Homes for Sale near J. Milton Jeffrey Elementary School

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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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• 

  

  

  /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
• 

  

  

  /30

  $299,000

  • Land
  • 4.49 Acres
  • $66,592 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. With key site improvements already in place-including a driveway, existing foundation for approximately a 2,000 sq. ft. home, septic system, well, and a charming bridge crossing a gentle brook-this parcel

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

  4 Laurel Ln, Clinton, CT 06413
• 

  

  

  /39

  $1,185,000

  Open Sat 1PM - 2:30PM

  • 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

  Open Sat 12PM - 2PM

  • 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
• 

  

  /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
• 

  

  /28

  $595,000

  Coming Soon

  • 5 Beds
  • 4 Baths
  • 3,044 Sq Ft

  43-45 High St, Clinton, CT 06413

  Multi Family on High Street. Four units all occupied by tenants. Off Street Parking, paved parking area. Nice flat yard. One of the units has been completely renovated.

  Sandra Ciarleglio William Raveis Real Estate

  43-45 High St, Clinton, CT 06413
• 

  

  /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
• 

  

  /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: $1,400,000. 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
• 

  

  /30

  $23,500

  • 680 Sq Ft

  379 Whitfield St Unit BN1034, Guilford, CT 06437

  Experience the ultimate boating lifestyle at the prestigious Guilford Yacht Club with this prime 34-foot boat slip. Nestled along the scenic River, this slip offers a front-row seat to breathtaking sunsets and immediate access to Long Island Sound. Within five minutes of leaving the channel, you'll be on your way to premier destinations like the Thimble Islands, Sag Harbor, Three Mile or Block

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

  379 Whitfield St Unit BN1034, Guilford, CT 06437
• 

  

  /40

  $1,949,000

  $46K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 5,414 Sq Ft

  173 Highwoods Dr, Guilford, CT 06437

  A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

  Kiara Rusconi William Raveis Real Estate

  173 Highwoods Dr, Guilford, CT 06437
• 

  

  /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
• 

  

  /40

  $650,000

  New Construction

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

  73 Cow Hill Rd, Clinton, CT 06413

  Welcome to this stunning new construction home offering 2,392 square feet of thoughtfully designed living space on a .49-acre lot. Featuring 3 bedrooms and 4 full bathrooms, this home combines modern style, functionality, and convenience. The main level offers an open and inviting layout, highlighted by a first-floor bedroom and full bath-perfect for guests, multigenerational living, or a home

  Chris Torrez RE/MAX One

  73 Cow Hill Rd, Clinton, CT 06413
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  /25

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  100 Pratt Rd, Clinton, CT 06413

  Beautifully maintained 3 bedroom, 2 bath Cape nestled on a quiet cul-de-sac in a highly desirable shoreline community. Enjoy coastal living with views of a picturesque Long Island Sound Inlet while just being minutes from beaches, marinas, popular shoreline restaurants, shopping and local coastal attractions. Conveniently located near the train station, offering easy access for commuting or

  Mary Tirozzi Century 21 AllPoints Realty

  100 Pratt Rd, Clinton, CT 06413
• 

  

  /40

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  441 Water St, Guilford, CT 06437

  Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and

  Willard Finkle Coldwell Banker Realty

  441 Water St, Guilford, CT 06437
• 

  

  /36

  $625,000

  • 2 Beds
  • 2.5 Baths
  • 1,498 Sq Ft

  21 Centre Village Dr, Madison, CT 06443

  Beautifully updated two-bedroom townhouse in Centre Village. One of only four 2-bedroom units in complex. Walkable and bikeable to town green, restaurants, cinema, shops and all three town beaches! Centre Village is a private, modestly sized complex (22 units), nicely landscaped with individual patios and yards, ample parking, city water and natural gas off street. Seller has renovated inside and

  Pam Kadamus William Pitt Sotheby's Int'l

  21 Centre Village Dr, Madison, CT 06443
• 

  

  /40

  $1,399,000

  $276K PRICE DROP

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

  420 Summer Hill Rd, Madison, CT 06443

  Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true

  Adriana Radu Coldwell Banker Realty

  420 Summer Hill Rd, Madison, CT 06443
• 

  

  /40

  $2,995,000

  $205K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,983 Sq Ft

  66 High St Unit 38, Guilford, CT 06437

  Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result

  Rose Ciardiello William Raveis Real Estate

  66 High St Unit 38, Guilford, CT 06437
• 

  

  /27

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  26 Ninety Rod Rd, Clinton, CT 06413

  This move-in-ready ranch has undergone a comprehensive renovation, seamlessly blending modern updates with timeless charm. Spanning 1,012 square feet of main-level living space, the home also includes additional finished living space in the lower level, complete with a half-bath and laundry area. Thoughtfully renovated with all new fixtures and appliances, the home boasts significant improvements

  Sandra Ciarleglio William Raveis Real Estate

  26 Ninety Rod Rd, Clinton, CT 06413
• 

  

  /40

  $164,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Tucked away like a hidden jewel at the shoreline, this storybook beach cottage captures the charm of coastal living.Approached by a classic brick landing, this cottage welcomes you with beachy curb appeal and a sense of relaxed living. Bathed in natural light and thoughtfully updated, this delightful retreat offers a warm and inviting interior designed for effortless living. Every detail reflects

  Karen Bruno Roos Williams Real Estate

  7 3rd St, 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

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
• 

  

  /31

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  10 Salem Rd, Madison, CT 06443

  Welcome to this well-maintained home offering a flexible layout and thoughtful updates throughout. Step into a welcoming foyer that opens into a bright living room filled with natural light from multiple windows. From here, the layout flows seamlessly into the dining area, where a partial wall creates separation while maintaining an open, airy feel. Just beyond, the kitchen has been tastefully

  Leigh Whiteman William Raveis Real Estate

  10 Salem Rd, Madison, CT 06443
• 

  

  /24

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,505 Sq Ft

  48 Lakeside Dr, Guilford, CT 06437

  Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and comfortable sleeping spaces. Situated on a lightly wooded, sloping lot, the property provides a peaceful setting close to the

  Timothy Serpe Citi Atlas Real Estate Co LLC

  48 Lakeside Dr, Guilford, CT 06437
• 

  

  /40

  $3,995,000

  New Construction

  • 6 Beds
  • 6 Baths
  • 6,216 Sq Ft

  405 Whitfield St Unit 2, Guilford, CT 06437

  Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village,

  Rose Ciardiello William Raveis Real Estate

  405 Whitfield St Unit 2, Guilford, CT 06437
• 

  

  /27

  $850,000

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft

  17 Linden Ln, Madison, CT 06443

  Coastal Paradise in the Heart of Madison! Welcome to one of Madison's most desirable shoreline beach communities, where coastal charm, breathtaking views, and endless outdoor recreation come together to create the perfect seaside retreat. This delightful cottage offers spectacular views of Fence Creek Salt Marsh and a glimpse of Long Island Sound. Kayak or paddleboard from the beach one block

  Lisa Aranci Berkshire Hathaway NE Prop.

  17 Linden Ln, Madison, CT 06443
• 

  

  /40

  $800,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,383 Sq Ft

  425 Schoolside Ln, Guilford, CT 06437

  Welcome to 425 Schoolside Lane, Guilford. A beautifully maintained 4-bedroom, 3-bathroom home nestled in a highly desirable neighborhood. Freshly painted throughout, this spacious residence offers the perfect blend of comfort, functionality, and outdoor living. Step inside to discover gleaming hardwood floors, granite countertops, and a warm, inviting fireplace that serves as the heart of the

  Matt Healy Coldwell Banker Realty

  425 Schoolside Ln, Guilford, CT 06437
• 

  

  /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
• 

  

  /32

  $685,000

  Open Sat 11AM - 1PM

  • 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
• 

  

  /31

  $749,900

  Open Sat 2PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 2,645 Sq Ft

  20 Long Hill Farm, Guilford, CT 06437

  Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where

  Lisa Cozzi Century 21 AllPoints Realty

  20 Long Hill Farm, Guilford, CT 06437
• 

  

  /40

  $2,990,000

  • 3 Beds
  • 2.5 Baths
  • 3,348 Sq Ft

  66 High St Unit 17, Guilford, CT 06437

  Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and

  Barbara Goetsch William Pitt Sotheby's Int'l

  66 High St Unit 17, Guilford, CT 06437
• 

  

  /31

  $850,000

  $250K PRICE DROP

  • Land
  • 3.67 Acres
  • $231,608 per Acre

  4 Boston Post Rd, Madison, CT 06443

  Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

  Michael Barnes Silver and Oak Realty

  4 Boston Post Rd, Madison, CT 06443
• 

  

  /5

  $225,000

  • Land
  • 14,374 Sq Ft
  • $681,818 per Acre

  64 W Main St, Clinton, CT 06413

  Prime B-2 zoned Commercial lot on Route 1 offering 116 feet of road frontage and excellent visibility. Surrounded by area amenities including restaurants, retail shops, and various small businesses. Just moments to I-95 and the Clinton Amtrak/Shoreline East Railroad Station. Approximate daily traffic count of over 9,000 vehicles daily makes this an ideal site for a wide range of commercial uses.

  Kayla Chasse Compass Connecticut, LLC

  64 W Main St, Clinton, CT 06413
• 

  

  /12

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 1,434 Sq Ft

  17 Yankee Glen Rd Unit 17-D, Madison, CT 06443

  MOVE IN READY! Welcome home to 17 Yankee Glen Drive, a beautifully maintained and thoughtfully updated free standing townhouse nestled in the highly desirable Madison Center neighborhood. Spanning 1,434 square feet of bright, inviting living space, this 2-bedroom, 2.5-bathroom gem is the perfect blend of coastal charm and modern convenience. Step inside to a spacious, open-concept main level

  Steven Koleno Beycome of Connecticut

  17 Yankee Glen Rd Unit 17-D, Madison, CT 06443
• 

  

  /28

  $3,300,000

  • 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
• 

  

  /34

  $1,125,000

  $25K PRICE DROP

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

  15 Cambridge Dr, Madison, CT 06443

  Nestled in one of Madison's most desirable communities (off Island Ave), this exceptional residence offers upscale downsizing at its finest - just a 5-minute stroll to the Madison Town Green or a 10-minute walk to the beach. Thoughtfully redesigned, upgraded and meticulously maintained, the home combines elegant architectural details with modern comfort and convenience. The custom remodeled

  Meig Walz Newcomb Coldwell Banker Realty

  15 Cambridge Dr, Madison, CT 06443
• 

  

  /40

  $2,149,000

  $101K 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

  $749,000

  • Land
  • 8,276 Sq Ft
  • $3,942,105 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
• 

  

  /33

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft

  28 Downing Way Unit 28, Madison, CT 06443

  Nicely updated 1476 sf condo with family room, plus sunporch and full basement. Largest style at Windermere. Living room and dining room are open and have nice hardwood floors. Newer kitchen with maple cabinetry. Cozy family room with fireplace opens to a 3 season porch. Off the sunporch is a private patio. There are 2 good sized bedrooms and 2 lovely newer baths. There is an attic and a detached

  Judy Libby Berkshire Hathaway NE Prop.

  28 Downing Way Unit 28, Madison, CT 06443

Showing Results 41 - 80, Page 2 of 3