Homes for Sale near Calvin Leete School

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  /37

  $2,875,000

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

  24 Indigo Trail, Madison, CT 06443

  Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot colonial offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is surrounded by

  

  Ron Stewart

  Houlihan Lawrence WD

  (475) 405-2519

  24 Indigo Trail, Madison, CT 06443
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  /40

  $1,995,000

  • 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

  (203) 442-9594

  30 Meeting House Ln, Madison, CT 06443
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  /31

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 3,111 Sq Ft

  252 Chestnut Hill Rd, Killingworth, CT 06419

  Peaceful Riverfront Living in Southern Killingworth Nestled along the serene Hammonasset River, this custom-built 4-bedroom, 3-bath home offers nearly 3,000 sq. ft. of thoughtfully designed living space, perfectly blending comfort and nature. Enjoy fishing, wildlife, and breathtaking views from your own backyard-a true sanctuary for outdoor enthusiasts. Inside, oversized picture windows frame

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 891-2356

  252 Chestnut Hill Rd, Killingworth, CT 06419
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  /40

  $3,000,000

  • 6 Beds
  • 4.5 Baths
  • 6,300 Sq Ft

  37 Lantern Hill Rd, Madison, CT 06443

  Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 283-9847

  37 Lantern Hill Rd, Madison, CT 06443
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  /40

  $2,650,000

  • 5 Beds
  • 7.5 Baths
  • 8,476 Sq Ft

  75 Half Mile Rd, Guilford, CT 06437

  Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring ceilings, and a stunning two-sided stone fireplace. Each bedroom is en suite, offering both privacy and luxury. The

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 255-6899

  75 Half Mile Rd, Guilford, CT 06437
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  /40

  $625,000

  • 3 Beds
  • 3,768 Sq Ft

  36 Jannas Ln, Madison, CT 06443

  Hey there! Check out this stunning contemporary house located just a few houses north of Rt 1. It's sitting on a knoll and has so much potential, but it does need a complete remodeling. This is your chance to redesign the interior and make it your own! The location is perfect - close to town, the Long Island Sound, and even a golf course. This could be your ideal summer retreat or a cozy

  

  Harry Finer

  William Raveis Real Estate

  (203) 580-6329

  36 Jannas Ln, Madison, CT 06443
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  /36

  $589,000

  • 2 Beds
  • 2 Baths
  • 1,383 Sq Ft

  173 Bradley Corners Rd, Madison, CT 06443

  This beautifully renovated carriage house offers a blend of modern elegance and serene countryside charm. Set on just under two meticulously landscaped acres, the property features thoughtfully designed walking trails that meander through lush greenery, creating a peaceful retreat. The main level features a welcoming mudroom, a spacious laundry room for added convenience, versatile bedroom suite

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 250-2965

  173 Bradley Corners 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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  /40

  $1,190,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 4,437 Sq Ft

  479 Opening Hill Rd, Madison, CT 06443

  You won't want to miss this move-in ready Colonial-style home, completely renovated in 2021! The property offers over 4,000 square feet of living space, is on more than 3 acres of land, and is conveniently located minutes from the heart of Madison, schools, shopping, I-95 and famous Madison beaches. This 4-bedroom, 2.5-bath home combines traditional charm with beautiful modern updates. The

  Erin Connelly Coldwell Banker Realty

  479 Opening Hill Rd, Madison, CT 06443
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  /33

  $869,900

  • 3 Beds
  • 2.5 Baths
  • 3,050 Sq Ft

  38 Skytop Dr, Madison, CT 06443

  Fall in love with this beautifully transformed 3-bedroom, 2.1-bath expanded Cape just minutes from downtown Madison and the beach. Step into a dramatic great room featuring a soaring 20+ ft ceiling, a floor-to-ceiling fireplace, and a striking light fixture-perfect for cozy evenings or stylish entertaining. The open layout flows into a dream kitchen with custom shaker cabinets, quartz

  Luke Florian SSG Real Estate LLC

  38 Skytop Dr, Madison, CT 06443
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  /40

  $925,000

  • 4 Beds
  • 3.5 Baths
  • 4,526 Sq Ft

  522 Peddlers Rd, Guilford, CT 06437

  Privately set on a corner lot of a cul-de-sac abutting West Woods, this expanded contemporary home offers a stylish blend of natural beauty, captivating design, and modern comfort. With 3,246 SF above grade plus a 1,280 SF finished lower level, the layout provides a balance of bold, open spaces and quiet, intimate rooms. Soaring ceilings in the foyer, family room, and primary suite create a a

  Linda Toscano Coldwell Banker Realty

  522 Peddlers Rd, Guilford, CT 06437
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  /32

  $950,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 4,448 Sq Ft

  3 Arrowhead Rd, Madison, CT 06443

  Welcome to Madison and the magic of Shoreline Living at its best. Nestled in a small community of homes living with immediate access to the river is 3 Arrowhead. As you enter your home you are greeted with sun filled rooms that bring the outside in, along with all of the beautiful sounds of chirping birds. The easy flow of your designer kitchen, adjacent dinning room and spacious living room

  Diana Hartman William Pitt Sotheby's Int'l

  3 Arrowhead Rd, Madison, CT 06443
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  /37

  $1,250,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 2,965 Sq Ft

  140 Podunk Rd, Guilford, CT 06437

  Tucked away on over 8 private acres and surrounded by nearly 600 acres of protected preserve, 140 Podunk Road is a rare modern country retreat just minutes from the Guilford Green. Built in 2012 with exceptional craftsmanship, this custom Tidewater-style Cape offers just under 3,000 sq ft of thoughtfully designed living space, where timeless elegance meets nature's tranquility. The main level

  Heidi DeRusso Coldwell Banker Realty

  140 Podunk Rd, Guilford, CT 06437
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  /27

  $1,299,000

  • 3 Beds
  • 3 Baths
  • 3,298 Sq Ft

  46 Wallace Rd, Branford, CT 06405

  Welcome to your dream retreat nestled in beautiful Stony Creek, where tranquility meets modern elegance. This contemporary architectural gem, situated on an expansive 1.35 acres, offers a storybook serene setting with water views. As you step inside this remarkable 3-bedroom, 3-bath home spanning an impressive 3,298 square feet, you'll be captivated by the abundance of natural light flooding

  Vicky Welch William Raveis Real Estate

  46 Wallace Rd, Branford, CT 06405
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  /40

  $1,399,999 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,367 Sq Ft

  35 Bayberry Ln, Guilford, CT 06437

  35 Bayberry Lane-a stunning, newly rebuilt coastal retreat nestled in the highly sought-after Old Sachem Beach neighborhood. Just a short stroll from the peaceful shores of Joshua Cove, this modern 4-bedroom home offers 3,400 sq ft. of luxurious living space designed with both style & comfort in mind. The open-concept layout showcases wide-plank white oak hardwood floors, soaring vaulted ceilings

  Lauren Freedman Coldwell Banker Realty

  35 Bayberry Ln, Guilford, CT 06437
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  /31

  $999,999

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  15 Briarwood Dr, Guilford, CT 06437

  Located in a beautiful Guilford neighborhood, no through road, this exceptional home offers a vacation inspired lifestyle with a pool and sauna inside, and a 5-mile drive to the beach! Many thoughtful improvements throughout the spacious flexible layout, with the opportunity to still make it your own. Major systems have been updated, including the septic, central air, hot water tank, electrical,

  Melanie Taylor Berkshire Hathaway NE Prop.

  15 Briarwood Dr, Guilford, CT 06437
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  /28

  $1,050,000

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  0 Burr Island, Branford, CT 06405

  Your private island. Burr Island (aka Jepson Island) in the sought after Thimble Islands, Stony Creek Ct. Since the early 1600's these Islands have been full of romance, mystery, & steeped in folklore. Here is your once in a life time chance to be part of the future of the Thimble Islands and understand what it means to be a "creeker". Your Island amenities include a float & ramp, city water,

  Greg robbins Houlihan Lawrence WD

  0 Burr Island, Branford, CT 06405
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  /40

  $829,900

  • 4 Beds
  • 2.5 Baths
  • 2,882 Sq Ft

  387 N River St, Guilford, CT 06437

  Charming Historic Home built for Peter Chapman in 1851 by William Weld according to Keeping Society (town has different date). Currently has renovations throughout providing inviting elegance and modern conveniences. Main level renovated to include main level BR with ADA compliant full bath, new enlarged upgraded kitchen w/SS appliances, quartz counter and nearby wet bar area adjacent to den with

  Diane Beckwith Popolizio William Raveis Real Estate

  387 N River St, Guilford, CT 06437
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  /40

  $875,000

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  1054 Boston Post Rd, Guilford, CT 06437

  RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

  Rose Ciardiello William Raveis Real Estate

  1054 Boston Post Rd, Guilford, CT 06437
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  /40

  $985,000

  • 2 Beds
  • 2 Baths
  • 3,140 Sq Ft

  575 Leetes Island Rd, Guilford, CT 06437

  This home, The Pelatiah Leete House, is an impeccably restored jewel of American History for those appreciative admirers of what little remains from this era. Every inch of this large (3140 sqft) 1710 Saltbox has been respectfully preserved with clever and practical adaptations through the centuries. This is a home for those with a touch of romanticism in their heart, who feel moved by being

  Lisa Jones Higgins Group Bedford Square

  575 Leetes Island Rd, Guilford, CT 06437
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  /17

  $809,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,197 Sq Ft

  18 Village Cir Unit 18, Guilford, CT 06437

  Welcome to 18 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

  18 Village Cir Unit 18, Guilford, CT 06437
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  /10

  $869,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  14 Village Cir Unit 14, Guilford, CT 06437

  Introducing the Dalton! 14 Village Circle is located at Guilford's newest luxury community, Village on State. 14 Village Circle is an end unit and construction is well under way! This model features 2,625 square feet of beautiful living space. The main floor is open concept with a large great room and dining room and kitchen, which is perfect for entertaining. On the upper level you will find the

  Vincent Engingro William Raveis Real Estate

  14 Village Cir Unit 14, Guilford, CT 06437
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  /7

  $879,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  876 Nut Plains Rd Unit Lot 3, Guilford, CT 06437

  LAST LOT AVAILABLE - Introducing an exquisite gem nestled just a couple miles from our charming Town Green - the epitome of modern living awaits you in our brand-new, 3-home subdivision. These homes represent a harmonious blend of contemporary aesthetics, soaring ceilings, 8ft windows, and a sense of elegance, designed to captivate both your senses and your heart. Step into a world of refined

  Adrian Price Sunset Creek Realty, LLC

  876 Nut Plains Rd Unit Lot 3, Guilford, CT 06437
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  /15

  $173,500

  • Land
  • 1.55 Acres
  • $111,935 per Acre

  728 Durham Rd, Madison, CT 06443

  Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

  Gene Pica RE/MAX Alliance

  728 Durham Rd, Madison, CT 06443
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  /3

  $374,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,177 Sq Ft

  377 Little Meadow Rd, Guilford, CT 06437

  A unique and charming antique, this lovely home is waiting for you to make it truly shine! Up for sale for the first time with original family owners from 1925, this property won't last. With updated windows, low-maintenance vinyl and stone siding, a spacious living room, and tons of custom wood built-ins for ample storage, this home blends some great updates with the original magnetism of this

  Stephanie Jacobs Sunset Creek Realty, LLC

  377 Little Meadow Rd, Guilford, CT 06437
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  /26

  $300,000

  • 3 Beds
  • 2.5 Baths
  • 1,804 Sq Ft

  52 Milford Rd, Guilford, CT 06437

  HUGE POTENTIAL - BEING SOLD "AS IS!" Sited on a nice corner lot this three-bedroom raised ranch was thoughtfully laid out. The Main living level has three bedrooms plus a dual entry bath that functions as a bath and a half. The living room appears to have hardwood floors under wall-to-wall carpet and a large window facing the street. The dining room is open to both the living room and the kitchen

  Leigh Whiteman William Raveis Real Estate

  52 Milford Rd, Guilford, CT 06437
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  /40

  $800,000

  • 3 Beds
  • 2 Baths
  • 2,570 Sq Ft

  9 Farmview Ln, Guilford, CT 06437

  Charming Farmhouse with Endless Possibilities! This home has all the hallmarks of a true farmhouse: a welcoming screened-in porch, a spacious lot, gorgeous hardwood floors, and timeless appeal throughout. Inside, you'll find a warm and inviting layout with a spacious kitchen and beautifully refreshed details. Outside, the large barn offers endless possibilities-whether for a home-based business,

  Nicole White William Raveis Real Estate

  9 Farmview Ln, Guilford, CT 06437
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  /25

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  124 Boston Post Rd, Guilford, CT 06437

  Welcome to 124 Boston Post Rd! This well-maintained 3-bedroom, 2 full bathroom split-level home offers flexible living across multiple levels. The lower-level family room provides a cozy gathering space, while the unfinished basement with a private entrance offers excellent potential for an in-law suite, guest space, or home office. Beautiful hardwood floors run throughout the home, and the roof

  Timmy Sylvestre Coldwell Banker Choice Properties

  124 Boston Post Rd, Guilford, CT 06437
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  /8

  $20,000

  • 646 Sq Ft

  379 Whitfield St Unit BS1138, Guilford, CT 06437

  WATERFRONT- Guilford Yacht Club. Experience the charm, a premier marina in one of Connecticut's most picturesque coastal towns. This 38-foot slip offers 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 Yacht Club, you'll enjoy top-tier amenities, including

  Linda Coyle William Raveis Real Estate

  379 Whitfield St Unit BS1138, Guilford, CT 06437
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  /37

  $539,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  550 W Lake Ave, Guilford, CT 06437

  Charming Country Retreat in Sought-After Guilford! Welcome to your private oasis! Nestled on a spacious, serene lot in highly desirable Guilford, this beautifully updated home offers the perfect blend of comfort, functionality, and charm. Step inside to discover gleaming hardwood floors throughout the main level, a sun-filled living room with a cozy fireplace, and a renovated kitchen featuring a

  Bobby Moran Coldwell Banker Realty

  550 W Lake Ave, Guilford, CT 06437
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  /30

  $329,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 926 Sq Ft

  Unlisted Address

  This home is a gem in the rough. Beautifully sited on a large lot for the area, this home has plenty of charm and potential, whether you're looking to move right in or do some upgrading. A newer kitchen, newer roof, gorgeous fieldstone fireplace, and almost brand new oversize shed for extra storage are just some of the highlights. Plenty of room on the lot to expand if desired. Quiet lakeside

  Stephanie Jacobs Sunset Creek Realty, LLC

  Unlisted Address
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  /40

  $550,000

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

  26 Legend Hill Rd Unit 26, Madison, CT 06443

  Rarely Available Ranch-Style Unit with Attached Garage in Legend Hill. Beautifully renovated offering the ease of one-floor living in a serene and luxurious setting. Featuring hardwood floors and light-filled interiors, the open-concept layout includes a spacious dining area that flows seamlessly into a living room with a cozy wood-burning fireplace; perfect for entertaining or relaxing at home.

  Rose Ciardiello William Raveis Real Estate

  26 Legend Hill Rd Unit 26, Madison, CT 06443
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  /27

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  949 Long Hill Rd, Guilford, CT 06437

  PLEASE SUBMIT OFFERS BY MONDAY, JUNE 2ND, AT NOON. Welcome to your future haven! Nestled on a generous 1.01-acre private lot, this 4-bedroom, 2.5-bathroom home offers an exceptional opportunity for personal touches and updates. With 1,992 square feet of living space, there's ample room to create your ideal living environment. Hardwood floors throughout much of the home add warmth and character,

  Barbara Goetsch William Pitt Sotheby's Int'l

  949 Long Hill Rd, Guilford, CT 06437
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  /40

  $749,000

  • 3 Beds
  • 3 Baths
  • 3,003 Sq Ft

  291 Peddlers Rd, Guilford, CT 06437

  Where Every Window Frames a Garden. One-Floor Living in Bloom. This home's open concept layout is sophisticated and versatile, with expansive windows framing curated gardens, natural rock outcroppings and koi ponds. You'll be drawn in as you enter the bright main living area. An expansive, light-filled room featuring 9-foot ceilings, gas fireplace and sliding doors that open to a stone patio.

  Claire Kilmer Coldwell Banker Realty

  291 Peddlers Rd, Guilford, CT 06437
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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

  $842,000

  • 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 7.6%. 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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  /40

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  23A Yankee Glen Rd Unit 23A, Madison, CT 06443

  Welcome to this beautiful freestanding condo ideally located within walking distance to downtown and the train station. This inviting home features cathedral ceilings and an open-concept layout that seamlessly connects the kitchen, dining, and living areas-perfect for both everyday living and entertaining. A cozy fireplace adds warmth and charm to the living space, while large windows offer

  Kelsey Oddo Kelsey & Co. Real Estate

  23A Yankee Glen Rd Unit 23A, Madison, CT 06443
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  /39

  $435,000

  • 2 Beds
  • 2 Baths
  • 2,064 Sq Ft

  15 Green Hill Rd, Madison, CT 06443

  This is a rare find in Madison. This two family ranch home offers the ability to live in one unit and rent the other or purchase as an investment property. Both units have been renovated interiorly and the exterior has brand new vinyl siding. The rear yard for both units overlook the marsh which brings a calming presence to each dwelling. First unit, with its wide plank hardwood floors has a

  Amy Kirst William Pitt Sotheby's Int'l

  15 Green Hill Rd, Madison, CT 06443
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  /40

  $650,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,419 Sq Ft

  50 Stonehedge Ln S, Guilford, CT 06437

  Welcome to this spacious colonial, perfectly situated in a desirable Guilford neighborhood. Enjoy the best of both worlds with convenient access to downtown Guilford and Madison-offering a variety of dining, shopping, beaches, and community events just minutes away! This home features hardwood floors throughout most of the home and even under most carpeted areas. The heart of the home is the

  Kim Vigliotti Coldwell Banker Realty

  50 Stonehedge Ln S, Guilford, CT 06437
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  /29

  $799,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  16 North St, Guilford, CT 06437

  Gracious Saltbox Colonial makes the most of Shoreline living, ideally close to the Guilford Green with sidewalks and convenient to shopping and highway. Updated with taste and style and sparkling clean! The deep double lot of .48 Acres is beautifully landscaped with fencing and showcases mature and specimen plantings for easy care maintenance. Immaculately kept and sunny throughout, this lovely

  Deborah Rowe William Raveis Real Estate

  16 North St, Guilford, CT 06437

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