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Homes for Rent near Daniel Hand High School

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  • /18

    $2,800 per month

    • 2 Beds
    • 1.5 Baths
    • 1,332 Sq Ft
    • Condo for Rent

    19 Brantwood Dr, Madison, CT 06443

    Completely renovated from top to bottom, this stunning 2-bedroom, 1.5-bath condo in Madison gives modern living in an ideal location. The main level features a bright and open living/dining room combo with brand-new vinyl flooring, fresh paint, and large windows that bring in natural light. The updated kitchen boasts sleek new countertops, cabinets, and appliances, including a refrigerator,

    19 Brantwood Dr, Madison, CT 06443
  • /18

    $2,500 per month

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

    53 Liberty St Unit A, Madison, CT 06443

    Charming Guest House in Madison, CT - Available for Academic Year Rental. Tucked back on historical Liberty Street with access to private Seaview beach association, this cottage features two levels of living space. First floor is open concept with a sitting area. Appliances include washer/dryer, gas stove, microwave and refrigerator. Large windows open to a garden view. Second floor greets you

    Kira Coon William Raveis Real Estate

    53 Liberty St Unit A, Madison, CT 06443
  • /20

    $2,900 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    856 Boston Post Rd Unit 1, Madison, CT 06443

    ALL UTILITIIES INCLUDED ! INTOWN sunny, unfurnished apartment located on private estate-like grounds. ALL UTILITIES INCUDED...heat, city water, electricity, AC , internet, cable, trash and recycling- just bring your cell phone. Charming space with very high ceilings and old world charm. One car garage included for storage. 6 month or 1 year lease. Walk up a garden path, approx 20 steps to get

    856 Boston Post Rd Unit 1, Madison, CT 06443
  • /24

    $4,400 per month

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft
    • House for Rent

    90 Boston Post Rd, Madison, CT 06443

    Charming Downtown Madison Rental. Enjoy gorgeous salt marsh views from this lovely 3-bedroom home available for a yearly lease starting this September. The main level offers two spacious bedrooms with a shared full bath, while the private upstairs primary suite features vaulted ceilings, a gas fireplace, full bath, and a balcony with sweeping marsh views. A sunny living room opens to the deck and

    Kate Jasko Coldwell Banker Realty

    90 Boston Post Rd, Madison, CT 06443
  • /19

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    75 Fairview Dr, Madison, CT 06443

    Welcome home to this spacious 3 bedroom 2 bathroom home. Private road , private yard, deck, two car garage spacious back yard . This home has a family room with built in shelves and fireplace. Freshly painted rooms, All new appliances. Hardwood floors. Close to the center of Madison, schools and I-95.

    75 Fairview Dr, Madison, CT 06443
  • /25

    $2,100 per month

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

    19 Young's Village, Madison, CT 06443

    Yearly rental $2100 a month ,New construction Beach cottage located in a vintage beach community nestled in the picturesque coastal town of Madison Ct. This unique village is on 6 acres situated adjacent to the sandy stretch of Long Island Sounds Hammonassett State Park, Salt Meadow Park & the Greenway trail. This cottage is surrounded by beautiful rose bushes and is filled with plenty of

    Karen Bruno Roos Williams Real Estate

    19 Young's Village, Madison, CT 06443
  • /26

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,638 Sq Ft
    • House for Rent

    39 Circle Beach Rd, Madison, CT 06443

    Academic Furnished Rental with direct ocean views and private sandy beach. Experience coastal living at its finest in this modern 3-bedroom, 2.5-bath fully furnished residence, available for academic rental from September 10, 2025 through May 30, 2026. Built in 2014 with energy efficiency in mind, this stylish and well-appointed home offers an open-concept first floor that seamlessly connects the

    Jessica Kimball William Raveis Real Estate

    39 Circle Beach Rd, Madison, CT 06443
  • /35

    $10,500 per month

    • 4 Beds
    • 3 Baths
    • 2,065 Sq Ft
    • House for Rent

    33 Grove Ave, Madison, CT 06443

    FULLY FURNISHED JULY RENTAL ONLY. $5,250/two weeks or $10,500 for the month of July. June 30, 2025 - July 31, 2025. Will not consider less than two week rental. Four bedroom colonial just steps from Seaview Beach, a private association beach! Fully furnished, internet is available, TV in 3 rooms. Hardwood floors throughout. Sunroom at back of house, along with a wraparound porch with views of

    Robert Curry Pearce Real Estate

    33 Grove Ave, Madison, CT 06443
  • /12

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • House for Rent

    32 E Wharf Rd, Madison, CT 06443

    Available from September to May. Step inside to find a light-filled living area with classic colonial touches and a functional layout ideal for everyday living. The kitchen opens to a cozy dining area, perfect for meals at home or entertaining guests. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath. Enjoy the convenience and the serenity of a private

    Meig Walz Newcomb Coldwell Banker Realty

    32 E Wharf Rd, Madison, CT 06443
  • /25

    $6,000 per month

    • 5 Beds
    • 3 Baths
    • 2,456 Sq Ft
    • House for Rent

    156 Kelsey Place, Madison, CT 06443

    SEPT '25 - MAY '26 ACADEMIC WATERFRONT RENT available now to see. Plan ahead. With amazing views out over Long Island Sound & beyond this light & bright Beach Colonial was built in 2006 plus has a recent 3 BR addition! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street

    Todd Gould William Pitt Sotheby's Int'l

    156 Kelsey Place, Madison, CT 06443
  • /11

    $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
  • /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
  • /30

    $9,000 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
  • /21

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • House for Rent

    116 Overshores E, Madison, CT 06443

    RELAX IN THIS VINTAGE 3-BEDROOM COLONIAL W/ STUNNING SCREENED PORCH ~ SET IN PRIVATE SANDY BEACH COMMUNITY A SHORT WALK TO THE BEAUTIFUL WAVES OF LONG ISLAND SOUND ~ HOME WILL BE AVAILABLE EARLY SEPTEMBER FOR THE ACADEMIC YEAR AT $3,500/MONTH

    Tom Clancy William Pitt Sotheby's Int'l

    116 Overshores E, Madison, CT 06443
  • /39

    $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
  • /33

    $5,500 per month

    • 4 Beds
    • 3 Baths
    • 3,495 Sq Ft
    • House for Rent

    16 Shorelands Dr, Madison, CT 06443

    Year-round rental in desirable beach community. This spacious, sunny 4+ bedroom, 3 full bath home has been entirely repainted inside, has had some updateds, and kitchen has been upgraded. Large, oversized rooms both upstairs and down. Hardwood floors thoughout the first floor. Basement has new laminate floors. This property has deeded beach rights to one of Madison's loviest sandy beaches, huge

    Alison Gould Gould Group LLC

    16 Shorelands Dr, Madison, CT 06443
  • /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
  • /30

    $7,000 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
  • /31

    $11,000 per month

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

    22 Fairview Ave, Madison, CT 06443

    What a fantastic location! 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

    Anne-Marie Pagli William Raveis Real Estate

    22 Fairview Ave, Madison, CT 06443
  • /29

    $3,300 per month

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

    22 Fairview Ave, Madison, CT 06443

    This charming three bedroom beautifully furnished cape is located in one of the most desirable areas in Madison-Seaview Beach. It is available Oct. 1, 2025-May 31, 2026. The house has several updates including the appliances. One of the bedrooms is located on the first floor and two very spacious bedrooms are on the second floor. There is a sun filled familyroom, a cozy livingroom with a

    Anne-Marie Pagli William Raveis Real Estate

    22 Fairview Ave, Madison, CT 06443
  • /29

    $5,750 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
  • /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
  • /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
  • /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
  • /39

    $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
  • /39

    $3,000 per month

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

    32 Bassett Ln, Madison, CT 06443

    AVAILABLE FROM MAY 7 TO JUNE 25! 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 Room. The sunroom is

    Kirsten Adams William Pitt Sotheby's Int'l

    32 Bassett Ln, Madison, CT 06443
  • /8

    $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
  • /26

    $5,500 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
  • /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
  • /28

    $11,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,418 Sq Ft
    • House for Rent

    122 Taylor Ave, Madison, CT 06443

    AVAILABLE FOR MONTH OF AUGUST. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for

    Kirsten Adams William Pitt Sotheby's Int'l

    122 Taylor Ave, Madison, CT 06443
  • /31

    $11,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,418 Sq Ft
    • House for Rent

    122 Taylor Ave, Madison, CT 06443

    AVAILABLE FOR MONTH OF JULY. Relax and unwind for a summer at the beach. This well maintained, freshly painted 3 bedroom home with vintage beach house charm, has easy access to a private Association beach just steps away. Three carpeted bedrooms are: one king (master), one full and one with 2 twin beds. This home has an "L" shaped Living Room and Dining Room. The kitchen is well equipped for all

    Kirsten Adams William Pitt Sotheby's Int'l

    122 Taylor Ave, Madison, CT 06443
  • /31

    $12,000 per month

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

    27 Ridgewood Ave, Madison, CT 06443

    AVAILABLE FOR THE MONTH OF JULY 2025. SEEKING A 3 BEDROOM FULLY FURNISHED SUMMER 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

    Kirsten Adams William Pitt Sotheby's Int'l

    27 Ridgewood Ave, Madison, CT 06443
  • /30

    $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
  • /40

    $5,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,511 Sq Ft
    • House for Rent

    72 Cherry Ln, Madison, CT 06443

    Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3/10th of a mile from Surf Club Beach. This newly renovated 2500 Sqft house is surrounded by golfing fairways of Madison Country Club and is located on a private lane. The property boasts a fully remodeled and newly decorated family room, dining room, large eat-in kitchen, four bright bedrooms, 2

    Bob Yostos Coldwell Banker Realty

    72 Cherry Ln, Madison, CT 06443
  • /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
  • /39

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 2,468 Sq Ft
    • House for Rent

    140 Overshores E, Madison, CT 06443

    ACADEMIC RENTAL AVAILABLE FROM MID SEPTEMBER TO EARLY JUNE. Rent is $6000 - includes all utilities! Fully furnished. You have walked into a Pottery Barn catalogue. Completely renovated within the past few years. View and access to one of the best beaches off Neck Road. This home has four bedrooms, 2 on the 1st floor and two on the 2nd floor. Bonus Room is above the garage. New Kitchen with

    Kirsten Adams William Pitt Sotheby's Int'l

    140 Overshores E, Madison, CT 06443
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