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Madison Center, CT Homes for Sale with Acreage

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  • /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,

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    77 Silo Hill, Madison, CT 06443
  • /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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    30 Meeting House Ln, Madison, CT 06443
  • /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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    81 Strawberry Hill Rd, Madison, CT 06443
  • /12

    $399,000

    • Land
    • 41 Acres
    • $9,732 per Acre

    51 Nod Place, Clinton, CT 06413

    Buyer to do own due diligence.

    Agent Photo

    Sarah McMillan

    Our Home Realty Advisors

    51 Nod Place, Clinton, CT 06413
  • /40

    $699,900

    $49K 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

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    7 Milestone Ln, Madison, CT 06443
  • /40

    $1,299,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

    Agent Photo

    James Luth

    HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /40

    $725,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,676 Sq Ft

    86 Spencer Hill, Clinton, CT 06413

    Exceptional 9.54-acre premier horse property in Clinton offering ultimate privacy, directly abuts town open space. Equestrian grounds feature a large multi-use barn with water, electricity, dedicated horse stalls, a tack room, a substantial 40' x 15' workshop with double-door entry, and direct access to abutting town trails. Inside the home, enjoy replacement doors, Select new windows,remaining

    Stephen Wilhelm Coldwell Banker Realty

    86 Spencer Hill, Clinton, CT 06413
  • /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
  • /37

    $2,215,000

    New Construction $380K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    23 Sheep Pasture Rd, Madison, CT 06443

    Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

    Jillian Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /4

    $989,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437

    Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a

    Dori Degennaro William Raveis Real Estate

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437
  • /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
  • /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
  • /40

    $899,000

    $16K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft

    86 Laurel Ridge Trail, Killingworth, CT 06419

    Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a

    Melanie Scull William Pitt Sotheby's Int'l

    86 Laurel Ridge Trail, Killingworth, CT 06419
  • /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
  • /33

    $925,000

    Open Sat 3PM - 5PM
    • 4 Beds
    • 2.5 Baths
    • 3,578 Sq Ft

    14 James Vincent Dr, Clinton, CT 06413

    PRIVATE COASTAL CLINTON, CT RETREAT WITH POOL. Welcome to your private oasis in Clinton! Built in 2003 and set on almost 2 private acres, this beautifully designed 4-bedroom, 2.5-bath home offers an ideal balance of functional interior space and exceptional outdoor living. The main level features a fluid floor plan including formal living and dining rooms, a dedicated home office, and a generous

    Kirsten Adams William Pitt Sotheby's Int'l

    14 James Vincent Dr, Clinton, CT 06413
  • /40

    $2,650,000

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

    24 Indigo Trail, Madison, CT 06443

    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

    Mark McElrath William Pitt Sotheby's Int'l

    24 Indigo Trail, Madison, CT 06443
  • /40

    $2,650,000

    $150K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,620 Sq Ft

    76 Sachem Head Rd, Guilford, CT 06437

    Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French

    Bailey Mannix Sunset Creek Realty, LLC

    76 Sachem Head Rd, Guilford, CT 06437
  • /2

    $190,000

    • Land
    • 3.26 Acres
    • $58,282 per Acre

    0 Beaver Dam Rd Unit 24201528, Killingworth, CT 06419

    Prime opportunity in one of Killingworth's popular subdivisions. Private yet close to schools-medical facilities and parks. Lot is 3.25 acres so plenty of room for style options .

    Bob Allison William Pitt Sotheby's Int'l

    0 Beaver Dam Rd Unit 24201528, Killingworth, CT 06419
  • /40

    $730,000

    • 4 Beds
    • 2.5 Baths
    • 2,964 Sq Ft

    9 Taylor Ridge Rd, Clinton, CT 06413

    4 Bedroom Colonial on a cul-de-sac not far from town and schools. Open & spacious first floor with 9ft ceilings offers a Living Room, Dining Room, a large Eat-in Kitchen, Family Room with fireplace and a powder room. The second floor has the Primary Suite with custom bathroom and walk-in closet, as well as 3 more bedrooms and a full bath. Addionally it has a huge 22x25 Bonus Room and convenient

    Craig Milton Re/Max Valley Shore

    9 Taylor Ridge Rd, Clinton, CT 06413
  • /40

    $899,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,170 Sq Ft

    42 Concord Dr, Madison, CT 06443

    Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a beautifully renovated kitchen. A chef's dream, the kitchen boasts crisp white cabinetry, a contrasting grey-washed center

    Amy Kirst William Pitt Sotheby's Int'l

    42 Concord Dr, Madison, CT 06443
  • /30

    $249,000

    $50K PRICE DROP
    • Land
    • 4.49 Acres
    • $55,457 per Acre

    4 Laurel Ln, Clinton, CT 06413

    Build Your Dream Home on 4.49 Acres of Privacy and Natural Beauty! Nestled in a serene wooded setting, this exceptional 4.49-acre property offers a rare opportunity to bring your vision to life. The babbling brook, a tributary of the Indian River, winds gracefully through the landscape, enhancing the property's peaceful, storybook charm. Surrounded by mature trees, this property offers the

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    4 Laurel Ln, Clinton, CT 06413
  • /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
  • /40

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,572 Sq Ft

    3 Little Hollow Rd, Madison, CT 06443

    Welcome home to this classic four-bedroom Colonial offering timeless charm, modern updates, and an ideal layout for everyday living, complete with gorgeous wide plank flooring throughout. Freshly updated, the home features stylish new light fixtures and major mechanical upgrades, including a new roof (2022) and a new Carrier HVAC system for the second floor (2026). At the heart of the main level

    Sue Woods William Pitt Sotheby's Int'l

    3 Little Hollow Rd, Madison, CT 06443
  • /33

    $499,900

    Open Sun 1PM - 3PM $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
  • /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
  • /38

    $879,000

    • 3 Beds
    • 3 Baths
    • 2,797 Sq Ft

    93 River St, Guilford, CT 06437

    RARE IN-TOWN GUILFORD SPRAWLING CAPE WITH WALKABLE CONVENIENCE, SHORELINE ACCESS & TIMELESS NEW ENGLAND CHARM! Enjoy privacy & space in one of Guilford's most desirable locations, situated on over 1 acre + just steps from the historic Guilford Green, local shops, restaurants, train service & shoreline amenities. Mature trees, established perennial gardens, expansive lawn & charming garden shed

    Jessica Kimball William Raveis Real Estate

    93 River St, Guilford, CT 06437
  • /19

    $700,000

    • 5 Beds
    • 2.5 Baths
    • 4,474 Sq Ft

    28 Silver Birch Ln, Clinton, CT 06413

    Set on an expansive, private parcel, this impressive home offers an abundance of space, privacy, and potential. Built by the original owner, this property has remained in the same family and is now being offered as part of an estate. Inside, you'll find five spacious bedrooms, two full and two half baths, hardwood floors, three fireplaces, and multiple living spaces. The expansive walkout

    Kelly Anderson William Raveis Real Estate

    28 Silver Birch Ln, Clinton, CT 06413
  • /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
  • /4

    $499,000

    $200K PRICE DROP
    • Land
    • 13.27 Acres
    • $37,604 per Acre

    0 Fairy Dell Rd, Clinton, CT 06413

    Nestled on 13.27 acres of pristine raw land, this parcel boasts 617 feet of road frontage, making it easily accessible and highly visible. Situated in a prime location, it offers the perfect balance of tranquility and convenience, with wooded areas providing a serene backdrop while still being close to town amenities and beautiful beaches. The property's ample size provides ample opportunities

    Gigi Giordano Taylor Compass Connecticut, LLC

    0 Fairy Dell Rd, Clinton, CT 06413
  • /34

    $824,900

    • 3 Beds
    • 3 Baths
    • 2,069 Sq Ft

    79 Chestnut Hill Rd, Killingworth, CT 06419

    Tucked away on 4.5 beautiful acres in Killingworth, 79 Chestnut Hill Road offers exceptional privacy, peaceful pond views, and a welcoming sense of home from the moment you arrive. This distinctive 3-bedroom, 3-bath antique residence is filled with warmth and character, thoughtfully updated to provide the comfort and convenience of modern living. Extensive improvements completed between 2008 and

    Alyssa Maikowski William Raveis Real Estate

    79 Chestnut Hill Rd, Killingworth, CT 06419
  • /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
  • /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
  • /2

    $190,000

    • Land
    • 2.74 Acres
    • $69,343 per Acre

    0 Beaver Dam Rd Unit 24203081, Killingworth, CT 06419

    Private lot yet close to schools,shopping, medical and state parks Top area in Killingworth for building many styles of homes.

    Bob Allison William Pitt Sotheby's Int'l

    0 Beaver Dam Rd Unit 24203081, Killingworth, CT 06419
  • /28

    $2,999,000

    $301K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,891 Sq Ft

    57 Faulkner Dr, Guilford, CT 06437

    Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home

    janet colello Century 21 AllPoints Realty

    57 Faulkner Dr, Guilford, CT 06437
  • /39

    $2,675,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 4,766 Sq Ft

    373 Boston Post Rd, Madison, CT 06443

    Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant

    Margaret Muir William Pitt Sotheby's Int'l

    373 Boston Post 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
  • /35

    $639,000

    • 3 Beds
    • 2 Baths
    • 2,508 Sq Ft

    11 Autumn Ln, Clinton, CT 06413

    Nestled on more than 7 acres, this expansive ranch-style property offers the perfect blend of country living, recreation, and endless possibilities. Whether you're dreaming of a hobby farm, equestrian pursuits, or simply enjoying wide-open space, this property provides the setting to make it a reality. Inside, this home features 3 spacious bedrooms, 2 full bathrooms, a dedicated office, a large

    Bonnie Fillion Berkshire Hathaway NE Prop.

    11 Autumn Ln, Clinton, CT 06413
  • /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
  • /40

    $875,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    4 Chasse Dr, Guilford, CT 06437

    A nature lover's paradise on 2.15 private acres, 4 Chasse Drive pairs total seclusion with close proximity to everything the shoreline has to offer. One mile to the Guilford Green, minutes to the beaches, hiking trails, and easy highway and train access, the property is still screened from the road by mature plantings and a private drive that feels like a retreat the moment you turn in. An

    Heidi DeRusso Coldwell Banker Realty

    4 Chasse Dr, Guilford, CT 06437
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