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.
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.
Property Details
Price:
$449,000
MLS #:
A4706429
Status:
Active
Beds:
3
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
HERON HOUSE
Neighborhood:
34229osprey
Listed Date:
Sep 28, 2026
Finished Sq Ft:
1,883
Total Sq Ft:
2,163
Year Built:
1985
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Microwave, Range, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Laminate
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Other
Levels
One
Exterior
Community Features
Bay/Harbor Front, Boat Slip, Fishing, Water Access, Waterfront, Buyer Approval Required, Deed Restrictions, Fitness Center, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block
Direction Faces
West
Exterior Features
Balcony, Sidewalk, Sliding Doors
Parking Features
Assigned, Covered
Patio And Porch Features
Patio
Roof
Tile
View
Trees/Woods
Waterfront Features
Bay/Harbor Front, Waterfront
Financial
HOA Includes
Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Pool Maintenance, Sewer, Trash, Water
HOA Name
Heron House HOA
HOA Name 2
Blackburn Harbor / Capstone
HOA Phone
617-816-7196
HOA Phone 2
941-554-8838
Tax Year
2025
Taxes
$4,911
Map
Community
- Address7303 JESSIE HARBOR DRIVE UNIT 7303 OSPREY FL
- SubdivisionHERON HOUSE
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTS UNIT 1
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BAYSIDE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VI
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY BLDG B PH
- EDGEWATER/HIDDEN BAY PH 3
- EMERALD WOODS AT OAKS 03 PH 02
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OGBURNS T B ADD
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PARROT BAY
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RUN I
- PINE RUN II
- RIVENDELL
- RIVENDELL THE WOODLANDS
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SORRENTO EAST
- SORRENTO SHORES
- SORRENTO VILLAS 1
- SOUTHBAY YACHT & RACQUET CLUB
- SPRINGHILL PARK
- THE OAKS CLUB
- TOWNS-END SHORES
- TRINITY ACRES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WET SLIPS AT BELLAGIO HARBOR VILLAGE
- WILLOWBEND PH 1
- WILLOWBEND PH 3
- WINDSOR LODGE AT THE OAKS
Market Summary
Property Summary
- Located in the HERON HOUSE subdivision, 7303 JESSIE HARBOR DRIVE UNIT 7303 OSPREY FL is a Condo for sale in OSPREY, FL, 34229. It is listed for $449,000 and features 3 beds, 2 baths, and has approximately 1,883 square feet of living space, and was originally constructed in 1985. The current price per square foot is $238. The average price per square foot for Condo listings in OSPREY is $330. The average listing price for Condo in OSPREY is $680,417. To schedule a showing of MLS#a4706429 at 7303 JESSIE HARBOR DRIVE UNIT 7303 in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 7303 JESSIE HARBOR DRIVE UNIT 7303
OSPREY, FL
