Homes for Sale near Daniel Hand High School

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  /37

  $3,100,000

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot colonial offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is surrounded by

  

  Ron Stewart

  Houlihan Lawrence WD

  (475) 405-2519

  24 Indigo Trail, Madison, CT 06443
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  /15

  $750,000

  • Land
  • 1.00 Acre
  • $750,000 per Acre

  00 Stone Rd, Madison, CT 06443

  Discover the perfect opportunity to build your dream home on this exceptional buildable lot, offering coveted deeded beach rights. Nestled in a prime location, this property provides direct access to pristine Madison shore, allowing you to enjoy the beauty of coastal living every day. Whether you're looking to create a private retreat, or a vacation/second home, this lot offers unlimited

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (475) 472-9564

  00 Stone Rd, Madison, CT 06443
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  /40

  $3,350,000

  • 6 Beds
  • 6 Baths
  • 8,097 Sq Ft

  37 Lantern Hill Rd, Madison, CT 06443

  Experience the perfect combination of luxury and convenience with this exceptional 8,000-square-foot home, ideally situated within walking distance of the beaches, town center, and Madison Country Club. Nestled in the sought-after Lantern Hill neighborhood, this premier residence is surrounded by brick sidewalks and charming lanterns that evoke timeless elegance and in-town living at its finest.

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 252-4695

  37 Lantern Hill Rd, Madison, CT 06443
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  /40

  $625,000

  • 3 Beds
  • 3,768 Sq Ft

  36 Jannas Ln, Madison, CT 06443

  Hey there! Check out this stunning contemporary house located just a few houses north of Rt 1. It's sitting on a knoll and has so much potential, but it does need a complete remodeling. This is your chance to redesign the interior and make it your own! The location is perfect - close to town, the Long Island Sound, and even a golf course. This could be your ideal summer retreat or a cozy

  

  Harry Finer

  William Raveis Real Estate

  (203) 580-6329

  36 Jannas Ln, Madison, CT 06443
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  /39

  $449,900 Open Sun 12PM - 1:30PM

  • 3 Beds
  • 3 Baths
  • 2,060 Sq Ft

  2364 Durham Rd, Madison, CT 06443

  Welcome to this beautifully maintained raised ranch in Madison, CT! Built in 1980 and set on a level, picturesque 1.1-acre lot-offering the perfect blend of space, privacy, and convenience. Inside, you'll find 3-4 bedrooms, including a primary suite with its own full bath, and a total of 3 full bathrooms throughout the home. The main level features gorgeous hardwood floors, a bright and

  

  Kristopher Tramont

  Real Broker CT, LLC

  (475) 405-2965

  2364 Durham Rd, Madison, CT 06443
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  /35

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  50 Oak Ave, Madison, CT 06443

  "The beach is calling, and I must go". Located on a quiet, private, street with views of the Long Island Sound. This beautiful home was designed by one Madison's own well respected architects Duo Dickinson. Architectual design was implemented by custom builder Calvin Page and later modified by Matthew Fogarty. The site plan was created by Waldo and Associates. A lot of expertise and experience

  Heather Clinton Berkshire Hathaway NE Prop.

  50 Oak Ave, Madison, CT 06443
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  /40

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  908 Boston Post Rd, Madison, CT 06443

  THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

  Todd Gould William Pitt Sotheby's Int'l

  908 Boston Post Rd, Madison, CT 06443
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  /6

  $2,000,000

  • 7 Beds
  • 7 Baths
  • 5,547 Sq Ft

  675 & 677 Durham Rd, Madison, CT 06443

  Your private estate awaits. This is the price for both the white cape built in 2020 and the gray home built in 2023. Absolutely stunning and meticulously maintained, these beautiful homes have an open and airy feel. Walk in and you immediately notice the exceptional quality of both homes. The main home is complete with a first-floor primary suite and spacious upstairs. The guest home is open

  Meig Walz Newcomb Coldwell Banker Realty

  675 & 677 Durham Rd, Madison, CT 06443
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  /28

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft

  917 Boston Post Rd, Madison, CT 06443

  This iconic property offers a rare opportunity to own a piece of Madison's history. This meticulously restored colonial offers the perfect blend of historic charm and modern luxury. Just a short walk from the library, Bar Bouchee, and the beach, this home provides an unparalleled lifestyle in one of the area's most coveted locations. With keen attention to detail, every aspect of this home has

  Meig Walz Newcomb Coldwell Banker Realty

  917 Boston Post Rd, Madison, CT 06443
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  /27

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,435 Sq Ft

  675 Durham Rd, Madison, CT 06443

  Stunning 4-Bedroom 3 1/2bathroom cape perfectly situated in Madison for convenience and privacy. This home offers both comfort and elegance in every corner with its open floor plan and top of the line kitchen and baths. Enjoy the ease of a private primary suite on the main floor, complete with a massive walk-in shower and plenty of storage space. This open floor plan offers endless possibilities

  Meig Walz Newcomb Coldwell Banker Realty

  675 Durham Rd, Madison, CT 06443
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  /31

  $935,000

  • 3 Beds
  • 3.5 Baths
  • 3,772 Sq Ft

  13 Longview Terrace, Madison, CT 06443

  Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

  Margaret Muir William Pitt Sotheby's Int'l

  13 Longview Terrace, Madison, CT 06443
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  /25

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft

  55 Woodland Rd, Madison, CT 06443

  Bright, fully renovated, one-story home within walking distance to Madison Town Green. New kitchen, baths, floors, roof, and heater! Three bedrooms. Two full baths. Full basement.

  Pam Kadamus William Pitt Sotheby's Int'l

  55 Woodland Rd, Madison, CT 06443
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  /27

  $615,000

  • 2 Beds
  • 3 Baths
  • 1,680 Sq Ft

  11 Strathmore Ln, Madison, CT 06443

  Meticulously maintained townhouse condo now available. Two bedrooms (office serving as a 3rd bedroom) bright & sunny kitchen, combined living & dining room, family room w/sliders out to private patio, one car attached garage w/additional parking. Savor the best of indoor and outdoor living minutes to beaches, restaurants, world famous RJ Julia Bookstore, library, train and commuter routes. Just

  Pam Kadamus William Pitt Sotheby's Int'l

  11 Strathmore Ln, Madison, CT 06443
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  /35

  $635,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  67 Boston Post Rd Unit 1-1, Madison, CT 06443

  Welcome to 67 Boston Post Road, Unit #11 - a stunning, turn-key luxury residence that perfectly blends modern comfort with timeless elegance. Nestled in one of Madison's most sought-after communities, this exquisite home is just minutes from the charming Madison town center and the picturesque Guilford Green. Step inside to discover a spacious open-concept layout featuring gleaming hardwood

  Matt Healy Coldwell Banker Realty

  67 Boston Post Rd Unit 1-1, Madison, CT 06443
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  /40

  $779,900 Open Sun 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,892 Sq Ft

  94 Sportsman Hill Rd, Madison, CT 06443

  Welcome to 94 Sportsman Hill Road! Nestled on a 1.66-acre lot on a quiet cul-de-sac, this newly renovated colonial offers over 3,800 sq ft of versatile living space with 5 bedrooms, 3.5 bathrooms, a family room, an entertainment room, and more. Step inside to a bright center hall with a neutral palette and gleaming hardwood floors throughout. The kitchen features a center island with storage and

  Alejandro Pabon-Rey Dow Della Valle

  94 Sportsman Hill Rd, Madison, CT 06443
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  /39

  $575,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  46 Legend Hill Rd, Madison, CT 06443

  Highly coveted ranch style end unit in Legend Hill with partial ocean views. Vaulted ceilings, bright light throughout, a finished walkout basement and brand new carpet make this unit a must-see! The sun-drenched 3 season room boasts bucolic views. Features of the community include a large in-ground pool with a community gathering historic clubhouse with patios, terraces & professionally

  Meg Farmer Coldwell Banker Choice Properties

  46 Legend Hill Rd, Madison, CT 06443
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  /40

  $749,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,037 Sq Ft

  76 Horse Pond Rd, Madison, CT 06443

  This spacious Cape-style home with a modern twist offers over 3,000 sq ft of thoughtfully designed living space-plus an additional 300 sq ft finished rec room in the basement. The heart of the home is the expansive kitchen, featuring granite countertops, a center island with a built-in microwave drawer, and premium stainless steel appliances including a Wolf 6-burner dual fuel range, Viking

  James Didato Berkshire Hathaway NE Prop.

  76 Horse Pond Rd, Madison, CT 06443
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  /40

  $550,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,027 Sq Ft

  182 Durham Rd, Madison, CT 06443

  Welcome to this beautifully maintained 4-bedroom, 2-bathroom home that blends comfort, style, and thoughtful upgrades. Inside, you'll find a spacious living area with eye-catching exposed wood beams, and an updated kitchen featuring modern finishes and appliances-perfect for everyday living and entertaining. This home is move-in ready with key updates including a new well pump, a new pool filter

  Timothy Johnson KW Legacy Partners

  182 Durham Rd, Madison, CT 06443
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  /40

  $2,300,000

  • 5 Beds
  • 6 Baths
  • 5,795 Sq Ft

  584 Boston Post Rd, Madison, CT 06443

  Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in

  Kate Jasko Coldwell Banker Realty

  584 Boston Post Rd, Madison, CT 06443
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  /40

  $2,900,000

  • 5 Beds
  • 4 Baths
  • 3,397 Sq Ft

  25 Seaview Ave, Madison, CT 06443

  Stunning, custom architectural designed home in the desirable Seaview Beach area. Situated on the high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound & sandy beach by a dedicated waterway with cabana. This home was entirely rebuilt in 2010 and boasts numerous amenities, including custom woodworking, built-ins and cabinetry throughout, automated skylights,

  Alison Gould Gould Group LLC

  25 Seaview Ave, Madison, CT 06443
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  /38

  $649,900

  • 2 Beds
  • 1 Bath
  • 1,369 Sq Ft

  7 Meadow Ln, Madison, CT 06443

  "The River House" -serene vistas of the river and marsh from most every room in this precious, year round ranch. Brand new engineered septic w/1000 gal tank & roof are major improvements. Large windows bring the outside in where you can enjoy the abundant wildlife that thrives here. Meandering Neck River leads you to Long Island Sound; tidal in nature but allows for a shallow-bottom boat, kayak

  Amy Kirst William Pitt Sotheby's Int'l

  7 Meadow Ln, Madison, CT 06443
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  /14

  $548,700

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  1 Lantern Ct Unit 1, Clinton, CT 06413

  Rare, Detached RANCH Condo home at private, desirable, Lantern Court Condominiums...Historic Village..55 years old and over, only 13 units. The only detached, separate unit in the complex..1500sf, 3 BR, 2 full baths, 2 car garage, hardwood floors throughout, LR/DR combo, Large kitchen w/granite counters and sliders to huge rear deck, laundry room, Front porch, Lots of windows and light, huge

  Gary Damato Press/Cuozzo Realtors

  1 Lantern Ct Unit 1, Clinton, CT 06413
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  /28

  $1,050,000

  • 2 Beds
  • 2.5 Baths
  • 2,418 Sq Ft

  5 Evarts Ln, Madison, CT 06443

  Nestled in the heart of downtown Madison, this stunning townhouse with a freshly painted interior offers the perfect blend of luxury and convenience-just a short stroll from sandy beaches, the library, a cinema, a charming independent bookstore, and an array of shops and restaurants. The beautifully designed kitchen boasts soaring 9'+ ceilings, a SubZero refrigerator, and an inviting eat-in space

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  5 Evarts Ln, Madison, CT 06443
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  /27

  $339,900

  • 2 Beds
  • 3 Baths
  • 1,332 Sq Ft

  13 Brantwood Dr, Madison, CT 06443

  Maintenance Free Living! In the desired shoreline community of Madison, Ct take a look at this 2 bedroom, 1 full & 2 half baths townhouse condo in Brantwood. This unit is perfectly positioned just a short stroll from Madison's vibrant town green, eclectic shops, and delightful restaurants. This unit offers the ideal blend of convenience and coastal charm. Just minutes to the town beach or a short

  Joanne Combs Dan Combs Real Estate

  13 Brantwood Dr, Madison, CT 06443
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  /14

  $548,700

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  1 Lantern Ct Unit 1, Clinton, CT 06413

  Rare, Detached RANCH home at private, desirable, Lantern Court Condominiums...Historic Village..55 years old and over complex, only 13 units..but home is not subject to 55 and over rules. The only detached, separate unit in the complex..1500sf, 3 BR, 2 full baths, 2 car garage, hardwood floors throughout, LR/DR combo, Large kitchen w/granite counters and sliders to huge rear deck, laundry room,

  Gary Damato Press/Cuozzo Realtors

  1 Lantern Ct Unit 1, Clinton, CT 06413
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  /40

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  168 Green Hill Rd, Madison, CT 06443

  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

  Steven Elek Coldwell Banker Choice Properties

  168 Green Hill Rd, Madison, CT 06443
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  /35

  $639,900

  • 2 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  67 Boston Post Rd Unit 8, Madison, CT 06443

  This stunning 2-bedroom townhouse-style condominium is located in the nearly new East River Farms community. Designed with elegance, this neighborhood boasts a classic New England aesthetic, highlighted by a charming stone wall & professional landscaping. Inside, the home features a chef-inspired kitchen with an 8' granite island offering seating for four, a porcelain Shaw's farm sink, subway

  Dana Weinstein Coldwell Banker Realty

  67 Boston Post Rd Unit 8, Madison, CT 06443
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  /32

  $510,000

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

  123 Legend Hill Rd Unit 123, Madison, CT 06443

  Welcome to Legend Hill, where the sunsets from this 2-bedroom 2.5 bath condominium are unsurpassed! You will be in the town of Madison with its private beaches, quaint boutiques, and summer farmers markets on the town green. What a great place to call home! This recently renovated condo has crown molding, engineered hardwood floors, and a gas fireplace, adding warmth and ambiance on those chilly

  Scott Penna William Raveis Real Estate

  123 Legend Hill Rd Unit 123, Madison, CT 06443
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  /36

  $375,000

  • 2 Beds
  • 3 Baths
  • 1,332 Sq Ft

  16 Brantwood Dr, Madison, CT 06443

  This 2 bedroom/1.2 bath townhouse condo is located in Brantwood, close to I-95 and Madison's lively town center, historic green, beaches, train station, and bus routes. New sidewalks on adjacent streets enhance the convenience of Brantwood. The condo's first floor features an open floor plan living/dining room and eat-in kitchen and slider to the new patio plus a powder room. Upstairs, there

  Bette Zollshan William Pitt Sotheby's Int'l

  16 Brantwood Dr, Madison, CT 06443
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  /28

  $215,000

  • 1 Bed
  • 0.5 Baths
  • 500 Sq Ft

  28 North St, Madison, CT 06443

  MOTIVATED SELLER !Dream of sunny beach days and enjoying all that the shoreline lifestyle offers? Then this one is for you ! Fully turn-key, this seasonal cottage is directly bordering Hammonasset Beach State Park, only a short walk away. This cottage has enough room to sleep eight or more people comfortably in a cozy environment. Enjoy the park's two miles of sandy beaches, secluded coves,

  Jessica Anderson Coldwell Banker Realty

  28 North St, Madison, CT 06443
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  /37

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  67 New Rd, Madison, CT 06443

  Perfect Location - Just Minutes to Hammonasset Beach, Downtown Madison & I-95! This beautifully updated 3-bedroom, 2-bathroom ranch offers comfortable single-level living with an additional office and a spacious family room. The eat-in kitchen has been tastefully updated with Corian countertops and stainless-steel appliances. A screened-in porch leads to a new paver patio-perfect for outdoor

  Nancy Potts Coldwell Banker Realty

  67 New Rd, Madison, CT 06443
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  /24

  $135,000

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  12 North St, Madison, CT 06443

  Charming and turn-key, this lovely, seasonal Madison cottage is located near Hammonasset State Park with its sandy beaches and sparkling salt waters of Long Island Sound. Path to the beach is 1 mile to the water's edge. Hammonasset State Park is one on Connecticut's gems! It has 2 miles of sandy beaches, numerous walking/biking paths, and a wildlife sanctuary with 936 acres of protected

  Jane Cardarelli William Raveis Real Estate

  12 North St, Madison, CT 06443
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  /39

  $1,375,000

  • 3 Beds
  • 2.5 Baths
  • 2,610 Sq Ft

  108 Neck Rd, Madison, CT 06443

  TWO HOUSES SITED ON ONE BEAUTIFUL RIVERFRONT PROPERTY WITH 4000+ SF OF LIVING SPACE! Both charming, historic houses are on 1.1 acres with mesmerizing views of the Neck River. The main house, built c.1830 in the Federal style by shipbuilder Ellsworth Bassett, has been renovated for a modern look but retains its historic charm. Off the foyer, you'll find the LR with its impressive granite FP & the

  Margaret Muir William Pitt Sotheby's Int'l

  108 Neck Rd, Madison, CT 06443
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  /2

  $189,900

  • Land
  • 1.43 Acres
  • $132,797 per Acre

  40 Skytop Dr, Madison, CT 06443

  Great opportunity to build in an established neighborhood in the beautiful shoreline community of Madison, CT! Large 1.43 acre rear lot is extremely private and ready for your dream home. Located just a short 1.5mi / 5 minute drive to downtown with easy access to I-95 and a short drive to Hammonasset Beach. Per town will need an updated perc test for final approval. Agent/owner

  Luke Florian SSG Real Estate LLC

  40 Skytop Dr, Madison, CT 06443
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  /2

  $400,000

  • Land
  • 2.05 Acres
  • $195,122 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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  /2

  $125,000

  • Land
  • 2.70 Acres
  • $46,296 per Acre

  0 Old Toll Rd Unit 24018237, Madison, CT 06443

  Build your dream home in Madison!! 2.7 raw acre lot available in the North Madison section of town. Minutes from Chatfield Hollow State Park and Hammonasset Beach. Extends far enough beyond the main road to enjoy wooded seclusion. Lot has been surveyed, boundary sketch is available.

  Karen Kesten William Raveis Real Estate

  0 Old Toll Rd Unit 24018237, Madison, CT 06443
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  /9

  $1,350,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  454 Horse Pond Rd Unit C, Madison, CT 06443

  2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

  Karen Rosenthal William Raveis Real Estate

  454 Horse Pond Rd Unit C, Madison, CT 06443
• 

  

  /9

  $1,375,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 4,357 Sq Ft

  454 Horse Pond Rd Unit B, Madison, CT 06443

  2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

  Karen Rosenthal William Raveis Real Estate

  454 Horse Pond Rd Unit B, Madison, CT 06443
• 

  

  /9

  $1,275,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,568 Sq Ft

  454 Horse Pond Rd Unit A, Madison, CT 06443

  2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

  Karen Rosenthal William Raveis Real Estate

  454 Horse Pond Rd Unit A, Madison, CT 06443
• 

  

  /7

  $1,450,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1339 Boston Post Rd Unit 2-5, Madison, CT 06443

  Welcome to the Marketplace of Madison, located on the beautiful Madison shoreline this exquisite new construction project featuring 24 luxury units designed with the finest finishes and modern conveniences. Nestled in the heart of Madison, CT, these stunning residences offer a mix of one and two-bedroom units, each thoughtfully crafted to provide the ultimate living experience. Each unit boasts

  Vinny Valentino Advise Realty Services

  1339 Boston Post Rd Unit 2-5, Madison, CT 06443

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