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$449,000

7303 Jessie Harbor Dr

Osprey, FL
Active
3
Bedrooms
2
Bathrooms
2,163
Square Feet
1985
Year Built
5
Days On Market

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.

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Listing Information

Listing Updated
4 days ago
Listed By
Mairead Smialek, 8473344848 · COLDWELL BANKER REALTY, 9413836411
MLS#
A4706429
Source
Stellar MLS
Status
Active

Open Houses

  • Sunday, October 4
    1:00 PM – 3:00 PM
  • Sunday, October 11
    1:00 AM – 3:00 PM
  • Sunday, October 18
    1:00 AM – 3:00 PM

Facts & Features

Location

Community Information

Address
7303 Jessie Harbor Dr #7303, Osprey, FL 34229
City
Osprey
County
Sarasota
Neighborhood
HERON HOUSE
Zip Code
34229

Architecture

Bedrooms
3
Bathrooms
2
Stories
3
Year Built
1985
Construction Materials
Block
Building Area
2,163 sq. ft.
Foundation
Slab
Roof
Tile
Levels
One
Garage Spaces
0
Parking Features
Covered, Assigned

Features & Amenities

Interior Features
Elevator
Appliances
Dishwasher, Microwave, Washer, Range, Disposal
Flooring
Laminate, Ceramic Tile
Exterior Features
Dock, Balcony
Patio and Porch
Patio
Community Features
Pool, Sidewalks, Tennis Court(s), Fitness Center
Cooling
Central Air
Heating
Central

Property Features

View
Trees/Woods
Water
Public
Sewer
Public Sewer
Utilities
Cable Available

Square Footage

Total
1,883 sq. ft.

Tax & Financial Information

List Price
$449,000
Annual Taxes
$4,911
Fee Includes
Trash, Maintenance Structure, Water, Sewer, Insurance

Schools

76/100
Laurel Nokomis School
Elementary · Grades PK–08 · 3.7 mi
City
Nokomis
Students
1,144
Parent reviews
5.0★ avg · 2 reviews
Student body
77% White · 11% Hispanic / Latino · 6% Two or More Races
Free/reduced lunch
43%
Phone
(941) 486-2171
72/100
Pine View School
7th & Above · Grades 02–12 · 1.4 mi
City
Osprey
Students
2,051
Parent reviews
4.3★ avg · 8 reviews
Student body
70% White · 13% Asian · 10% Hispanic / Latino
Free/reduced lunch
13%
Phone
(941) 486-2001
59/100
Island Village Montessori School
Elementary · Grades KG–08 · 4.6 mi
City
Venice
Students
662
Parent reviews
3.3★ avg · 14 reviews
Student body
76% White · 15% Hispanic / Latino · 7% Two or More Races
Free/reduced lunch
35%
Phone
(941) 484-4999
69/100
Epiphany Cathedral Catholic School
All Grades · Grades PK–08 · 4.7 mi · Private
City
Venice
Students
272
Student–teacher
11.6
Student body
73% White · 16% Hispanic / Latino · 7% Two or More Races
Phone
(941) 488-2215
68/100
Victory Baptist Academy
All Grades · Grades KG–12 · 2.5 mi · Private
City
Osprey
Students
76
Student–teacher
10.0
Student body
90% White · 7% Two or More Races · 4% Hispanic / Latino
Phone
(941) 966-4716
51/100
European Academy Of Early Education
All Grades · Grades PK–01 · 3.1 mi · Private
City
Nokomis
Students
97
Student body
66% White · 24% Asian · 10% Two or More Races
Phone
(941) 412-0088
49/100
The Study Center
All Grades · Grades 02–10 · 2.3 mi · Private
City
Nokomis
Students
14
Student body
93% White · 7% Hispanic / Latino
Phone
(941) 493-8869

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/28/2026Listed for sale$449,000

Listed by Mairead Smialek · COLDWELL BANKER REALTY · 9413836411

Listing information provided exclusively for consumers' 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 deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: September 29, 2026 at 10:52 AM | Source: Stellar MLS | MLS#: A4706429

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