1102 Jessie Harbor Drive, OSPREY, FL 34229
For Sale
$475,000

1102 Jessie Harbor Drive
OSPREY, FL 34229

Welcome home! This GULF ACCESS, WATERFRONT condo is ready for its new owners. Fully updated, this 2 BED, 2 BATH residence with a 1 CAR GARAGE is ideally positioned at the END OF A CANAL, offering privacy, open water views, and MILLION-DOLLAR SUNSET VIEWS every night. Located within a GATED community spanning approximately 11 acres, this home delivers both serenity and an active Florida lifestyle. Lush tropical landscaping leads to a private side entrance with an additional parking space, in addition to your one-car garage—making this one of the most special and uniquely positioned units in all of Blackburn. This intimate building of only four units sits at the end of the community marina, placing you just steps from your boat and offering a front-row seat to breathtaking sunsets. A BONUS LANAI DOOR provides direct sidewalk access, making trips to the pool, marina, or clubhouse quick and convenient. Designed for effortless coastal living, this condo has been thoughtfully updated with FRESH NEUTRAL PAINT, LUXURY VINYL PLANK FLOORING installed in 2023, 5” BASEBOARDS, CROWN MOLDING throughout (including the lanai), PLANTATION SHUTTERS throughout (excluding sliders), and STAINLESS STEEL APPLIANCES, including a NEW MAYTAG DISHWASHER (Oct 2025). The primary suite offers exceptional storage with THREE CLOSETS, including a BONUS WALK-IN CLOSET located within the primary bathroom. Additional upgrades include REMOTE-CONTROL CEILING FANS, an EPOXIED (granite-style) garage and lanai floor, and a ONE-CAR GARAGE with BUILT-IN OVERHEAD STORAGE SHELVING. This FINANCIALLY SOUND community offers boat slips available to rent behind the unit and a resort-style amenity package including a POOL, CLUBHOUSE, FITNESS ROOM, TENNIS COURT, PICKLEBALL COURTS, KAYAK LAUNCH & STORAGE, and beautifully maintained grounds. Residents also enjoy an active social calendar featuring water aerobics, monthly happy hours, bingo and game nights, monthly girls’ nights out, pickleball club, book club, and more. Spend your days boating to the jetty, visiting nearby tiki bars, or beaching the boat at Snake Island—this is true FLORIDA WATERFRONT LIVING. Conveniently located near US-41, with easy access to numerous beaches, Downtown Sarasota, Downtown Venice, I-75, Sarasota Memorial Hospital Venice Campus, and all the Florida charm you could imagine. Call today to schedule your private showing and experience this exceptional waterfront lifestyle firsthand.
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Listings courtesy of My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID. Listing Office: DOWNING FRYE REALTY, INC. , 239-261-2244

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Allison Newlon
Platinum Properties of Florida, LLC
Allison Newlon
Platinum Properties of Florida, LLC


Listings courtesy of My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Based on information submitted to the MLS GRID as of 2026-01-16 13:36:09 (GMT / UTC +0). All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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