Guilford, CT Homes

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  $449,900

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  104 Sperry Dr, Guilford, CT 06437

  Welcome to 104 Sperry Drive-a timeless ranch that's ready to write its next chapter. This spacious home with great bones, unique features, and endless potential offers the perfect opportunity to breathe new life into it. The perfect blank canvas to make your own! As you step inside, you'll find wonderfully-preserved hardwood floors throughout the main floor. A large living room features a

  Gina Williams Preston Gray Real Estate

  104 Sperry Dr, Guilford, CT 06437
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  $8,500 total monthly price

  • 4 Beds
  • 5 Baths
  • 3,794 Sq Ft
  • House for Rent

  90 Duck Hole Rd, Guilford, CT 06437

  Available 1/15 - 6/15. Discover a rental like no other where privacy and convenience delightfully collide! This extraordinary 17-acre estate adjoins the expansive 600-acre East River Preserve and Guilford Land Trust lands, offering a secluded haven of total privacy mere minutes from the historic Guilford Green, the sandy stretches of Jacobs Beach, and the accessibility of I-95. The estate's heart

  Melanie Abbott William Pitt Sotheby's Int'l

  90 Duck Hole Rd, Guilford, CT 06437
• 

  $610,000 Sold Jul 25, 2025

  15 Rosemary Ln, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Above List Price
  • $316/SF
  • 24 Days On Market

  Current Estimated Value $605,264

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l

  15 Rosemary Ln, Guilford, CT 06437
• 

  Est $1,129,080 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,195 Sq Ft

  1418 Jennifers Dr, Guilford, CT 06437

  1418 Jennifers Dr, Guilford, CT 06437
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  /25

  $825,000

  • 3 Beds
  • 3 Baths
  • 1,989 Sq Ft

  368 Boston St, Guilford, CT 06437

  Fabulous 3 family home completely updated- nothing to do but collect the rent! Three 1 bedroom units that have all been fully renovated with new windows, baths, kitchens, paint, central air, roof, landscaping and new engineered septic - everything has been done! All units have individual entrances, two are on the 1st level and the third unit is on the second level. Professionally landscaped

  Sue Knapp William Pitt Sotheby's Int'l

  368 Boston St, Guilford, CT 06437
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  $3,650 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,495 Sq Ft
  • House for Rent

  18 Graves Ave Unit Main House, Guilford, CT 06437

  This in-town gem was remodeled two years ago and available for occupancy mid December. Located just one block from the historic Guilford Green, shops and restaurants. Enjoy down-town living with just a short walk to the train station, marina and beach. The first floor has refinished hardwood floors and includes a large living room with fireplace, dining room with warming cabinet, eat-in kitchen

  Nikki Travaglino William Pitt Sotheby's Int'l

  18 Graves Ave Unit Main House, Guilford, CT 06437
• 

  $574,888 Sold May 27, 2025

  80 Seaview Terrace Unit 29, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 2,145 Sq Ft
  • Built 1981

  Last Sold Summary

  • 4% Below List Price
  • $268/SF
  • 233 Days On Market

  Current Estimated Value $593,078

  Last Listing Agent Deborah Rowe William Raveis Real Estate

  80 Seaview Terrace Unit 29, Guilford, CT 06437
• 

  Est $1,115,110 Not Listed For Sale

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

  1500 Jennifers Dr, Guilford, CT 06437

  1500 Jennifers Dr, Guilford, CT 06437
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  $175,000 Pending

  • Land
  • 7.09 Acres
  • $24,683 per Acre

  LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437

  WITH 7+ ACRES YOU CAN BUILD WHAT YOU WANT WITH THE PRIVACY YOU DESIRE !! SURVEYED, TESTED AND READY TO TURN DIRT !! SO YOU CAN GET THAT FOUNDATION IN THE GROUND AND START BUILDING YOUR DREAM HOUSE........... NOW !!!

  Tom Clancy William Pitt Sotheby's Int'l

  LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
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  $3,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,289 Sq Ft
  • House for Rent

  21 Edge Hill Rd, Guilford, CT 06437

  Ranch home with lake views, located in Guilford's sought-after North-End Colony Lake Association! Just a short walk to the private beach and lake for swimming, kayaking, and boating; this home offers the perfect blend of relaxation and recreation. Step inside to enjoy dramatic cathedral ceilings and soaring windows that fill the home with natural light and highlight the stunning surroundings. The

  Lorrie Maiorano Calcagni Real Estate

  21 Edge Hill Rd, Guilford, CT 06437
• 

  $480,000 Sold Feb 21, 2025

  110 Cherry St Unit 3, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 2,007 Sq Ft
  • Built 1930

  Last Sold Summary

  • 9% Below List Price
  • $239/SF
  • 120 Days On Market

  Current Estimated Value $504,010

  Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC

  110 Cherry St Unit 3, Guilford, CT 06437
• 

  Est $1,111,046 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,047 Sq Ft

  415 Bluff View Dr, Guilford, CT 06437

  415 Bluff View Dr, 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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  $2,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • House for Rent

  18 Bay St, Guilford, CT 06437

  This charming, fully furnished 2-bedroom beach cottage is located in the desirable Indian Cove Beach Association. Available as a yearly lease or an academic rental , this cozy ranch offers comfort, convenience, and a true shoreline lifestyle. The home has been freshly painted and features new laminate flooring throughout. Inside, you'll find a welcoming layout with a bright living room, a

  Mikell Foggitt Margaret Bennett Realty

  18 Bay St, Guilford, CT 06437
• 

  $795,014 Sold Jul 21, 2025

  0 Tamarack Ln Unit Lot 12 24113945, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Above List Price
  • $361/SF
  • 52 Days On Market

  Last Listing Agent Alexa Scott RE/MAX Alliance

  0 Tamarack Ln Unit Lot 12 24113945, Guilford, CT 06437
• 

  Est $1,188,194 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,414 Sq Ft

  20 Sunset Ridge Dr, Guilford, CT 06437

  20 Sunset Ridge Dr, Guilford, CT 06437
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  $624,900 Open Sat 11AM - 1PM

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

  80 Seaview Terrace Unit 7, Guilford, CT 06437

  Uncover the allure of this magnificent two-bedroom, two-and-a-half-bath 3 level south facing townhouse, commanding awe-inspiring vistas over the serene marshlands and the Guilford Shoreline. A short walk to the heart of Guilford, and effortless access to the shores of Jacobs Beach,. The kitchen has a gas cooktop and oven, and stainless steel appliances. The eat-in kitchen is adorned with

  John Izzo William Raveis Real Estate

  80 Seaview Terrace Unit 7, Guilford, CT 06437
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  /11

  $4,100 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  85 Michael Dr, Guilford, CT 06437

  Beautifully decorated fully furnished 4 bedroom academic rental. Available November 15th to May 15th. All utilities are included. Absolutely no pets! Credit check and 2 months security required. The house is divided into 2 units. Top unit is being rented.

  Shoreline Homes Team William Raveis Real Estate

  85 Michael Dr, Guilford, CT 06437
• 

  $218,000 Sold Jan 17, 2025

  42 Wauwinet Ct Unit 42, Guilford, CT 06437

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Above List Price
  • $364/SF
  • 51 Days On Market

  Current Estimated Value $220,226

  Last Listing Agent Sarah Kolman The Heritage Group, LLC

  42 Wauwinet Ct Unit 42, Guilford, CT 06437
• 

  Est $1,168,908 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,562 Sq Ft

  4 Sunset Ridge Dr, Guilford, CT 06437

  4 Sunset Ridge Dr, Guilford, CT 06437
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  /39

  $525,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  259 Weatherly Trail, Guilford, CT 06437

  Set on a peaceful and private 1.36-acre lot, this Contemporary Colonial home offers comfort, style, and a connection to nature. As you enter, you'll notice the home's open layout and soaring vaulted ceilings that create a bright and airy feel. The spacious living room includes beautiful hardwood floors, a pellet stove for cozy winter nights, and sliding doors that lead to a wraparound deck -

  Daniel Lussier eXp Realty

  259 Weatherly Trail, Guilford, CT 06437
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  $3,100 total monthly price

  • 2 Beds
  • 1 Bath
  • 726 Sq Ft
  • House for Rent

  99 Great Harbor Rd, Guilford, CT 06437

  AVAILABLE NOVEMBER 1, 2025. FURNISHED ANNUAL RENTAL...DIRECT WATERFRONT WITH NEW DOCK !! Leete's Island & Joshua Cove...a PADDLER'S PARADISE in a welcoming beach community... Catch amazing sunrises from this great location! Swim right from your beach or dock! This updated 2 Bedroom, 1 Bathroom Cottage is absolutely adorable, with incredible views of Joshua Cove through large bay windows. Totally

  Alison Gould Gould Group LLC

  99 Great Harbor Rd, Guilford, CT 06437
• 

  $350,000 Sold Nov 03, 2025

  1011 Route 80, Guilford, CT 06437

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1970

  Last Sold Summary

  • $214/SF
  • 11 Days On Market

  Last Listing Agent Lauren Freedman Coldwell Banker Realty

  1011 Route 80, Guilford, CT 06437
• 

  Est $743,203 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,370 Sq Ft

  110 Cherry St Unit 6, Guilford, CT 06437

  110 Cherry St Unit 6, Guilford, CT 06437
• 

  /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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  /16

  $1,750 total monthly price

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft
  • House for Rent

  28 Driveway Unit 2-L, Guilford, CT 06437

  OPPORTUNITY TO LIVE JUST SOUTH OF GUILFORD GREEN, WALKING DISTANCE WITH SIDEWALKS TO TOWN BEACH, HARBOR, RESTAURANTS AND TRAIN STATION. RECENTLY PAINTED & NEW LAMINATE WOOD FLOORS INSTALLED / ECONOMICAL OIL HEAT THERMOPANE INSULATED WINDOWS / COIN-OP WASHER / DRYER ON PREMISES / DEDICATED STORAGE AREA IN BASEMENT / OFF STREET PARKING / HOT & COLD WATER, HEAT & TRASH ARE INCLUDED !!!

  Tom Clancy William Pitt Sotheby's Int'l

  28 Driveway Unit 2-L, Guilford, CT 06437
• 

  $588,000 Sold Jan 05, 2026

  333 Clapboard Hill Rd, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,550 Sq Ft
  • Built 1840

  Last Sold Summary

  • 7% Above List Price
  • $379/SF
  • 30 Days On Market

  Last Listing Agent Jules Gaughran - Etes William Pitt Sotheby's Int'l

  333 Clapboard Hill Rd, Guilford, CT 06437
• 

  Est $1,278,994 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,346 Sq Ft

  21 Mill Rd, Guilford, CT 06437

  21 Mill Rd, Guilford, CT 06437
• 

  

  /25

  $350,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  250 Elm St, Guilford, CT 06437

  250 Elm Street a tidy cape cod style home sited on a wonderful, level, 1.86-acre lot. The front yard has a stonewall between the road and the yard and is graced by two, mature, flowering cherry trees. The paved driveway, with turn-around, leads to the 2-car garage. Between the garage and the house is a breezeway which also gives access to the large back deck. The house has an eat-in kitchen with

  Leigh Whiteman William Raveis Real Estate

  250 Elm St, Guilford, CT 06437
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  /29

  $2,000 total monthly price

  • 1 Bed
  • 2 Baths
  • 800 Sq Ft
  • House for Rent

  87 Decatur Ave, Guilford, CT 06437

  Fabulous opportunity for an ACADEMIC furnished rental in Guilford's coveted Mulberry Point. This furnished home is located in one of Guilford's best Association Beach neighborhoods. Water views from most rooms in this flexible, fully furnished, two level home, steps from the Long Island Sound. Enjoy the best kept secret in Guilford with beach rights to Mulberry Point's private beach. Only three

  Sue Knapp William Pitt Sotheby's Int'l

  87 Decatur Ave, Guilford, CT 06437
• 

  $560,000 Sold Sep 19, 2025

  55 Seaside Ave, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,197 Sq Ft
  • Built 1950

  Last Sold Summary

  • 25% Below List Price
  • $468/SF
  • 187 Days On Market

  Current Estimated Value $574,953

  Last Listing Agent Judie Ferraro Calcagni Real Estate

  55 Seaside Ave, Guilford, CT 06437
• 

  Est $771,983 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,343 Sq Ft

  100 Cherry St, Guilford, CT 06437

  100 Cherry St, Guilford, CT 06437
• 

  

  /14

  $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
• 

  $2,050,000 Sold Apr 04, 2025

  66 High St Unit 49, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,109 Sq Ft
  • Built 2023

  Last Sold Summary

  • 18% Below List Price
  • $972/SF
  • 496 Days On Market

  Last Listing Agent Nicole White William Raveis Real Estate

  66 High St Unit 49, Guilford, CT 06437
• 

  Est $819,271 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,734 Sq Ft

  2269 Long Hill Rd, Guilford, CT 06437

  2269 Long Hill Rd, Guilford, CT 06437
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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
• 

  $235,000 Sold Jun 02, 2025

  52 Saginaw Trail Unit 52, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,076 Sq Ft
  • Built 1978

  Last Sold Summary

  • $218/SF
  • 24 Days On Market

  Current Estimated Value $248,165

  Last Listing Agent Adam Zak Century 21 Classic Homes

  52 Saginaw Trail Unit 52, Guilford, CT 06437
• 

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  1463 Little Meadow Rd, Guilford, CT 06437

  1463 Little Meadow Rd, Guilford, CT 06437
• 

  

  /11

  $689,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437

  Last two homesites available in desirable Long Hill Estates. This is your chance to own NEW CONSTRUCTION on a beautiful, lightly wooded lot that spans approximately half an acre. This to-be-built home boasts a desirable open concept floor plan with 9ft ceilings and gleaming hardwood floors. Enjoy your own retreat in the private en suite bedroom. The designer kitchen with granite countertops and

  Alexa Scott RE/MAX Alliance

  0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437
• 

  $649,900 Sold Jun 18, 2025

  1 Northview Dr, Guilford, CT 06437

  • 4 Beds
  • 4 Baths
  • 2,408 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Below List Price
  • $270/SF
  • 44 Days On Market

  Current Estimated Value $655,669

  Last Listing Agent Linda Toscano Coldwell Banker Realty

  1 Northview Dr, Guilford, CT 06437

Showing Results 41 - 80, Page 2 of 18