Off Market Jun 2021 for $4.7M

$6,102,827

Est. refi paymentEst. refi $26,547/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

$894Est. 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

$6,102,827

$1.4M since sold in June 2021$13K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 188.5% higher than the average sale price ($2.12M) of 6 comparable homes.

SOLD APR 9, 2026
$4,000,000
A
4 beds4 baths3,462 sq ft
854 N Casey Key Rd, Osprey, FL 34229
SOLD JUL 17, 2026
$1,700,000
B
4 beds3.5 baths4,387 sq ft
401 Walls Way, Osprey, FL 34229
SOLD JUN 16, 2026
$1,325,000
C
4 beds4 baths3,286 sq ft
140 Sugar Mill Dr, Osprey, FL 34229
SOLD JUN 15, 2026
$1,450,000
D
3 beds4.5 baths4,364 sq ft
76 Osprey Point Dr, Osprey, FL 34229
SOLD OCT 30, 2025
$2,315,000
E
4 beds5.5 baths8,635 sq ft
112 Osprey Point Dr, Osprey, FL 34229
SOLD FEB 10, 2026
$1,900,000
F
5 beds6 baths6,001 sq ft
340 Osprey Point Dr, Osprey, FL 34229

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Earn from this home

Sell

$2,370,440

Est. take-home

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Refinance

Est. cash available

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Rent

$9,904/mo

Redfin rental estimate

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Market trends in 34229, FL

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

94.9%

0.4% MoM

Median sale price

$654K

$54K MoM

Avg. days on market

46d

2 days MoM

Recently sold homes

0 MoM

New listings for sale

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NEW 6 HRS AGO
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907 Eagle Isle Ct, Osprey, FL 34229
NEW 7 HRS AGO
$319,000
2 beds2.5 baths1,240 sq ft
1819 Highland Rd, Osprey, FL 34229
NEW 22 HRS AGO
$540,000
3 beds2.5 baths2,040 sq ft
1140 Beachcomber Ct #11, Osprey, FL 34229
$599,000
2 beds2 baths2,143 sq ft
5100 Jessie Harbor Dr #404, Osprey, FL 34229
$985,000
3 beds3 baths2,203 sq ft
409 N Point Rd #803, Osprey, FL 34229
$700,000
3 beds3 baths2,837 sq ft
264 Woods Point Rd, Osprey, FL 34229
$309,950
2 beds2 baths1,593 sq ft
108 Villa Dr #108, 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 23, 2019

Relisted

—

Jan 18, 2019

Listing Removed

—

Jan 18, 2018

Listed

Stellar MLS as Distributed by MLS Grid #A4121124

Aug 7, 2015

Listing Removed

—

Apr 29, 2015

Listed

Public Records

Feb 18, 2005

Sold

$6,000,000

$879/sq ft

Stellar MLS as Distributed by MLS Grid #A256243

Apr 11, 2004

Listed

$908/sq ft

Public Records

Aug 24, 1999

Sold

$965,000

$141/sq ft

** Price available after signing in.

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 Jul 10, 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 Jul 10, 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

$5.80M – $7.02M

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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.	$4,873,863
1027 N Casey Key Road, Osprey, FL 4 Beds \| 2.5 Baths \| 2990 Sq. Ft.	$3,456,837

Address	Redfin Estimate
1232 N Casey Key Road, Osprey, FL 4 Beds \| 5.5 Baths \| 8121 Sq. Ft.	$8,455,434
1043 N Casey Key Road, Osprey, FL - Beds \| - Baths \| - Sq. Ft.	$4,750,846

Address	Redfin Estimate
1010 N Casey Key Road, Osprey, FL 5 Beds \| 5 Baths \| 4903 Sq. Ft.	$4,421,304
924 N Casey Key Road, Osprey, FL 8 Beds \| 6.5 Baths \| 10988 Sq. Ft.	$5,740,296

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

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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