Homes for Sale near Walter C. Polson Middle School

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  /38

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  Historic gem on the Madison Village Green. Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the

  

  Cathy Lynch

  Coldwell Banker Realty

  30 Meeting House Ln, Madison, CT 06443
• 

  Explore Walter C. Polson Middle School

• 

  

  

  /40

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,783 Sq Ft

  77 Silo Hill, Madison, CT 06443

  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,

  

  Cathy Lynch

  Coldwell Banker Realty

  77 Silo Hill, Madison, CT 06443
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  /39

  $925,000

  • 3 Beds
  • 3.5 Baths
  • 3,734 Sq Ft

  3 Longview Terrace, Madison, CT 06443

  Set on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  3 Longview Terrace, Madison, CT 06443
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  /36

  $1,975,000

  $224K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,850 Sq Ft

  81 Strawberry Hill Rd, Madison, CT 06443

  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

  

  Cathy Lynch

  Coldwell Banker Realty

  81 Strawberry Hill Rd, Madison, CT 06443
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  /40

  $709,000

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  7 Milestone Ln, Madison, CT 06443

  Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming

  

  Cathy Lynch

  Coldwell Banker Realty

  7 Milestone Ln, Madison, CT 06443
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  /40

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 2,354 Sq Ft

  148 Mungertown Rd, Madison, CT 06443

  Step into nearly three centuries of Connecticut history, beautifully reimagined for modern living. Privately set on 1.5 beautifully established acres, this exceptional circa-1752 former Helen Foster Snow homestead is a rare convergence of architectural authenticity, exceptional craftsmanship, modern comfort, and effortless shoreline living. Just minutes from Hammonasset Beach State Park (~5

  Allison Ciarcia William Raveis Real Estate

  148 Mungertown Rd, Madison, CT 06443
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  /28

  $210,000

  $25K PRICE DROP

  • 1 Bed
  • 0.5 Baths
  • 732 Sq Ft

  40 East St, Madison, CT 06443

  Enjoy the best the shoreline has to offer in this charming seasonal summer cottage. Bring your swimsuits, sunscreen, and a book... and move right into this furnished, turnkey summer house. One of the largest cottages, this home has central air, 2-3 parking spaces, and a lovely lot. Sun-filled, airy, and spacious, with a large kitchen and dining room, a generous living room, and 2 additional

  Marissa McCue William Pitt Sotheby's Int'l

  40 East St, Madison, CT 06443
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  /10

  $900,000

  • Land
  • 1.24 Acres
  • $725,806 per Acre

  78 Lantern Hill Rd, Madison, CT 06443

  Build Your Dream Home on Prestigious Lantern Hill Road Discover an exceptional opportunity to own a 1.2acre parcel tucked away on one of Madison's most coveted and private culdesacs. Located at 78 Lantern Hill Road, this hidden gem offers the perfect balance of tranquility and convenience-less than a mile from Madison's beautiful beaches, vibrant town center, boutique shopping, dining, golf, and

  Tom Clancy William Pitt Sotheby's Int'l

  78 Lantern Hill Rd, Madison, CT 06443
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  /33

  $595,000

  • 2 Beds
  • 2 Baths
  • 2,560 Sq Ft

  10 Runnymede Ln, Madison, CT 06443

  Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday

  Laura Cariati William Raveis Real Estate

  10 Runnymede Ln, Madison, CT 06443
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  /38

  $2,195,000

  New Construction $300K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,143 Sq Ft

  92 Scotland Ave, Madison, CT 06443

  Less than one mile from downtown Madison, this new construction home offers refined living with white oak floors, custom millwork, coffered ceilings, and abundant natural light throughout. The main level features 9-foot ceilings, a dramatic floor-to-ceiling gas stone fireplace with built-ins, a chef's kitchen with Sub-Zero and Wolf appliances, double ovens, pot filler, wet bar with wine chiller,

  Jillian Wollman Wollman Realty

  92 Scotland Ave, Madison, CT 06443
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  /2

  $350,000

  $100K PRICE DROP

  • Land
  • 2.05 Acres
  • $170,732 per Acre

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443

  Build your dream home in the upscale shoreline community of Madison CT! Featured in Yankee Magazine as "Best Beach Towns" in Connecticut and not many land opportunities like this. Centrally located this approved lot is a very large 2.05 acre lot that is level, wooded, and private in a well established upscale neighborhood ONLY 1.2 miles from downtown and approximately 2 miles from Hammonasset

  Stacy Bucci Coldwell Banker Realty

  92 Scotland Rd Unit Lot. 3, Madison, CT 06443
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  /38

  $880,000

  $70K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,795 Sq Ft

  2415 Durham Rd, Madison, CT 06443

  Turn down a long, picturesque driveway to a stunning mid-century cape, unseen from the roadway. Note, the spectacular fieldstone chimney on the large addition of the gable-end plus the closed in screened porch to the west. Ahead you'll find a large, detached 2-car garage and off to the south a small barn with great potential for an equestrian opportunity. From the screened in porch, enter the

  Debra Thomas Sette Real Estate LLC

  2415 Durham Rd, Madison, CT 06443
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  /37

  $5,000,000

  • 3 Beds
  • 3 Baths
  • 3,109 Sq Ft

  118 River Rd, Madison, CT 06443

  Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the

  Judy Dannemann William Raveis Real Estate

  118 River Rd, Madison, CT 06443
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  /27

  $695,000

  Open Sat 11AM - 1PM Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 3,712 Sq Ft

  1 Hampshire Rd Unit 1, Madison, CT 06443

  Downsize Without Giving Up the Space You Need! Looking to downsize but still need generous storage, a workshop, and dedicated space to work from home? The largest condo in desirable Kensington Acres North offers an exceptional combination of comfort, flexibility, and space. This stand-alone unit features a spacious primary suite plus a guest bedroom. The open living and dining areas flow

  Janet Peckinpaugh William Pitt Sotheby's Int'l

  1 Hampshire Rd Unit 1, Madison, CT 06443
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  /25

  $125,000

  $29K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  16 North St, Madison, CT 06443

  Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless

  Tricia Farin Real Broker CT, LLC

  16 North St, Madison, CT 06443
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  /23

  $700,000

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  67 Blakeman Rd, Madison, CT 06443

  BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it's next chapter-whether that involves a thoughtful renovation or the construction of a brand-new coastal home perhaps. Residents enjoy deeded rights to a private

  Todd Gould William Pitt Sotheby's Int'l

  67 Blakeman Rd, Madison, CT 06443
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  /35

  $559,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,944 Sq Ft

  25 Samantha Ln, Madison, CT 06443

  Nicely maintained 3-bedroom, 3-full-bath home nestled in a quaint cul-de-sac setting. The home is in very good condition and offers comfortable living space both inside and out. The spacious kitchen features granite countertops, plenty of cabinet space, and a center island-perfect for everyday living and entertaining. Primary Bedroom has its own private full bath. Living Room-Dining combination

  Dee Hasuly KW Legacy Partners

  25 Samantha Ln, Madison, CT 06443
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  /34

  $335,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  89 Cottage Rd, Madison, CT 06443

  Highly sought after and rarely available-until now! 89-2 Cottage Road is the seasonal Madison cottage you'll want to run toward. Proudly part of the historic Little Colony community settled by veterans just after World War II, this lovely abode offers two bedrooms and a thoughtfully renovated full bath. The heart of the home is a generous, open-concept living space featuring a beautifully updated

  Melanie Abbott William Pitt Sotheby's Int'l

  89 Cottage Rd, Madison, CT 06443
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  /20

  $149,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 592 Sq Ft

  32 North St, Madison, CT 06443

  With a new roof in process, 32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's

  Melanie Abbott William Pitt Sotheby's Int'l

  32 North St, Madison, CT 06443
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  /39

  $2,190,000

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  15 Highland Terrace, Madison, CT 06443

  COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully

  John Cronin Century 21 AllPoints Realty

  15 Highland Terrace, Madison, CT 06443
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  /39

  $1,658,000

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  9 Bassett Ln, Madison, CT 06443

  Quintessential New England coastal living, just moments from the beach. Nestled in Madison's desirable Seafields Association on a corner lot, 9 Bassett Lane blends the charm and character of a classic shoreline cottage with beautifully updated, modern interiors. Thoughtfully renovated throughout, the home feels fresh and inviting while retaining the warmth and character that makes a New England

  Christine Green Ardor Real Estate

  9 Bassett Ln, Madison, CT 06443
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  /29

  $1,299,000

  • 3 Beds
  • 3 Baths
  • 1,188 Sq Ft

  32 Liberty St, Madison, CT 06443

  Rare coastal compound opportunity in Madison's highly desirable Seaview Beach area. Situated on approximately one-half acre just moments from the shoreline, this unique property features a main residence and a newer detached accessory dwelling unit, offering flexibility rarely found in one of Connecticut's premier shoreline communities. The main home is clean, functional, and ready for a new

  Karina Ukhnitska Real Broker CT, LLC

  32 Liberty St, Madison, CT 06443
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  /28

  $579,900

  • 3 Beds
  • 1 Bath
  • 1,077 Sq Ft

  6 Bower Rd, Madison, CT 06443

  Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while remaining

  Calla Lord Tier 1 Real Estate

  6 Bower Rd, Madison, CT 06443
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  /33

  $499,900

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  35 Aileen Dr, Madison, CT 06443

  First Time Offered In 25 Years. This contemporary raised ranch, set on 2.36 secluded acres, is located in a quiet cul-de-sac neighborhood just minutes to town. The living room with hardwood floors features a cathedral ceiling with beams, a wood burning fireplace, floor to ceiling windows with double sliders to a deck with built in bench, perfect for morning coffee or evening enjoyment. The

  Leslie Richo William Raveis Real Estate

  35 Aileen Dr, Madison, CT 06443
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  /34

  $3,200,000

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 4,937 Sq Ft

  22 Stone Rd, Madison, CT 06443

  Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch

  Rob McConville RE/MAX Heritage

  22 Stone Rd, Madison, CT 06443
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  /31

  $489,000

  • 2 Beds
  • 2.5 Baths
  • 1,606 Sq Ft

  23 Esterly Farms Rd, Madison, CT 06443

  Welcome to 23 Esterly Farms, an exceptional end-unit townhouse offering the perfect blend of style, comfort, and turnkey convenience in one of Madison's most sought-after condominium communities. This meticulously maintained 2-bedroom, 2.5-bath home has been thoughtfully updated throughout, allowing you to move right in and enjoy worry-free living. The sun-filled interior showcases fresh paint,

  Joe Scarpellino Coldwell Banker Realty

  23 Esterly Farms Rd, Madison, CT 06443
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  /39

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 3,368 Sq Ft

  393 Copse Rd, Madison, CT 06443

  Move-in ready and located in a desirable Madison neighborhood near schools and Bauer Park, this expanded Cape offers space, flexibility, and modern updates throughout. Recent improvements include updated kitchens, all 3.5 renovated bathrooms, and new flooring, creating a fresh and welcoming feel. The main level features an eat-in kitchen, formal dining room, and a family room with vaulted

  Tania Melo Coldwell Banker Realty

  393 Copse Rd, Madison, CT 06443
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  /39

  $1,350,000

  • 4 Beds
  • 2.5 Baths
  • 4,022 Sq Ft

  420 Summer Hill Rd, Madison, CT 06443

  Set on nearly two private acres in a quiet, peaceful setting, this beautifully maintained home offers more than 4,000 square feet of spacious, light-filled living. Built in 1999 and presented in excellent condition, the home features an inviting open floor plan, generously sized rooms, four large bedrooms, and two fireplaces that add warmth and character. Abundant natural light highlights the

  Mark McElrath William Pitt Sotheby's Int'l

  420 Summer Hill Rd, Madison, CT 06443
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  /19

  $142,900

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 396 Sq Ft

  92 4th St, Madison, CT 06443

  Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

  Melanie Abbott William Pitt Sotheby's Int'l

  92 4th St, Madison, CT 06443
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  /40

  $749,900

  Open Sat 12PM - 2PM $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,056 Sq Ft

  2125 Durham Rd, Madison, CT 06443

  Tucked away on a sweet cul-de-sac at the end of a private road, well off of Route 79, this spacious 4-bedroom Colonial welcomes you with a wonderful sense of privacy and tranquility. Enjoy plenty of room to gather, relax, and make yourself at home, including a full finished walk out basement with endless possibilities. This low maintenance home features a new roof, hardwood floors throughout, a

  Jane Cardarelli William Raveis Real Estate

  2125 Durham Rd, Madison, CT 06443
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  /18

  $500,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  14 Hampshire Rd, Madison, CT 06443

  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

  Meig Walz Newcomb Coldwell Banker Realty

  14 Hampshire Rd, Madison, CT 06443
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  /38

  $3,000,000

  • 4 Beds
  • 6 Baths
  • 4,833 Sq Ft

  17 Barberry Ln, Madison, CT 06443

  RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood

  Todd Gould William Pitt Sotheby's Int'l

  17 Barberry Ln, Madison, CT 06443
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  /33

  $1,975,000

  • 4 Beds
  • 2 Baths
  • 3,882 Sq Ft

  441 Opening Hill Rd, Madison, CT 06443

  Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

  Steve Adkins Berkshire Hathaway NE Prop.

  441 Opening Hill Rd, Madison, CT 06443
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  /23

  $1,750,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  262 Mungertown Rd, Madison, CT 06443

  Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy

  Lisa Rollins Team Compass Connecticut, LLC

  262 Mungertown Rd, Madison, CT 06443
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  /40

  $1,950,000

  $300K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  26 Bassett Ln, Madison, CT 06443

  Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a

  Steven Koleno Beycome of Connecticut

  26 Bassett Ln, Madison, CT 06443
• 

  

  /22

  $599,900

  $149K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $3,157,368 per Acre

  885 Boston Post Rd, Madison, CT 06443

  Fully approved and ready to go, this exceptional commercial lot is situated in the heart of vibrant downtown Madison. Boasting approvals for a 5,000 square foot building the property includes a brand-new septic system, 13 designated parking spaces with additional parking options, and unbeatable proximity to restaurants, shopping, the train station, and I-95. Imagine welcoming clients or customers

  Michael Hvizdo Coldwell Banker Realty

  885 Boston Post Rd, Madison, CT 06443
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  /37

  $1,080,000

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Cambridge Dr, Madison, CT 06443

  Introducing 15 Cambridge Drive, an exceptional Madison Townhouse style Condo in the heart of it all. Accessible, yet private this residence is a rare find. Tucked away at the end of Cambridge Dr, right off Island Ave this 2,200+ square foot townhouse is an unexpected combination of polished elegance, charm and thoughtfulness in renovation and design. The sophisticated Living and Dining room are

  Phoebe Schreiner William Pitt Sotheby's Int'l

  15 Cambridge Dr, Madison, CT 06443
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  /38

  $1,200,000

  • 5 Beds
  • 5.5 Baths
  • 3,832 Sq Ft

  1209 Durham Rd, Madison, CT 06443

  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.

  Heather Clinton Berkshire Hathaway NE Prop.

  1209 Durham Rd, Madison, CT 06443
• 

  

  /9

  $1,235,000

  • Land
  • 1.02 Acres
  • $1,210,784 per Acre

  8 Old Route 79, Madison, CT 06443

  Great commercial lot - signalize corner, level and cleared. A rare opportunity for Developers and Investors. Located at the strategic Junction of Old route 79 and Durham Road . One minute to I-95. The property boasts exceptional visibility an accessibility from both north and southbound traffic. Short distance to downtown MADISON, this site is ideal for a variety of commercial ventures, including

  Thomas Simjian Keller Williams Coastal

  8 Old Route 79, Madison, CT 06443
• 

  

  /38

  $3,000,000

  $1M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,657 Sq Ft

  45 Island Ave, Madison, CT 06443

  Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

  Meig Walz Newcomb Coldwell Banker Realty

  45 Island Ave, Madison, CT 06443

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