Homes for Sale near J. Milton Jeffrey Elementary School

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  /6

  $1,350,000

  • Land
  • 1.00 Acre
  • $1,350,000 per Acre

  1161 Boston Post Rd, Guilford, CT 06437

  Assembly, 2 lots existing 3 buildings......... Great Development Opportunity Existing buildings - Building 1 Two-Story 4 unit Multi-Family built 1752 . 2 -1956 SF Retail / Office Building - Building 3 -1 bedroom apartment over a 4 bay garage .Three buildings on 2 Lots total approx 1 acre on signalized corner light. Potential to redevelop or Income producer . 1161 Boston Post Road and 7 York

  Thomas Simjian Keller Williams Coastal

  1161 Boston Post Rd, Guilford, CT 06437
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• 

  

  

  /40

  $1,899,000 Open Sat 12PM - 1:30PM

  • 5 Beds
  • 5.5 Baths
  • 6,278 Sq Ft

  584 Boston Post Rd, Madison, CT 06443

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

  Kate Jasko Coldwell Banker Realty

  584 Boston Post Rd, Madison, CT 06443
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  /32

  $2,000,000

  • 4 Beds
  • 3.5 Baths
  • 3,376 Sq Ft

  65 Water St, Guilford, CT 06437

  Welcome to this beautifully reimagined colonial home, perfectly situated just a short Stroll from Guilford's historic green. Blending timeless charm with modern luxury, this exquisite four-bedroom, three and a half bath residence offers refined living in one of Connecticut's most coveted coastal communities. From the moment you step through the front door, you're welcomed by a grand three-story

  Meig Walz Newcomb Coldwell Banker Realty

  65 Water St, Guilford, CT 06437
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  /24

  $262,500

  • 1 Bed
  • 1 Bath
  • 548 Sq Ft

  76 South St, Madison, CT 06443

  Welcome home to 76 South Street - the perfect seasonal retreat to enjoy all seaside Madison offers! Completely and thoughtfully rebuilt in 1999 and meticulously maintained ever since, this wonderfully open and inviting cottage offers the ideal setting for entertaining and tranquility with an interior and exterior that will leave you swooning! Opening the front door and stepping inside, you will

  Melanie Abbott William Pitt Sotheby's Int'l

  76 South St, Madison, CT 06443
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  /39

  $1,665,000

  • 5 Beds
  • 6 Baths
  • 5,779 Sq Ft

  110 Randi Dr, Madison, CT 06443

  Welcome to 110 Randi Drive, where a stately circular driveway ushers you into a realm of elegance & comfort. This grand & classic 5,779 sf residence is a testament to luxurious living, offering a harmonious blend of expansive open areas. As you step through the front door, you're greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly

  Amy Kirst William Pitt Sotheby's Int'l

  110 Randi Dr, Madison, CT 06443
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  /40

  $1,899,000 Open Sat 12PM - 1:30PM

  • 5 Beds
  • 6 Baths
  • 6,278 Sq Ft

  584 Boston Post Rd, Madison, CT 06443

  Elegant European-Style home in the Heart of Madison. A remarkable home ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features including a newly remodeled in-law/accessory apartment with its own private entrance, a gorgeous kitchen, living room, dining area, 2 full baths, and washer and dryer. Step

  Kate Jasko Coldwell Banker Realty

  584 Boston Post Rd, Madison, CT 06443
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  /26

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,260 Sq Ft

  34 Joyce St, Guilford, CT 06437

  Pristine 4 bedroom, 2 full bath contemporary style home located in a well kept neighborhood close to the Guilford Town Green, shops, restaurants, Yale Hospital, as well as easy highway access! From the moment you enter, you'll appreciate how picture-perfect and well maintained this home truly is. Highly desirable 1 floor living with 3 bedrooms on the main floor, plus a beautifully appointed

  Lisa Rollins Team Compass Connecticut, LLC

  34 Joyce St, Guilford, CT 06437
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  /27

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,468 Sq Ft

  20 Robin Ridge Dr, Madison, CT 06443

  Welcome to 20 Robin Ridge Drive, a charming ranch-style home located in the highly sought-after Robin Ridge neighborhood! Ideally located just over 2 miles from Downtown Madison and approximately 3 miles to the Madison Beach Hotel, West Wharf Beach, and the Surf Club, this property combines comfort, convenience, and coastal living. This inviting home offers 3 generously sized bedrooms with

  Anne Marie Straka Compass Connecticut, LLC

  20 Robin Ridge Dr, Madison, CT 06443
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  /22

  $50,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  133 W Main St Unit TRLR C6, Clinton, CT 06413

  Welcome to your next big win! Whether you're looking to flip for or renovate and customize your own coastal escape, this property is bursting with potential and positioned for serious upside. LOCATION, LOCATION, LOCATION! Situated just minutes from the beach, popular restaurants, vibrant marinas, and every convenience imaginable - this gem places you right in the heart of it all. The major

  Alan Spotlow William Raveis Real Estate

  133 W Main St Unit TRLR C6, Clinton, CT 06413
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  /38

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,159 Sq Ft

  9 Madrina Ln, Madison, CT 06443

  Tucked away at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath contemporary style home sits on a private .6-acre lot in a desirable location; just minutes from beaches, Hammonasset State Park, the scenic Shoreline walking trails, and the vibrant center of town. Steps lead up to the front deck and entry foyer, opening to a light-filled, open-concept living space. Cathedral ceilings with

  Rose Ciardiello William Raveis Real Estate

  9 Madrina Ln, Madison, CT 06443
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  /33

  $499,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  103 Glenwood Rd, Clinton, CT 06413

  Welcome to this beautifully maintained 3 bed, 2 bath ranch that blends comfort, convenience, style and offers single-floor living! Featuring a brand-new central air system, 1-year-old furnace, and updated 200 amp electrical service, this home is move-in ready with all the essentials taken care of. The kitchen shines with new granite countertops, and the new washer and dryer make laundry a breeze.

  Alan Spotlow William Raveis Real Estate

  103 Glenwood Rd, Clinton, CT 06413
• 

  

  /22

  $899,900

  • Land
  • 0.19 Acre
  • $4,736,316 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
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  /40

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,879 Sq Ft

  20 Copper Hill Dr Unit 20, Guilford, CT 06437

  Welcome to 20 Copper Hill Drive - where low-maintenance living meets classic New England charm in one of Guilford's most sought-after communities. This 2-bedroom, 2-bath Cape-style lives like a single-family home with the ease of condominium convenience. With 1,459 sq ft, 10 total rooms, a two-car attached garage, and a full basement, this home offers plenty of space to relax, entertain, and

  Devon Taylor Assael Dave Jones Realty, LLC

  20 Copper Hill Dr Unit 20, Guilford, CT 06437
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  /26

  $325,000

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

  2 Brantwood Dr, Madison, CT 06443

  Welcome to this move in ready townhouse located just a short walk to downtown Madison. Newly installed sidewalks make it convenient to visit everything Madison has to offer - shopping, movie theater, restaurants, farmers market and Sunday evening concerts. This unit offers 2 bedrooms, 1.2 baths with over 1300 s.f. The updated kitchen has shaker cabinets, granite countertops and stainless steel

  Rebecca Ferguson Coldwell Banker Realty

  2 Brantwood Dr, Madison, CT 06443
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  /27

  $330,000

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  135 Liberty St Unit 135, Clinton, CT 06413

  Beautiful Townhouse Condo with low HOA fees. Located close to town green and Highways. Parks and schools nearby. Clinton town beach, Shopping Outlets, restaurants, Hammonasset State park are all within about 5-15minute drives. make this Condo your home and enjoy all the shoreline area has to offer. Condo has many new updates. Not an FHA approved condo.

  Thomas Gunning Executive Real Estate Inc.

  135 Liberty St Unit 135, Clinton, CT 06413
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  /38

  $4,000,000

  • 5 Beds
  • 6.5 Baths
  • 4,450 Sq Ft

  77 E Wharf Rd, Madison, CT 06443

  Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

  Meig Walz Newcomb Coldwell Banker Realty

  77 E Wharf Rd, Madison, CT 06443
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  /7

  $40,000

  • 776 Sq Ft

  379 Whitfield St, 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, Guilford, CT 06437
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  /27

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  1281 Durham Rd, Madison, CT 06443

  CHARMING LARGE MADISON MOTHER /DAUGHTER 2 BEDROOMS LARGE MODERN CHEFS KITCHEN LIVING ROOM WITH FIREPLACE LARGE BATH LAUNDRY AND BONUSROOM EXTENDING THE WIDTH OF THE HOUSE UPSTAIRS ALL NEW A LARGE LIVING ROOM KITCHEN BATH 2 BEDROOMS AND A PRIVATE ENCLOSED BALCONY OVERLOOKING THE BEAUTIFUL JUST SHY 1/2 ACRE PRIVATE YARD. AND GARAGE. A MUST SEE A TRUE FAMILY HOME !!!

  Dan Rocano Exit Realty Everyday

  1281 Durham Rd, Madison, CT 06443
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  /40

  $3,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,571 Sq Ft

  66 High St Unit 40, Guilford, CT 06437

  Experience Elevated Living at The Residences at 66 High Street. Step into a lifestyle of sophistication and comfort-where luxury amenities meet cosmopolitan charm. This expansive third-floor residence in the Leete Building is one of the largest in the community and offers breathtaking, unobstructed views of the West River, Long Island Sound, and Faulkner's Island. Thoughtfully designed with 3

  Nicole White William Raveis Real Estate

  66 High St Unit 40, Guilford, CT 06437
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  /37

  $369,999

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  23 Old Mill Rd, Clinton, CT 06413

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  23 Old Mill Rd, Clinton, CT 06413
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  /23

  $189,000

  • 1 Bed
  • 1 Bath
  • 470 Sq Ft

  28 1st St, Madison, CT 06443

  Delightful seasonal(4/1-10/31)storybook cottage located in a vintage beach community nestled on leased land located in the picturesque coastal town of Madison Ct. This unique village is on 6 acres situated adjacent to the sandy stretch of Long Island Sounds Hammonassett State Park, Salt Meadow Park (includes dog park) & the Greenway trail. You will be greeted by a freshly painted (exterior)home

  Karen Bruno Roos Williams Real Estate

  28 1st St, Madison, CT 06443
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  /19

  $179,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  7 3rd St, Madison, CT 06443

  Madison, SEASHORE! - Coastal living adjacent to Hammonassett Beach State Park! HIGH VALUE! Sleeps 4! This astute, masterfully updated, well built circa 1958 cottage is the perfect vacation retreat! Young's Village is seasonal offering a 7 month term of full time use. Seasonal community where you may occupy your home full time April 1 - October 31. This cottage is on Third Street offering privacy,

  Laurie McCann William Pitt Sotheby's Int'l

  7 3rd St, Madison, CT 06443
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  /31

  $525,000

  • 1 Bed
  • 2.5 Baths
  • 1,569 Sq Ft

  22 Centre Village Dr, Madison, CT 06443

  Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, open-concept layout featuring soaring ceilings, oversized windows, and nine skylights with remote-controlled blinds. The spacious living room, centered around a cozy gas fireplace, seamlessly connects to a formal dining area and a dramatic two-story, three-season sunroom-perfect

  Emily White William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
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  /40

  $800,000

  • 4 Beds
  • 4 Baths
  • 2,492 Sq Ft

  97 Green Hill Rd, Madison, CT 06443

  This updated legal two-family Colonial on a 3/4-acre lot presents an exceptional investment opportunity, with a solid cap rate of 7.9%. Situated in a highly desirable neighborhood surrounded by expensive single-family homes, this multi-family asset stands out as a solid addition to any portfolio. Both units have been renovated including mechanicals, electrical, and plumbing helps to ensure low

  Peter Lucchese Sound Harbor Realty LLC

  97 Green Hill Rd, Madison, CT 06443
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  /18

  $140,000

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  16 North St, Madison, CT 06443

  If you're dreaming of summers by the shoreline, this charming cottage in Dud's Village, Madison, offers the perfect seasonal escape. Less than a mile from Hammonasset Beach State Park-Connecticut's largest shoreline park-this move-in-ready cottage offers easy access to two miles of sandy beaches, scenic walking and biking paths, and endless outdoor activities. A private path from the village

  Margaret Curry William Raveis Real Estate

  16 North St, Madison, CT 06443
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  /34

  $625,000

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

  67 Boston Post Rd Unit 8, Madison, CT 06443

  Welcome to this elegant 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. This development offers a classic New England aesthetic, complete with a picturesque stone wall & professionally landscaped grounds. Step inside to find a beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & a

  Dana Weinstein Coldwell Banker Realty

  67 Boston Post Rd Unit 8, 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
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  /25

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  72 Prospect Hill Rd, Guilford, CT 06437

  72 Prospect Hill Rd is in a lovely setting - conveniently located with a peaceful ambiance. The curb appeal is excellent and the house will grab your attention. Stone wall, level flat lot, nice size deck in the back. This location is fantastic, close to shopping, golf course and I-95. The 2 bedroom home offers one floor living with washer and dryer on main floor. The kitchen and bathroom have

  Tim Galvin William Raveis Real Estate

  72 Prospect Hill Rd, Guilford, CT 06437
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  /12

  $475,000

  • 4 Beds
  • 1 Bath
  • 1,448 Sq Ft

  872 Nut Plains Rd, Guilford, CT 06437

  Charming opportunity in prime Guilford Location! Discover the potential of this unique property situated in a highly desirable residential neighborhood, just minutes from downtown Guilford, the Green, schools, golf course, beaches, and I-95. Surrounded by newly constructed homes, this picturesque lot features mature trees, flowering bushes, and even a small pond-offering a serene, nature-rich

  Tim Galvin William Raveis Real Estate

  872 Nut Plains Rd, Guilford, CT 06437
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  /40

  $1,499,900

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

  180 Green Hill Rd, Killingworth, CT 06419

  Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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  /40

  $1,950,000

  • 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
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  /34

  $580,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  102 Colonial Rd, Guilford, CT 06437

  A drive-by will not do this property justice! This Sachems Head home has plenty to offer - inside and out. The setting is a natural sanctuary. Perennial beds and mature plantings provide everchanging colors and blooms from early spring through fall. The open hillside behind is dotted with rock outcroppings, stone walls, and lush gardens. The Acorn Deck House has the cool vibe of a mid-century

  Laurie Trulock Compass Connecticut, LLC

  102 Colonial Rd, Guilford, CT 06437
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  /35

  $364,900

  • 2 Beds
  • 2 Baths
  • 1,459 Sq Ft

  16 Copper Hill Dr, Guilford, CT 06437

  Move right in to your own free-standing Cape Cod style condo without even picking up a paint brush. This home has been completely remodeled from top to bottom with high-end flooring, bathroom fixtures, appliances, kitchen cabinets and countertops, bathrooms, exterior and interior doors and more. It is located on a cul-de-sac of three homes in Copper Hill Village and is only a short distance from

  Doris Fallon William Raveis Real Estate

  16 Copper Hill Dr, Guilford, CT 06437
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  /38

  $439,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  46 Sperry Dr, Guilford, CT 06437

  Beautifully Renovated 3-Bedroom Home in Guilford, CT - Move-In Ready! Welcome to this stunning, fully renovated single-family home located in the desirable shoreline town of Guilford. Boasting 2 spacious bedrooms, 1 full bathroom, and an additional room that can be used as your home office or a 3rd BR. This charming property has been completely updated in 2025 with modern finishes and

  Christopher Wihbey Dave Jones Realty, LLC

  46 Sperry Dr, Guilford, CT 06437
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  /40

  $1,395,000

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

  908 Boston Post Rd, Madison, CT 06443

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

  Todd Gould William Pitt Sotheby's Int'l

  908 Boston Post Rd, Madison, CT 06443
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  /30

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  24 Echo Point Rd, Guilford, CT 06437

  Direct lake front home with 85' frontage on one of the beautiful Guilford lakes. Your own private dock area to kayak, fish or swim. Your new home is part of the Guilford Lakes Association which offers members access to two private beaches. The Guilford Lakes Golf course is a public golf course and a neighborhood gem often referred to as the "Little Augusta". The water views from your new home are

  Susan Fair Fair Realty

  24 Echo Point Rd, Guilford, CT 06437
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  /40

  $2,900,000

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

  25 Seaview Ave, Madison, CT 06443

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

  Alison Gould Gould Group LLC

  25 Seaview Ave, Madison, CT 06443
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  /26

  $70,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  85 Evergreen Park, Clinton, CT 06413

  If privacy is your goal, this is the home for you! This is one of the most secluded lots in the entire park, with minimal neighbors and a large, level yard. The owner has completed many important updates in the recent years, including new plumbing and electric, vinyl floors throughout, an updated bathroom and updating the cabinets, stove, and sink in the kitchen. There is a large shed for your

  Kelly Whiteman William Raveis Real Estate

  85 Evergreen Park, Clinton, CT 06413
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  /28

  $1,950,000

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

  917 Boston Post Rd, Madison, CT 06443

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

  Meig Walz Newcomb Coldwell Banker Realty

  917 Boston Post Rd, Madison, CT 06443
• 

  

  /14

  $130,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  14 Blaine Ave, Clinton, CT 06413

  Looking for privacy and quite living. This property is just shy of an acre with a 1128 square foot mobile home. There are also outbuidings on the property. No assocation. Shared driveway. Carpenters project or build yourself a new home. This property is being sold as is. Please note that there are cameras on the property. This property is also listed as a lot. MLS #24081888

  Sandra Ciarleglio William Raveis Real Estate

  14 Blaine Ave, Clinton, CT 06413

Showing Results 41 - 80, Page 2 of 4