated windows ensure total peace of mind. Just minutes from Madison's beautiful beaches and quaint town center, this home will certainly fit all your needs and so much more.

476 Summer Hill Rd, Madison
30 Church Ln, Madison
$700,000
4 Beds ⋅ 3 Baths ⋅ 24162751 MLS
Highest & Best offers due Monday, Apr 6th by 3 pm. Close to town on desirable Church Lane, this iconic red Colonial with Vermont Burnwood siding is beautifully sited on its lot. Offering 2,178 square feet of living space, this 4-bedroom home also features a spacious 730 sq ft heated, finished lower level complete with a fireplace, office, and attractive stone tile flooring that opens to a patio and inviting inground pool-perfect for relaxing or entertaining. The setting of the hill behind the home provides nature and privacy! Inside, the large kitchen is equipped with newer stainless steel appliances and flows seamlessly into the family room, where a wood-burning fireplace with a classic brick hearth creates a warm, welcoming atmosphere. A screened-in porch offers the ideal spot to enjoy morning coffee or a quiet afternoon breeze. The home also includes a formal dining room and a charming living room with built-in bookshelves and a third fireplace. Thoughtful updates include a newer furnace, Marvin Integrity windows throughout, and beautiful wood garage doors. An inground sprinkler system services both the front and back yards for easy maintenance. Looking for room to grow? A staircase in the garage leads to a large unfinished loft-ready for your vision. Review the floor plans and imagine the possibilities. Come make this special property your home and enjoy all that Madison has to offer, from charming shops and restaurants to a movie theater, bookstore, and sandy beache

30 Church Ln, Madison
18 Riverside Ter, Madison
$699,000
4 Beds ⋅ 4 Baths ⋅ 24160901 MLS
Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main living areas provide comfortable everyday living and entertaining space, while the fully finished lower level expands the home even further with a large family room, additional bedroom or office space, bath, and a cozy wood-burning stove-perfect for gatherings or extended living. Step outside to enjoy the home's peaceful natural setting along a private cul-de-sac, with the Neck River bordering the property and Lowry Woods Community Forest just beyond. Two decks-one covered and one uncovered-offer flexible outdoor living options, ideal for relaxing or entertaining. The property also includes a firepit, a spacious shed, and a two-car garage, blending functionality with outdoor enjoyment. All of this is conveniently located near downtown and local schools, offering the perfect balance of privacy and accessibility.

18 Riverside Ter, Madison
10 Scenic Rd, Madison
$685,000
5 Beds ⋅ 3 Baths ⋅ 24175082 MLS
Beautifully maintained and ideally located, this 2200 sq.ft raised ranch features modern updates and a flexible, spacious floor plan throughout. On the main level, the open-concept living area flows seamlessly into the dining room, characterized by abundant natural light and gleaming hardwood floors. The updated kitchen is equipped with stainless steel appliances, Corian countertops, and a center island. From the dining room, sliders lead to a new AZEK deck, providing an ideal space for outdoor entertaining. The hall bath has been beautifully remodeled with new tile flooring and custom tile surround. This floor includes four bright bedrooms with ample closet space, including a primary suite with a full ensuite bath with stall shower. The lower level offers a generous family room with fireplace and sliders opening to a new custom patio, along with a third full bath and a fifth bedroom, currently utilized as a home gym. A walk-out to the two-car garage completes the space. The home boasts extensive recent upgrades, including a new roof (2020), new siding and plywood (2021), a new well pump and tank (2021), an upgraded 200-amp electrical panel (2021), a new driveway (2023), and new walkways and patio (2024). With a new dryer and refrigerator installed in 2026, this home is entirely move-in ready. Experience the best of Madison, from the Surf Club and town beaches to Hammonasset State Park, local shopping, and the top-ranked school system. This is an opportunity not to be missed

10 Scenic Rd, Madison
1 Hampshire Rd Unit 1, Madison
$682,500
2 Beds ⋅ 2 Baths ⋅ 24205396 MLS ⋅ Kensington Acres North BLDG.
Downsize Without Giving Up the Space You Need! Looking to downsize but still need generous storage, a workshop, and dedicated space to work from home? The largest condo in desirable Kensington Acres North offers an exceptional combination of comfort, flexibility, and space. This stand-alone unit features a spacious primary suite plus a guest bedroom. The open living and dining areas flow seamlessly to a screened porch, perfect for relaxing or entertaining while looking into your private, spacious backyard. The kitchen features bar seating with new counter tops by Gedney. Beautiful,new laminate floors run throughout the home. For those working from home or pursuing creative projects, the property offers a truly unique advantage: walk through the main house to an office and studio with a large seating area, half bath, and separate entrance-ideal for a home office. Storage and workshop space are equally impressive. A walk-up attic provides abundant storage, while the nearly 1900-square-foot basement offers tremendous potential and could be easily finished to create the workshop, recreation space, or additional living area you've been looking for. And the location is hard to beat. Hummer Pond is on the property plus enjoy easy access to Hammonasset State Park, East Wharf Beach, and downtown Madison, all just a short walk away. Downsize your home, not your lifestyle. Come see all this exceptional condo has to offer.

1 Hampshire Rd Unit 1, Madison
94 Warpas Rd, Madison
$675,000
4 Beds ⋅ 2 Baths ⋅ 24182189 MLS
Welcome to 94 Warpas Road, a carefully maintained Cape-style home on a picturesque 1-acre lot in one of Madison's most desirable locations. This 4-bedroom home blends classic New England charm with modern updates. Situated directly across from protected land trust property with hiking trails, you'll enjoy peaceful views and the assurance that no homes will ever be built across the street. The flexible floor plan features a sought-after first-floor primary bedroom, while the second floor offers an additional primary suite option with a spacious walk-in closet. The partially finished lower level includes a custom-built bar and dedicated exercise room (not pictured). Step outside to your private backyard retreat, complete with pristine landscaping, a screened-in porch, expansive deck, and swimming pool. Whether hosting summer gatherings or enjoying a quiet morning coffee, the outdoor space feels like a private resort. Major updates include: A new roof, solar panels, and most windows (2020); LeafFilter gutter protection (2022); new water pump (2023); new deck (2024); new oil tank (2025); and new electrical panel, generator connection switch, and upstairs AC split units (2026). First-floor central air was installed in 2017. These substantial upgrades offer buyers the rare opportunity to move into a home where many major systems have already been addressed. Conveniently located just minutes from Madison's beaches, downtown shops, restaurants, and schools.

94 Warpas Rd, Madison
320 Summer Hill Rd, Madison
$660,000
4 Beds ⋅ 3 Baths ⋅ 24187128 MLS
Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Set on 1.1 acres, this 2,536 SF Contemporary offers 4 BR, 2.5 Baths & a great opportunity for Buyers ready to make HGTV-inspired updates while building equity in Madison. Built in 1976, the home features a dramatic contemporary layout, multiple fireplaces, a large Living Room, a Family Room with a brick fireplace & sliders to a bright 3-Season Room with easterly morning sun exposure. The Kitchen offers a generous workspace, a breakfast area & wooded views. The oversized 2-car garage includes workshop/equipment storage, while the first-floor mudroom entry provides convenient access to the laundry. Upstairs, the large Primary BR features excellent closet space & its own fireplace, plus 3 additional BRs, 2 of which have desk furniture configurations available to Buyers. The partially finished basement with a bar adds a flexible bonus space for recreation, hobbies, or storage. Private well & septic, oil-fired forced-air heat with central A/C is well-maintained, operational HVAC equipment, with future replacement something Buyers can plan for over time. Priced at just $675,000 to reflect the opportunity for updates in a desirable Madison setting. Schedule a private showing today!

320 Summer Hill Rd, Madison
6 Yankee Peddler Path, Madison
$660,000
4 Beds ⋅ 2 Baths ⋅ 24168790 MLS
Light, bright, and full of potential, this appealing home is ideally located close to everything Madison has to offer. Set on a level corner lot, the property offers flexibility, visibility, and multiple possibilities for outdoor living or future enhancements. Just 1-2 miles to everything important that Madison has to offer like East Wharf Beach, I95, the Shoreline Greenway Trail, Hammonasset State Park, Surf Club, Madison Country Club, Arts Cinema, downtown Madison, the train station, and a wide array of restaurants and shops. Recent improvements include a new roof, a new bay window in the living room, new carpeting in the lower level, and newer mechanicals, providing peace of mind for the next owner. Inside, a spacious and airy all season sunroom off the kitchen and dining area adds wonderful additional living space filled with natural light. The lower level features an in-law apartment with potential for a fifth bedroom, ideal for multigenerational living, guests, or added flexibility. Laundry hookups are available on both floors. This is an excellent opportunity purchase in a highly desirable location.

6 Yankee Peddler Path, Madison
370 Opening Hill Rd, Madison
$660,000
3 Beds ⋅ 3 Baths ⋅ 24163798 MLS
This charming, meticulously maintained 3-bedroom, 2.5-bath home offers exceptional quality and pride of ownership throughout. Features include central air and a walk-out basement that backs up to beautiful open space, providing both privacy and scenic views. While some finishes reflect a classic style, the home is in outstanding condition-spotlessly clean and truly move-in ready. Beneath the wall-to-wall carpeting lies pristine, never-used hardwood flooring, offering additional potential for customization. Highest and Best Friday April 10th at 9am

370 Opening Hill Rd, Madison
19 Green Acres Dr, Madison
$660,000
4 Beds ⋅ 2 Baths ⋅ 24160434 MLS
Highest & Best due for April 1st - 12:00 Noon Discover the perfect blend of warmth, character, and lifestyle in this inviting four-bedroom Cape, ideally situated on a quiet street just minutes from Madison's Town Center and pristine beaches. The sun-drenched living room features an oversized front window and cozy wood-burning fireplace. Flow seamlessly into the dining room, sized beautifully for gatherings of any size. The updated kitchen boasts granite countertops, tumbled marble backsplash, and a functional center island, all open to the dining area. Step into the bright sunroom-your new favorite retreat-overlooking the deck, pool, and lush backyard. The convenient first-floor primary bedroom and full bath complete the main level, offering single-floor living potential. Upstairs, three additional bedrooms with gleaming hardwood floors and generous closets share a full bathroom. The finished lower level recreation room expands your living space, while the large utility area offers workshop, gym, or storage possibilities. The private, expansive rear yard features an in-ground pool, garden beds, and plenty of open space. The detached two-car garage provides ample parking and storage. Owned solar panels keep utility costs remarkably low-averaging under $20/month in summer. Minutes to beaches, town center, and I-95. This Cape offers comfort, character, and convenience in one of Madison's most desirable settings.

19 Green Acres Dr, Madison
79 Acorn Rd, Madison
$645,000
3 Beds ⋅ 3 Baths ⋅ 24160329 MLS
Bike to town from this pristine Colonial, ideally set on a level lot with over an acre of beautifully manicured grounds. This meticulously maintained 3-bedroom home offers natural gas, public water, and generous living space for today's lifestyle. Enjoy a spacious front-to-back living room, a cozy family room with a gas fireplace, and a sun-filled three-season porch featuring vaulted ceilings and skylights. The updated kitchen is designed for both everyday living and entertaining, complete with granite countertops, wood cabinetry, a center island, and newer appliances (all within the past 2 years). Additional updates include a recently installed LG washer (just 5 months old), freshly painted interiors, and privacy blinds throughout. Step outside to a large deck overlooking the expansive yard-perfect for relaxing or hosting gatherings. The primary suite offers a private bath and an oversized walk-in closet, while a walk-up attic provides excellent storage potential. A partially finished walk-out basement adds versatile space for a playroom, home office, or craft room, complete with cabinetry and a sink. With generator wiring for added peace of mind, this move-in-ready home combines comfort, functionality, and timeless charm.

79 Acorn Rd, Madison
496 Green Hill Rd, Madison
$640,000
4 Beds ⋅ 2 Baths ⋅ 24191346 MLS
Charming Colonial in a central location just minutes from downtown, beautiful town beaches, schools, and with easy access to major highways. Brimming with character and timeless appeal, this home offers a wonderful layout for both everyday living and entertaining. The welcoming family room, featuring a gas fireplace and vaulted ceiling, serves as the heart of the home and flows seamlessly into the kitchen and sunroom. The charming kitchen offers a center island and opens to the dining area, allowing the cook to stay connected with family and guests. A spacious front-to-back living room provides an additional inviting space to relax or entertain. Upstairs, you'll find four bedrooms, including a comfortable primary bedroom, along with a full bath. The full unfinished basement offers laundry, abundant storage, and potential for future expansion. Filled with natural light, the sunroom is the perfect spot to enjoy your morning coffee or unwind while taking in views of the backyard. Step outside to a private deck with plenty of room for outdoor dining and gatherings. The generous backyard offers ample space for a game of catch, a playset, or simply enjoying the outdoors. Come home and enjoy everything Madison has to offer.

496 Green Hill Rd, Madison
9 Monroe Ln, Madison
$640,000
4 Beds ⋅ 3 Baths ⋅ 24170613 MLS
Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a cul-de-sac near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural light throughout especially in the cozy living room with wood burning fireplace. The eat-in-kitchen has a large granite island, butcher block countertops, farm-house lighting, expansive walk-in pantry and French doors to the patio. The sunporch offers 3 season enjoyment of private backyard. The second floor offers 4 nicely sized bedrooms and 2 full bathrooms; 1 in the primary. House has a great flow and mature plantings. Attached 2 car garage with brand new concrete coated flooring. Roof was replaced fall 2025. Shed in backyard for extra storage.

9 Monroe Ln, Madison
15 Cornfield Ln, Madison
$634,500
3 Beds ⋅ 3 Baths ⋅ 24171913 MLS
Welcome to 15 Cornfield Lane, a charming Colonial style home nestled on a quiet cul-de-sac, offering both privacy and convenience on over 1.5 acres of land. This well-maintained home features a spacious and functional floor plan, perfect for everyday living and entertaining. The main level includes a bright kitchen, formal dining room, and two inviting living spaces, along with a convenient half bathroom. A screened-in porch extends your living area outdoors and opens to a deck-ideal for relaxing or hosting gatherings. Upstairs, the primary suite offers a private full bathroom, accompanied by two additional bedrooms and a second full bath. Ample closet space and storage can be found throughout the home. Additional highlights include a two-car garage and a partially finished basement, currently used as a playroom, providing flexible space to suit your needs. With its desirable location, generous lot size, and thoughtful layout, this home is ready to welcome its next owner.

15 Cornfield Ln, Madison
69 Garnet Park Rd, Madison
$630,000
2 Beds ⋅ 1 Baths ⋅ 24195459 MLS
Prime Location! Nestled in between the Neck River, this exceptional 1+ acre property presents a rare opportunity in one of Madison's most coveted neighborhoods. Whether you envision building a new construction or maintaining the property as an investment, the possibilities are endless. The expansive lot offers a beautiful natural setting with direct river frontage and plenty of space to create your ideal outdoor retreat. Located just minutes from Madison's vibrant downtown, beaches, boutique shopping, dining, and I-95. A truly unique offering in an unbeatable location.

69 Garnet Park Rd, Madison
4 Aylesbury Cir Unit 4, Madison
$620,000
2 Beds ⋅ 2 Baths ⋅ 24177922 MLS ⋅ Windermere West BLDG.
Spectacular and elegant 2 bedroom free standing ranch with living room, kitchen, family room/office, dining room, 2 bedrooms, 2 baths and a garage. The kitchen is a show stopper with designer touches, high end appliances, white cabinets some with glass, granite counters, desk, a charming window seat and built ins. The dining room has a gas fireplace, built ins and is quite large for gatherings. The bathrooms have been beautifully updated. The master bedroom and family room/office have access to a fenced in private patio. This is truly a beautiful home that will satisfy the discerning buyers! Windermere is park like, a joy to enjoy your walks and meet your neighbors! Buyer to pay 1/2 of 1% of sales price to Windermere HOA. Land Lease $125 month. A special assessment for new water pipes from the street to all the homes in Windermere West of $6,000 or $1,000 month for 6 months starting in June.

4 Aylesbury Cir Unit 4, Madison
12 Rustic Ln, Madison
$620,000
4 Beds ⋅ 2 Baths ⋅ 24166731 MLS
Nestled on a picturesque 1.94 acre lot in the desirable shoreline community of Madison, 12 Rustic Lane offers the perfect blend of comfort, style, and move in ready convenience. Framed by a stunning stone wall, this beautifully renovated home welcomes you with a bright, open floor plan. The home features 4 spacious bedrooms and 2 beautifully renovated bathrooms, thoughtfully updated with new vanities & fixtures. The heart of the home is the fully remodeled kitchen, complete with new cabinetry featuring soft close drawers and elegant granite countertops, framed with subway tile backsplash. Recent upgrades provide peace of mind, including a new HVAC system, new roof, new septic system with new leaching fields, and a brand-new deck perfect for enjoying the serene surroundings. The main level showcases refinished hardwood floors, while the lower level offers premium luxury vinyl plank flooring for durability and style. Outside, the property has been enhanced with fresh topsoil, newly seeded lawn, and hay covering, creating a beautiful, ready to enjoy landscape. This truly turn key home combines thoughtful updates with a tranquil setting, ready for you to move in and start enjoying all that Madison's coastal charm has to offer.

12 Rustic Ln, Madison
15 Hampshire Road Unit 15, Madison
$618,000
2 Beds ⋅ 2 Baths ⋅ 24170282 MLS ⋅ Kensington Acres North BLDG.
One-level living at its best. A pristine two-bedroom residence situated directly across from beautiful Hummer's Pond in one of Madison's most conveniently located communities. Just moments from the beach, town center, and all town amenities, this peaceful home is ideal as a full-time residence or a weekend retreat. Freshly painted throughout, the home features an updated kitchen that opens to the dining area and an inviting three-season sunroom, creating a bright and comfortable living space. The large living room offers gleaming hardwood floors and a wood-burning fireplace. Enjoy spring and summer evenings on the private outdoor patio backing to open space. Two full baths add everyday comfort, while the spacious first-floor primary suite offers a private full bath and ample closet space. This is the kind of home that feels like a retreat from the moment you arrive; part of an active community you will never want to leave.

15 Hampshire Road Unit 15, Madison
41 Harbor Ave, Madison
$610,000
2 Beds ⋅ 2 Baths ⋅ 24154582 MLS
Charming Cape Cod in the Harbor Avenue Beach community, with a short walk to a lovely sandy beach and Long Island Sound. Lots of room for entertaining friends and family, including a large enclosed heated porch surrounded by sliders that lead to a side deck and fenced back yard. Family Room with wood stove. Two bedrooms (one on the first level) and 2 full baths. Some upgrades, including new flooring, carpeting, lots of interior painting, counters and bathroom. Bright and sunny. This year-round home has a great floor plan for entertaining. A perfect cozy beach house or vacation home awaiting your personal touches. Just a short ride to Madison Village, Library, Restaurants and everything the Connecticut Shoreline has to offer. Don't miss out on this wonderful opportunity to make this your own.

41 Harbor Ave, Madison
5 Thelbridge St Unit 5, Madison
$605,000
2 Beds ⋅ 3 Baths ⋅ 24178470 MLS ⋅ Windermere East BLDG.
One person's loss is another one's gain! You have a second chance to make this this lovely property yours. It is more than a home --it's a lifestyle. Tucked into one of Madison's most sought-after communities at Windermere East, you'll feel at home the moment you enter the front door. The bright, open floor plan provides casual, coastline living at its best. The remodeled kitchen with granite counters, island and stainless appliances opens to the combination dining area and living room with its cozy gas fireplace. The primary bedroom has an ensuite bathroom, and you also have a second bedroom and full bath on the main level. The lower level provides additional living space for office, exercise or relaxation plus an area for a guest bedroom with a 3rd full bath and is heated by electric baseboard. For three seasons of the year, you'll love sitting out on the enclosed porch; or in the summer, you can dine al fresco on the charming private patio with its ivy-draped arbor. Madison residents enjoy access to town beaches including Hammonasset Beach State Park. The historic town center is a great place to stroll and stop in at a bookstore or outdoor cafe and watch the world go by. This property is ideal for anyone looking to enjoy a more relaxed lifestyle.

5 Thelbridge St Unit 5, Madison
221 Duck Hole Rd, Madison
$600,000
3 Beds ⋅ 3 Baths ⋅ 24181933 MLS
**PLEASE SUBMIT ANY OFFERS BY 12PM TUESDAY 6/16** Nestled in a serene woodland setting, this charming raised ranch offers the perfect blend of classic shoreline character and modern upgrades throughout over 2,000 square feet of finished living space. The home immediately impresses with its warm cedar shingle exterior and brick facade, gorgeously framing a home that is as sturdy as it is stylish. Inside, the heart of the home is a spectacular, sun-drenched kitchen featuring dramatic vaulted wood-plank ceilings, premium granite countertops, and a custom stone backsplash-a true chef's delight. The main level is anchored by a spacious primary bedroom featuring a private en-suite bath and custom closets designed for effortless organization. Enjoy ultimate, permanent privacy as this property directly borders 4.28 acres of protected Madison Land Conservation Trust open space. Meticulously maintained and updated for modern comfort, recent improvements include a 2021 propane conversion for heating and cooling, recent AC condenser and water heater replacements (2024), and enhanced attic insulation (2023). Ideally located just minutes from Madison's pristine beaches, town center, and commuting routes, this home is a move-in-ready gem.

221 Duck Hole Rd, Madison
187 Old Toll Rd Rd, Madison
$600,000
3 Beds ⋅ 3 Baths ⋅ 24174586 MLS
Originally built in the 1970's, this home has been thoughtfully transformed over time with extensive additions and updates that make it hard to imagine it's the same house. Newer mechanicals, Anderson windows, new interior doors and beautifully renovated kitchen & baths ensure a truly turnkey experience. Set well back from the road on 2.34 landscaped acres, this property offers privacy with expansive front and rear yards perfect for entertaining, recreation or simply enjoying the outdoors. The lower level provides a FR, a half bath and large mud room, equally suited as an office, featuring generous storage and space for custom built-ins. The fireplaced family room and Sunroom feature tile floors for easy maintenance. Gleaming HW floors flow throughout the main level. An updated kitchen w/granite counters, a wood topped island, stainless appliances and breakfast bar opens to both the formal DR and spacious LR. The large primary Suite, 2 smaller BRS and a stunning year-round Sunroom complete the main level. The primary suite offers cozy carpeting, a vaulted, beamed ceiling, a full bath, a walk in closet and 2nd closet with built-ins. With almost 3,200 sq.ft. of space there is room for everyone to enjoy their own retreat. Outdoor living is impressive with a 16'X20' deck overlooking the beautifully landscaped backyard and patio with fire pit. This country retreat is surrounded by woods, but just minutes from shopping & dining. Easy commuting to New Haven, Middletown & Hartford.

187 Old Toll Rd Rd, Madison
1353 Durham Rd, Madison
$597,104
3 Beds ⋅ 3 Baths ⋅ 24175956 MLS
Welcome to 1353 Durham Road in beautiful Madison - a private 2.15-acre interior lot offering peaceful country living with convenient access to Madison's beaches, Chatfield Hollow, and commuter routes. This meticulously maintained raised ranch features 3 bedrooms and 2.5 baths with an open floor plan designed for comfortable everyday living. Hardwood floors flow throughout the home, and the updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining. A lovely sunroom overlooks the scenic property, while the new deck provides the perfect place to relax and enjoy the surrounding nature. Large backyard with 2 Sheds. In the spring, the property comes alive with beautiful daffodils and rhododendrons. The home abuts Madison Land Trust property. Additional features include a pellet stove to help reduce oil costs, solar panels, attic fan, generator panel, electrical line for hot tub, and water filtration system with ultraviolet light and softener. Car enthusiasts, tradespeople, hobbyists, or those seeking future expansion potential will appreciate the oversized 30' x 30' detached, 2 car Heated garage with walk-up attic, electrical panel, and propane gas heater - ideal for workshop space, storage, or possible future living space conversion. There is also a 2-car garage under the home. Shared driveway. The solar panels are owned and financed at $149/month for the next 10 years, Loan to be assumed at closing. Solar covers all electrical costs

1353 Durham Rd, Madison
9 Centre Village Dr Unit 9, Madison
$595,000
1 Beds ⋅ 2 Baths ⋅ 24190672 MLS ⋅ Centre Village Of Madison BLDG.
Welcome to 9 Centre Village Drive, a beautifully renovated condominium offering the perfect blend of style, comfort, and convenience in one of Madison's most desirable locations. Originally built in 1985 and extensively updated in 2018, this move-in ready home features an open, light-filled floor plan designed for today's lifestyle. The spacious kitchen is the heart of the home, showcasing quartz countertops, marble tile backsplash, stainless appliances, and abundant cabinetry. There is a welcoming living room with a gas fireplace and striking Palladian window that fills the space with natural light. A versatile first-floor room offers possibilities as a home office, den, or potential second bedroom. Completing the main level is a beautifully renovated full bathroom featuring a tiled walk-in shower. Upstairs, you'll find a sunny loft which is ideal for a home office, reading nook, or creative space along with a generously sized primary bedroom offering excellent closet space, a renovated full bathroom with a tiled shower, and the convenience of a dedicated laundry room. Additional highlights include a one-car attached garage, plus the peace of mind that comes with a roof and skylights replaced within the last 7 years. Ideally situated just a short stroll from Madison's picturesque Town Green, downtown shops and restaurants, and beaches, this this exceptional home offers the very best of shoreline living. Agent owner related.

9 Centre Village Dr Unit 9, Madison
111 Scotland Rd, Madison
$590,000
3 Beds ⋅ 2 Baths ⋅ 24174008 MLS
Located close to the center of town, beaches and both I95 and train station this home is in an ideal location. There are three spacious bedrooms, two bathrooms and hardwood throughout. The kitchen features granite countertops, tile backsplash, and opens into a spacious dining room. The sun filled living room stretches across the front of the house. The back yard is spacious and level. This home offers simple one floor living with close access to many amenities in town. Public water connected.

111 Scotland Rd, Madison

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