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$875,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194353 MLS
Incredible opportunity to own this classic four-bedroom Colonial in the highly sought-after Knob Hill neighborhood. Nestled on a lovely, quiet street just minutes from town and the beaches, this home is beautifully set back from the road, offering both privacy and curb appeal. The kitchen with vaulted ceilings opens to the family room and a stunning screened porch, creating the perfect flow for everyday living and entertaining. A full bath next to the office/guest room on the main level adds convenience and flexibility. Upstairs, you'll find four generously sized bedrooms, including a primary suite with its own private bath. The vaulted screened porch is a true highlight - an ideal place to relax and enjoy the peaceful surroundings. Step outside to a brick patio overlooking the private backyard, perfect for outdoor gatherings or quiet evenings. The finished lower level provides additional living space for recreation, a playroom, home gym, or office, along with a second fireplace and ample storage. Additional features include a brand new roof, recently painted exterior, city water, central air conditioning, potting shed, and a two-car garage. Knob hill is a one of a kind neighborhood, holiday get togethers, 4th of July bike parade and safe walking and biking. Located just north of the Boston Post Rd.

25 Knob Hill Rd, Madison
$649,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$3,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192824 MLS
Coastal Meets Retro in this adorable Cottage Style Home Near East Wharf Beach in Madison, CT !! Furnished 2 bedroom, 1.5-bathroom cottage rental in Madison, Connecticut - an academic-year lease a short distance from East Wharf Beach on the Connecticut Shoreline. This fully furnished Madison cottage blends a relaxed beach-house feel with mid-century character, including a vintage-style blue refrigerator in the kitchen. The layout offers two bedrooms, one and a half bathrooms, and a dedicated smaller room ideal for a home office or study. Recent updates include new windows (2026)- on order and will be installed in August, updated flooring throughout, making this a turnkey, move-in ready rental. Available fully furnished for the academic year, [September] through [May]. Minutes to East Wharf Beach, Madison town center, Boston Post Road shopping and dining, and Long Island Sound. One dog or small pet considered; no cats. . A rare furnished seasonal rental on the Connecticut Shoreline in Madison, CT 06443.

24 Hamilton Dr, Madison
$565,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$400,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$7,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191917 MLS
Fabulous academic rental available Sept 1st through May 31st 2027. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy fabulous views from your deck, large yard and tidal pool. Plenty of space for everyone with a bedroom with full bath on the main level, Primary en suite on the second floor with private balcony and two additional bedrooms with full bath; this home will sleep 8/9 guests comfortably. Central Air in the main house and every convenience you could possibly want.

43 Soundview Ave, Madison
$665,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186310 MLS ⋅ Legend Hill BLDG.
Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently replaced were central-air, furnace and all new stainless steel appliances. This unit is over 1800 square feet, not inclusive of the finished sunroom off of kitchen and the 2 finished rooms in the walk out basement. There is plenty of storage in the attached 2 car garage, with another unfinished storage area in basement. The kitchen has been updated with granite counters and refaced maple cabinets. The first floor powder room has been remodeled with marble flooring. In addition the upstairs master bath has been completely remodeled from top to bottom. The sunken living room with vaulted ceiling and fireplace is a wonderful room to curl up with a book or gather with friends and family. Legend Hill has an idyllic, peaceful setting on over 80 acres with the best condo amenities in this market area that include pool, tennis courts and historic cobblestone clubhouse with beautiful vistas. The clubhouse with the sunny patio overlooking the pool is a favorite place to gather on Friday evening. Schedule your showing now. This one won't last long.

81 Legend Hill Rd Unit 81, Madison
$1,100,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190527 MLS
This exceptional ranch-style home is set on a beautifully landscaped lot just minutes from Madison's charming town center and sandy beaches. A semi-circular driveway, classic brick and clapboard exterior, stone walls, and mature plantings create a stunning first impression.Step into the sun-filled two-story foyer and discover elegant finishes throughout, including hardwood floors, crown molding, tray ceilings, custom millwork, wainscoting, and built-in cabinetry. The inviting Great Room is anchored by a propane fireplace with an inset heater, while the chef's kitchen features off-white cabinetry, soapstone countertops, a Viking 6-burner propane cooktop, Thermador refrigerator, Bosch dishwasher, wine cooler, undermount microwave drawer, plus a pantry. The heated sunporch with two new skylights opens to an expansive Trex deck with awning and fenced backyard-perfect for relaxing. The spacious primary suite offers walk-in closets, a spa-inspired bath with travertine counters, tiled shower, private deck access, and a convenient stackable washer and dryer in an adjacent closet. Two additional bedrooms, a private office (or potential fourth bedroom), a second laundry room, and a finished lower level (983 sq ft) with custom built-in cabinetry and bookshelves provide extra living space. A walk-up floored attic with a cedar closet offers added storage. 3 zone hydro-air heating and cooling, a whole-house generator, irrigation system, solar panels, a 3 car garage with epoxy floor too!

72 Strawberry Hill Rd, Madison
$569,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$519,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$3,750
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190587 MLS
Spend the academic year in this charming Colonial located in the desirable Seaview Beach Association. Begin your mornings with a peaceful stroll along the waterfront, or enjoy an easy walk to the shops, restaurants, and amenities in town. With multiple bedrooms and inviting, open living spaces, this home offers plenty of room to relax, gather, and make lasting memories throughout the academic season. Combining coastal charm with everyday convenience, it's the perfect place to call home while you're here.

15 Willard Ave, Madison
$6,800
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24189879 MLS
Welcome to this stately Colonial home set on 1.11 acres in Madison's coveted Bartlett neighborhood. Meticulously maintained, the interior features beautiful hardwood flooring throughout. A formal dining room sits adjacent to a private, spacious study outfitted with built-in bookshelves. The home's open-concept design revolves around an updated family room with a cozy fireplace and French doors opening to a newer deck. It connects effortlessly to the custom kitchen, complete with stainless steel appliances, premium cabinetry, and a large center island that doubles as a casual eating area. All upper-level bedrooms include overhead ceiling fans and generous closet space. The primary suite serves as a luxury retreat, boasting a vast walk-in closet and a full bath with a double vanity. Highly versatile, a massive 5th bedroom can easily double as an oversized bonus room with its own en suite bath. The finished lower level expands your livable square footage, while a whole-house generator offers ultimate peace of mind. Tucked away on a quiet cul-de-sac, this property places you just minutes from top-tier schools like Kathleen H. Ryerson Elementary and Daniel Hand High School. Enjoy the quintessential shoreline lifestyle with quick access to Hammonasset Beach State Park, the scenic Madison Green, local golf clubs, and excellent downtown boutique shopping and dining.

11 Silo Hill, Madison
$1,200,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24187090 MLS
Private.Pastoral.Purposeful. Available for the first time in decades. This rare 4-acre compound offers a Farmhouse style home, a guest house, 3-car garage with additional storage, and attached in-home gym, office equipped with bathroom, and artist's studio. This legacy property delivers both on location and acreage offering a one-of-a-kind sequestered compound that simply cannot be replicated. Level agricultural acreage stretches across the property, bordered by old farm stonewalls. Outstanding potential-whether your vision is a hobby or gentleman's farm, livestock, or equipment storage. Ideal for multi-generational living for those seeking shared but private living. Investors seeking income producing property, entrepreneurial minded, and creatives looking for a home office, in-home gym with full bath, and studio space. The property has two separate septic systems and utilities offering true independence. Farmhouse style home is enchanting with 3-bedrooms. Dual staircases with private access to the primary ensuite bedroom complete with sliding glass doors opening to a private balcony overlooking the serene pastoral landscape. Wide floorboards throughout the main and upper floors. Two enclosed front porches, open covered back patio, solarium, provide additional spaces for hobbies and respite.

1209 Durham Rd, Madison
$7,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186084 MLS
AVAILABLE FOR THE MONTH OF AUGUST. Live the ultimate shoreline lifestyle on Middle Beach Road, Madison's most prestigious and sought-after coastal street. This delightful 2-bedroom, 1-bathroom garage apartment (on the 2nd floor) offers a rare opportunity to enjoy stunning dual views, capturing the sparkling waters of the Long Island Sound from one side and the serene, ever-changing landscape of the salt marsh from the other. The interior features a functional layout with a welcoming Living Room and an efficient galley kitchen. Step out onto your private back deck-the perfect spot for morning coffee or evening relaxation while taking in the peaceful marsh views and coastal wildlife. Best of all, you are just a short, scenic walk away from East Wharf Beach or The Surf Club and Madison's charming downtown, filled with local shops, dining, and the iconic RJ Julia Booksellers. Don't miss this chance to experience the perfect blend of natural beauty and unbeatable convenience on the shoreline.

165 Middle Beach Rd, Madison
$739,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$5,700
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183399 MLS
Available from September 15, 2026, through May 15, 2027, this stunning direct-waterfront academic rental offers an unparalleled coastal lifestyle with breathtaking, panoramic views from almost every room. The bright, sunny interior features an open-concept main level, highlighting a gourmet kitchen with quartz countertops and stainless steel appliances, alongside a generous living and dining area complete with a gas fireplace and walls of glass that frame the ever-changing coastal vistas. Sliders open to an expansive wrap-around deck perfect for relaxing, while the direct-access beach with its natural tidal pools awaits just steps away. The home's flexible layout includes a convenient main-floor bedroom with a full bath and laundry, while the upper level boasts a second bedroom, a full bath, and a one-of-a-kind primary suite featuring soaring ceilings, dramatic walls of glass, and a private balcony for your morning coffee. Please note that this is a strict no pets, no exceptions property.

146 Chittenden Field Ln, Madison
$769,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184408 MLS
Set on a beautiful, private 1.25-acre lot in one of Madison's sought-after neighborhoods, this spacious, well maintained Colonial offers exceptional flexibility and comfort with nine rooms plus an additional sunroom. The kitchen is updated with granite countertops and newer appliances. Bathrooms have all been updated with tile and granite. The floors are hardwood throughout the home. Thoughtfully designed for both everyday living and entertaining, the home features generous living spaces, 2 fireplaces and a propane stove, abundant natural light, and a large Great room ideal for a playroom, home office, media room, or guest retreat. Enjoy the peace of mind provided by a whole-house generator, ensuring year-round convenience and security. The picturesque property offers a tranquil setting while remaining just minutes from Madison's town center, walking trails, beaches, schools, shopping, and commuter routes. A wonderful opportunity to make this well-maintained home your own in a premier shoreline community.

89 Summer Hill Rd, Madison
$850,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183478 MLS
Coastal Paradise in the Heart of Madison! Welcome to one of Madison's most desirable shoreline beach communities, where coastal charm, breathtaking views, and endless outdoor recreation come together to create the perfect seaside retreat. This delightful cottage offers spectacular views of Fence Creek Salt Marsh and a glimpse of Long Island Sound. Kayak or paddleboard from the beach one block away (or directly from the back yard at high tide), enjoy morning walks along the ocean, stroll into town for coffee, and embrace the relaxed Connecticut shoreline lifestyle. Inside, this charming home features 2 bedrooms, 1 bath, and 3 additional rooms that capture the beauty of the surrounding landscape. Large windows invite natural light and showcase the stunning marsh vistas. The deck is ideal for entertaining or simply unwinding while taking in the abundant bird life. After a day at the beach, rinse off in the outdoor shower. Central air conditioning and heat offer three-season living, with the potential for winterization. Its location, just 3/4 of a mile from Madison's vibrant downtown, provides easy access to charming shops (including a renowned bookstore), restaurants, movie theater and library. Ideally situated between New York City and Boston, and approximately one hour from Rhode Island, rarely does an opportunity arise to own a waterfront-adjacent cottage in such a coveted Madison location. Come experience the beauty, tranquility, and timeless appeal of Shoreline Living.

17 Linden Ln, Madison
$570,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$1,300,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24183446 MLS
Welcome to this fabulous one-owner custom home in sought-after Neck River Farms. A gracious, spacious foyer warmly welcomes you inside, setting the tone for the beautifully maintained interior filled with abundant natural light. A dedicated home office with elegant French doors offers the perfect space for working remotely or quiet study. The inviting living room is ideal for entertaining, featuring oversized windows, soaring ceilings, and detailed crown molding. The heart of the home is the well-appointed kitchen, complete with a large center island, generous pantry storage, and granite countertops. It flows seamlessly into the cozy family room, where a wood-burning fireplace creates a perfect gathering space. Upstairs, you'll find 4 bedrooms plus a versatile guest suite above the garage, complete with a full bath and private back staircase-ideal for extended stays or multigenerational living. The primary bedroom is spacious with a luxurious bath and walk-in closet. The finished basement provides additional flexible space for a playroom, fitness area, or media room. Situated at the end of a cul-de-sac, this home offers privacy on 4.12 acres of beautifully landscaped grounds. The level backyard features a lovely stone patio and plenty of room for a pool. Additional highlights include a newer asphalt shingle roof. A rare opportunity to own a spacious and thoughtfully designed home in a desirable location!

77 Silo Hill, Madison
$16,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180919 MLS
Spend your summer by the shore at 153 Middle Beach Road in Madison, a classic coastal retreat available for August 2026 and Sept. Perfectly positioned in one of Madison's most sought-after beach neighborhoods, this charming home offers the relaxed lifestyle that makes summer on the Connecticut shoreline so special. Wake up to salty sea breezes, enjoy your morning coffee on the spacious front porch, and spend your days just a short stroll from East Wharf Beach, where swimming, sunbathing, paddle boarding, and spectacular sunsets await. From the backyard, launch your kayak and explore the peaceful waters and abundant wildlife of the marshes and creeks that wind through this picturesque shoreline setting. The home comfortably offers four bedrooms, including a main floor bedroom and full bath, inviting living spaces, hardwood floors, and plenty of room to gather after a day at the beach. The sun drenched kitchen has a new refrigerator and stove. Water views, natural beauty, and the easy rhythm of beach living create a truly memorable summer experience. Located just minutes from Madison's vibrant downtown, you'll enjoy boutique shopping, wonderful restaurants, the town green, and local events throughout the season. Whether you're seeking a month-long escape or an extended summer stay, 153 Middle Beach Road offers the perfect blend of comfort, charm, and waterfront adventure. Also, for sale. See MLS#24164243

153 Middle Beach Rd, Madison
$2,150,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24164243 MLS
Rare opportunity to own a Nantucket-style coastal retreat on coveted Middle Beach Road in Madison. Just moments from East Wharf Beach and downtown, this distinctive property offers timeless shoreline charm, a huge porch, breathtaking tidal marsh views, and glimpses of Long Island Sound from the second floor. Filled with character and reminiscent of a 1920s seaside cottage, the sun-filled main house features iconic fir floors, generous living spaces, and abundant natural light. The spacious 26' x 13' living room is ideal for entertaining, while the private 17' x 10' family room provides a cozy retreat. A first-floor bedroom and adjacent full bath offer flexibility for guests or single-level living. Upstairs are three additional bedrooms, a full bath, and a walk-up attic for storage. Adding exceptional versatility is the detached carriage guest house, built in 2004. This charming space features vaulted ceilings, built-in cabinetry and bookshelves, a trundle bed, a beautifully remodeled full bath, and a delightful kitchen with granite countertops and a breakfast bar.The expansive deck overlooks a stunning tidal marsh and winding serpentine river, creating a spectacular setting for relaxing, entertaining, and enjoying coastal wildlife. Ospreys, egrets, and other shorebirds are frequent visitors.Ideal as a year-round residence, vacation home, investment property, or multi-generational retreat, this exceptional shoreline offering captures the best of Madison's coastal lifestyle.

153 Middle Beach Rd, Madison
$899,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24179816 MLS
Nestled on sought-after Randi Drive, this beautifully maintained Colonial offers spacious living in a prime Madison location. The home features a formal living room and dining room, a large kitchen with a sunny breakfast area, and an oversized family room with a fireplace and wood-burning stove. Upstairs you'll find 4 bedrooms, including 2 beautifully remodeled bathrooms. A finished third floor provides flexible space for a home office, playroom, or guest retreat. The lower level with even more living space provides ample space for all. Set on a beautiful level lot with lovely mature plantings, this property is ideally located close to town, schools, and Madison's beautiful shoreline and beaches.

9 Randi Dr, Madison
$2,650,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24159028 MLS
Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the home is thoughtfully designed for both elegant living and everyday comfort, featuring expansive, light-filled spaces and exquisite millwork throughout. The custom chef's kitchen is a true centerpiece, appointed with premium appliances, striking imported granite countertops, and impeccable detailing. A grand entryway welcomes you with a sweeping staircase and a beautifully crafted coffered ceiling, setting the tone for the quality and sophistication found in every room. Layout designed for first floor primary suite. This is a home for those who appreciate enduring design, superior construction, and a setting that feels worlds away-yet remains close to everything Madison has to offer.

24 Indigo Trl, Madison
$1,975,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24155109 MLS
Modern luxury meets sustainable living in a premier location. Set on more than two private acres in one of the area's most sought-after neighborhoods, this brand-new contemporary home offers a bright, open-concept design that blends sophisticated style with everyday comfort. At the heart of the home, the chef's kitchen impresses with a Sub-Zero refrigerator, Wolf appliances, custom cabinetry, and stunning quartzite countertops. The space flows effortlessly into the expansive great room, where a dramatic floor-to-ceiling fireplace creates a striking focal point for gathering and entertaining. The main-level primary suite serves as a private retreat, featuring its own stone fireplace, spacious walk-in closet, and luxurious ensuite bath. The walkout lower level adds exceptional flexibility with two additional bedrooms, a shared full bath, two generous flex spaces ideal for a home office, gym, media room, or recreation area, plus an additional half bath. Designed with both efficiency and longevity in mind, the home is equipped with an energy-efficient geothermal heating and cooling system, providing year-round comfort while helping reduce utility costs. A premium metal roof offers outstanding durability, low maintenance, and lasting protection for decades to come. Additional features include a two-car garage and exceptional privacy, all just minutes from Madison's charming village center, beautiful beaches, and convenient access to I-95.

81 Strawberry Hill Rd, Madison

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