Off market jun 2021 for $4.7M

$5,898,813

Est. refi paymentEst. refi $27,809/mo

•

6,829

sq ft

1044 N Casey Key Rd, Osprey, FL 34229

About this home

The Ultimate escape on the Gulf of Mexico in Sarasota, Florida… Imagine Quarantining with your loved ones in this gated, Bayfront Compound Estate with plenty of room for Social Distancing and located on the private north end of the island of Casey Key with deeded access to your private beach. Here you will find the main house with 5 bedrooms, 5 full baths and powder room, an ensuite guest house, and a separate bunk house with private bath, offering nearly 7000 square feet of charming living space. The property is ideally situated on 1.2 acres on the ICW complete with a 24-foot boathouse, and a separate dock accommodating a 45-foot boat. The stately oaks, palms and mature landscaping throughout offer serenity and peacefulness. With 3600 square feet of outdoor living space including an outdoor kitchen and dining area, two second story decks and porch overlooking magnificent sunrises and sunsets that you will never tire of watching. Water spaces within the estate include a spacious walled heated pool and screened courtyard with fountains and varied Florida flora specimens. Built in 1937 and one of the oldest and lovingly well maintained homes on the Key, it is reminiscent of Casey Key when vacation cottages were built for entertaining in harmony with the naturalness of the Island environment.

Single-familyProperty Type

1937Year Built

1.2 acresLot Size

$864Est. Price/Sq.Ft.

3 car garageParking

Listed by Thomas Hedge, JR • PREMIER SOTHEBY'S INTERNATIONAL REALTY

Bought with Alison Elizalde • MICHAEL SAUNDERS & COMPANY

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #A4437755

Redfin Estimate

$5,898,813

$1.2M since sold in June 2021$117K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 92.5% higher than the average sale price ($3.06M) of 6 comparable homes.

SOLD OCT 13, 2026
$6,000,000
A
6 beds5.5 baths8,621 sq ft
112 Osprey Point Dr, Osprey, FL 34229
SOLD OCT 8, 2026
$1,612,500
B
5 beds7.5 baths5,986 sq ft
916 Macewen Dr, Osprey, FL 34229
SOLD APR 9, 2026
$4,000,000
C
4 beds4 baths3,462 sq ft
854 N Casey Key Rd, Osprey, FL 34229
SOLD AUG 26, 2026
$1,800,000
D
4 beds3.5 baths4,347 sq ft
4024 Casey Key Rd, Nokomis, FL 34275
SOLD AUG 24, 2026
$3,650,000
E
4 beds4.5 baths4,389 sq ft
324 Bayshore Dr, Osprey, FL 34229
SOLD JUN 16, 2026
$1,325,000
F
4 beds4 baths3,286 sq ft
140 Sugar Mill Dr, Osprey, FL 34229

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$2,191,136

Est. take-home

List your home with Redfin and save $58,988

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$9,775/mo

Redfin rental estimate

List your home for rent

Market trends in 34229, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

94.5%

+0.2% MoM

Median sale price

$647K

$55K MoM

Avg. days on market

83d

4 days MoM

Recently sold homes

1 MoM

New listings for sale

$1,485,999
4 beds3 baths3,246 sq ft
1474 Landview Ln, Osprey, FL 34229
$640,000
3 beds2 baths1,736 sq ft
14041 Bellagio Way #315, Osprey, FL 34229
$2,150,000
4 beds4.5 baths3,939 sq ft
642 Trenton Way, Osprey, FL 34229
$739,000
3 beds2 baths2,326 sq ft
335 Park Trace Blvd, Osprey, FL 34229
$1,047,000
3 beds2.5 baths2,134 sq ft
102 Windward Dr, Osprey, FL 34229
$149,900
— beds— baths— sq ft
570 Blackburn Point Rd Unit Siesta 25, Osprey, FL 34229
OPEN TODAY, 12PM TO 2PM
$1,049,000
4 beds3 baths2,775 sq ft
366 S Creek Ct, Osprey, FL 34229
$1,025,000
3 beds3 baths2,778 sq ft
401 N Point Rd #404, Osprey, FL 34229
$465,000
2 beds2 baths1,404 sq ft
120 Villa Dr #120, Osprey, FL 34229
$1,445,000
3 beds3.5 baths3,872 sq ft
422 Blue Garden Ln, Osprey, FL 34229
See all

Provided by Redfin

Sale history for 1044 N Casey Key Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #A4437755

Jun 18, 2021

Sold

$4,700,000

$688/sq ft

Apr 1, 2021

Pending

—

Mar 8, 2021

Pending

—

Oct 8, 2020

Price Changed

$4,995,000

$731/sq ft

Jun 5, 2019

Listed

$5,495,000

$805/sq ft

Stellar MLS as Distributed by MLS Grid #A4207422

Feb 24, 2019

Listing Removed

—

Jan 18, 2019

Listing Removed

—

Stellar MLS as Distributed by MLS Grid #A4121124

Aug 7, 2015

Listing Removed

—

Public Records

Feb 18, 2005

Sold

$6,000,000

$879/sq ft

Public Records

Aug 24, 1999

Sold

$965,000

$141/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$46,735 (−6.4%)

$2,281,700 + $1,660,500

$3,942,200

2024

$49,931 (+0.9%)

$2,629,800 + $1,661,200

$4,291,000

2023

$49,496 (+1.9%)

2022

$48,592 (+22.3%)

$2,109,700 + $1,997,300

$4,107,000

2021

$39,720 (+9.4%)

2020

$36,322 (+1.3%)

$1,489,400 + $1,375,400

$2,864,800

2019

$35,846 (+2.6%)

$1,489,400 + $1,352,700

$2,842,100

2018

$34,924 (+11.7%)

2017

$31,276 (+7.4%)

$1,440,900 + $987,600

$2,428,500

2016

$29,108 (+1.1%)

$1,214,800 + $998,700

$2,213,500

2015

$28,802 (+11.4%)

2014

$25,852 (−21.1%)

2013

$32,768 (+5.9%)

2012

$30,934

Tax history for 1044 N Casey Key Rd

Year

Property tax

Land + Additions

Assessment*

2025

$46,735 (−6.4%)

$2,281,700 + $1,660,500

$3,942,200

2024

$49,931 (+0.9%)

$2,629,800 + $1,661,200

$4,291,000

2023

$49,496 (+1.9%)

2022

$48,592 (+22.3%)

$2,109,700 + $1,997,300

$4,107,000

2021

$39,720 (+9.4%)

2020

$36,322 (+1.3%)

$1,489,400 + $1,375,400

$2,864,800

2019

$35,846 (+2.6%)

$1,489,400 + $1,352,700

$2,842,100

2018

$34,924 (+11.7%)

2017

$31,276 (+7.4%)

$1,440,900 + $987,600

$2,428,500

2016

$29,108 (+1.1%)

$1,214,800 + $998,700

$2,213,500

2015

$28,802 (+11.4%)

2014

$25,852 (−21.1%)

2013

$32,768 (+5.9%)

2012

$30,934

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

5.5

Stories

Lot width

—

Lot depth

—

Lot size

1.2 Acres

Year renovated

2002

Sq. Ft.

5,832

Year built

1937

Style

Single Family Residential

County

Sarasota County

APN

0146020004

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 15, 2026.

RE-1

Residential Estate District

The RE Districts permits large lot, estate-type development. A limited number of nonresidential uses are allowed, subject to the restrictions and requirements necessary to preserve and protect the low-density estate character of the district; The RE Districts are generally used to implement the Comprehensive Plan within those areas shown as Semi-Rural, Low Density and Moderate Density Residential on the Future Land Use Map. Locations on the Barrier Islands that have existing RE zoning are acknowledged, and are considered to be consistent with the Future Land Use Map; however, such lands shall not be rezoned to a more intensive RE District; Agricultural uses permitted under the OUE-2 District prior to October 27, 2003, shall continue to be permitted uses on those parcels converted from OUE-2 to RE-1 zoning.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Livestock production
Housing-Group
Housing-Single unit
Housing-Senior
Housing-Student
Infrastructure
Veterinary clinic
Park & open space

Property details

Parking

Parking Information
Garage Dimensions: 32x22
Parking Features: Circular Driveway, Driveway, Garage Door Opener, Guest, Other
Garage Spaces: 3
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 6

Bathroom Information
# of Full Baths (Total): 7
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
Additional Rooms: Attic,Bonus Room,Den/Library/Office,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Loft,Media Room,Storage Rooms
# of Rooms: 15

Fireplace Information
Has Fireplace
Fireplace Features: Gas, Living Room, Wood Burning

Heating & Cooling
Heating Information: Electric
Cooling Information: Central Air

Interior Features
Interior Features: Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Master Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-in Closet(s), Wet Bar, Window Treatments
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range Hood, Refrigerator, Washer
Flooring: Carpet, Slate, Tile, Wood
Building Elevator YN: 0

Exterior

Building Information
Construction Materials: Stucco, Wood Frame, Wood Siding
Roof: Metal

Exterior Features
Patio And Porch Features: Covered, Deck, Enclosed, Porch, Rear Porch, Screened, Side Porch
Exterior Features: Balcony, Fence, French Doors, Irrigation System, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Storage

Pool Information
Has Private Pool
Pool Features: Gunite, Heated, In Ground, Screen Enclosure

Property Features
Universal Property Id: US-12115-N-0146020004-R-N

Waterfront Information
On Waterfront
Waterfront Features: Bay/Harbor
Water Body Name: SARASOTA BAY & GULF OF MEXICO
Waterfront Feet Total: 130
Water Frontage Feet Bay Harbor: 130
Water View Y/N: 1
Water View Description: Bay/Harbor - Full,Gulf/Ocean - Full,Intracoastal Waterway
Water Access Y/N: 1
Water Access Description: Bay/Harbor,Beach - Access Deeded,Gulf/Ocean to Bay
Water Extras Y/N: 1
Water Extras Description: Boathouse,Bridges - No Fixed Bridges,Dock - Open,Dock - Wood,Dock w/Electric,Dock w/Water Supply,Fishing Pier,Lift,Seawall - Concrete,Seawall - Other

Property Information
CDD Y/N: 0
Homestead Y/N: 0
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Other Structures: Boat House, Guest House, Other, Outdoor Kitchen, Shed(s), Workshop
Zoning: RE1

Land Information
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Total Acreage: 1 to less than 2

Lot Information
Lot Features: CoastalConstruction Control Line, Flood Insurance Required, FloodZone, In County, Paved
Lot Size Acres: 1.2
Lot Size Square Meters: 4840

Building Information
MFR_BuildingAreaTotalSrchSqM: 847.28

Financial

Tax Information
Tax Annual Amount: $36,322.07
Tax Year: 2020

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: BB/HS Internet Available, Electricity Connected, Private, Propane, Public, Sprinkler Well

Location

Multi-Family Financial Information
Total Annual Fees: $275
Total Monthly Fees: $22.92

Multi-Unit Information
Unit Number YN: 0

HOA Information
Has HOA
Association Fee Requirement: Optional
Association Approval Required Y/N: 0
Monthly HOA Amount: 22.92
Association Fee: $275
Association Fee Frequency: Annually

School Information
Elementary School: Laurel Nokomis Elementary
Middle Or Junior High School: Laurel Nokomis Middle
High School: Venice Senior High

Location Information
Directions: From US 41, turn west on Blackburn Point Rd to Casey Key Road. Turn right and follow N Casey Key Road to the private estate section. You will pass under an arbor of Bougainvillea before you look for the house number on right hand side. House has a gate.

Community Information
Pets Allowed: Yes

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 5,832
Stories: 2.0
Lot Size: 1.2 acres
Style: Single Family Residential
Year Built: 1937
Year Renovated: 2002
County: Sarasota County
APN: 0146020004

Home facts updated by county records on Oct 15, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 642
Status Contractual Search Date: 2021-06-18

Listing Price Information
Calculated List Price By Calculated Sq Ft: 731.44

Green Information
Direction Faces: West

Home Information
Living Area: 6829
Living Area Units: Square Feet
Living Area Source: Appraiser
Living Area Meters: 634.43
Building Area Total: 9120
Building Area Units: Square Feet
Building Area Source: Appraiser
Foundation Details: Slab
Levels: Two
Security Features: Secured Garage / Parking, Security Gate, Security System

Around this home

Schools

Laurel Nokomis School

Public PreK-8 • Assigned • 6.2mi

8/10

Venice Senior High School

Public 9-12 • Assigned • 8.0mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

7/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

10/10 Heat Factor

6 days above 107° expected this year, 23 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Osprey, FL • 34229

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 6.4 hours in December, placing it above the U.S. average for solar exposure.

9.2 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.60M – $6.78M

Reach more buyers when you sell with Redfin. Save up to $58,988 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$1,485,999

4 beds3 baths3,246 sq ft

1474 Landview Ln, Osprey, FL 34229

$350,000

2 beds2 baths1,003 sq ft

1903 Colleen St, Sarasota, FL 34231

$565,000

3 beds2 baths1,705 sq ft

2046 Cordes St, Osprey, FL 34229

OPEN TODAY, 1AM TO 3PM

$540,000

3 beds2 baths2,248 sq ft

1346 Thornapple Dr, Osprey, FL 34229

OPEN TODAY, 1PM TO 3PM

$1,349,999

4 beds4 baths3,255 sq ft

1417 Landview Ln, Osprey, FL 34229

$299,900

2 beds2 baths1,353 sq ft

3715 Pinecone Ct #169, Sarasota, FL 34238

New listings for sale in 34229

$1,485,999

4 beds3 baths3,246 sq ft

1474 Landview Ln, Osprey, FL 34229

$640,000

3 beds2 baths1,736 sq ft

14041 Bellagio Way #315, Osprey, FL 34229

$2,150,000

4 beds4.5 baths3,939 sq ft

642 Trenton Way, Osprey, FL 34229

$739,000

3 beds2 baths2,326 sq ft

335 Park Trace Blvd, Osprey, FL 34229

$1,047,000

3 beds2.5 baths2,134 sq ft

102 Windward Dr, Osprey, FL 34229

$149,900

— beds— baths— sq ft

570 Blackburn Point Rd Unit Siesta 25, Osprey, FL 34229

OPEN TODAY, 12PM TO 2PM

$1,049,000

4 beds3 baths2,775 sq ft

366 S Creek Ct, Osprey, FL 34229

$1,025,000

3 beds3 baths2,778 sq ft

401 N Point Rd #404, Osprey, FL 34229

$465,000

2 beds2 baths1,404 sq ft

120 Villa Dr #120, Osprey, FL 34229

Home values near 1044 N Casey Key Rd

Data from public records.

Address	Redfin Estimate
1208 N Casey Key Road, Osprey, FL 4 Beds \| 5 Baths \| 3202 Sq. Ft.	$4,926,493
1027 N Casey Key Road, Osprey, FL 4 Beds \| 2.5 Baths \| 2990 Sq. Ft.	$3,319,428

Address	Redfin Estimate
1232 N Casey Key Road, Osprey, FL 4 Beds \| 5.5 Baths \| 8121 Sq. Ft.	$8,699,837
1043 N Casey Key Road, Osprey, FL - Beds \| - Baths \| - Sq. Ft.	$4,768,926

Address	Redfin Estimate
1010 N Casey Key Road, Osprey, FL 5 Beds \| 5 Baths \| 4903 Sq. Ft.	$4,534,984
924 N Casey Key Road, Osprey, FL 8 Beds \| 6.5 Baths \| 10988 Sq. Ft.	$8,653,380

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2019. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Southbay Yacht & Racquet Club homes for sale
Rivendell homes for sale
Palmer Ranch homes for sale
Stoneybrook Golf & Country Club homes for sale
Greenwood Historic homes for sale

Houses for rent in Osprey	Agents near me	Sarasota, FL homes for sale	Osprey Housing Market
Houses for sale near me	Orlando, FL homes for sale	Fort Lauderdale, FL homes for sale
Land for sale near me	Tampa, FL homes for sale	Boca Raton, FL homes for sale
Open Houses near me	Miami, FL homes for sale	Osprey Property Records
Condos for sale near me	Jacksonville, FL homes for sale	FL New Listings

34238 homes for sale
34275 homes for sale
34229 homes for sale

Bradenton homes for sale
Venice homes for sale
Sarasota homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 34229, FL

Sale history for 1044 N Casey Key Rd

Tax history for 1044 N Casey Key Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34229

Home values near 1044 N Casey Key Rd

More real estate resources