Homes for Rent near Calvin Leete School

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  $2,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,224 Sq Ft
  • House for Rent

  33 Copse Rd Unit B, Madison, CT 06443

  Available September to June, this in-town carriage house will make you feel right at home with its abundance of charm, comfortable furnishings and bright open floor plan. First floor bedroom and full bath. Eat in kitchen with granite counters and stainless appliances also offers a combination washer/dryer. Sun drenched living room with vaulted ceiling makes cottage space very special. A second

  Julie Ovian William Pitt Sotheby's Int'l

  33 Copse Rd Unit B, Madison, CT 06443
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  $7,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,525 Sq Ft
  • House for Rent

  17 Marshall Ave, Guilford, CT 06437

  WATERFRONT SANCTUARY... furnished academic rental. Amazing opportunity to rent this stunning waterfront home in Mulberry Point, located along the shoreline of Guilford, Connecticut. Breathtaking panoramic water views from almost every room. A large covered front porch welcomes you into the cozy "parlor,' where you can relax and enjoy quiet conversation. The well equipped eat-in kitchen allows you

  Rose Ciardiello William Raveis Real Estate

  17 Marshall Ave, Guilford, CT 06437
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  /20

  $3,000 per month

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

  36 Whedon Ln, Madison, CT 06443

  Location! 5 minutes from the beautiful Surf Club Beach and the quaint village of Madison. Academic rental Sept.1- May 31. This updated cottage sits at the end of a peaceful private road south of Boston Post Rd. One floor living, with eat-in kitchen, quartz counters, large island, stainless appliances. Washer/dryer. King and Queen bedrooms feature ceiling fans. Ductless AC/heat pump throughout.

  Jorge Zea Blue Lighthouse Realty, Inc

  36 Whedon Ln, Madison, CT 06443
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  $8,000 per month

  • 7 Beds
  • 7 Baths
  • 5,075 Sq Ft
  • House for Rent

  118 Middle Beach Rd, Madison, CT 06443

  ACADEMIC RENTAL! The iconic, water-front 118 Middle Beach Road is available for rent for the academic year beginning October 1, 2025. This sensational property offers comfortable occupancy for up to fourteen people with 7 bedrooms, 5 full baths, and 2 half baths. The main level is an entertainer's dream featuring an oversized, eat-in kitchen, formal dining area, living room with water views from

  Melanie Abbott William Pitt Sotheby's Int'l

  118 Middle Beach Rd, Madison, CT 06443
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  $60,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,477 Sq Ft
  • House for Rent

  539 Colonial Rd, Guilford, CT 06437

  Luxurious Waterfront Summer Retreat in Sachems Head. Welcome to this exquisite, fully renovated 4-bedroom, 4.5-bath coastal residence, nestled on the waterfront in one of Connecticut's most coveted enclaves. Set on a beautifully landscaped, park-like property, this elegant home offers the ultimate in summer serenity and sophistication. Designed with a modern aesthetic, the interior boasts light

  Rose Ciardiello William Raveis Real Estate

  539 Colonial Rd, Guilford, CT 06437
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  /35

  $6,650 per month

  • 3 Beds
  • 2.5 Baths
  • 3,142 Sq Ft
  • House for Rent

  2 Sachem Rd, Branford, CT 06405

  Stony Creek Village- Waterview - Available September 1st for Academic or yearly rental. Architecturally Designed Custom-Built Home. Circa 1990. Open Floor Plan. Constructed with the Finest Quality Materials. Enjoy Southern Views that overlook the Thimble Islands and Stony Creek Village. The Main Level Features 24 Foot Beamed Ceilings, Floor to Ceiling Tischler Windows and French Doors, Built-in

  John Guarino Coldwell Banker Realty

  2 Sachem Rd, Branford, CT 06405
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  $3,300 per month

  • 4 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • House for Rent

  32 Bassett Ln, Madison, CT 06443

  AVAILABLE FROM SEPTEMBER 8, 2025 TO JUNE 15, 2026! Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you with a Family Room, through to a Kitchen, then onto the Living

  Kirsten Adams William Pitt Sotheby's Int'l

  32 Bassett Ln, Madison, CT 06443
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  /29

  $3,100 per month

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft
  • House for Rent

  27 Ridgewood Ave, Madison, CT 06443

  SEEKING A 3 BEDROOM FULLY FURNISHED ACADEMIC RENTAL IN A MADISON BEACH COMMUNITY? This lovely home, located in the Neck Road area of Madison, with beach rights, is filled with old world charm but with modern conveniences - large Living Room is the entire front of the home, over looking a screened in porch. There is a dedicated Dining Room, 1st floor Den (office) with pull out couch and access to

  Kirsten Adams William Pitt Sotheby's Int'l

  27 Ridgewood Ave, Madison, CT 06443
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  $6,500 per month

  • 4 Beds
  • 2.5 Baths
  • 3,127 Sq Ft
  • House for Rent

  144 Middle Beach Rd, Madison, CT 06443

  Your beach sanctuary awaits!!! This direct waterfront beauty will be available as an academic year rental from Labor Day through Memorial Day. Enjoy your own private sandy beach at low tide. With 4 bedrooms and 2.5 baths, you'll have plenty of space for friends and family. Upon entry, you are welcomed by an open floor plan, with a tastefully remodeled kitchen, living room and dining room combo,

  Agota Perry-Hill William Raveis Real Estate

  144 Middle Beach Rd, Madison, CT 06443
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  /31

  $11,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,518 Sq Ft
  • House for Rent

  22 Fairview Ave, Madison, CT 06443

  Enjoy the month of August (would consider a week or two at a prorated price) in this charming, mint condition, furnished cape located in the very desirable Seaview beach area. Perfect retreat for a relaxing escape by the sea. Your very own beach association is just steps away. All you need is a beach chair and a good book and feel any stress you may have simply dissipate! The sunrises and sunsets

  Anne-Marie Pagli William Raveis Real Estate

  22 Fairview Ave, Madison, CT 06443
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  $5,500 per month

  • 3 Beds
  • 3 Baths
  • 2,467 Sq Ft
  • House for Rent

  29 Parker Ln, Madison, CT 06443

  ACADEMIC FURNISHED RENTAL - Available Sept 15th through May 15th 2026. Fabulous direct waterfront home offers a gracious open layout on the first level. Newly updated kitchen with a back deck for grilling opens to the dining room and first floor living area with gas fireplace. Step out onto the deck and enjoy the water views all year long. A mud room that leads to a recently remodeled full bath

  Sue Knapp William Pitt Sotheby's Int'l

  29 Parker Ln, Madison, CT 06443
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  /31

  $15,000 per month

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • House for Rent

  121 Overshores W, Madison, CT 06443

  WONDERFUL 4 BEDROOM VINTAGE SUMMER HOME, AVAILABLE FOR THE MONTH OF AUGUST 2025. Renovated but with old world charm - plenty of gathering areas for family and friends in Living Room, Dining Room, Sun Room and outdoor patio. Kitchen was renovated, along with 1st floor bath, house has new exterior shingles, new outdoor shower (for the post beach days), new septic. Located in the coveted (and

  Kirsten Adams William Pitt Sotheby's Int'l

  121 Overshores W, Madison, CT 06443
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  /10

  $2,450 per month

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

  24 Gull Rock Rd, Madison, CT 06443

  ACADEMIC RENTAL. 9/15/2025 - 5/15/2026. ALL UTILITIES INCLUDED! Charming Guest House Retreat off Middle Beach Road. Welcome to this delightful guest house, called "The Nest", an escape nestled just 1/2 block from Long Island Sound in the town of Madison. Offering a cosey amount of living space, this property is the perfect blend of convenience and coastal charm. There is an inviting Family Room,

  Kirsten Adams William Pitt Sotheby's Int'l

  24 Gull Rock Rd, Madison, CT 06443
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  /23

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • House for Rent

  52 Overshores E, Madison, CT 06443

  ACADEMIC RENTAL AVAILABLE - September 8, 2025 to May 31, 2026. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This home is located in a private association with access to the Overshores Beach, one of the nicest association beaches on Neck Road. Recently renovated kitchen, newer mud room, newer first floor full bath, laundry room on 1st

  Kirsten Adams William Pitt Sotheby's Int'l

  52 Overshores E, Madison, CT 06443
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  $2,000 per month

  • 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
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  $16,000 per month

  • 4 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • House for Rent

  32 Bassett Ln, Madison, CT 06443

  AVAILABLE FROM JULY 11 TO AUGUST 23! RENT THE ENTIRE TIME OR FOR ANY PORTION OF! 3 WEEKS = $8,000, 6 WEEKS = $16,000. Welcome to this enchanting 4 bedroom, 2 full bath home, where the beach is just a half-block stroll away! Located off Neck Road, 1 mile from the heart of Madison, CT, this residence offers the perfect blend of coastal charm and convenience. As you enter, the first floor greets you

  Kirsten Adams William Pitt Sotheby's Int'l

  32 Bassett Ln, Madison, CT 06443
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  $5,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft
  • House for Rent

  94 Great Harbor Rd, Guilford, CT 06437

  Academic Rental for Oct-May 2025-2026 is $5,000/month. DIRECT WATERFRONT FURNISHED YEARLY or ACADEMIC RENTAL. This stunning 3 bedroom new home was built in 2022. It is furnished comfortably with linens and a fully outfitted kitchen. The open concept Great Room with kitchen, dining area and living room has sweeping views of Long Island Sound and Joshua Cove. The large deck easily accommodates the

  Tim Galvin William Raveis Real Estate

  94 Great Harbor Rd, Guilford, CT 06437
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  $4,000 per month

  • 1 Bath
  • 490 Sq Ft
  • House for Rent

  141 Middle Beach Rd, Madison, CT 06443

  The studio is graced with stunning views of Fence Creek, providing a picturesque backdrop to your daily living. Just steps away from the sandy shores of East Wharf Beach and the vibrant Madison town center, you'll have the best of coastal living right at your fingertips. Designed with efficiency in mind, the space features a queen bed that effortlessly converts into a couch, allowing you to

  Sue Knapp William Pitt Sotheby's Int'l

  141 Middle Beach Rd, Madison, CT 06443
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  /26

  $5,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  146 Middle Beach Rd, Madison, CT 06443

  Embrace the serene beauty of Middle Beach with this exquisite academic rental, available from September 15th through May 15th, 2026. This direct waterfront property offers a tranquil retreat with open-concept living and breathtaking views of the water. The main level is designed for comfort and elegance, featuring a cozy gas fireplace, an updated kitchen with modern amenities, a convenient dry

  Sue Knapp William Pitt Sotheby's Int'l

  146 Middle Beach Rd, Madison, CT 06443
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  $4,500 per month

  • 2 Beds
  • 1 Bath
  • 1,367 Sq Ft
  • House for Rent

  54 Jacobs Ln, Guilford, CT 06437

  Monthly furnished includes everything, cable, internet, furniture, heat/cool, water for SHORT TERM renting (No Annual Leases)!!! A unique rental opportunity! Ready to move in, turn key! House has been well maintained. Hardwood flooring through out. One floor living. Two good size bedrooms include one queen (master) and 2 twin (guest). There is one main bathroom in the house. Kitchen offers gas

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  54 Jacobs Ln, Guilford, CT 06437
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  /24

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Townhouse for Rent

  65 Old Route 79 Unit 13, Madison, CT 06443

  Great location close to town, train, shopping and beaches. Large kitchen with lots of cabinetry and counter space with a convenient eat-in area too! The bedroom is large and bright with a walk-in closet plus an additional closet. The unit comes with a stackable washer/dryer. The pull down stairs attic has some additional storage space. Central air and radiant heat. This small complex offers

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  65 Old Route 79 Unit 13, Madison, CT 06443
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  $4,250 per month

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • House for Rent

  45 Church St, Guilford, CT 06437

  Available Now. Magnificently redone Classic Colonial with high-end interior and exterior detailing in the downtown Heart of Guilford. The hardwood floors were just redone to perfection. Endless amounts of natural light and beautiful stone patio in backyard for the perfect outdoor soiree underneath the stars. Delightful detached one car garage. Two bedrooms and two spectacular full bathrooms. Very

  Dallas Davis Dalvis Realty

  45 Church St, Guilford, CT 06437
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  $6,500 per month

  • 3 Beds
  • 3 Baths
  • 1,713 Sq Ft
  • House for Rent

  23 Linden Ln, Madison, CT 06443

  You truly can't find a better location to rent a water area home for the summer months. This sweet, 3 bedroom cape is meticulously maintained w/ spectacular marsh views and only a 3 minute stroll to one of Madison's premier beaches, East Wharf Beach. Linden Lane is well known by those who live there as a perfect, quite lane enhanced by pride of ownership homes and marsh views that are

  Amy Kirst William Pitt Sotheby's Int'l

  23 Linden Ln, Madison, CT 06443
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  /31

  $8,949 per month

  • 4 Beds
  • 3 Baths
  • 1,869 Sq Ft
  • House for Rent

  43 Soundview Ave, Madison, CT 06443

  Fabulous academic rental available 10/1 through May 31st 2025. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy fabulous views from your deck, large yard and tidal pool. Plenty of space for everyone with a bedroom with full bath on the main level, Primary en suite on the second floor with private balcony and two additional bedrooms with

  Sue Knapp William Pitt Sotheby's Int'l

  43 Soundview Ave, Madison, CT 06443

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