Homes for Sale near J. Milton Jeffrey Elementary School

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  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 2,368 Sq Ft

  908 Boston Post Rd Unit 908, Madison, CT 06443

  Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in

  

  Cathy Lynch

  Coldwell Banker Realty

  (203) 354-7246

  908 Boston Post Rd Unit 908, Madison, CT 06443
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  Explore J. Milton Jeffrey Elementary School

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  /38

  $1,895,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  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 neighboring Congregational Church, the home

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 252-9212

  30 Meeting House Ln, Madison, CT 06443
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  /32

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  46A Beach Ave, Madison, CT 06443

  Charming ranch set on a picturesque 0.92-acre property spanning from Beach Avenue to Pleasant View Avenue, with deeded beach access at the end of Beach Avenue. Originally built in the 1940s and thoughtfully renovated and expanded in 2001, this home blends classic character with comfortable living. The primary bedroom features windows that capture lovely views of the surrounding property, along

  

  Dana Weinstein

  Coldwell Banker Realty

  (475) 244-8454

  46A Beach Ave, Madison, CT 06443
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  /37

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  461 Green Hill Rd, Madison, CT 06443

  Rare 7-Acre Madison Estate: Equestrian Dream Meets Modern Antique Charm Discover the perfect blend of tranquility and coastal convenience at this stunning 7.02-acre estate, located just 1.9 miles from the heart of downtown Madison. Whether you are a dedicated equestrian, a nature lover, this property offers a rare combination of level, lightly wooded land and functional luxury. The Land &

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (475) 262-9624

  461 Green Hill Rd, Madison, CT 06443
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  /40

  $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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  /34

  $450,000

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

  4 Copper Ridge Cir, Guilford, CT 06437

  Nestled on a quiet cul-de-sac in the sought-after Copper Hill Village, this detached Cape-style condo offers the privacy of a single-family home with the effortless lifestyle of a managed community. Boasting 1,459 square feet of bright, airy living space, this 2-bedroom, 2-bathroom residence is designed for comfort and versatility.The heart of the home features a living area with a cozy

  

  Rob McConville

  RE/MAX Heritage

  (203) 941-7511

  4 Copper Ridge Cir, Guilford, CT 06437
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  /18

  $674,900 Open Sat 2PM - 4PM

  • 2 Beds
  • 1 Bath
  • 1,654 Sq Ft

  15 Baxter Rd, Clinton, CT 06413

  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 GREAT INCOME.PRESENTLY

  

  Barbara Myslinski-Krucko

  William Raveis Real Estate

  (860) 968-0173

  15 Baxter Rd, Clinton, CT 06413
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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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  /37

  $1,110,000

  • 3 Beds
  • 3.5 Baths
  • 3,545 Sq Ft

  11 Longview Terrace, Madison, CT 06443

  An exceptional stand-alone condominium that captures the essence of luxurious coastal living. Tucked away on a peaceful cul-de-sac in the highly desirable Strathmore Farms community. Thoughtfully designed interior features a spacious first-floor primary suite with walk-in closets, custom built-ins, and a dressing room that exudes comfort and convenience. The kitchen is a true delight, offering

  Bonnie Foster William Pitt Sotheby's Int'l

  11 Longview Terrace, Madison, CT 06443
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  /32

  $1,595,000

  • 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
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  /25

  $349,000 Open Fri 11:30AM - 1PM

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

  16 Copper Hill Dr, Guilford, CT 06437

  Absolutely immaculate! Freshly redone with taste and style. High end luxury flooring and neutral finishings. Brand new appliances. Just move in and start enjoying your detached Cape Style home but with the worry free convenience of condo living. Excellent storage. Copper Hill Village is a small complex with walking paths and a lovely private pond and CITY WATER, close to the Guilford Center,

  Deborah Rowe William Raveis Real Estate

  16 Copper Hill Dr, Guilford, CT 06437
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  $2,595,000 New Construction

  • 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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  $715,000

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

  294 Church St, Guilford, CT 06437

  Mixed-use zoning (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". Current layout: First Floor: Professional medical office space, 4 office space + half bath. Second Floor:

  Jason Saphire www.HomeZu.com

  294 Church St, Guilford, CT 06437
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  /4

  $989,000 New Construction

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

  0 Long Hill Rd Unit 24156467, Guilford, CT 06437

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

  Dori Degennaro William Raveis Real Estate

  0 Long Hill Rd Unit 24156467, Guilford, CT 06437
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  $545,000

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  3 Sandgate Cir, Madison, CT 06443

  Welcome to this 1,853 sq. ft. townhouse in desirable Windermere. Within a short drive to the center of town, one can enjoy shopping in any of the many specialty stores, as well as visiting the famous local bookstore, where a leisurely lunch can also be had in its cafe. You will find several restaurants in which to dine and a cinema where classic films are shown. During the warmer months, it is

  Doris Fallon William Raveis Real Estate

  3 Sandgate Cir, Madison, CT 06443
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  /40

  $2,600,000

  • 4 Beds
  • 3.5 Baths
  • 5,543 Sq Ft

  137 Liberty St, Madison, CT 06443

  Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a

  Alison Gould Gould Group LLC

  137 Liberty St, Madison, CT 06443
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  /29

  $529,000

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

  4 Currycross Rd Unit 4, Madison, CT 06443

  Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling,

  Terry Morgan CT Realty Exchange, LLC

  4 Currycross Rd Unit 4, Madison, CT 06443
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  /2

  $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
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  /16

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  75 Fairview Dr, Madison, CT 06443

  3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

  Derek Eisenberg Continental Real Estate

  75 Fairview Dr, Madison, CT 06443
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  $595,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 2,560 Sq Ft

  10 Runnymede Ln, Madison, CT 06443

  Nestled in the highly sought-after Windermere East community, this rare free-standing condo offers the perfect blend of privacy, comfort, and coastal charm in beautiful Madison. Enjoy serene river views and a peaceful setting just moments from the shoreline. This well-maintained home features 2 bedrooms and 2 full baths, a spacious fireplaced living room, and a bright kitchen ideal for everyday

  Laura Cariati William Raveis Real Estate

  10 Runnymede Ln, Madison, CT 06443
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  /18

  $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

  $2,495,000 New Construction

  • 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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  /16

  $199,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  63GG Dudley Ln, Madison, CT 06443

  Discover the ultimate summer retreat at 63GG Dudley Lane, a completely remodeled two-bedroom cottage located in the desirable and private DeSabato's Camp community. This turn-key home is offered fully furnished and features a bright, open interior with upgraded cabinetry and modern finishes throughout that maximize space and style. The outdoor living space is exceptional, boasting a massive rear

  Laura Ronghi Napoli Realty LLC

  63GG Dudley Ln, Madison, CT 06443
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  /16

  $79,900

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  133 W Main St Unit TRLR A9, Clinton, CT 06413

  Welcome to this newly refreshed 3-bedroom, 1-bath manufactured home located in a quiet community in Clinton. Offering 822 sq. ft. of single-level living, this home is an affordable option for first-time buyers, downsizers, or those looking for a low-maintenance coastal retreat. The interior features a practical layout with comfortable living and dining areas, three bedrooms, and a full bath.

  Leah Georgens Real Broker CT, LLC

  133 W Main St Unit TRLR A9, Clinton, CT 06413
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  $350,000

  • 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
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  /40

  $729,000

  • 4 Beds
  • 1,804 Sq Ft

  26 Water St, Guilford, CT 06437

  Ideally located in the heart of downtown Guilford, 26 Water Street is now officially available. Situated within the Guilford Green District, this property offers exceptional versatility with a wide range of permitted uses (see attached zoning regulations, Section 4.1). The existing use may continue as a non-conforming use if desired. The current layout is configured similarly to a multi-family

  Lauren Freedman Coldwell Banker Realty

  26 Water St, Guilford, CT 06437
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  $615,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,903 Sq Ft

  19 Green Acres Dr, Madison, CT 06443

  Discover the perfect blend of warmth, character, and lifestyle in this inviting four-bedroom Cape, ideally situated on a quiet street just minutes from Madison's Town Center and pristine beaches. The sun-drenched living room features an oversized front window and cozy wood-burning fireplace. Flow seamlessly into the dining room, sized beautifully for gatherings of any size. The updated kitchen

  Amy Kirst William Pitt Sotheby's Int'l

  19 Green Acres Dr, Madison, CT 06443
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  /2

  $949,000 New Construction

  • 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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  $519,000 Open Sun 1PM - 3PM

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

  1 Wilshire Rd Unit B, Madison, CT 06443

  Kensington Acres South! Here is your opportunity to live in a great community of well cared for condominiums located just a short distance from downtown Madison and Hammonasset State Park. Unit 1B is an exceptional, refreshed property with a well appointed kitchen, spacious & open living-dining area on the main level. Two large bedrooms and two full baths are on the second level. Hardwood floors

  Suzanne McConville William Raveis Real Estate

  1 Wilshire Rd Unit B, Madison, CT 06443
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  $825,000

  • 4 Beds
  • 3 Baths
  • 3,462 Sq Ft

  40 Hull Rd, Madison, CT 06443

  Seldom-available offering in one of Madison's premier neighborhoods. This versatile split-level home sits on a double lot spanning over 2 acres, offering exceptional privacy and room to grow. Set back from the street with a circular driveway, the property unfolds to reveal 4+ bedrooms, 3 full baths, and flexible living spaces designed for how you live today. The kitchen, which is the heart of the

  Sue Woods William Pitt Sotheby's Int'l

  40 Hull Rd, Madison, CT 06443
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  /39

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  58 Neck Rd, Madison, CT 06443

  LOCATION! LOCATION!! LOCATION!! Ideally situated south of Route 1 in one of Madison's most desirable beach communities, this move in ready 3 bedroom, 2 bath Cape offers a perfect blend of coastal charm, modern updates, and exceptional convenience. Just a short stroll to the Madison Surf Club and minutes from downtown Madison, this 1,477 sq ft home sits on a beautifully level 0.28 acre lot

  Joe Scarpellino Coldwell Banker Realty

  58 Neck Rd, Madison, CT 06443
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  /40

  $799,000

  • 4 Beds
  • 2 Baths
  • 2,174 Sq Ft

  402 Boston St, Guilford, CT 06437

  Antique charming house, modern quality updates with preserved antique charm and character, beautiful details, quality, character, and lovingly well-maintained. Stainless steel appliances, tiled bathrooms, bookcases galore, FENCED YARD. Upgrades include ducted central air, 4 heat zones, newer landscaping; many rooms with beautiful antique oak flooring; newer windows, roof, garage doors; vaulted

  Gloria Gibney Gibney Real Estate

  402 Boston St, Guilford, CT 06437
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  $2,500,000 Coming Soon

  • Land
  • 5.56 Acres
  • $449,640 per Acre

  0 River Rd, Madison, CT 06443

  THE RAREST OF OPPORTUNITIES! Over 5.5 stunning sun-drenched acres held by the same family for centuries. This level pastoral setting offers a "once-in-a-lifetime" canvas for a premier custom estate (got horses?) or an unique boutique development. With over 1,300 feet of road frontage & no wetlands, the land is prime for a subdivision of 5 one-acre+ lots. Under the town's Open Space Conservation

  Todd Gould William Pitt Sotheby's Int'l

  0 River Rd, Madison, CT 06443
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  /14

  $1,195,000

  • 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
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  /40

  $1,450,000 Coming Soon

  • 4 Beds
  • 5 Baths
  • 3,779 Sq Ft

  395 Boston Post Rd, Madison, CT 06443

  Introducing the historic Ebenezer Dudley Home, circa 1828, a beautifully preserved residence set along the iconic stretch of Boston Post Road in the charming shoreline town of Madison, Connecticut. Situated on nearly an acre of picturesque grounds, this special property seamlessly blends early New England character with thoughtful modern updates, offering both historic charm and everyday comfort.

  Laurie Mazzeo William Pitt Sotheby's Int'l

  395 Boston Post Rd, Madison, CT 06443
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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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  /40

  $649,900

  • 2 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  80 Seaview Terrace Unit 31, Guilford, CT 06437

  Coastal Living Reimagined at Seaview Terrace Welcome to your completely renovated waterside retreat where modern luxury meets the ultimate Shoreline lifestyle. This stunning 2-bedroom, 2.5-bath condominium has been meticulously transformed within the past five years into a showcase of contemporary elegance. GOURMET KITCHEN: Chef-inspired kitchen featuring gleaming quartz countertops, stainless

  Nikki Travaglino William Pitt Sotheby's Int'l

  80 Seaview Terrace Unit 31, Guilford, CT 06437
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  /34

  $499,900

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

  1281 Durham Rd, Madison, CT 06443

  Positioned in a highly desirable Madison location just minutes from town, shoreline beaches, and local shops, 1281 Durham Road delivers space, versatility, and opportunity on approximately half an acre. This property offers a flexible layout rarely found at this value point in the shoreline market. The main level showcases a generously sized living room centered around a fireplace, creating a

  Michelle Lorenzetti Premier Re Group LLC

  1281 Durham Rd, Madison, CT 06443
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  /7

  $40,000

  • 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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  /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

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