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luxury houses with terrace for rent South Central Connecticut Planning Region, United States

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34

Seaside house with garden and terrace Madison (United States)

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 every angle, and generously-sized screened-in porch! In addition to six of the seven bedrooms, the second floor features a family room perfect for cozy afternoons soaking in the expansive views and stunning sunsets! The third floor is a private retreat with the seventh bedroom and spectacular recreation space. Outside, your very own, private beach awaits you! Schedule your viewing today and make "Red Top" your home for the academic year! Short-term rental also available; please inquire.

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$9,000 EC / month
7bedrooms
7bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

21

House with terrace Guilford (United States)

Quiet, wooded living at Quonnipaug Hills in North Guilford, available now. This 2-bedroom, 1.5-bath townhouse rental is set among the trees, with privacy that feels miles away while keeping you in Guilford. The main level has an easy flow: a living room centered on a painted brick fireplace, a dining area with a woven pendant light and sliding doors to a private deck overlooking the woods, and a kitchen with subway tile, stainless appliances, and in-unit laundry just around the corner. A half bath completes the level. Upstairs, both bedrooms have vaulted ceilings. The primary bedroom has a skylight and its own sliding door to a private balcony, and the second bedroom has corner windows looking into the treetops. A full bath serves the floor. A detached one-car garage is included. Step outside to Quonnipaug Lake and the Bluff Head hiking trails, grab coffee and essentials at The Little Store, or stop by Lakeside Feed. Route 77 is a straight shot down to the Guilford town center, the Green, and the shoreline. Heading north, it's an easy commute to Middletown and Hartford. It's located in the Guilford Public Schools district, with all of Guilford's amenities close by. Ready for immediate move-in.

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$2,500 EC / month
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

30

Seaside house with terrace Guilford (United States)

Furnished academic-year rental in Guilford, Connecticut - a newly built 3-bedroom, 2.5-bath home in a private beach association neighborhood on the Connecticut Shoreline, available September 2026 through May 2027. Turnkey and fully furnished: arrive with a suitcase. The open-concept main level features a renovated kitchen with quartz countertops, an oversized center island seating three, stainless steel appliances, vented range hood, and light shaker cabinetry, opening to a living room and a dining area that connects to a glass-walled sunroom overlooking the yard. A second sunroom upstairs and a dedicated office off the landing offer two quiet work-from-home spaces. The upper level includes the primary bedroom, two additional bedrooms, and a full bath with soaking tub, separate shower, and double vanity. Central air, recessed lighting, ceiling fans, wide-plank vinyl floors, and a main-level half bath complete the home. Beach association rights put Long Island Sound, Jacobs Beach, and the Guilford marina minutes away, with Guilford Green, Boston Post Road dining and shops, and the Guilford Shore Line East train station to New Haven all close by. A low-maintenance, move-in ready base for visiting faculty, graduate students, or professionals on assignment who want the Connecticut Shoreline without the commute.

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$4,400 EC / month
3bedrooms
3bathrooms
land 0ha

By William Pitt Sotheby's International Realty

26

Seaside house with terrace Madison (United States)

4 Bedroom Renovated House across from Private Beach in Bucolic Madison, Connecticut Available Oct 1- May 15 but flex term. This sunny 4 bedroom/3 bath house with home office and water views is located at the end of a quiet road across from coveted Hartford Avenue beach. The main floor has a large, renovated eat-in-kitchen, spacious living room with gas fireplace, substantial dining area, reading nook, screened porch with dining and seating area, bedroom and full bath. The 3rd floor consists of the large principal suite with separate sitting area, deck with water views, and renovated en-suite bath with double sinks, separate tub and glass walk-in shower. The 2nd floor has 2 additional bedrooms, hall bath, windowed office, sitting area and laundry. A lovely front yard, water views, and beach access across the street complete the picture. $4600 per month. The house is 10 minutes from the historic and charming towns of Madison and Guilford, Ct and conveniently located midway between NYC (just under 2 hours) and Boston. Nearby is a cinema, nationally acclaimed bookstore, gym, pilates, library, tennis and wonderful shops. One dog on a case by case basis, sorry no cats. Renters responsible for cleaning $170(per visit), utilities, garbage pick-up, snow removal

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$4,500 EC / month
4bedrooms
3bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

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32

House with terrace Madison (United States)

TIMELESS 1910 CHARM MEETS MODERN COMFORT IN DOWNTOWN MADISON! Step into a perfect blend of historic character and contemporary convenience with this beautifully renovated 1910 home in an unbeatable downtown Madison location. From the moment you arrive, the oversized front porch welcomes you to sit back and enjoy the vibrant neighborhood atmosphere. Inside, stunning original hardwood floors and classic vintage features flow throughout a spacious, light-filled floor plan. The expansive living room offers abundant space for gathering, while the updated kitchen provides the modern functionality you need for everyday living and entertaining. Unwind in the cozy sunroom-a serene spot for reading or taking in natural light year-round. Featuring 4 generous bedrooms on the 2nd floor, this home easily adapts to your lifestyle, whether you need dedicated work-from-home spaces or extra guest rooms. Offered partially furnished and situated just moments from local shops, dining, and town amenities, this property delivers the ultimate in-town lifestyle.

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$6,000 EC / month
4bedrooms
3bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

22

Seaside house with terrace Madison (United States)

To MAY '27 ACADEMIC WATERFRONT RENT 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 in a nice quiet setting especially in the off season. Hardwood floors both up & down, central vac, a first floor den with sleeper couch that is perfect for that unexpected guests with a full bath right around the corner, newer propane heat and fully air conditioned. Set up high on piers, you'll feel like you are on a boat! Enjoy awesome sunrises AND sunsets from a single location! Exact dates to be determined. Unique opportunity.

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$5,000 EC / month
5bedrooms
3bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

31

House with garden and terrace Madison (United States)

FANTASTIC LOCATION! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison. The first floor hosts a Living Room with fireplace, Dining Room, Den, Sunroom, Primary Bedroom (ensuite) and another bedroom with full bath access. The 2nd floor offers 2 bedrooms, a full bath and oversized Attic / storage room. The home has a two car garage, full unfinished basement, outside bluestone patios, level lot (great privacy in the back) and outdoor shower for post beach afternoons.... The entire interior has been painted and is ready for occupancy. This home is unfurnished and seeking a 6month - 1 year lease. This is a wonderful rental!

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$6,000 EC / month
4bedrooms
3bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

33

House with pool and garden Madison (United States)

Lovely Madison Colonial located on a beautiful cul-de-sac available as of September 16, 2026 for annual, academic or monthly rental. The 1st floor features a pretty kitchen, open family room with fireplace, formal dining room, living room, powder room and bedroom with a full bath. The 2nd floor features a nicely sized primary bedroom with full bath, 2 additional bedrooms and a hallway full bath. The 3rd floor features an additional room that can work as additional guest space or an office. Downstairs you'll find a partially finished area perfect as a playroom or hang out room. Enjoy the change of seasons on the front porch swing or sitting on the private back deck. Take a dip in the above ground pool (open seasonally) or bike around the neighborhood. A terrific house at a terrific price! Tenant pays for ALL utilities. Landlord covers mechanicals, septic and taxes. Excellent credit score required. Non-smoking. No pets.

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$3,750 EC / month
4bedrooms
4bathrooms
land 0.7ha

By William Pitt Sotheby's International Realty

36

House with garden and terrace Madison (United States)

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 bath all found on the main level. Four levels of living make this the perfect home for multi generations: with a main level bedroom with Queen bed, Primary Suite on the second level with en-suite bath and office nook with a private balcony, second bedroom with bunks -on the third level is the fourth bedroom with twin beds, shared full bath on the second level. Lower level has a rec/play room. Access to the Soundview Association beach. Some Pets considered.

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$4,200 EC / month
5bedrooms
4bathrooms
land 0.2ha

By William Pitt Sotheby's International Realty

22

House with garden and terrace Madison (United States)

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 with full bath; this home will sleep 8/9 guests comfortably. Central Air in the main house and every convenience you could possibly want.

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$7,500 EC / month
4bedrooms
3bathrooms
land 0.3ha

By William Pitt Sotheby's International Realty

26

Seaside house with terrace Madison (United States)

Coastal Meets Retro in this adorable Cottage Style Home Near East Wharf Beach in Madison, CT !! Furnished 2 bedroom, 1.5-bathroom cottage rental in Madison, Connecticut - an academic-year lease a short distance from East Wharf Beach on the Connecticut Shoreline. This fully furnished Madison cottage blends a relaxed beach-house feel with mid-century character, including a vintage-style blue refrigerator in the kitchen. The layout offers two bedrooms, one and a half bathrooms, and a dedicated smaller room ideal for a home office or study. Recent updates include new windows (2026)- on order and will be installed in August, updated flooring throughout, making this a turnkey, move-in ready rental. Available fully furnished for the academic year, [September] through [May]. Minutes to East Wharf Beach, Madison town center, Boston Post Road shopping and dining, and Long Island Sound. One dog or small pet considered; no cats. . A rare furnished seasonal rental on the Connecticut Shoreline in Madison, CT 06443.

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$3,500 EC / month
3bedrooms
2bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

33

House with terrace Madison (United States)

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 complete with a gas fireplace and walls of glass that frame the ever-changing coastal vistas. Sliders open to an expansive wrap-around deck perfect for relaxing, while the direct-access beach with its natural tidal pools awaits just steps away. The home's flexible layout includes a convenient main-floor bedroom with a full bath and laundry, while the upper level boasts a second bedroom, a full bath, and a one-of-a-kind primary suite featuring soaring ceilings, dramatic walls of glass, and a private balcony for your morning coffee. Please note that this is a strict no pets, no exceptions property.

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$5,700 EC / month
3bedrooms
2bathrooms
land 0.1ha

By William Pitt Sotheby's International Realty

22

House with garden and terrace Madison (United States)

Fabulous academic rental available Sept 8th through May 31st 2026. 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 full bath; this home will sleep 8/9 guests comfortably. Central Air in the main house and every convenience you could possibly want.

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$6,500 EC / month
4bedrooms
3bathrooms
land 0.3ha

By William Pitt Sotheby's International Realty

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