Homes for Sale near J. Milton Jeffrey Elementary School

• 

  

  

  /31

  $950,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  110 Clapboard Hill Rd, Guilford, CT 06437

  Set on a private 1.40-acre interior lot, this meticulously maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern luxury and total peace of mind. Since 2022, nearly every major system has been upgraded, including a new roof, a comprehensive high-efficiency HVAC system with a heat pump and dual-zone split, a Navien tankless water heater, and a whole-house humidifier. The interior

  Barbara Goetsch William Pitt Sotheby's Int'l

  110 Clapboard Hill Rd, Guilford, CT 06437
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /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. Within 5 minutes of leaving your slip and the channel, you are already in Long Island Sound and on your way to your favorite

  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
• 

  

  

  /39

  $2,375,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 4,517 Sq Ft

  132 Summer Hill Rd, Madison, CT 06443

  PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom home offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where

  Diane Dupont William Pitt Sotheby's Int'l

  132 Summer Hill Rd, Madison, CT 06443
• 

  

  

  /40

  $2,495,000

  • 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
• 

  

  /38

  $2,875,000

  • 5 Beds
  • 4.5 Baths
  • 6,319 Sq Ft

  37 Lantern Hill Rd, Madison, CT 06443

  An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or

  Margaret Muir William Pitt Sotheby's Int'l

  37 Lantern Hill Rd, Madison, CT 06443
• 

  

  /30

  $325,000

  • 0.5 Baths
  • 1,200 Sq Ft

  51 Mill Rd, Guilford, CT 06437

  This property would require a change-of-use from commercial to single-family for homeowners, buyer to do due diligence. Well-located antique commercial building overlooking the Guilford Mill Pond. The property features an approximately 1,200 SF ground-floor showroom with office space and restroom, currently operating as a tile showroom. Large windows provide excellent visibility and natural

  Tim Galvin William Raveis Real Estate

  51 Mill Rd, Guilford, CT 06437
• 

  

  /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

  31 Stony Lane Lot 1 Rd, Madison, CT 06443
• 

  

  /38

  $439,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,902 Sq Ft

  38 Sunnybrook Ln, Clinton, CT 06413

  Rare Two-Family investment opportunity in Clinton! This side-by-side ranch house comes with one unit currently rented and another unoccupied. Each unit has two bedrooms, one bathroom, a kitchen and living room space. Both units feature hardwood floors throughout. The basement has large finished room, two unfinished rooms for storage, and a deep garage. Units are on separate utilities.

  Robert Curry Pearce Real Estate

  38 Sunnybrook Ln, Clinton, CT 06413
• 

  

  /40

  $1,995,000

  • 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
• 

  

  /40

  $975,000

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  24 Indian Dr, Clinton, CT 06413

  Located in the desirable Country Club Estates neighborhood, this beautifully maintained Clinton home offers private beach association access and a flexible floor plan. The home features three bedrooms plus a guest room and office, along with three full bathrooms. The 3200 sq ft spacious living areas include a family room, living room, and a separate entertainment room with direct access to the

  Bonnie Fillion Berkshire Hathaway NE Prop.

  24 Indian Dr, Clinton, CT 06413
• 

  

  /40

  $3,200,000

  • 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
• 

  

  /23

  $1,950,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,574 Sq Ft

  24 Ridgewood Ave, Madison, CT 06443

  Perched high above the flood plains, this pristine coastal retreat captures sweeping views of the Neck River as it opens into the Long Island Sound. Thoughtfully designed to embrace its stunning setting, the home's open floor plan is filled with natural light and seamless indoor-outdoor flow. At the heart of the home, a chef-inspired kitchen blends beauty and function-perfectly for entertaining

  Meig Walz Newcomb Coldwell Banker Realty

  24 Ridgewood Ave, Madison, CT 06443
• 

  

  /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
• 

  

  /23

  $199,995

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  43 Evergreen Park, Clinton, CT 06413

  Enjoy the charm of this 1,368 sq. ft. Double Wide manufactured home with two bedrooms and two full baths. It features an open floor plan, a Spacious Kitchen that has an abundant cabinetry, plus a walkin pantry, and separate breakfast nook. Cathedral ceilings in LR, and DR with skylights that add to the light and airy feelling of this home. The Primary bedroom is complete with a private bath, deep

  Cathy Poehler Century 21 AllPoints Realty

  43 Evergreen Park, Clinton, CT 06413
• 

  

  /31

  $675,000 Open Sun 1PM - 3PM

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

  42 Neck Rd, Madison, CT 06443

  Live the shoreline lifestyle in the highly sought after beach area of Neck Road. This charming home offers a rare opportunity to enjoy coastal living in a location that truly has it all. An inviting front porch welcomes you in and provides the perfect spot for morning coffee or relaxing at the end of the day. Inside, the spacious living room features beautiful built-in bookshelves and it flows

  Anne-Marie Pagli William Raveis Real Estate

  42 Neck Rd, Madison, CT 06443
• 

  

  /40

  $2,950,000

  • 4 Beds
  • 4.5 Baths
  • 5,620 Sq Ft

  76 Sachem Head Rd, Guilford, CT 06437

  Resort-like gated estate perched high above Sachem Head Road overlooking a saltwater tidal marsh nestled on 2.3 professionally landscaped acres, a short bike ride to the Town center. Grab your morning cup of coffee or favorite evening beverage and step outside to your private resort complete with infinity pool, dual spas, pizza oven and outdoor bar surrounded by gates adorned with grape vines.

  John Campbell Compass Connecticut, LLC

  76 Sachem Head Rd, Guilford, CT 06437
• 

  

  /12

  $1,195,000

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

  51 Pearl St, Guilford, CT 06437

  Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

  Philip Warner William Pitt Sotheby's Int'l

  51 Pearl St, Guilford, CT 06437
• 

  

  /27

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft

  41 Harbor Ave, Madison, CT 06443

  Charming Cape Cod in the Harbor Avenue Beach community, with a short walk to a lovely sandy beach and Long Island Sound. Lots of room for entertaining friends and family, including a large enclosed heated porch surrounded by sliders that lead to a side deck and fenced back yard. Family Room with wood stove. Two bedrooms (one on the first level) and 2 full baths. Some upgrades, including new

  Alison Gould Gould Group LLC

  41 Harbor Ave, Madison, CT 06443
• 

  

  /40

  $1,295,000

  • 4 Beds
  • 5 Baths
  • 5,875 Sq Ft

  65 Ironwood Rd, Guilford, CT 06437

  Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased

  Rose Ciardiello William Raveis Real Estate

  65 Ironwood Rd, Guilford, CT 06437
• 

  

  /31

  $1,100,000

  • Land
  • 3.67 Acres
  • $299,728 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
• 

  

  /28

  $734,900

  • 4 Beds
  • 2.5 Baths
  • 3,212 Sq Ft

  174 Concord Dr, Madison, CT 06443

  Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

  Terence Dominick Exceptional Real Estate LLC

  174 Concord Dr, Madison, CT 06443
• 

  

  /34

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  106 Glenwood Rd, Clinton, CT 06413

  Welcome to 106 Glenwood Road; Owned by the same family since it was built in 1950, this 3-bedroom, 2-bath ranch offers a solid footprint and excellent potential in one of Clinton's quiet residential neighborhoods. The home sits on a spacious 0.84-acre lot just minutes from town beaches, local shops, and commuter routes. Inside, you'll find comfortable living areas and a layout suited for everyday

  Chaz Koch William Raveis Real Estate

  106 Glenwood Rd, Clinton, CT 06413
• 

  

  /40

  $1,725,000

  • 2 Beds
  • 2 Baths
  • 2,163 Sq Ft

  66 High St Unit 34, Guilford, CT 06437

  Historic Elegance Meets Modern Luxury at 66 High Street | Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the

  Nikki Travaglino William Pitt Sotheby's Int'l

  66 High St Unit 34, Guilford, CT 06437
• 

  

  /39

  $945,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 4 Baths
  • 2,783 Sq Ft

  82 State St, Guilford, CT 06437

  Rare opportunity to own an in-town retreat just steps from the historic Guilford Green. This unique and well maintained two-family home offers a combination of flexibility, charm, and outdoor space that is nearly impossible to find this close to town. Whether you're seeking multi-generational living, rental income, or a lifestyle property with room to spread out, this home delivers exceptional

  Claudia Bartlett William Raveis Real Estate

  82 State St, Guilford, CT 06437
• 

  

  /40

  $1,299,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  24 Cherry Ln, Madison, CT 06443

  Experience effortless one-level living in this well maintained 3-bedroom, 2.5-bath ranch, perfectly situated on a private street in one of Madison's most sought-after locations. Nestled between two fairways of The Madison Country Club and just a short walk to downtown Madison, West Wharf Beach, and the Madison Surf Club, this home offers an unbeatable combination of privacy, convenience, and

  Erin Connelly Coldwell Banker Realty

  24 Cherry Ln, Madison, CT 06443
• 

  

  /5

  $1,235,000

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

  8 Old Route 79, Madison, CT 06443

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

  Thomas Simjian Keller Williams Coastal

  8 Old Route 79, Madison, CT 06443
• 

  

  /38

  $899,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,098 Sq Ft

  22 Indian Dr, Clinton, CT 06413

  Meticulously maintained 3-4 bedroom Cape in established beach community with deeded association beach access. Freshly painted throughout, this inviting home features a spacious eat-in kitchen with cozy fireplace, stainless steel appliances, and slider access to a private patio-perfect for entertaining. The first floor offers a formal dining room, living room with fireplace, bedroom, and

  Bob Allison William Pitt Sotheby's Int'l

  22 Indian Dr, Clinton, CT 06413
• 

  

  /4

  $599,000

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

  6 Sandgate Cir, Madison, CT 06443

  Welcome to Windemere East. Located in Madison Ct this condo offers ranch style living with open floor plan. Hardwood floors throughout the unit. Unit offers 1,476 sq feet of living space. Two Bedrooms and 2 full bathrooms having primary with roll in en-suite. Sunroom with ever changing views of the Hammonasset River. A short drive to Hammonasset State Park and downtown Madison. Main Street offer

  Paula Stuart Berkshire Hathaway NE Prop.

  6 Sandgate Cir, Madison, CT 06443
• 

  

  /24

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  178 Mungertown Rd, Madison, CT 06443

  Located in beautiful Madison, CT, this classic split-level home offers great potential and a fantastic opportunity to make it your own. Featuring 3 bedrooms and 2 full baths, the home includes hardwood floors and spacious layout perfect for comfortable living. The lower level family room features a cozy fireplace, creating a warm and inviting space for relaxing or entertaining. The home also

  Mary Tirozzi Century 21 AllPoints Realty

  178 Mungertown Rd, Madison, CT 06443
• 

  

  /5

  $22,499

  • 720 Sq Ft

  379 Whitfield St Unit CS936, Guilford, CT 06437

  Enjoy convenient and carefree boating from this recently dredged boat slip. Direct and easy access to Long Island Sound to enjoy your time on the water. Ownership includes Guilford Yacht Club membership with a fun and vibrant community of boaters. Take advantage of the club pool and the seasonal activities. Pump-out services on premises and fuel is nearby. Winter Boat storage available.

  Rod Cross Coldwell Banker Realty

  379 Whitfield St Unit CS936, Guilford, CT 06437
• 

  

  /33

  $645,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  79 Acorn Rd, Madison, CT 06443

  Bike to town from this pristine Colonial, ideally set on a level lot with over an acre of beautifully manicured grounds. This meticulously maintained 3-bedroom home offers natural gas, public water, and generous living space for today's lifestyle. Enjoy a spacious front-to-back living room, a cozy family room with a gas fireplace, and a sun-filled three-season porch featuring vaulted ceilings and

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  79 Acorn Rd, Madison, CT 06443
• 

  

  /29

  $509,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,688 Sq Ft

  660 Opening Hill Rd, Madison, CT 06443

  Rare Investment opportunity in Madison under 10 minutes to charming downtown and Madison Beach! Own a freshly painted 3-bedroom home plus a separate accessory apartment over a 3-car garage attached by a breezeway, all set on level 2.57 private acres. Live in one and rent the other-or maximize income by renting both. This setup is also ideal for multi-generational living. The 1,048 main ranch home

  Allison Hughes William Raveis Real Estate

  660 Opening Hill Rd, Madison, CT 06443
• 

  

  /36

  $679,500

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  73 Airline Rd, Clinton, CT 06413

  Discover privacy and space on 3.17acres at 73 Airline Road, just minutes to Clinton or Madison. The upper level of this bright and spacious raised ranch features 3 bedrooms, an office, and 2 full baths. On the main level, there is a complete 1-bedroom apartment with its own laundry and full bath. The home boasts hardwood floors throughout and a beautiful kitchen with GE Profile appliances,

  Matt Diamond Houlihan Lawrence WD

  73 Airline Rd, Clinton, CT 06413
• 

  

  /13

  $599,999

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  179 Route 81, Killingworth, CT 06419

  DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

  John Izzo William Raveis Real Estate

  179 Route 81, Killingworth, CT 06419
• 

  

  /40

  $699,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,532 Sq Ft

  18 Riverside Terrace, Madison, CT 06443

  Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main

  Emily Lovejoy William Raveis Real Estate

  18 Riverside Terrace, Madison, CT 06443
• 

  

  /27

  $365,000

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

  409 Boston St, Guilford, CT 06437

  Owner-occupant opportunity in desirable Guilford. This 9 room, 3-bedroom, 2-bath Raised Ranch sits on .46 acres with marshland and wooded views behind the home, creating a peaceful backdrop with abundant birdlife. Hardwood floors, dining room, large rear three season porch and a light-filled layout provide a solid starting point. The unfinished lower level offers expansion potential. Detached

  Steven Rivkin Planet Realty, LLC

  409 Boston St, Guilford, CT 06437

Showing Results 41 - 77, Page 2 of 2