Homes for Sale near The Country School

• 

  

  

  /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

  (475) 244-1665

  30 Meeting House Ln, Madison, CT 06443
• 

  Explore The Country School

• 

  

  

  /18

  $649,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,654 Sq Ft

  15 Baxter Rd, Clinton, CT 06413

  GREAT PRICE ADJUSTMENT. LOCATION,LOCATION,LOCATION.RENOVATED RANCH STYLE HOME WITH THE LOFT. OVERSIZE DECK FACING THE BOULDER LAKE. PROPERTY WENT THROUGH RENOVATION IN 2023. OPEN CONCEPT OF LIVING .CORNER SLIDERS ARE GIVING PANORAMIC VIEW OF THE LAKE. RARE TO FIND SEPARATE SECOND HOME-MOBLE ON A PARCEL/TWO BEDROOM ,EATING KITHEN WITH BAY WINDOW/LAKE VIEW ,COULD PROVIDE ADDITIONAL LIVING SPACE OR

  

  Barbara Myslinski-Krucko

  William Raveis Real Estate

  (860) 968-0173

  15 Baxter Rd, Clinton, CT 06413
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  /40

  $1,300,000

  • 5 Beds
  • 2.5 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

  (475) 252-4751

  77 Silo Hill, Madison, CT 06443
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  /36

  $2,199,000

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

  81 Strawberry Hill Rd, Madison, CT 06443

  Modern luxury in a premier location. Set on over two private acres in a highly desirable neighborhood, this brand-new contemporary home offers an open, light filled floor plan designed for both comfort and style. The chef's kitchen is a standout, featuring a Subzero refrigerator, Wolf appliances, custom cabinetry, and elegant quartzite countertops. It flows seamlessly into the expansive great

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 265-5747

  81 Strawberry Hill Rd, Madison, CT 06443
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  /4

  $1,790,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Stony Lane Lot 1 Rd, Madison, CT 06443

  Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

  

  Lindsay Greenberg

  William Raveis Real Estate

  (475) 251-8746

  31 Stony Lane Lot 1 Rd, Madison, CT 06443
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
• 

  

  /15

  $25,500

  • 612 Sq Ft

  379 Whitfield St Unit AS2136, Guilford, CT 06437

  This 36-ft dock with unobstructed south-facing views of LI Sound, in the Guilford Yacht Club, is located on the protected West River in the charmingly historic town of Guilford CT. Not only does ownership of the dock provide you with a safe and easily accessible haven for your boat, but it also gives you and your family access to the spacious clubhouse, the heated pool with showers, and tennis

  Jake Wyman William Raveis Real Estate

  379 Whitfield St Unit AS2136, Guilford, CT 06437
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  /39

  $620,000

  $19K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  170 Weatherly Trail, Guilford, CT 06437

  This 4-bedroom Cape Cod offers a nice sense of privacy, set back on a quiet cul-de-sac street. Sitting on 1.21 acres, there is plenty of outdoor space to enjoy, including a brand-new deck that's perfect for grilling or relaxing. The interior is light and bright with hardwood floors throughout, updated kitchen and bathrooms. It's a great opportunity for anyone looking for a comfortable home with a

  Rob McConville RE/MAX Heritage

  170 Weatherly Trail, Guilford, CT 06437
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  /38

  $1,399,000

  $196K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,966 Sq Ft

  147 Boston St, Guilford, CT 06437

  Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all

  Vicky Welch William Raveis Real Estate

  147 Boston St, Guilford, CT 06437
• 

  /2

  $599,999

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,236 Sq Ft

  47 Valley Shore Dr, Guilford, CT 06437

  Set on a gorgeous half acre level lot, this Guilford raised ranch offers comfort and flexibility. The main level features hardwood floors throughout, along with three bedrooms and a full bath. The lower level expands your living space with a spacious family room, full bath, a fourth bedroom, and two versatile rooms ideal for a home office, gym, or cozy den. A two car garage adds convenience.

  Jaime Lettieri Coldwell Banker Realty

  47 Valley Shore Dr, Guilford, CT 06437
• 

  

  /37

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  274 Church St Unit 3D, Guilford, CT 06437

  Enjoy an easy, low-maintenance lifestyle just a half mile from the historic Guilford Green! Ideally located within walking distance to boutiques, restaurants, coffee shops, a bookstore, and all the charm of downtown Guilford. This freshly painted 2 bedroom, 1 1/2 bath condominium features new vinyl composite flooring on the main level and new carpeting upstairs. Both bedrooms offer walk-in

  Rose Ciardiello William Raveis Real Estate

  274 Church St Unit 3D, Guilford, CT 06437
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  /40

  $2,250,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,822 Sq Ft

  101 Garnet Park Rd, Madison, CT 06443

  It's the stillness of the marsh..calm, quiet and ever-changing. This home captures nearly 270 degrees of protected landscape and water views, making the setting feel peaceful, immersive and incredibly rare. Inside, every detail feels thoughtful and intentional. Sunlight pours in and each space was designed to stay connected to the beauty beyond. The main living area rises to an 18-foot cathedral

  Nicole White William Raveis Real Estate

  101 Garnet Park Rd, Madison, CT 06443
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  /38

  $2,545,000

  New Construction $50K 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

  Steve Wollman Wollman Realty

  23 Sheep Pasture Rd, Madison, CT 06443
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  /33

  $712,000

  $13K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,672 Sq Ft

  294 Church St, Guilford, CT 06437

  Mixed-use property (convertible to full commercial or multi unit with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "public water". First Floor: Professional medical office space, 4 office space + half bath. Second Floor: 1-bedroom, living

  Jason Saphire www.HomeZu.com

  294 Church St, Guilford, CT 06437
• 

  

  /40

  $1,375,000

  • 4 Beds
  • 5 Baths
  • 5,267 Sq Ft

  625 State St, Guilford, CT 06437

  Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival estate makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and enhanced landscaping, the property presents beautifully from the moment you enter. Once a Connecticut Designer Showhouse,

  Linda Toscano Coldwell Banker Realty

  625 State St, Guilford, CT 06437
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  /40

  $1,240,000

  • 4 Beds
  • 4 Baths
  • 3,819 Sq Ft

  46 Laurel Cliffs Rd, Guilford, CT 06437

  Welcome to 46 Laurel Cliffs Road, a home where every detail has been carefully considered to exceed your expectations. Nestled in a Guilford cul-de-sac enclave, this impeccably maintained 4-bedroom Colonial strikes the perfect balance between everyday comfort and timeless elegance. Whether you're seeking a full-time residence or a serene weekend retreat, you'll find it here, minutes from the town

  Leigh Whiteman William Raveis Real Estate

  46 Laurel Cliffs Rd, Guilford, CT 06437
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  /40

  $619,000

  • 4 Beds
  • 2.5 Baths
  • 2,126 Sq Ft

  64 Dohm Ave, Guilford, CT 06437

  This well-maintained ranch offers easy single-level living with a layout designed for comfort and convenience. Expanded and renovated to the studs in 2008, the home now features a new 1,500-gallon septic tank for a potential 5th bedroom and a radon-in-air mitigation system. Hardwood floors run throughout a bright, open floor plan with central air, while the spacious primary suite includes dual

  Linda Toscano Coldwell Banker Realty

  64 Dohm Ave, Guilford, CT 06437
• 

  

  /14

  $889,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  35 Village Walk Unit 35, Guilford, CT 06437

  New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

  Vincent Engingro William Raveis Real Estate

  35 Village Walk Unit 35, Guilford, CT 06437
• 

  

  /18

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,525 Sq Ft

  86 State St, Guilford, CT 06437

  Incredibly Rare Opportunity in the Heart of Guilford! Located just moments from the Guilford Green, local restaurants, shops, shoreline attractions, and everyday services. This two-family property offers a unique chance to create something special in one of the shoreline's most desirable communities. Whether you're looking for owner-occupied flexibility, space for extended living arrangements, or

  Terri St Peter Planet Realty, LLC

  86 State St, Guilford, CT 06437
• 

  

  /30

  $889,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,197 Sq Ft

  12 Village Victoria Unit 12, Guilford, CT 06437

  Welcome to 12 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the

  Vincent Engingro William Raveis Real Estate

  12 Village Victoria Unit 12, Guilford, CT 06437
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  /39

  $2,398,500

  New Construction $97K 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,

  Steve 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
• 

  

  /14

  $949,000

  New Construction $20K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  28 Village Cir Unit 28, Guilford, CT 06437

  New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

  Vincent Engingro William Raveis Real Estate

  28 Village Cir Unit 28, Guilford, CT 06437
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  /11

  $259,900

  • Land
  • 2.66 Acres
  • $97,707 per Acre

  262 Connecticut 81, Killingworth, CT 06419

  Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

  Gene Pica RE/MAX Alliance

  262 Connecticut 81, Killingworth, CT 06419
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  /14

  $1,195,000

  $170K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,392 Sq Ft

  51 Pearl St, Guilford, CT 06437

  One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

  Philip Warner William Pitt Sotheby's Int'l

  51 Pearl St, Guilford, CT 06437
• 

  

  /29

  $995,000

  $305K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,445 Sq Ft

  206 Peddlers Rd, Guilford, CT 06437

  Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroom. As you enter, you see the foyer with 18 foot ceilings and an elegant, curved staircase. Next is the dining room perfect

  Vincent Engingro William Raveis Real Estate

  206 Peddlers Rd, Guilford, CT 06437
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  /4

  $21,000

  • 680 Sq Ft

  379 Whitfield St Unit BN334, Guilford, CT 06437

  Enjoy convenient and carefree boating from this safely located boat slip. Guilford Yacht Club has been recently dredged for improved depth and accessibility. This ideal easy access to Long Island Sound provides the most of your time on the water. Ownership includes club membership with a vibrant community of boaters. Take advantage of the club pool and year round social activities. The pump-out

  Rod Cross Coldwell Banker Realty

  379 Whitfield St Unit BN334, Guilford, CT 06437
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  /27

  $499,000

  $41K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  6 Ladshaw Dr, Madison, CT 06443

  Privacy & convenience are both found within this updated detached stand-alone Ranch home in sought after Kensington Acres. Enjoy this 'tucked away' home yet a short walk to historic downtown Madison with its famed bookstore, shopping, restaurants & retail stores. This home has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath

  Greg robbins Houlihan Lawrence WD

  6 Ladshaw Dr, Madison, CT 06443
• 

  

  /38

  $929,900

  Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 3,816 Sq Ft

  29 Buell Hill Rd, Killingworth, CT 06419

  Looking for a home with heart and soul? One that has been lovingly maintained and thoughtfully updated? This gracious 3,800 sqft Colonial sits proudly on a beautiful lot in one of Killingworth's most desirable neighborhoods. At the heart of the home is a beautifully appointed cook's kitchen that opens seamlessly to a sun-drenched family room, where expansive windows frame views of the private

  Phoebe Schreiner William Pitt Sotheby's Int'l

  29 Buell Hill Rd, Killingworth, CT 06419
• 

  

  /40

  $1,899,900

  • 4 Beds
  • 2.5 Baths
  • 2,957 Sq Ft

  99 Garnet Park Rd, Madison, CT 06443

  Stunning waterfront home with water views on both sides, offering a rare coastal setting in an upscale neighborhood surrounded by multimillion-dollar properties. Enjoy breathtaking views from the rear of the home and expansive backyard, along with shared waterfront access across the street where a kayak or small boat may be launched at high tide. Designed with flexibility in mind, this home

  Heather Smith Our Home Realty Advisors

  99 Garnet Park Rd, Madison, CT 06443
• 

  

  /29

  $1,299,000

  Open Sun 1PM - 4PM

  • 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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  /7

  $35,000

  $5K PRICE DROP

  • 776 Sq Ft

  379 Whitfield St Unit CN946, Guilford, CT 06437

  Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

  Linda Coyle William Raveis Real Estate

  379 Whitfield St Unit CN946, Guilford, CT 06437
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  /39

  $1,185,000

  • 6 Beds
  • 3 Baths
  • 3,833 Sq Ft

  33 Church St, Guilford, CT 06437

  The George W. Seward House - Circa 1888 A rare opportunity to own a piece of Guilford history. Known as the George W. Seward House, this distinguished Queen Anne Victorian residence was originally constructed in 1888 by prominent local builder George W. Seward, whose work helped shape the architectural character of Guilford. Located a short distance from the historic Guilford Green, the home

  Sean Krom RE/MAX Alliance

  33 Church St, Guilford, CT 06437
• 

  

  /29

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  53 Summer Hill Rd, Madison, CT 06443

  Wake up to pure tranquility in this stunning 4-bedroom, 2.5-bath contemporary home. Perfectly positioned across from the Hammonasset River, the setting is nothing short of amazing-complete with mature trees, bird song, and beautiful multi-tiered stone landscaping. Boasting modern lines and an incredible connection to its natural surroundings, this home offers a private retreat like no other.

  Pam Kadamus William Pitt Sotheby's Int'l

  53 Summer Hill Rd, Madison, CT 06443
• 

  

  /4

  $1,150,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,920 Sq Ft

  189 3 Mile Course, Guilford, CT 06437

  SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight

  Deborah Rowe William Raveis Real Estate

  189 3 Mile Course, Guilford, CT 06437
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  /31

  $22,500

  • 490 Sq Ft

  379 Whitfield St Unit AN236, Guilford, CT 06437

  Absolutely gorgeous sunsets over the West River and an incredible view awaits you at The Guilford Yacht Club. Don't miss your opportunity to own a 36 foot boat slip in an excellent location on A Dock at a great price at the stunningly beautiful Guilford Yacht Club. The Yacht Club has been recently dredged providing greater depth and accessibility for your boating activities. Within 5 minutes of

  Debbie Robinson Pearce Real Estate

  379 Whitfield St Unit AN236, Guilford, CT 06437
• 

  

  /4

  $22,000

  • 680 Sq Ft

  379 Whitfield St Unit BN2534, Guilford, CT 06437

  Guilford Yacht Club has been recently dredged to allow easy access to Long Island Sound. This Private club has a vibrant community of boaters waiting for you to join in on the fun. Just a few minutes and you are on the water making the best of your times with family and friends. Take advantage of the club pool and amenities. Pump out and fuel are nearby or on premises. Water, electricity and

  Rod Cross Coldwell Banker Realty

  379 Whitfield St Unit BN2534, Guilford, CT 06437
• 

  

  /40

  $2,295,000

  $200K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,306 Sq Ft

  61 Hartford Ave, Madison, CT 06443

  Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed coastal home available and this is one of his most compelling. A collaboration with master builders Baldwin and Baldwin and executed with precision, this 3300 sf home with three exterior decks, (including a "Skydeck"), unfolds over four levels. Finished in 2010, this 3(+) bedroom, 3.1 bath gem offers 3300

  Margaret Muir William Pitt Sotheby's Int'l

  61 Hartford Ave, Madison, CT 06443
• 

  

  /40

  $700,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 2,653 Sq Ft

  314 Three Mile Course, Guilford, CT 06437

  Welcome to this unique home full of character, perfectly situated on a slight elevation in a private cul-de-sac. This exceptional property is bordered by protected conservation land, offering serene meadow and forest views alongside a very private yard filled with both mature and new plantings. A handsome granite and brick entry-walkway welcomes you inside to a 3-bedroom, 2-bathroom layout. This

  Barbara Goetsch William Pitt Sotheby's Int'l

  314 Three Mile Course, Guilford, CT 06437
• 

  

  /35

  $2,650,000

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

  24 Indigo Trail, Madison, CT 06443

  Luxury Property Auction: 11-25 June. Current High Bid: $1,300,000. Estimated Sale Price: $2,200,000 - $2,800,000. 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

  Lee Leslie Concierge Auctions, LLC

  24 Indigo Trail, Madison, CT 06443

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