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Worthington Manor
1 Bed
34 Worthington Dr, Westbrook, CT 06498
Explore Westbrook
$4,025 per month
158 Captains Dr, Westbrook, CT 06498
Experience coastal living at its finest in this gorgeous furnished rental located directly on the waterfront, overlooking the serene beauty of Long Island Sound. Available for monthly or academic rental, this newly renovated beachfront home invites you to relax and unwind while enjoying breathtaking sunrises and sunsets. Nestled in the highly sought-after Pilots Point Community, the heart of the
Philip Degennaro Coldwell Banker Realty
$2,400 per month
734 Old Clinton Rd, Westbrook, CT 06498
Available immediately, this newly renovated three-bedroom, one-bath year-round rental offers comfort and convenience in a prime Westbrook location close to I-95 and the shoreline beaches. The entire interior has been freshly painted and updated with a brand-new kitchen, new flooring, carpeting in the living room and porch, and new appliances including a washer and dryer. Energy-efficient AC/heat
Jay Lafleur William Pitt Sotheby's Int'l
$2,400 per month
151 Chapman Beach Rd, Westbrook, CT 06498
Live by the water & walk to your private beach! This Furnished Academic Rental is located in the Chapman Beach Association. Available from September 15, 2025 to May 15, 2026. A Charming 3 bedroom furnished home. The Primary bedroom has a queen size bed & the other 2 bedrooms have full size beds. The primary bedroom has a sitting area with water views. The first floor has an open floor plan
Susan Clifford Coldwell Banker Realty
$3,900 per month
57 Mohican Rd, Westbrook, CT 06498
This is an academic rent available August 5 through May 15, 2026. In the Grove Beach Point association, this year around oasis is slightly elevated to provide stunning 180 degree views of Long Island sound. With recent whole house renovations, this home is comfortable and gorgeous inside and out. Come the ocean views and sandy beaches.
Bonnie Fillion Berkshire Hathaway NE Prop.
$2,300 per month
82 Menunketesuck Rd, Westbrook, CT 06498
Academic rental furnished , available 10/1-5/31, some flexibility. Double lot, access to water for kayaking, views of LIS and River, private beach. Charming cape style 4 bedrooms with new carpeting, 1,5 bath, updated eat-in Kitchen, living room w/fire place and gleaming wood floors. Enjoy beach community and the off season. Off street parking. Pets restriction, cat might be allowed, no smoking.
Svetlana Goletz Compass Connecticut, LLC
$1,900 per month
42 Grove Beach Rd S, Westbrook, CT 06498
This home is furnished and available as an academic rental from Sept1-May31 with some date flexibility. It is located just a couple of blocks from Island View Beach and is well maintained inside and out. There is a large deck just off the kitchen that overlooks a private fenced in yard. The interior has a newly updated enclosed front porch, living room, dining room, kitchen, two bedrooms, and two
Bonnie Fillion Berkshire Hathaway NE Prop.
$2,000 per month
441 Toby Hill Rd, Westbrook, CT 06498
Academic rental available for the first time all winter! It can come furnished or unfurnished, your choice. It has an open floor plan with kitchen, dining area and living room all flowing into each other. Main bedroom has a walk in closet and a private bath that has been beautifully remodeled. There is another full bath and a private den off the living room. This Apartment is located under the
Dawn Famiglietti William Raveis Real Estate
$3,000 per month
19 Underway Dr, Westbrook, CT 06498
Stunning waterfront home available from 9/15/25 - 5/15/26. Fully furnished and beautifully decorated. Central air. Front patio overlooking the water. Two bedrooms on first floor and waterfront master bedroom overlooking water on second floor. Full bath on both floors. No pets. No smokers. Owner/Agent.
Mary Beth Murphy Shimkus, Murphy & Lemkuil
$5,000 per month
156 Old Kelsey Point Rd, Westbrook, CT 06498
This exceptional waterfront home, available for academic rental October-April or annually, has been meticulously updated to offer the ultimate in waterfront living. Boasting a spacious open floor plan, four generously-sized bedrooms, and a sprawling backyard with an in-ground pool that overlooks the serene Long Island Sound. This property is an idyllic retreat for those seeking a blend of
Salvatore Carabetta William Raveis Real Estate
$2,100 per month
14 Leeway Dr, Westbrook, CT 06498
Immaculate 3 bedroom ranch at Pilot's Point, Totally painted from ceilings to floor, hardwood in main areas, rugs in 2 main bedrooms, Water, views of Long Island Sound, Minutes to walk to private beach and to Marina, deck off dining area, fenced in back yard with outside shower!! Come see for yourself!!
Salome Kirkutis SKS Realty
$2,700 per month
92 Grove Beach Rd S, Westbrook, CT 06498
ACADEMIC RENTAL - Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views. Just a short walk to a private. Home has additional space in basement with a half bath. The yard has 2 patios, an electric awning, outdoor kitchen (runs on propane), private changing/wash area & storage shed off patio.
Jay Cusack Executive Real Estate Inc.
$4,000 per month
62 Brookside Ave E, Westbrook, CT 06498
Welcome to this charming three-bedroom, two-full-bathroom Cape located in Westbrook, CT! As you enter, you'll be greeted by the inviting living room, filled with natural light. The main level features an open kitchen connected to the dining room. Additionally, there's a bedroom and a full bathroom with a washer/dryer conveniently located on this level. Heading upstairs, you'll find two bedrooms,
Samantha Celentano Coldwell Banker Realty
$2,400 per month
12 Elm Ave, Westbrook, CT 06498
Beautiful Beach House, only a few steps to Island View Private Beach. Live your best life, whether it's relocating or you want to enjoy and experience the beach community lifestyle. This rental property is very clean and well maintained with, three bedrooms, one bedroom located on main level, 2 full bathrooms on each floor with a fully equipped kitchen. Nothing to bring but your suitcase and
Terry McDonald McDonald Real Estate, LLC
$4,000 per month
58 Chapman Ave, Westbrook, CT 06498
Relax and unwind in this beautifully renovated beach home nestled within the desirable Chapman Beach Association. Steps from the beach, this home has been tastefully updated and is equipped with the latest amenities. Boasting beaming hardwood floors throughout this academic rental available starting September 2025 to May 2026, features 3 bedrooms, 3 baths and has been completely remodeled in
Cheryl Cook Re/Max Valley Shore
$3,800 per month
42 Chapman Beach Rd, Westbrook, CT 06498
Academic rental. Fully furnished, renovated 1920 Dutch Colonial in private beach community, 3 Bedroom, 1 1/2 bath, new high efficiency heat and air conditioning, updated kitchen with stainless steel appliances with quartz counter top, hardwood floors throughout, new washer and dryer, open floor plan and 3 season front porch. Large open lot, private backyard, short walk to beach. Located in the
Marta Elmasry Coldwell Banker Realty
$4,575 per month
173 Captains Dr, Westbrook, CT 06498
AVAILABLE 2 weeks in August, then September - May. OCEAN VIEWS from many Luxurious rooms, spacious 4 bedroom, 4 floor, rental in the beautiful PILOTS POINT section of Westbrook, a most desired location on the Ct. Shore. Year round contemporary home with stunning front OCEAN VIEWS of Long Island sound. PRIVATE BEACH access just steps away. Back of house has beautiful views of the MARINA. Gourmet
Abby Goodman Keller Williams Realty-Longmdw
Westbrook, Connecticut, embodies the charm of a classic New England town with its Colonial Revival houses and bustling marinas along the waterfront. The town is well-connected via US Route 1, Interstate 95, and public transit, making travel to nearby cities like New York, Boston, and New Haven convenient. Residents enjoy a variety of things to do, from sailing on the Long Island Sound to relaxing on sandy beaches such as West, Middle, and Stannard. The Salt Meadow Unit of the Stewart B. McKinney National Wildlife Refuge is a popular spot for birdwatching during migratory seasons. Westbrook's housing market features a mix of beachfront properties and homes in forested subdivisions. Beachfront homes, including modern builds and historical houses, are highly sought after, while inland areas offer more secluded lots with Colonial Revival, raised-ranch, and ranch-style homes. The town hosts annual events like the Fireman’s Carnival and the Westbrook Muster, celebrating local culture with carnival games and fife and drum corps performances. Dining options along US Route 1 include Bill’s Seafood, known for its live music and seasonal New England seafood dishes. While Westbrook lacks a grocery store, nearby towns like Clinton provide convenient shopping options. The Westbrook School District includes highly rated institutions such as Daisy Ingraham School and Westbrook Middle School, the latter recognized for its inclusive physical education programs. Commuting is facilitated by the Shore Line East commuter rail and River Valley Transit bus services, ensuring easy access to both local and distant destinations.
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