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$715,000
3 Beds 3 Baths 24017971 MLS
Step onto the inviting brick walkway leading to this charming Cape Cod-style home, boasting 3 bedrooms and 2.5 baths. Inside, discover a spacious living room, a modern kitchen featuring an island and breakfast bar, adorned with elegant countertops. The adjacent dining area offers a cozy space for meals, while the family room beckons with its inviting fireplace and convenient sliders which open onto the deck. The first-floor primary bedroom is a retreat with a full bath, walk-in closet, and a private door leading to your very own balcony. Also on the first floor is an office that can be used as a fourth bedroom. Upstairs, two additional bedrooms share a bath, providing ample space for family or guests. This home also features a 2-car attached garage for added convenience and a fenced in front yard. Situated close to town, beaches, and with easy access to the I-95, this property offers the perfect blend of comfort and convenience for your lifestyle.

37 Church Ln, Madison

$715,000
4 Beds 3 Baths 24091337 MLS
Move right in to this beautifully renovated 4-bedroom, 2.5-bath Saltbox Colonial offering over 2,600 sq. ft. of stylish living space, just minutes from town and beaches. Set on 1.63 lightly wooded acres, the property backs up to land trust and 33 acres of Cockaponsett State Forest, with seasonal views of Madison Lakes to the east. Designer touches throughout include walnut-stained wide board floors on the main level, an open floor plan, and an eat-in kitchen featuring Carrara marble countertops, KitchenAid stainless steel appliances, a large walk-in pantry, and additional cabinet pantry space with access to the back deck. Gather and entertain with ease in the open-concept dining room, living room with gas fireplace, and family room with a second gas fireplace - all flowing seamlessly together. A spacious foyer and updated powder room complete the first floor. Upstairs, the primary suite and three additional bedrooms all feature walnut-stained hardwood floors. Renovated marble baths and convenient upstairs laundry hookups add to the appeal. The finished walk-out lower level offers flexible space perfect for a playroom, office, or additional living area. Additional updates include replacement vinyl windows, a newer central air unit, and, most recently, a new furnace and hot water heater. A 2-car attached garage and serene natural setting make this a truly move-in-ready home!

81 Colonial Rd, Madison

$715,000
3 Beds 3 Baths 24081698 MLS
This stunning 3-bedroom, 2.5-bath colonial is truly turn-key, offering 2,386 sq. ft. Additionally, the rec room is easily used as a 4th bedroom! Set on a beautiful, flat acre next to preserved land, this home provides a great location, just minutes from town, beaches, and highways. Completely remodeled in 2018, this home features gleaming hardwood floors and Pella windows. The heart of the home is the custom-designed chef's kitchen, seamlessly blending into the open-concept dining area, creating a spacious and inviting atmosphere. Built with high-end cabinetry and premium finishes, this kitchen is both stylish and functional. The spacious living room, anchored by a natural gas fireplace, adds warmth and charm. All three bedrooms and rec room upstairs have abundant natural light. The expansive primary suite provides a luxurious retreat. Both the basement and breezeway present easy opportunities to expand the living space if desired. This home is as efficient as it is beautiful. Mechanicals were upgraded in 2018, including a natural gas heating system, Navien tankless water heater, and whole-house water system. Outdoor living is just as impressive. A newer Trex front deck and expansive concrete patio with a pavilion and gas fire pit are perfect for entertaining. The oversized two-car garage provides ample storage space. This move in-ready home is in pristine condition in one of Connecticut's most sought-after shoreline town

168 Green Hill Rd, 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

$712,500
4 Beds 3 Baths 24054630 MLS
Charming Classic New England Colonial featuring 4 spacious bedrooms, conveniently located near town, schools, and the village. This meticulously maintained, freshly painted home boasts a kitchen that seamlessly opens to a breakfast area into a cozy family room with a fireplace. The first floor showcases gleaming hardwood floors, recently refinished for a fresh look. The primary bedroom includes a full bath, delightful dressing area and an expansive walk-in closet, perfect for all your wardrobe needs.3 additional bedrooms all well sized. Step outside to the ground-level deck, which overlooks a picturesque, park-like setting and a beautifully flat backyard-ideal for outdoor entertaining and fun lawn activities. Central a/c. Bonus whole house generator!!!

184 Warpas Rd, Madison

$711,000
4 Beds 2 Baths 24104233 MLS
***HIGHEST AND BEST DUE BY WEDNESDAY, JULY 16 AT NOON*** This 4-bedroom colonial provides a seamless blend of open design and cozy space. The first floor has hardwood floors, an open floor plan, a welcoming living room with fireplace, and a bright family room set just off the kitchen-perfect for gatherings. Upstairs, you'll find four spacious bedrooms with hardwood floors and an updated full bathroom. The finished basement playroom adds versatility, while the attached 2-car garage is easily accessed from the family room. Step outside to the expansive backyard, featuring a patio and inground pool with vinyl liner, ideal for summer enjoyment. Conveniently set in a neighborhood, this home is close to town, beaches, shopping, and the scenic Hammonasset State Park. Experience the best of coastal living in this sought after community!

29 Flintlock 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

$710,000
3 Beds 4 Baths 24011102 MLS
Step Into Madison Luxury Living ~ 3 oversized Bedrooms, 3.5 Bath (2 ensuites)~ A Colonial Haven. Nestled on 1.73 acres in a private interior lot within a serene neighborhood, this renovated and expanded New Colonial embodies tranquility amidst nature's beauty. This immaculate home offers the epitome of comfort and flexibility. Red oak hardwood floors guide you through a space exuding warmth and timeless allure as you enter. The spacious open floor plan seamlessly merges the family room, kitchen, great room, office, and deck, providing ample relaxation, working, and entertaining space. Indulge in the expanded primary suite, a private haven for rejuvenation. Updates such as central air conditioning, a new kitchen with an oversized island, and refreshed bathrooms add a touch of modern elegance to the home's charm. Entertainment awaits on the large deck, front, back, and side yard, perfect for hosting gatherings. With a finished basement, accommodating guests becomes a breeze. Don't miss the opportunity to make this exquisitely private Colonial your own - where luxury living meets natural serenity!

37 Squires Rd, Madison

$710,000
4 Beds 3 Baths 24002617 MLS
Welcome to this beautifully maintained classic cape-style home, nestled on a serene one-acre lot. Upon entry you'll experience timeless charm and pride of ownership in this residence. Refinished hardwood floors exude warmth and character throughout. The heart of the home is the kitchen, featuring cherry cabinets, granite countertops, and stainless steel appliances, creating an inviting space for culinary endeavors. Details include crown molding that adorns each room, a new roof and garage doors that enhance both the aesthetic appeal and functionality of the property. The exterior has been freshly repainted, adding to the curb appeal of this charming home. Enjoy the convenience of a tankless hot water system and the versatility of an unfinished attic space, offering endless possibilities for expansion or storage. Outside, the private backyard is perfect for outdoor gatherings or relaxing in the natural surroundings. A semi circular driveway adds convenience and ample parking space. Situated close to nearby schools, town amenities, shops, and the beach, this home offers the perfect balance of comfort and convenience. Whether you're enjoying peaceful evenings at home or exploring the nearby attractions, this property embodies the quintessential New England lifestyle. Don't miss this classic style cape to make your own.

409 Green Hill Rd, 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

$705,000
4 Beds 3 Baths 24082374 MLS
Discover the perfect blend of comfort and elegance in the sought-after Milano Pond neighborhood. This classic New England home, nestled at the end of a peaceful cul-de-sac, boasts an inviting open-concept design with gleaming hardwood floors that seamlessly connect the living and family rooms to the tiled kitchen and dining area. The kitchen, the hub of the home, is outfitted with crisp, white cabinetry, stainless appliances and functional island. Elegant French doors reveal a covered porch, leading to a secluded deck that offers serene views of the lush backyard, an ideal place to relax or entertaining guests during the warmer months. Upstairs, the residence features three well-appointed, gracious in size bedrooms. A luxurious primary suite complete with a versatile dressing room, office or nursery (flex space that lends itself to your personal lifestyle) wtih an en-suite full bath. The finished third level presents a spacious bonus room alongside an additional bedroom, offering ample flexibility for a home office, recreational space or extra sleeping quarters. This home is a true sanctuary, offering both style and functionality in a prime location. Madison, Connecticut is a coveted shoreline town with easy access to New Haven, Hartford or Middletown and only 2 hours from both New York City and Boston MA.

26 Jenda Way, Madison

$705,000
4 Beds 3 Baths 24109500 MLS
*Please submit offers by 7 pm Wednesday, 7/16/25. Welcome to this charming and extensively updated colonial home that embodies comfort and style. With a wealth of improvements completed in 2014, including new windows, roof, driveway and a beautiful kitchen, this home is move-in ready. Recent enhancements in 2024 include an updated primary bath and half bath, making it even more inviting for you and your guests. The added Ring doorbell, newly replaced well tank and pump, septic tank, and stylish foyer tile contribute to this home's modern convenience. The desirable floor plan effortlessly connects the open kitchen, dining, and living room - featuring a cozy gas fireplace, perfect for gathering. Enjoy the elegance of the family room, complete with a wood fireplace, built-ins, and a wet bar with a wine chiller, ideal for entertaining. Gorgeous hardwood floors flow throughout, adding warmth and charm. Enjoy additional living space in the charming 3-season sunroom, perfect for soaking in the natural light year-round. Step outside to an oversized, low-maintenance back deck, perfect for indoor/outdoor gatherings. This home is ideally located near Cockaponset State Forest and the Madison Land Conservation Trust hiking trails, providing endless opportunities for outdoor recreation. Plus, you are less than 5 miles from downtown Madison and have easy access to I-95 and points north via Route 79. Don't miss the chance to make this exceptional property your own!

310 Opening Hill Rd, Madison

$705,000
3 Beds 3 Baths 24106520 MLS
Nestled in Desired Neighborhood Beautiful Updated Colonial on 3.46-acres on a quiet cul-de-sac in Seaside Town of Madison. Open casual living, formal spaces, walkout lower level: Natural light fills this home. 2 story Foyer invites you into a Lovely Home offering Dine in Kitchen, Island, Granite, tile, double stainless sink & appliances, recess lighting: Powder Room, Formal Dining & Living Rooms both with Bow windows for picturesque yard views, Family Room with Fireplace, 9' Slider to new 22'x12' Composite Deck, enjoy gatherings peaceful surrounding, woodlands & Beautiful Sunrises. Mudroom/Laundry room is off 2 car Garage entry. Second floor you'll find 3 generous bedrooms, Updated Main Bath & walk-up attic, the Primary Bedroom offers an abundance of closet space, Ensuite Bath is a spa like retreat with 2 vanities, shower, tile flooring & spa tub. Additionally, the walkout Lower level with a private entry, full size windows & slider offers space to expand the finished 364 SF, Current use as home gym could possibly expand to nanny quarters, in-law suite as it has access to plumbing for future. Hardwood, tile flooring, central air, large tree lined yard, stone walls, paver walkway, paved driveway, shed, firepit. Minutes Drive to Rockland Preserve & Coan Pond for hiking, biking, explorers, nature lovers, Private town beaches & parks, Surf Club, Hammonasset & several state parks in area. Madison a quintessential New England experience, enjoy all this home & Madison offer

14 Martleshamheath Ln, Madison

$705,000
3 Beds 3 Baths 24087604 MLS
Welcome to your own private retreat - 13 Old Toll Rd., Madison! Stunning updated home with Iron Stream Views! This captivating colonial sits on a serene, level lot with a tranquil stream bordering the rear of the property, feeding into picturesque Dream Lake. Perfectly blending luxury and comfort, this home is a true escape. Step into the gourmet kitchen, a chef's dream with granite countertops, travertine backsplash, stainless steel appliances, tray ceilings, and rich hardwood floors. The spacious first-floor living room is bathed in natural light and features peaceful stream views and a cozy marble wood burning fireplace, ideal for relaxing or entertaining. Upstairs, you'll find an expansive master suite complete with cathedral ceilings, a sitting area with a gas fireplace, walk-in closet, private balcony, and a luxurious master bath boasting a travertine walk-in shower. Two additional generously sized bedrooms share a beautifully updated full bath. The finished walk-out lower level offers even more living space with a family room/office, laundry closet, and ample storage. Sliders lead out to a paver patio overlooking the stream-your own private sanctuary. Additional highlights include crown molding throughout, a walkout balcony off the master suite, and lush, private surroundings that make this home feel like a true getaway.

13 Old Toll Rd, Madison

$703,500
4 Beds 3 Baths 24111029 MLS
Welcome to this charming and spacious 4-bedroom, 2.1-bath Colonial nestled on a beautifully groomed and landscaped lot, offering the perfect blend of classic New England style and thoughtful updates. From the moment you step inside, you'll feel right at home. The heart of the home is the oversized family room with plenty of room to relax, gather, or entertain. It flows seamlessly into the kitchen, where you'll find ample cabinetry, generous counter space, and a casual dining area. Both the kitchen and family room offer direct access to a large deck, ideal for summer barbecues, morning coffee, or simply enjoying the peaceful backyard. Throughout the home, you'll find beautiful hardwood floors, adding warmth and character to every room. Upstairs, the four bedrooms are all generously sized, including a primary suite with a private bath. The current owners have converted the 4th BR into a fabulous closet/dressing room. A bonus room is perfect for whatever your needs may be (guest space, home office, rec room, media room) and laundry is conveniently located on this level. Boiler 2019, roof 2018, 3 split ac units 2023. A short drive to Hammonasset Beach State Park, where you can enjoy miles of shoreline, walking trails, and nature programs, Madison town beaches, and close to downtown Madison, filled with local favorites like RJ Julia Booksellers, cozy cafes, restaurants, and boutique shopping. Easy access to I-95 and the Shore Line East train, making commuting a breeze.

86 Winterhill Rd, 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

$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

$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

$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

$700,000
3 Beds 2 Baths 24103985 MLS
Nestled along the shores of Long Island Sound, this classic 3-bedroom, 1.5-bath, this 1116 sq.ft cottage offers a rare opportunity to own a true waterfront retreat with panoramic views-including Faulkner's Island-and a separate deep water dock on the Neck River just across the street. From the moment you step inside, you're welcomed by sweeping, unobstructed water views and endless potential. This legacy property includes two parcels: a .24-acre lot with the cottage and a .14-acre lot with a deep water dock-perfect for boating enthusiasts and fishermen alike. Catch Bluefish or Striped Bass from your own beach, kayak the river, or cruise the Sound. Located near one of the largest salt meadows in Connecticut, the setting is naturally private and serene, just minutes from downtown Madison and only a half-mile from a public boat launch. A detached two-car garage offers ample storage, exterior shower & tool workshop. Whether you're watching sunrises and sunsets from your porch or heading out on the water, this is New England shoreline living at its best. With easy access to NYC or Boston by train in just two hours, this is more than a home-it's a rare coastal lifestyle waiting to be yours. Schedule your private showing today!Property to be sold in "As Is" condition. Accessory Lot 12 Parcel ID 264509 included in sale.

57 Circle Beach Rd, Madison

$700,000
4 Beds 3 Baths 24089132 MLS
Welcome Home to This Charming, Move-In Ready Madison Gem! Located on a quiet cul-de-sac just minutes from town and Madison's beautiful beaches, this meticulously maintained home offers the perfect blend of classic charm and modern updates. The sun-drenched, remodeled kitchen features high-end appliances, including a Sub-Zero refrigerator, Thermador dual-fuel 5-burner range, and quartz countertops-perfect for everyday living and entertaining. Gleaming hardwood floors flow throughout the home, adding warmth and character. All three bathrooms have been updated within the past year with stylish vanities, granite countertops, and fresh fixtures. Enjoy generous living spaces, including a cozy family room with gas fireplace, an expansive front-to-back living room, and a screened-in porch. Upstairs, hardwood floors continue into all bedrooms for a cohesive and polished feel. Additional features include a newer roof, newer windows, a fully fenced backyard, and brand-new solar panels-keeping energy bills low, averaging just $5-$10/month with Eversource. New mini split systems (Heating & cooling). The flat backyard offers space for yard games, gardening, or soaking in the sun. With its prime location, recent updates, and charming setting, this home is truly move-in ready!

14 Timber Ridge Rd, Madison

$700,000
4 Beds 3 Baths 24086703 MLS
***Highest & Best Due Monday (4/28 at 8 pm!!}*** Welcome to 15 Pepperwood Ct., an 1854-square-foot colonial that awaits its new owners. This four-bedroom, two-and-a-half-bathroom colonial features hardwood floors throughout, creating an inviting ambiance. The updated Chefs kitchen is equipped with granite countertops, GE Profile SS double wall ovens, New Whirlpool SS double-door refrigerator with pull-out freezer, SS Bosch dishwasher, GE Profile induction cooktop, under-cabinet lighting, New subway tile backsplash, and soft-close cabinets. The kitchen seamlessly integrates with the dining area and family room, which features a fireplace and sliding doors leading to a three-season porch overlooking the tranquil backyard. The dining room is adjacent to the kitchen and opens to the formal living room, which boasts a large picture window that floods the space with natural light. An updated half bath with wainscoting is conveniently located off the main hallway, completing the first floor. Ascending up the stairs, you will find four generously sized bedrooms, each with hardwood floors and ample closet space. The primary bedroom features a completely renovated full bath with a walk-in shower. The hallway bathroom has also undergone an update. Pull-down attic stairs provide additional storage space.There is a two-car under-house garage and an unfinished basement. Please refer to the attached floor plans and 3D Tour of this charming home.

15 Pepperwood Ct, Madison

$700,000
4 Beds 3 Baths 24130009 MLS
Welcome to 16 Eastwood Drive, a beautifully updated raised ranch set on over an acre of land in one of Madison's most peaceful neighborhoods. This spacious 4-bedroom, 3-bathroom home offers over 2,555 square feet of living space with a bright and functional layout. The property has been thoughtfully upgraded throughout, featuring a brand-new roof, all new windows, and completely updated mechanicals, ensuring comfort and efficiency for years to come. Step outside to your private backyard oasis, where a heated inground gunite pool with spa awaits-perfect for relaxing or entertaining in style. The home's classic architecture is complemented by mature landscaping and a quiet setting, all within close proximity to Madison's town center, beaches, and top-rated schools. This move-in-ready home combines timeless charm with modern updates, offering a rare opportunity to enjoy the best of shoreline living.

16 Eastwood Rd, 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

$695,000
3 Beds 4 Baths 24157672 MLS
Welcome to this warm and comfortable quintessential New England Cape Cod home in sought-after Madison, Connecticut. This stunning residence offers a perfect blend of classic New England character with modern amenities. Step inside to discover lustrous hardwood floors throughout and an expansive living room with a captivating, gas log fireplace, perfect for both elegant gatherings and quiet relaxation. The first floor offers a convenient, primary bedroom with an owner's suite with a full bath, while two large bedrooms upstairs share a charming Jack and Jill bathroom. With two full and two half baths, a formal dining room, and a full unfinished basement, this home offers ample space for everyone. Recent upgrades include wooden louver shades throughout and energy-efficient thermal pane windows, along with central air conditioning and propane heat. Enjoy the expansive backyard with a rear deck perfect for grilling and relaxing at the end of the day. Classic breezeway between the house and the oversized two-car attached garage with work area. It's a truly exceptional opportunity to own a home in a coveted location!

70 Wildwood Ave, Madison

$693,000
2 Beds 1 Baths 24114860 MLS
A little piece of paradise awaits you in this direct, waterfront cottage. Perfectly situated with unobstructed views of Long Island Sound. Shoreline living at its best in this beautiful beach community! So much potential and options to make this 2-bedroom gem your own. Re-model to your taste or utilize the walk-up attic, to build up, for additional living space. Enjoy your private beach or the views from your enclosed porch or peaceful deck. Also included is an additional parcel with your own private dock, (re-built in 2018), just across the street on the Neck River. This property was being used as a summer home but can be converted to all year round with proper FEMA and town guidelines and compliances. Buyer to do due diligence. Great location within minutes to downtown Madison. Enjoy all this quaint town has to offer! Included in the sale is a dock on the Neck River, taxes are $1,467

29 Circle Beach Rd, Madison

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