Refine Search
Map
Sort by
12 Essex Ln Unit 12, Madison
$560,000
2 Beds ⋅ 2 Baths ⋅ 24182205 MLS ⋅ Kensington Acres North BLDG.
Welcome to Unit 12 at Kensington North Condominium, a 2 bedroom, 2 bathroom, well-maintained residence at 12 Essex Lane that balances quality updates with a practical layout. This end unit backs up to private open space, offering seclusion and tranquility. The interior features hardwood floors throughout, an open floor plan that connects the main living areas, anchored by a thoughtfully designed Gedney kitchen equipped with stainless steel appliances and ample workspace. The home is supported by reliable infrastructure, including natural gas heating and public water. A bright sunroom serves as a versatile transition point between the indoors and out, featuring updated windows and sliding doors. These lead directly to a newer bluestone patio, providing a private outdoor space positioned perfectly to take in the evening sunsets. Recent exterior maintenance offers added peace of mind, with a new roof installed last year and fresh exterior paint completed two years ago. Located within easy reach of Madison's town center and local beaches, this condo offers a straightforward, move-in-ready lifestyle in an established shoreline community.

12 Essex Ln Unit 12, Madison
29 Wilshire Road Unit 29, Madison
$560,000
2 Beds ⋅ 2 Baths ⋅ 24178656 MLS ⋅ Kensington Acres South BLDG.
Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded w/ bright natural light, the home boasts peaceful, expansive lawn views from your private enclosed Sun Room, a perfect spot for morning coffee. A flat, level & straight front walkway provides seamless access to your nearby detached garage and parking. Meticulously renovated throughout, this turnkey property is entirely move-in ready. An inviting living room features a cozy gas fireplace & matching pair of custom built-ins framing a classic bay window. The chef's kitchen is equipped with all-new appliances, an oversized stainless steel sink and an incredibly useful pantry cabinet. Both bathrooms are brand new, with the hallway bath providing dedicated space for a full size, side by side washer & dryer. Complete mechanicals peace of mind is yours w/ a brand new natural gas fired water heater, newer forced warm air furnace and central air conditioning. NO LAND LEASE! The Seller will pay off all remaining "rent" due! You are only mile from vibrant downtown Madison's fine restaurants, boutique shopping, library, post office and train station. Enjoy the best of shoreline living w/ access to Madison's 3 pristine town beaches, the state's longest stretch, 2 miles of sandy beach at Hammonasset State Park. Don't wait on this gem. Professional photos soon

29 Wilshire Road Unit 29, Madison
250 Legend Hill Rd Unit 250, Madison
$560,000
2 Beds ⋅ 3 Baths ⋅ 24190216 MLS ⋅ Legend Hill BLDG.
Welcome to 250 Legend Hill Road, a beautifully maintained townhouse condominium in Madison's sought-after Legend Hill community with a tennis/pickleball courts, a Gunite pool, and a clubhouse housed in the original cobblestone mansion. This particular home is positioned to capture both morning and afternoon light, and distant views of Long Island Sound. Inside, the first floor features a gracious entry foyer, a formal dining room, spacious living room with a fireplace, 4 season sun room that connects the Living Room and the bright eat-in kitchen. With nice pantry space and a Powder Room off the hall, plus access to the garage, the first floor is spacious and light filled. The primary suite has three closets and a full bathroom with shower with glass doors. A second bedroom offers its own en-suite bath and a generous closet.

250 Legend Hill Rd Unit 250, Madison
40 Hampshire Road Unit 40, Madison
$559,000
2 Beds ⋅ 2 Baths ⋅ 24190408 MLS ⋅ Kensington Acres North BLDG.
Beautifully maintained 2-bedroom condominium in desirable Kensington North, just minutes from Madison's charming town center and beautiful beaches. The bright, inviting kitchen opens to the living and dining areas, where a gas fireplace creates a warm and welcoming atmosphere. A delightful sunroom overlooks the private patio and beautifully landscaped garden, offering a peaceful retreat for relaxing or entertaining. The home features two spacious bedrooms, two updated baths, and the ease of one-floor living. A detached one-car garage is conveniently located just steps away.

40 Hampshire Road Unit 40, Madison
18 St Francis Woods Rd, Madison
$550,000
3 Beds ⋅ 3 Baths ⋅ 24157945 MLS
Spacious Split-level home with deck, open porch and patio overlooking large, level lot. Three levels of living space plus unfinished basement and partial attic for storage. Main level includes Living room, Dining room w/sliders to deck and Kitchen with all newer appliances. Upper level with 3 bedrooms and 2 full baths. Third level has Family room with fireplace and access to garage, patio and backyard. Easy access to laundry room with washer/dryer and half bath. Upgrades include newer half bath fixtures and newer walk-in shower in main bathroom. Also newer heating and A/C components, oil tank, well tank and hot water heater. Two car attached garage with auto opener, keypad, and recently updated doors. Easy access to Madison town center with shops, restaurants, library, movie theater, major highway, Hammonasset State Park and more. Beautiful expansive sandy Town Beach on Long Island Sound with picnic areas and sporting event areas. Come and enjoy all that the Connecticut shoreline offers.

18 St Francis Woods Rd, Madison
28 Downing Way Unit 28, Madison
$540,000
2 Beds ⋅ 2 Baths ⋅ 24183205 MLS ⋅ Windermere West BLDG.
Nicely updated 1476 sf condo with family room, plus 3 season sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. The home has all new windows! Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off the sunporch is a private patio. There are 2 good sized bedrooms and 2 lovely newer baths. There is a newer furnace, attic and a detached garage. Windermere is a beautifully landscaped complex that is truly park like. Wonderful to take walks and say hello to your neighbors or use the neighborhood kayak launch for a minimal fee. Just 5 minutes to downtown Madison with shopping, restaurants, and sandy beaches.

28 Downing Way Unit 28, Madison
21 Pierce Ln, Madison
$539,000
3 Beds ⋅ 2 Baths ⋅ 24173984 MLS
Welcome to 21 Pierce Lane-an exceptional opportunity to own in one of Madison's most desirable in-town locations. Tucked away on a quiet dead-end cul-de-sac, this 3-bedroom home offers privacy, community, and incredible potential. Set on a level lot backing to Land Trust property with nearby hiking trails, this home combines peaceful surroundings with everyday convenience just minutes to Madison's beautiful beaches, downtown, and Madison Beach Club. Inside, you'll find solid bones, a flexible layout, hardwood floors, and multiple living spaces ready to suit your lifestyle. The main level features a bright living room, dining room, kitchen with deck access, 3 bedrooms, and full bath. The lower level offers a spacious family room with fireplace, walk-out sliders to the patio, laundry area, and a half bath with plumbing already in place for future full bath expansion. Recent improvements include new central air (2023), updated doors including front and sliders, new washer/dryer (2023), and new refrigerator (2024). Enjoy sunny southern exposure, a custom backyard playground, and versatile garage space currently configured for home gym use. Surrounded by a welcoming neighborhood known for its close-knit feel, this is your chance to invest in location, lifestyle, and long-term value while bringing your own vision to life.

21 Pierce Ln, Madison
23 Hampshire Road Unit 23, Madison
$535,000
2 Beds ⋅ 3 Baths ⋅ 24167631 MLS ⋅ Kensington Acres North BLDG.
Welcome to Kensington North, a highly desirable condo community in the heart of Madison. This well-located unit offers a wonderful opportunity to create your ideal home in a sought-after setting. The main level features a spacious living and dining area, perfect for everyday living and entertaining. The eat-in kitchen offers great potential with sliders to the sunroom and patio as well as being open to the family room. The inviting family room features a fireplace and built-ins adding warmth and character to the space. From the kitchen sliders the bright sunroom opens to a private patio-ideal for relaxing or outdoor dining. A convenient half bath and attached one-car garage complete the first floor. Upstairs, you'll find two generously sized bedrooms. The primary suite includes a full bath, and the second bedroom is served by a full bath as well as a stackable washer and dryer and linen closet located in the hallway. An additional finished room over the garage provides flexible space for a third bedroom, office, gym, or studio. While in need of updating, this home offers excellent value, a great location within the complex, and close proximity to all that Madison has to offer.

23 Hampshire Road Unit 23, Madison
6 Sandgate Cir, Madison
$535,000
2 Beds ⋅ 2 Baths ⋅ 24159942 MLS ⋅ Windermere East BLDG.
Welcome to Windemere East. Located in Madison Ct this condo offers ranch style living with open floor plan. Hardwood floors throughout the unit. Unit offers 1,476 sq feet of living space. Two Bedrooms and 2 full bathrooms having primary with roll in en-suite. Sunroom with ever changing views of the Hammonasset River. A short drive to Hammonasset State Park and downtown Madison. Main Street offer fine dining, shopping, coffee and even a movie theater. Experience Shoreline living at its best.

6 Sandgate Cir, Madison
101 Sandelwood Dr, Madison
$530,000
3 Beds ⋅ 3 Baths ⋅ 24188102 MLS
Move right into this beautifully maintained 3-4 bedroom, 2.5-bath Raised Ranch in a desirable South Madison neighborhood, perfectly situated between Madison and Guilford. This inviting home features gleaming hardwood floors, an updated kitchen with new cabinetry, a cozy gas fireplace, a spacious primary suite, and a sun-filled four-season room overlooking the private backyard. The finished walkout lower level adds exceptional living space with a family room, wood-burning fireplace, additional bedroom, half bath, and endless possibilities for a home office, gym, or recreation room. Enjoy a level, private yard just minutes from charming town centers, beautiful beaches, and everything the Connecticut shoreline has to offer.

101 Sandelwood Dr, Madison
15 Stepping Stone Ln, Madison
$525,000
4 Beds ⋅ 2 Baths ⋅ 24163447 MLS
PLS SUBMIT HIGHEST & BEST OFFER BY NOON 4/7/26. Situated in a quiet, desirable neighborhood, this inviting 4-bedroom raised ranch sits on over 1.25 acres with a lovely, spacious and level backyard-ideal for outdoor living and entertaining. The main level features an open layout with an eat-in kitchen, dining area, and living room, along with four bedrooms and a full hall bath, all on one level. A large deck conveniently located off the dining room and kitchen overlooks the private yard. The walkout lower level offers a comfortable family room with a cozy fireplace, sliders to the backyard, and a convenient half bath with laundry. Recent updates include a new roof (2020) and water heater (2023). Just 10 minutes to downtown Madison, its charming village, and beautiful shoreline-enjoy the best of coastal living.

15 Stepping Stone Ln, Madison
1 Wilshire Rd Unit B, Madison
$520,000
2 Beds ⋅ 3 Baths ⋅ 24160811 MLS ⋅ Kensington Acres South BLDG.
Kensington Acres South! Here is your opportunity to live in a great community of well cared for condominiums located just a short distance from downtown Madison and Hammonasset State Park. Unit 1B is an exceptional, refreshed property with a well appointed kitchen, spacious & open living-dining area on the main level. Two large bedrooms and two full baths are on the second level. Hardwood floors throughout. A private patio with awning and an establised dryscape garden creates a tranquil outdoor living and entertaining space. The large detached garage and attic offers ample space for storage. Additional land lease of $93 per month expiring 6/2027.

1 Wilshire Rd Unit B, Madison
42 Neck Rd, Madison
$520,000
3 Beds ⋅ 2 Baths ⋅ 24155578 MLS
Live the shoreline lifestyle in the highly sought after beach area of Neck Road. This charming home offers a rare opportunity to enjoy coastal living in a location that truly has it all. An inviting front porch welcomes you in and provides the perfect spot for morning coffee or relaxing at the end of the day. Inside, the spacious living room features beautiful built-in bookshelves and it flows into a formal dining room perfect for hosting friends and family. The kitchen offers thoughtful updates and ample space for meal prep and cooking. Upstairs you will find three generously sized bedrooms filled with natural light along with a full bath. The back deck provides yet another area to entertain and bbq. The expansive level backyard provides room for lots of outdoor activities. Location is everything and with this homes close proximity to beaches, boat launch, village shops, town green, excellent restaurants, and movie theater there is always something to do! Do not miss your chance to own the perfect year round residence or weekend retreat. Madison is equi distant between Boston and NYC.

42 Neck Rd, Madison
12 Sportsmans Hill Rd, Madison
$515,000
4 Beds ⋅ 2 Baths ⋅ 24166720 MLS
4 Bedroom 2.5 Bath traditional Colonial, 1 car attached garage on quiet road near town and beaches. Solid home, Dry. Roof is 13 years old. Investors and flippers and DIY's this one is for you! Hot Madison Market! Full unfinished walk out basement.Raised Hearth Fireplace in Family room, and Raised Hearth fireplace in Living Room with Built ins alongside. Terrific location as house is set back slightly and on a knoll above the road which is not a shortcut. Well + Septic. Sloping lot, Lots of woods on 2 sides.

12 Sportsmans Hill Rd, Madison
14 Hampshire Road Unit 14, Madison
$500,000
2 Beds ⋅ 2 Baths ⋅ 24203562 MLS ⋅ Kensington Acres North BLDG.
Charming two-bedroom ranch in the desirable North Kensington community. Enjoy central air conditioning, gas heat, and a beautiful screened-in porch overlooking the pond-an inviting space to relax and unwind. The home features generously sized bedrooms and two full bathrooms, offering comfort and convenience for guests and everyday living. Cozy up by the gas fireplace, which is easy to turn on and off. A detached one-car garage provides additional storage and parking.

14 Hampshire Road Unit 14, Madison
22 Thelbridge St Unit 22, Madison
$500,000
2 Beds ⋅ 2 Baths ⋅ 24200381 MLS ⋅ Windermere East BLDG.
Step out of the 3 season, enclosed porch to the private park-like grounds of this ranch-style condo in Windermere East. This home has been tenderly cared for and is ready to welcome its next owners to enjoy. The main living areas offer a nice open floor plan, combining the living and dining areas. Both bedrooms are large enough to accommodate a king-size bed or two twin beds. There are two full bathrooms with stall shower in guest bath and a full-size washer and dryer. The electrical/solar system in this unit results in unbelievably low utility bills. The desirable location is with in an approximate 5 to 6 minute drive to the center of town where one will find shopping, the library, restaurants, the seasonal Friday afternoon Farmer's Market on the Town Green as well as several cultural events, including concerts, fairs, and art exhibits. In addition to nearby Hammonasset State Park, this home is just minutes from Madison's three resident beaches. The local train station provides commuter service to New Haven where one can connect to a two-hour train ride to NYC.

22 Thelbridge St Unit 22, Madison
20 Centre Village Dr Unit 20, Madison
$500,000
1 Beds ⋅ 2 Baths ⋅ 24180276 MLS ⋅ Centre Village Of Madison BLDG.
Enjoy easy, low-maintenance condo living in one of Madison's most desirable locations, just steps from the Town Green, downtown shops, restaurants, and beaches. Tucked within a small, well-maintained complex of only 22 units, this light-filled home offers an open floor plan enhanced by soaring vaulted ceilings, skylights, oversized windows, and beautiful hardwood and tile flooring throughout. The spacious living room with a gas fireplace flows seamlessly into the dining area, creating an inviting space for everyday living and entertaining. The kitchen features abundant workspace, a breakfast nook, pantry storage, and sliders leading to a private patio for outdoor enjoyment. Upstairs, a versatile loft provides the perfect space for a home office, reading nook, or sitting area. The master bedroom suite is filled with natural light and offers skylights with shades, a full bath with shower and soaking tub, dressing area, and generous storage. Additional highlights include central A/C, natural gas heat, city water, walk-up attic storage, and an attached one-car garage. A rare opportunity to enjoy carefree living in the heart of Madison.

20 Centre Village Dr Unit 20, Madison
660 Opening Hill Rd, Madison
$490,000
4 Beds ⋅ 2 Baths ⋅ 24160743 MLS
Rare Investment opportunity in Madison under 10 minutes to charming downtown and Madison Beach! Own a freshly painted 3-bedroom home plus a separate accessory apartment over a 3-car garage attached by a breezeway, all set on level 2.57 private acres. Live in one and rent the other-or maximize income by renting both. This setup is also ideal for multi-generational living. The 1,048 main ranch home features an updated kitchen with stainless steel appliances and granite countertops, a cozy living room with a stone wood-burning fireplace, and hardwood floors throughout. Even a fenced-in area for pups or a play area. 2022/2024 water heaters, upgraded 200 amp service in heated garage, Above the garage, the apartment offers its own bedroom, living space, updated kitchen, laundry and full bath-perfect for rental income especially adding a garage rental. Relax outside on the new 35' deck and stairs. This is a fantastic opportunity to build equity and generate income in Madison. The exterior offers so much including a 70x20 gravel pad for a boat. Opportunities like this don't come around often!

660 Opening Hill Rd, Madison
18 Saint Francis Woods Rd, Madison
$475,000
3 Beds ⋅ 3 Baths ⋅ 24204341 MLS
A Fantastic Opportunity in an Adorable Neighborhood Welcome to a home that offers incredible potential, a great location, and peace of mind with many of the major systems already updated. While this property needs work and updating, the big-ticket items have been taken care of, making this an exciting opportunity for someone looking to build equity and create a home that truly reflects their style. Recent improvements include a 2024 roof, 2024 central air conditioning, 2024 furnace, 2025 oil tank, 2025 garage doors, a 2023 hot water heater, and a brand-new septic system installed in 2026. With so many important mechanical and structural components recently addressed, you can focus your energy on transforming the interior and making the home your own. Nestled in an adorable, established neighborhood surrounded by homes that are significantly more expensive, this property presents a rare opportunity . Whether you're looking for a renovation project or an investment opportunity, the possibilities are here. Bring your vision, your ideas, and your contractor - this one is ready for its next chapter! A few offers have been submitted, please submit highest and best by Friday at 5pm

18 Saint Francis Woods Rd, Madison
14 Centre Village Dr Unit 14, Madison
$475,000
1 Beds ⋅ 2 Baths ⋅ 24154993 MLS ⋅ Centre Village Of Madison BLDG.
Discover the allure of Centre Village in this light-filled one-bedroom, 1.5-bath end unit. Hardwood floors flow through the entry, living room, and dining room, where oversized windows and a gas fireplace create a warm, inviting atmosphere. The bright eat-in kitchen opens to a versatile den with sliders leading to your private deck and stone patio-perfect for indoor-outdoor living. The first floor is complete with a one-car garage and convenient half bath. Upstairs, a spacious primary bedroom with full bath awaits, along with a flexible office or dressing room. A charming loft provides the ideal spot for a reading nook or home workspace or guests. This home has been meticulously maintained with new hot water heater and HVAC within the last 5 years and newly installed windows, sliders and skylights. Embrace the serenity of this peaceful setting while enjoying easy access to downtown Madison's vibrant center. Community events on the Green, exceptional dining, the Madison Art Cinema, and beautiful sandy beaches are all moments away. Life at Centre Village isn't just good-it's exceptional. Come experience it for yourself.

14 Centre Village Dr Unit 14, Madison
3 Sandgate Cir Unit 3, Madison
$475,000
2 Beds ⋅ 3 Baths ⋅ 24139904 MLS ⋅ Windermere East BLDG.
Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. A five-minute drive will take you to the center of town, where one will find a variety of specialty stores, as well as the famous local bookstore, where a leisurely lunch can be enjoyed in its cafe. The Library, several restaurants, a cinema, where classic films are shown, are also popular attractions. During the warmer months, it is fun to stop by the Friday afternoon Farmers' Market to pick up fresh vegetables, flowers, fish and more. The Surf Club, as well as Madison's two additional beaches, are also just minutes from the home. Features of this home include a kitchen/dining area that is open to the cozy family room with its gas fireplace, providing heat and ambiance on cooler evenings. The large combination living room and dining room offers plenty of space for entertaining and family gatherings and he three-season sunroom is a perfect spot to relax with a good book and the private patio offers a pleasant place on which to enjoy your favorite drink and a summer meal. The attached garage, with an entrance to the family room, makes carrying groceries inside very convenient, especially during inclement weather. Two extra large bedrooms and two full baths, as well as the laundry area, are on the upper level. An extra room on this level works perfectly as a guest room, office or studio. List price takes into consideration that some updating may be desired to reflex one's own taste.

3 Sandgate Cir Unit 3, Madison
34 Canborne Way Unit 34, Madison
$470,000
2 Beds ⋅ 2 Baths ⋅ 24183297 MLS ⋅ Windermere West BLDG.
Nestled quietly at the rear of the Windemere Complex, this freestanding ranch-style unit delivers seamless, one-level living in a highly desirable location. Minutes from Hammonasset State Park, Madison's charming town center, and pristine town beaches, this home perfectly balances convenience and tranquility. Inside, newly installed flooring stretches across an inviting open floor plan. The welcoming foyer flows into a spacious living area centered around a cozy gas fireplace and a large picture window. Natural light streams through the dining area's beautiful bay window, which opens directly to a serene three-season sun porch-your new favorite spot for morning coffee or a good book. The functional kitchen features stainless steel appliances and a convenient breakfast bar. Retreat to the spacious primary suite, complete with a full bath and a relaxing Jacuzzi tub. The flexible second bedroom is ideal for guests or a dedicated home office, positioned near the second full bath which neatly houses the laundry. An oversized one-car garage sits just steps away, providing effortless parking and excellent additional storage.

34 Canborne Way Unit 34, Madison
10 Salem Rd, Madison
$470,000
3 Beds ⋅ 2 Baths ⋅ 24167813 MLS
Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully updated with quartz countertops, stainless steel appliances, an electric range, modern cabinetry, and a pantry, along with oversized windows that bring in an abundance of natural light. Down the hall, you'll find the home's bedrooms, including a primary bedroom with corner windows and a large closet, along with additional bedrooms offering functional layouts and ample storage. A full bathroom on this level features a tub and shower combination. The lower level provides additional living space with a spacious family room featuring laminate flooring, ideal for relaxing or entertaining. This level also includes a second bathroom equipped with an accessible shower, offering added flexibility. Outside, enjoy a covered deck overlooking the yard, perfect for unwinding or hosting guests. The property also includes a two-car garage, a shed for additional storage, and a paved driveway.

10 Salem Rd, Madison
35 Governors Way, Madison
$460,000
4 Beds ⋅ 2 Baths ⋅ 24204125 MLS
Excellent opportunity to own this charming Cape Cod-style home featuring four bedrooms, two full bathrooms, and a generous 2520 square feet of living area. Nestled on a secluded 1.86-acre lot, the property is surrounded by trees, ensuring privacy and a picturesque view during the autumn foliage. As you enter, you will appreciate the home's character, highlighted by hardwood floors, wood paneling, and fireplaces adorned with brick and stone. The first floor includes a bedroom and a full bathroom, enhancing convenience. The upper level comprises the remaining three bedrooms, along with a full bathroom which serves as an ensuite to the primary bedroom. Off-street parking is available via the extended driveway. Nearby attractions include East River Beach, Chaffinch Island Park, and a variety of dining and entertainment venues. Arrange a walkthrough and make this your home today! The property is subject to a 3 day first look period. PLEASE DO NOT DISTURB NEIGHBORS- GPS DOES NOT BRING YOU TO THE CORRECT DRIVEWAY.

35 Governors Way, Madison
53 Summer Hill Rd, Madison
$460,000
4 Beds ⋅ 3 Baths ⋅ 24198304 MLS
This property is being sold 'AS IS' and presents a significant project for the right buyer. Opportunity knocks! Up for a RENO? This home requires extensive work, including mold remediation and general repairs throughout. Due to the current condition of the property, financing and appraisal may be difficult, this opportunity is suited for cash buyers due to the damage of a tree strike.

53 Summer Hill Rd, Madison
17-D Yankee Glen Dr Unit 17D, Madison
$454,000
2 Beds ⋅ 3 Baths ⋅ 24181321 MLS ⋅ Yankee Glen BLDG.
Beautifully maintained and thoughtfully updated free standing townhouse nestled in the highly desirable Yankee Glen. A private complex of just 24 units located steps from downtown Madison. Spanning 1,434 square feet, this 2-bedroom, 2.5-bathroom open-concept living space is bright and spacious. Featuring luxury vinyl plank flooring on the main level, 2 cozy fireplaces and 2 outdoor decks. The updated kitchen boasts maple cabinetry and professional appliances. Upstairs, you'll find two generous bedrooms, highlighted by a spacious primary bedroom with excellent closet storage. Complete with air conditioning, high efficiency natural gas heating system, laundry/storage room and pull-down attic stairs for easy access. This home provides easy access to Interstate 95, the Madison train station, 3 local beaches and Hammonasset Beach State Park. Don't miss this opportunity!

17-D Yankee Glen Dr Unit 17D, Madison
3 Esterly Farms Road Unit 3, Madison
$450,000
1 Beds ⋅ 2 Baths ⋅ 24190995 MLS ⋅ Esterly Farms BLDG.
Welcome to 3 Esterly Farms Rd. Best value in Madison! Tucked away in the sought-after Esterly Farms community, this 1,372-s.f. townhouse offers a seamless blend of comfort & shoreline charm. The thoughtfully designed layout is anchored by stunning Brazilian cherry wood floors that flow throughout the main level, adding a rich, polished warmth to the home. The inviting living area features a classic wood-burning fireplace, perfect for cozy evenings. The upper level is dedicated to a spacious primary suite, providing a private retreat complemented by a primary bathroom as well as an office space. Large windows invite natural light to pour across the living spaces, while the convenience of NATURAL GAS, PUBLIC WATER, and central air ensures year-round comfort. The unit offers a partially finished basement as well as a walkup attic. Living at Esterly Farms means embracing a lifestyle where exterior maintenance is handled for you, leaving more time to enjoy everything Madison has to offer. Located just 1.7 miles from the vibrant Madison Town Green, you are perfectly positioned to enjoy seasonal farmers market & the beloved summer outdoor concert series. Whether you're exploring the boutiques & cafes of the historic downtown area or spending a day at the Madison Surf Club, this location puts the best of the Connecticut coast right at your doorstep. This is a rare opportunity to enjoy a refined, low-maintenance home in one of the region's most desirable communities.

3 Esterly Farms Road Unit 3, Madison
5 W Sussex Pl Unit 5, Madison
$449,000
1 Beds ⋅ 2 Baths ⋅ 24198868 MLS ⋅ West Sussex Place BLDG.
End-unit townhouse condominium in Madison, Connecticut - open-concept living,attached garage, plus a finished lower level! Built in 2006 at West Sussex Place, this move-in ready home features hardwood floors, a kitchen with granite countertops and stainless steel appliances, and a light-filled living and dining area on the main level. Primary bedroom, Loft (or 2nd bed) and the full bath are on the upper level, with a half bath on the main floor. The finished lower level adds approximately 608 square feet of flexible space for a home office, media room, fitness area, or recreation room, along with laundry and storage. Outside, a covered front porch and private rear patio extend the living space on a level, lightly wooded lot. Natural gas hot air heat, central air conditioning, natural gas hot water, and underground utilities, with vinyl siding for low exterior maintenance. An attached one-car garage plus assigned driveway parking. West Sussex Place is a 25-unit community minutes from downtown Madison, Boston Post Road shops and restaurants, Madison Art Cinemas, Hammonasset Beach State Park, and the beaches of Long Island Sound, with quick I-95 access. Please note that I-95 traffic is audible outdoors. Living in Madison provides access to the Surf Club, beach front area with sporting events, stretch of sand and surf, along with seasonal restaurant. The Madison shoreline is beautiful, you truly need to live it!

5 W Sussex Pl Unit 5, Madison
6 Ladshaw Dr Unit 6, Madison
$445,000
2 Beds ⋅ 2 Baths ⋅ 24164028 MLS ⋅ Kensington Acres South BLDG.
Privacy & convenience are both found within this updated detached stand-alone Ranch home in sought after Kensington Acres. Enjoy this 'tucked away' home yet a short walk to historic downtown Madison with its famed bookstore, shopping, restaurants & retail stores. This home has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year-round heated sunporch which is surrounded by nature and very well will be your most favorite room! Detached single car garage plus additional resident & guest parking. Newer Samsung gas stove & Bosch dishwasher. Updated HVAC - Trane AC unit manufactures date 1/2021 & Trane furnace date 4/2021.

6 Ladshaw Dr Unit 6, Madison
534 Horse Pond Rd, Madison
$440,000
2 Beds ⋅ 1 Baths ⋅ 24161698 MLS
Nestled on a peaceful 2.82 acre lot, this charming two-bedroom ranch offers the perfect blend of privacy, comfort , and natural beauty. With a lightly wooded landscape, the property provides a serene setting with open space for outdoor enjoyment. Inside, the home features a practical single-level layout with a cozy living area, complete with a wood burning stove, an inviting galley kitchen, and two bedrooms with connecting full bathroom. An attached garage , full basement, a light and airy breezeway, and pull down stairs attic, all add convenience and extra storage. Come and make this warm and inviting house your home.

534 Horse Pond Rd, Madison

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!