Skip to content
Property for sale at 7303 JESSIE HARBOR DRIVE UNIT 7303, OSPREY, FL, 34229
Property for sale at 7303 JESSIE HARBOR DRIVE UNIT 7303, OSPREY, FL, 34229
1 / 35

7303 Jessie Harbor Drive Unit 7303Osprey, FL, 34229

3beds
2baths
1,883sqft
Condominium
Built in 1985
$449,000
For sale
Price per sqft
$238
Days on market
23
Listed
Sep 28
MLS #A4706429Updated Oct 18, 2026

About this property

Welcome to luxury coastal living in this exceptional 3rd-floor penthouse condo nestled in the secluded, resort-style waterfront community of Heron House in Osprey. Offering 1,883 sq. ft. of beautifully light-filled, fully furnished living space, this impressive 3-bedroom, 2-bathroom residence features high-end finishes, warm hardwood floors, plantation shutters, a decorative wood-burning fireplace, and a built-in wet bar perfect for entertaining. The gourmet kitchen is equipped with rich wood cabinetry, granite countertops, stainless steel appliances, and a cozy eat-in breakfast area. Unwind in the expansive primary suite boasting two walk-in closets, a spa-like bath with double vanities, a deep soaking tub, and a separate shower. Step outside onto multiple private balconies to take in tranquil views of lush tropical greenery and calm canal waters—an idyllic setting for outdoor dining or evening cocktails. Located directly on Jessie Harbor with bridge-free, direct access to the Intracoastal Waterway and the Gulf, this gated community offers extraordinary waterfront amenities, including a kayak launch, boat slips (available on a first-come, first-served basis), and frequent visits from local wildlife like otters and dolphins. Residents enjoy a highly active, beautifully maintained HOA complete with a newly installed entrance security gate, heated pool, water aerobics, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, walking trails, locked storage, bike storage, and two assigned covered parking spaces under the building with elevator access. Situated just 10 minutes from Venice Beach, Nokomis Beach, and Casey Key, 20 minutes from world-famous Siesta Key, and minutes from I-75, Oscar Scherer State Park, the Legacy Trail, and Sarasota’s vibrant cultural hub, this hidden gem combines peaceful privacy with unbeatable access to Florida’s finest coastal living.

Top Villas Intelligence

Projected rental revenue and ownership costs
Sign in to view rental intelligenceSee projected rental revenue, ownership costs, operating yield, and supporting evidence.
Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can arrange a viewing, answer your questions and prepare a personalized rental projection.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Condominium
Street address
7303 Jessie Harbor Drive Unit 7303
City
Osprey
State
FL
ZIP code
34229
Year built
1985
New construction
No
Faces
West
Rooms
4
Building stories
3
Living area
1,883 sqft
Total building area
2,163 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

EventPrice
Listed for saleMLS #A4706429$449,000
History may be incomplete.
Explore nearby sales

Location

Property for sale at 7303 JESSIE HARBOR DRIVE UNIT 7303, OSPREY, FL, 34229
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.