Homes for Sale near 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
• 

  Explore J. Milton Jeffrey Elementary School

• 

  

  

  /40

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,253 Sq Ft

  61 Bishop Ln, Madison, CT 06443

  Absolutely charming Cape Cod-style home set on 1.87 private acres, just minutes from downtown Madison. This builder's own residence has been thoughtfully rebuilt from top to bottom in recent years with major updates including the roof, siding, AZEK trim, windows, interior doors, electrical, plumbing, recessed lighting, foam insulation and HVAC, offering peace of mind and modern efficiency. The

  

  Dana Weinstein

  Coldwell Banker Realty

  (475) 262-8352

  61 Bishop Ln, Madison, CT 06443
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  /18

  $674,900

  • 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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  /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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  /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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  /15

  $500,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  69 Daniel Ave, Guilford, CT 06437

  First time offered in over 50 years, this ranch-style home sits on a half-acre in the heart of Indian Cove-one of Guilford's most cherished shoreline communities. With seasonal views of Long Island Sound and access to a private neighborhood beach, this property offers a rare connection to the coast and community. Originally the site of the historic Cove Store, this home carries a unique place in

  Robert Davis Nomade

  69 Daniel Ave, Guilford, CT 06437
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  /36

  $449,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,179 Sq Ft

  49 River Rd, Clinton, CT 06413

  Welcome home to an idyllic retreat where the charm of a classic log cabin meets modern, high-end sophistication. Perched on the picturesque banks of the Hammonasset River, this property offers direct river frontage and is perfectly situated just 2 hours from both NYC and Boston, with local beaches only 10 minutes away. Every inch of this cozy cabin has been meticulously enhanced. Step across the

  Laureen Kennedy Coldwell Banker Realty

  49 River Rd, Clinton, CT 06413
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  /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 walkway, 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
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  /34

  $1,350,000

  • 2 Beds
  • 2 Baths
  • 2,033 Sq Ft

  66 High St Unit 47, Guilford, CT 06437

  The Residences at 66 High Street provide a unique offering. An enclave of luxury condominiums. A private, peaceful setting overlooking the salt marsh and Long Island Sound, yet just a few blocks from the picturesque Guilford Green, the town center, and all the activity it has to offer. This immaculate first floor single level unit is in the Chittenden Building, finished in 2023. Light streams in.

  Laurie Trulock Compass Connecticut, LLC

  66 High St Unit 47, Guilford, CT 06437
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  /40

  $699,000

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft

  9 Sparrow Bush Ln, Guilford, CT 06437

  A spacious home offering 2,336 square feet of living space set on 1.3 acres. The main level features a comfortable flow between the living room, dining room, and kitchen, with a fireplace adding a central focal point. Hardwood flooring is present throughout much of the home, and a first-floor bedroom provides flexible use of space. The upper level includes the primary bedroom with a walk-in

  Jeremy Oliver William Raveis Real Estate

  9 Sparrow Bush Ln, Guilford, CT 06437
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  /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
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  /30

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  15 Buell Ct, Clinton, CT 06413

  Situated on a quiet cul-de-sac, 15 Buell Court offers comfortable, single-level living in one of the most convenient and desirable shoreline locations in Clinton, Ct. This freshly painted home offers an extra large primary bedroom with a walk-in closet, full bath and laundry area that also provides access to a small deck to the backyard. A spacious living room/dining room combination features

  Doris Fallon William Raveis Real Estate

  15 Buell Ct, Clinton, CT 06413
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  /38

  $424,900

  • 3 Beds
  • 2 Baths
  • 864 Sq Ft

  107 Horse Pond Rd, Madison, CT 06443

  Set on 1.75 private acres in the heart of Madison, this inviting ranch offers a unique blend of comfort, versatility, and opportunity. Tucked away with a sense of privacy yet just moments from town, the property features a charming main residence along with a fully equipped detached cottage-ideal for today's flexible lifestyles. The main home is filled with natural light and showcases hardwood

  Victoria Tavares William Raveis Real Estate

  107 Horse Pond Rd, Madison, CT 06443
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  /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
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  /39

  $800,000

  • 2 Beds
  • 1.5 Baths
  • 1,142 Sq Ft

  7 Pent Rd, Madison, CT 06443

  Discover a hidden treasure in one of Madison's finest neighborhoods, featuring vintage bungalow charm. A bright and welcoming sun room, enhanced with baseboard heating, offers a serene space to relax in every season. The main floor includes a large combined living and dining room with stunning wood floors and a wood burning fireplace. Off of the bright and functional kitchen you will find a full

  Julie Ovian William Pitt Sotheby's Int'l

  7 Pent Rd, Madison, CT 06443
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  /39

  $899,900

  • 3 Beds
  • 2.5 Baths
  • 2,806 Sq Ft

  401 Three Corners Rd, Guilford, CT 06437

  Just minutes to downtown Guilford, this striking 4 bedroom contemporary offers exceptional living space & bold architectural design. A dramatic floating staircase & soaring ceilings create an unforgettable first impression the moment you enter. The expansive great room is the heart of the home, featuring a stunning floor to ceiling fireplace, walls of glass that fill the space with natural light,

  Alicia Mahon William Pitt Sotheby's Int'l

  401 Three Corners Rd, Guilford, CT 06437
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  /40

  $960,000

  • 3 Beds
  • 3 Baths
  • 2,180 Sq Ft

  95 Fair St, Guilford, CT 06437

  Enjoy in-town living! This charming home is just a block and a half from the Guilford green and all the town center has to offer - including shopping, dining, library. Located in the historic district on Fair Street - one of Guilford's treasured neighborhoods of architecturally diverse antique homes. Wide board floors, custom wooden shutters. Large fireplace with stone hearth provides a family

  Laurie Trulock Compass Connecticut, LLC

  95 Fair St, Guilford, CT 06437
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  /13

  $100,000

  • 1 Bed
  • 0.5 Baths
  • 540 Sq Ft

  15 North St, Madison, CT 06443

  seasonal cottage, must be purchased with CASH. The cottage is charming and a close walk to the beach and all that the town of Madison has to offer. Hammonassett Beach is a quick drive away. Conveniant to Route #1 and the local restaurants and shops. The cottage is one bedroom and one bathroom. This cottage is a perfect weekend destination or summer getaway, this is what coastal living in Madison

  Alan Barberino Alan Barberino Real Estate LLC

  15 North St, Madison, CT 06443
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  /40

  $489,000

  • 1 Bed
  • 1.5 Baths
  • 1,712 Sq Ft

  80 Seaview Terrace Unit 3, Guilford, CT 06437

  Experience the ease of low maintenance coastal living in this updated 1 bedroom, 1 1/2 bath condo with beautiful views of the salt marsh, river, and Long Island Sound. An inviting sun-filled, south facing end unit, the main level features hardwood floors, a kitchen with granite countertops and stainless steel appliances, and a family room with a cozy wood-burning fireplace. A flexible space off

  Rose Ciardiello William Raveis Real Estate

  80 Seaview Terrace Unit 3, Guilford, CT 06437
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  /33

  $539,900 Open Sat 12PM - 2PM

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

  6 Ladshaw Dr, Madison, CT 06443

  Detached stand-alone Ranch home in sought after Kensington Acres South has been beautifully maintained and shows pride of ownership throughout. Enjoy single floor living in your 2 bedroom, 2 bath home which features granite countertops in kitchen & baths, hardwood floors, light & bright open floor plan, natural gas fireplace and a year round heated sunporch surrounded by nature that will be your

  Greg robbins Houlihan Lawrence WD

  6 Ladshaw Dr, Madison, CT 06443
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  /23

  $1,000,000

  • 4 Beds
  • 2.5 Baths
  • 3,909 Sq Ft

  125 Wildcat Rd, Madison, CT 06443

  Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

  Meig Walz Newcomb Coldwell Banker Realty

  125 Wildcat Rd, Madison, CT 06443
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  /25

  $154,000

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  16 North St, Madison, CT 06443

  Escape to the Connecticut shoreline with this beautifully maintained seasonal cottage in Dud's Village in Madison-the perfect summer retreat just minutes from the beach. Located less than one mile from Hammonasset Beach State Park, Connecticut's largest shoreline park, this charming getaway offers effortless access to two miles of sandy beaches, scenic walking and biking trails, and endless

  Tricia Farin Real Broker CT, LLC

  16 North St, Madison, CT 06443
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  /12

  $31,000

  • 0.5 Baths
  • 775 Sq Ft

  379 Whitfield St Unit CN1146, Guilford, CT 06437

  This is an offering for CN1146, a 46 foot long boat slip at the amazing Guilford Yacht Club. A large dock box is included for all your boating and fishing gear needs along with water, electric hook up and winter storage on the grounds. Ownership of this slip includes a full membership to the Clubhouse which includes a heated pool, pool house, two Har Tru tennis courts and many special social

  Faith Whitehead William Raveis Real Estate

  379 Whitfield St Unit CN1146, Guilford, CT 06437
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  /40

  $2,650,000

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

  24 Indigo Trail, Madison, CT 06443

  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 stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

  Mark McElrath William Pitt Sotheby's Int'l

  24 Indigo Trail, Madison, CT 06443
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  /35

  $249,000

  • 2 Beds
  • 1 Bath
  • 647 Sq Ft

  26 North St, Madison, CT 06443

  Experience the best of shoreline living in Madison, just about a mile from the sandy beaches of Hammonasset. This charming seasonal cottage offers a bright, airy feel with vaulted wood-beamed ceilings and natural light throughout-perfect for easy summer living by the water. With 647 square feet, the home includes two bedrooms (one ideal as a den or flex space), a sun-filled kitchen with stone

  Karen Floriano William Raveis Real Estate

  26 North St, Madison, CT 06443
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  /40

  $629,000

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

  148 Highwoods Dr, Guilford, CT 06437

  Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick

  Gigi Giordano Taylor Compass Connecticut, LLC

  148 Highwoods Dr, Guilford, CT 06437
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  /36

  $1,175,000

  • 5 Beds
  • 4.5 Baths
  • 3,194 Sq Ft

  37 Lovers Ln, Madison, CT 06443

  Location, Location, Location!! Timeless elegance meets modern living in this beautifully appointed 5-bedroom Colonial, ideally situated just moments from Madison's beaches and charming town green. Thoughtfully designed for both refined living and effortless entertaining, the home offers expansive gathering spaces, gracious proportions, and seamless indoor-outdoor flow. Inside, sun-filled living

  Melanie Scull William Pitt Sotheby's Int'l

  37 Lovers Ln, Madison, CT 06443
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  /5

  $900,000

  • Land
  • 2.42 Acres
  • $371,901 per Acre

  0 Mill Rd, Madison, CT 06443

  A RARE & VERSATILE REAL ESTATE OPPORTUNITY! For a limited time, discover this truly unique 2.42 acre corner parcel that perfectly balances natural beauty with massive investment potential. Featuring a picturesque mix of mature trees & diverse topography, the land offers a slight, wooded hill on one end (ideal for an elevated, private homesite) and a sweeping flat open area on the other. A classic

  Todd Gould William Pitt Sotheby's Int'l

  0 Mill Rd, Madison, CT 06443
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  /31

  $599,900

  • 2 Beds
  • 2.5 Baths
  • 1,686 Sq Ft

  6 Rollwood Dr, Guilford, CT 06437

  Do not miss rare opportunity! Two bedroom townhouse in seek after Rollwood community downtown Guilford! This home features open floor plan, spacious and airy living room/dining room combination with fireplace, built-ins, gleaming hard wood floors, two story foyer, eat-in kitchen with sliders to inclosed porch. Both bedrooms located on second floor and have the en suite full bathrooms and walk-in

  Svetlana Goletz Compass Connecticut, LLC

  6 Rollwood Dr, Guilford, CT 06437
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  /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
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  /40

  $699,000

  • 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
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  /30

  $595,000 Open Sat 11AM - 1PM

  • 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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  /9

  $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
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  /40

  $975,000

  • 3 Beds
  • 3 Baths
  • 3,032 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
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  /40

  $2,995,000

  • 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
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  /36

  $549,000

  • 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
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  /32

  $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
• 

  

  /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
• 

  

  /40

  $2,495,000

  • 5 Beds
  • 5.5 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
• 

  

  /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

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