# 7303 JESSIE HARBOR Drive #7303, Osprey, FL 34229 > **TL;DR:** 3bd/2ba condo, $449,000 ($238/sqft), built 1985, 1,883 sqft. > Fireplace, A/C. Est. $2,401/mo. Listed 33 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $449,000 | | Price/sqft | $238 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,883 | | Year Built | 1985 | | Stories | 1 | | Property Type | Condo (Condominium) | | Status | Active | | Days on Market | 33 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,270 | | Estimated Insurance | $131 | | **Total** | **$2,401** | ## Key Amenities - Fireplace - A/C ## Property Highlights - Built in 1985 - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 7303 JESSIE HARBOR Drive #7303, Osprey, FL 34229 - **County:** Sarasota - **Neighborhood:** HERON HOUSE - **Coordinates:** 27.164821, -82.477292 - **Google Maps:** https://www.google.com/maps?q=27.164821,-82.477292 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/A4706429 ## Listing Agent - **Name:** Mairead Smialek - **Brokerage:** Coldwell Banker - **Broker Phone:** (813) 754-3586 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/7303-Jessie-Harbor-Dr_Osprey_FL_34229_M65779-87516?f=listhub&s=MFRMLSFL&m=A4706429&c=propsimple) ## Photos ![7303 JESSIE HARBOR Drive #7303 - Photo 1](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2524593291r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 2](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3170202128r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 3](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f172748187r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 4](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3052490065r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 5](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1048547344r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 6](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f708990333r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 7](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f208700645r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 8](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3262965228r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 9](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2813858008r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 10](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2391584074r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 11](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3059005411r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 12](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3425563511r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 13](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3767187313r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 14](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f3909363336r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 15](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1991224409r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 16](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f306018316r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 17](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2097052010r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 18](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f25291991r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 19](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f706781855r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 20](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f415620969r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 21](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2127865538r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 22](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2632540253r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 23](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2631024511r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 24](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2500025615r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 25](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2814893911r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 26](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1967624222r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 27](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f2179617443r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 28](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1912974943r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 29](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f246259611r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 30](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f4290569301r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 31](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1973439639r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 32](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1290172165r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 33](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f205452947r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 34](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f1584807127r.jpg) ![7303 JESSIE HARBOR Drive #7303 - Photo 35](http://lh.rdcpix.com/29073a7b6589c34fd9bfb4ff747104fal-f302593624r.jpg) --- **MLS#:** A4706429 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/7303-jessie-harbor-drive-osprey-fl-34229-1a9645cd710d4c36b7c0ffdd0d8319fb) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/7303-jessie-harbor-drive-osprey-fl-34229-1a9645cd710d4c36b7c0ffdd0d8319fb#listing", "url": "https://www.propertysimple.ai/listing/7303-jessie-harbor-drive-osprey-fl-34229-1a9645cd710d4c36b7c0ffdd0d8319fb", "name": "7303 JESSIE HARBOR Drive #7303, Osprey, FL 34229", "description": "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. 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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. 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