158 Captains Drive, Westbrook, Connecticut

$4,025

Previous Next

3

Beds

2

Baths

1,998

Square feet

0.16

Acres

About 158 Captains Drive

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 home is the stunning great room, featuring walls of glass that offer panoramic water views, a vaulted ceiling, exposed beams and hardwood flooring. This spacious area seamlessly blends a dining space with a comfortable family room, perfect for entertaining or quiet conversation. The remodeled kitchen boasts quartz countertops, bar-top seating, and stainless steel appliances, while the living room offers a cozy fireplace and a queen-size pull-out couch. With three spacious bedrooms-including one with bunk beds (full size bed with twin on top) and queen size beds in both the primary and middle bedrooms along with two beautifully updated bathrooms and a full laundry room, this home is designed for comfort and convenience. Additional features include central air conditioning, a private sandy beach, and a private driveway that accommodates approximately five cars. Whether you're seeking a peaceful retreat or a vibrant coastal lifestyle, this exceptional rental delivers it all.

Features of 158 Captains Drive

MLS® # 24122596
Price $4,025
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 1,998
Acres 0.16
Type Residential Rental
Sub-Type Single Family Rental
Style Ranch
Status Active

Community Information

Address 158 Captains Drive
Area Pilot's Point
City Westbrook
County Middlesex
State Connecticut
Zip Code 06498

Amenities

Parking None
Is Waterfront Yes
Waterfront L. I. Sound Frontage
Has Pool No

Interior

Appliances Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer
Heating Hot Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 1

Exterior

Exterior Aluminum
Exterior Features Patio
Lot Description Level Lot, Water View

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 29th, 2025
Days on Market 109
Zoning HDR2
RE / Bank Owned No

Listing Details

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?
image\/svg+xml<\/dc:format><\/cc:Work><\/rdf:RDF><\/metadata>\n Facebook<\/title>\n <path d=\"M32,16.1c0-8.8-7.2-16-16-16S0,7.3,0,16.1c0,8,5.9,14.6,13.5,15.8V20.7H9.4v-4.6h4.1v-3.5c0-4,2.4-6.2,6-6.2\n\t\tc1.8,0,3.6,0.3,3.6,0.3v3.9h-2c-2,0-2.6,1.2-2.6,2.5v3h4.4l-0.7,4.6h-3.7v11.2C26.1,30.7,32,24.1,32,16.1z\"\/>\n<\/svg>"},"google":{"title":"Google","image":"google.png","connect":"https:\/\/www.seaportre.com\/oauth\/connect.php?provider=google","icon":"<svg xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" viewBox=\"0 0 48 48\" class=\"icon\">\n <title>Google<\/title>\n <defs><path id=\"a\" d=\"M44.5 20H24v8.5h11.8C34.7 33.9 30.1 37 24 37c-7.2 0-13-5.8-13-13s5.8-13 13-13c3.1 0 5.9 1.1 8.1 2.9l6.4-6.4C34.6 4.1 29.6 2 24 2 11.8 2 2 11.8 2 24s9.8 22 22 22c11 0 21-8 21-22 0-1.3-.2-2.7-.5-4z\"\/><\/defs>\n <clipPath id=\"b\"><use xlink:href=\"#a\" overflow=\"visible\"\/><\/clipPath><path clip-path=\"url(#b)\" fill=\"#FBBC05\" d=\"M0 37V11l17 13z\"\/><path clip-path=\"url(#b)\" fill=\"#EA4335\" d=\"M0 11l17 13 7-6.1L48 14V0H0z\"\/><path clip-path=\"url(#b)\" fill=\"#34A853\" d=\"M0 37l30-23 7.9 1L48 0v48H0z\"\/><path clip-path=\"url(#b)\" fill=\"#4285F4\" d=\"M48 48L17 24l-4-3 35-10z\"\/>\n<\/svg>"},"microsoft":{"title":"Windows Live","image":"microsoft.png","connect":"https:\/\/www.seaportre.com\/oauth\/connect.php?provider=microsoft","icon":"<svg id=\"icon--microsoft\" class=\"icon\" viewBox=\"0 0 24 24\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\">\r\n <title>Microsoft Windows<\/title>\r\n <path d=\"M0 3.449L9.75 2.1v9.451H0m10.949-9.602L24 0v11.4H10.949M0 12.6h9.75v9.451L0 20.699M10.949 12.6H24V24l-12.9-1.801\"\/>\r\n<\/svg>"},"linkedin":{"title":"LinkedIn","image":"linkedin.png","connect":"https:\/\/www.seaportre.com\/oauth\/connect.php?provider=linkedin","icon":"<svg id=\"icon--linkedin\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" x=\"0px\" y=\"0px\" width=\"16\" height=\"16\" viewBox=\"0 0 16 16\" class=\"icon\">\r\n <title>LinkedIn<\/title>\r\n <rect x=\"0.4\" y=\"4.66\" width=\"3.12\" height=\"9.88\"\/>\r\n <path d=\"M20,13.3a3.2,3.2,0,0,0-3.11,1.65V13.39h-3.5c0,0.82,0,9.88,0,9.88h3.5V17.93A2.25,2.25,0,0,1,17,17.12a1.78,1.78,0,0,1,1.69-1.21c1.22,0,1.77.91,1.77,2.25v5.11H24V17.78C24,14.72,22.26,13.3,20,13.3Z\" transform=\"translate(-8 -8.73)\"\/><path d=\"M9.9,8.73A1.74,1.74,0,0,0,8,10.44a1.72,1.72,0,0,0,1.86,1.71h0A1.72,1.72,0,1,0,9.9,8.73Z\" transform=\"translate(-8 -8.73)\"\/>\r\n<\/svg>"}},"anti_spam":{"opt_marketing":"in","opt_marketing_consent":"I consent to receiving emails containing real estate related information from this site. I understand that I can unsubscribe at any time.","opt_texts":null,"opt_texts_consent":"I consent to receiving text messages from this site.","twilio":"0"},"user":{"first_name":null,"last_name":null,"email":null,"phone":null,"contact_method":"email","code":""},"feeds":["ctmls"],"compliance":null,"require_phone":true,"require_password":false,"is_forced":true,"register_show":"false","copy_register":null,"open_on_load":false}" class="register-modal"> <div role="dialog" aria-describedby="registerModal-title" id="registerModal" class="registerModal modal micromodal" aria-hidden="true" data-micromodal-close=""> <div tabindex="-1" class="modal__container"> <div class="modal__header modal__header--light"> <h3 id="registerModal-title" class="registerModal-title modal__headline">Create An Account</h3> <button id="registerModal-close" aria-label="Close modal" data-micromodal-close="" class="registerModal-close modal__close"> <svg class="icon" version="1.1" xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink" x="0px" y="0px" viewbox="0 0 32 32" xml:space="preserve" width="32"> <title>Close
View Site in Mobile | Classic
Share by: