38

Houses for Rent in ZIP Code 06443

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  • /20

    $3,500 Plus Fees

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • House for Rent

    24 Hamilton Dr, Madison, CT 06443

    Welcome to your new home in the heart of Madison Center, CT! This charming property offers a convenient location, just minutes away from an array of exceptional restaurants and a nearby department store. Enjoy the serene beauty of East Wharf Beach Park, all within walking distance.Key features of this property include a spacious layout with ample light. The comfort of central heating and

    24 Hamilton Dr, Madison, CT 06443
  • /17

    $3,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,571 Sq Ft
    • House for Rent

    31 Highland Terrace, Madison, CT 06443

    Available for yearly or academic lease. Can also be partially furnished. Enjoy coastal living in this charming year-round rental just a short walk to private Fountain Beach in Madison. Rent also includes a spot to store a kayak, paddle board or row boat at the private beach. This 2-bedroom, newly refreshed 1-bath home features an inviting open floor plan with beautiful newly refinished hardwood

    31 Highland Terrace, Madison, CT 06443
  • /25

    $4,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,251 Sq Ft
    • House for Rent

    153 Middle Beach Rd, Madison, CT 06443

    Spend your summer by the shore at 153 Middle Beach Road in Madison, a classic coastal retreat available for an academic rental Sept 1st to June 2027. Perfectly positioned in one of Madison's most sought-after beach neighborhoods, this charming home offers the relaxed lifestyle that makes summer on the Connecticut shoreline so special. Wake up to salty sea breezes, enjoy your morning coffee on the

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    153 Middle Beach Rd, Madison, CT 06443
  • /34

    $6,000

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • House for Rent

    187 Wildcat Rd, Madison, CT 06443

    AVAILABLE EARLY SEPTEMBER TO THE END OF MAY, 2027. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the Greenhouse,

    187 Wildcat Rd, Madison, CT 06443
  • /35

    $4,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,535 Sq Ft
    • House for Rent

    82 Scotland Rd, Madison, CT 06443

    This meticulously cared for ranch offers the ideal blend of comfort, style, and convenience-all just moments from town. Set on a stunning private property, the home's setting, condition, and location make it a rare rental opportunity. Step inside to a one level layout filled with charm and thoughtful updates. The newly refreshed kitchen features brand-new appliances, updated countertops and

    Debra Pardales William Pitt Sotheby's Int'l

    82 Scotland Rd, Madison, CT 06443
  • /18

    $3,750

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 2,192 Sq Ft
    • House for Rent

    1281 Durham Rd, Madison, CT 06443

    For Rent or PurchaseCharming Large Madison Mother/Daughter Home!This delightful 4-bedroom Home features a large modern chef's kitchen, a cozy living room with a fireplace, 2 bedrooms on the first floor, a spacious bathroom, laundry area, and a bonus room that adds extra width to the house.Upstairs, you'll find a brand-new large living room, kitchen, bathroom, and 2

    1281 Durham Rd, Madison, CT 06443
  • /25

    $10,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,251 Sq Ft
    • House for Rent

    153 Middle Beach Rd, Madison, CT 06443

    Spend your summer by the shore at 153 Middle Beach Road in Madison, a classic coastal retreat available for August 2026 for 10K per month, or 5K for two weeks. Perfectly positioned in one of Madison's most sought-after beach neighborhoods, this charming home offers the relaxed lifestyle that makes summer on the Connecticut shoreline so special. Wake up to salty sea breezes, enjoy your morning

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    153 Middle Beach Rd, Madison, CT 06443
  • /24

    $3,500

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • House for Rent

    44 Liberty St, Madison, CT 06443

    Academic rental available Sept through June! Stunning,spacious 4BR, 3BA Colonial perfectly situated close to town, schools,vibrant shopping,and local beaches. This inviting home features a light-filled living room with fireplace, formal ding room, functional eat in kitchen, separate family room, a private main level office, and a charming porch. Enjoy comfort, premium convenience, and a prime

    44 Liberty St, Madison, CT 06443
  • /29

    $3,300 Per Month

    • 4 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
  • /28

    $3,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • House for Rent

    32 Sheep Pasture Rd, Madison, CT 06443

    ACADEMIC RENTAL. Welcome to 32 Sheep Pasture Road - a three bedroom, two bath ranch conveniently located close to everything and offering privacy in a wooded setting. Recently renovated, the open floor plan flows nicely from the foyer into the living room, dining area and kitchen. The sun room leads to the patio and private backyard. The bedrooms are nicely sized and share a hall bath with

    32 Sheep Pasture Rd, 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, 3 bedroom home with vintage beach house charm, has easy access to a private association sandy beach just steps away. The open Living Room and Dining Room with the original wood floors are adjacent to a well equipped and modestly updated kitchen for all of your food preparation needs. There is also a

    Kirsten Adams William Pitt Sotheby's Int'l

    122 Taylor Ave, Madison, CT 06443
  • /35

    $12,000

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • House for Rent

    147 Overshore Dr W, Madison, CT 06443

    WATERVIEW SUMMER RENTAL AVAILABLE FOR JULY ONLY as August is now rented. This quintessential Seasonal Beach Cottage with WATER VIEWS is special The views out over Long Island Sound AND a wonderful wraparound South facing Open Porch to catch the summer breezes are both part of this charming Cottage, located directly across from the very desirable private Overshore (SANDY) Beach Association with

    147 Overshore Dr W, Madison, CT 06443
  • /5

    $4,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,925 Sq Ft
    • House for Rent

    125 Island Ave, Madison, CT 06443

    Spend your winter is this absolutely charming a pristine home just steps from the beach. The open floor plan allows room for everyone, the spacious bedrooms allows for comfortable guests. Come see this charming home.

    Meig Walz Newcomb Coldwell Banker Realty

    125 Island Ave, Madison, CT 06443
  • /29

    $14,000

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • House for Rent

    27 Ridgewood Ave, Madison, CT 06443

    AVAILABLE FOR THE MONTH OF JULY 2026. SEEKING A 4 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

    27 Ridgewood Ave, Madison, CT 06443
  • /17

    $3,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • House for Rent

    1091 Boston Post Rd, Madison, CT 06443

    ANNUAL UNFURNISHED (OR PARTIALLY FURNISHED) RENTAL), AVAILABLE AUGUST 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath,

    Kirsten Adams William Pitt Sotheby's Int'l

    1091 Boston Post Rd, Madison, CT 06443
  • /19

    $4,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • House for Rent

    66 Oak Ave, Madison, CT 06443

    Classic Farm house colonial sits directly on the waterfront! The home embodies peace and tranquility with a nod to simpler times when nature was the forefront of relaxation. Enjoy your private beach and yard and take in those glorious sunsets that Madison is known for. Enjoy a classic floor plan with a galley style kitchen, dining room, living room and a sunny closed in back porch that lets the

    Mary Edeen Berkshire Hathaway NE Prop.

    66 Oak Ave, Madison, CT 06443
  • /31

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 1,959 Sq Ft
    • House for Rent

    43 Soundview Ave, Madison, CT 06443

    Fabulous academic rental available Sept 1st through May 31st 2027. 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

    Sue Knapp William Pitt Sotheby's Int'l

    43 Soundview Ave, Madison, CT 06443
  • /37

    $4,200 Per Month

    • 5 Beds
    • 4 Baths
    • 2,692 Sq Ft
    • House for Rent

    33 Ridgewood Ave, Madison, CT 06443

    Available for the Sept 10th 2026 through June 10th 2027. This sun- filled colonial has been lovingly restored for easy comfortable living. Open views of the Long Island Sound throughout this home offers room for all. Screened in wrap around porch to enjoy the warm days and nights. Updated kitchen with stainless appliances and large dining nook, mud room, office and dedicated laundry room and half

    Sue Knapp William Pitt Sotheby's Int'l

    33 Ridgewood Ave, Madison, CT 06443
  • /33

    $3,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,286 Sq Ft
    • House for Rent

    43 Neck Rd, Madison, CT 06443

    Annual Furnished Rental. Nestled in the heart of one of Madison's most sought-after beach communities, this charming and meticulously maintained home offers an effortless coastal lifestyle just moments from Overshores Beach. Thoughtfully furnished and move-in ready, the home features a welcoming floor plan with a sunny kitchen, comfortable family room, classic living room, home office, powder

    Phoebe Schreiner William Pitt Sotheby's Int'l

    43 Neck Rd, Madison, CT 06443
  • /40

    $6,800 Per Month

    • 4 Beds
    • 5 Baths
    • 5,147 Sq Ft
    • House for Rent

    11 Silo Hill, Madison, CT 06443

    Welcome to this stately Colonial home set on 1.11 acres in Madison's coveted Bartlett neighborhood. Meticulously maintained, the interior features beautiful hardwood flooring throughout. A formal dining room sits adjacent to a private, spacious study outfitted with built-in bookshelves. The home's open-concept design revolves around an updated family room with a cozy fireplace and French doors

    Michael Hvizdo Coldwell Banker Realty

    11 Silo Hill, Madison, CT 06443
  • /20

    $10,000 Per Month

    • 4 Beds
    • 4 Baths
    • 2,886 Sq Ft
    • House for Rent

    71 Beach Ave, Madison, CT 06443

    Summer furnished rental is available August 1-30th at $10,000 per month. It is also available from July 25-August 30 for $12,500. This is a wonderful opportunity for a summer vacation rental just 1 home away from a sandy, private beach on Long Island Sound in Madison. A well-built ranch located on a sweet beach lane; it offers 3 bedrooms, 2 full baths, a well-equipped modern kitchen, a large

    Carol Farmer William Raveis Real Estate

    71 Beach Ave, Madison, CT 06443
  • /28

    $3,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,077 Sq Ft
    • House for Rent

    6 Bower Rd, Madison, CT 06443

    Escape to the Connecticut shoreline in this beautifully furnished and tastefully styled Cape, available as an academic rental in desirable Madison. Offering 3 bedrooms and 1 full bath, the home has inviting indoor and outdoor living spaces designed for comfort throughout the academic year. Nestled on a private, lightly wooded corner lot, this charming coastal retreat offers the perfect balance of

    Calla Lord Tier 1 Real Estate

    6 Bower Rd, Madison, CT 06443
  • /12

    $5,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • House for Rent

    30 Lawson Dr, Madison, CT 06443

    Term is 9/1/2026-6/31/2027. Price is per month. 24 hour notice to show. Beautifully furnished 3 bed, 2.1 baths house a short walk from East Wharf Beach. Rebuilt from top to bottom in 2018-19 with an open floor plan. A fenced back yard has a bluestone terrace. The living room features a gas fireplace, a well equipped kitchen has a large pantry and a vaulted ceiling family room provides ample room

    Margaret Muir William Pitt Sotheby's Int'l

    30 Lawson Dr, Madison, CT 06443
  • /33

    $5,250 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 updates, 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
  • /23

    $35,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,697 Sq Ft
    • House for Rent

    19 Middle Beach Rd, Madison, CT 06443

    This beautiful waterfront home has unobstructed views of Long Island Sound.This gorgeous home was built in 2012 with all the bells and whistles. Available for academic rent September 7th 2026 through mid June 2027 at 7K per month. JULY and AUGUST of 2027 is $35,000 PER MONTH. Ask about pets. 5 bedrooms/4 baths, City Water, Natural Gas and Central Air. Lots of parking.

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    19 Middle Beach Rd, Madison, CT 06443
  • /15

    $3,750 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft
    • House for Rent

    15 Willard Ave, Madison, CT 06443

    Spend the academic year in this charming Colonial located in the desirable Seaview Beach Association. Begin your mornings with a peaceful stroll along the waterfront, or enjoy an easy walk to the shops, restaurants, and amenities in town. With multiple bedrooms and inviting, open living spaces, this home offers plenty of room to relax, gather, and make lasting memories throughout the academic

    Meig Walz Newcomb Coldwell Banker Realty

    15 Willard Ave, Madison, CT 06443
  • /35

    $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, 2026. 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
  • /23

    $2,900 Per Month

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

    52 Overshores E, Madison, CT 06443

    FURNISHED RENTAL AVAILABLE - September 1, 2026 to May 31, 2027. 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
  • /38

    $1,200 Per Month

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

    1023 Boston Post Rd, Madison, CT 06443

    *LIST PRICE IS PER WEEK* Inquire about available dates. Are you traveling for business or pleasure or need a temporary place to stay while work is done on your own home? If so, then this cottage - 1 mile from Town and beaches - might be just the ticket! FULLY RENOVATED in 2021, this furnished, open concept cottage combines the living room, kitchen and dining area and has a separate bedroom and

    Irene Keene Coldwell Banker Realty

    1023 Boston Post Rd, Madison, CT 06443
  • /24

    $3,300 Per Month

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

    33 Grove Ave, Madison, CT 06443

    FULLY FURNISHED ACADEMIC RENTAL. Available from 9/1 - 5/31. 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 Long Island Sound. Kayak in the photos is available for tenants to use during their stay as well as

    Robert Curry Pearce Real Estate

    33 Grove Ave, Madison, CT 06443
  • /34

    $5,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,861 Sq Ft
    • House for Rent

    8 Lawson Dr, Madison, CT 06443

    Spend the academic year in this pristine cape right around the corner from East Wharf beach. Walk or ride bikes to the beach, and along the Long Island Sound coastline. Enjoy evenings outside on the spacious patio with stone fire pit, outdoor furniture, dining table, and built-in grilling station. Ride bikes or walk to town and nearby restaurants. Entertain family and guests in the beautifully

    Meig Walz Newcomb Coldwell Banker Realty

    8 Lawson Dr, Madison, CT 06443
  • /34

    $12,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,382 Sq Ft
    • House for Rent

    509 Boston Post Rd, Madison, CT 06443

    Sneak away from the hustle and bustle and spend the month of August at Captain Eber Judd House (circa 1740). This historical gem, reminiscent of Nantucket and Essex Whaling Captain's homes, oozes charm with its stunning wide plank floors, beams, and original fireplaces. Located in the heart of downtown Madison, it's just steps from the gorgeous beach, the quintessential downtown, and the Friday

    Phoebe Schreiner William Pitt Sotheby's Int'l

    509 Boston Post Rd, Madison, CT 06443
  • /33

    $5,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • House for Rent

    146 Chittenden Field Ln, Madison, CT 06443

    Available from September 15, 2026, through May 15, 2027, this stunning direct-waterfront academic rental offers an unparalleled coastal lifestyle with breathtaking, panoramic views from almost every room. The bright, sunny interior features an open-concept main level, highlighting a gourmet kitchen with quartz countertops and stainless steel appliances, alongside a generous living and dining area

    Sue Knapp William Pitt Sotheby's Int'l

    146 Chittenden Field Ln, Madison, CT 06443
  • /17

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • House for Rent

    55 Overshores W, Madison, CT 06443

    AVAILABLE THIS SEPTEMBER 1 TO JUNE 30, 2027. PARTIALLY FURNISHED. PAINTED ALL WHITE. NEWER REFINISHED HARDWOOD FLOORS! NEWER BATHROOM! This open concept 2 bedroom home, hardwood floors, and located in one of the best beach Associations off Neck Road, is perfect for 1-2 people. Fabulous deck off the back of the home provides a perfect place to enjoy a book or glass of wine. Absolutely NO pets, no

    Kirsten Adams William Pitt Sotheby's Int'l

    55 Overshores W, Madison, CT 06443
  • /35

    $7,500 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,748 Sq Ft
    • House for Rent

    32 Tuxis Rd, Madison, CT 06443

    Relocating to the area? House hunting and yet to find the perfect home? Perhaps looking to spend the academic year along the gorgeous CT shoreline? Look no further as you've found the perfect spot to hang your hat for the academic year here at 32 Tuxis Road. This home is a beautifully restored, quintessential Madison beach house available for rent from September 8, 2026 - June 30, 2027.

    Phoebe Schreiner William Pitt Sotheby's Int'l

    32 Tuxis 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 '26 - MAY '27 ACADEMIC WATERFRONT RENT 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 this special home is

    Todd Gould William Pitt Sotheby's Int'l

    156 Kelsey Place, Madison, CT 06443
  • /2

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,140 Sq Ft
    • House for Rent

    20 Godman Rd, Madison, CT 06443

    Beautifully maintained annual rental in one of Madison's most desirable neighborhoods. This fully furnished, turnkey home offers 4-5 bedrooms, 3 newly renovated bathrooms, and approximately 2,100 square feet of thoughtfully designed living space. Combining comfort, convenience, and a peaceful natural setting, this exceptional home is just minutes from downtown Madison, beautiful beaches, and

    Kate Jasko Coldwell Banker Realty

    20 Godman Rd, Madison, CT 06443
  • /28

    $45,000 Per Month

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

    118 Middle Beach Rd, Madison, CT 06443

    Daydreaming about waking up to the sounds of waves and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road! With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to 14 guests. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living room with views from every angle,

    Melanie Abbott William Pitt Sotheby's Int'l

    118 Middle Beach Rd, Madison, CT 06443
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