Last Sold Price
5 beds5,407 sqft$897/sqft
434 N Casey Key Rd, Osprey, FL 34229

Description

North Casey Key new Island Colonial custom w/ exceptional quality & style plus views of bay or gulf from every room. Enjoy sitting on the 72x10 downstairs rear porch or the 48x10 upstairs porch off o f the master bedroom looking out over the fabulous oldOak trees & onto the wide bay. Terrific floor plan includes large open rooms, 10ft. ceilings, walnut & marble floors, 2 master suites w/ his & her closets & dressing room plus fireplace over spa tub. Gourmet kitchen, large pantry, 2 wet bars, 2 laundry...North Casey Key new Island Colonial custom w/ exceptional quality & style plus views of bay or gulf from every room. Enjoy sitting on the 72x10 downstairs rear porch or the 48x10 upstairs porch off o f the master bedroom looking out over the fabulous oldOak trees & onto the wide bay. Terrific floor plan includes large open rooms, 10ft. ceilings, walnut & marble floors, 2 master suites w/ his & her closets & dressing room plus fireplace over spa tub. Gourmet kitchen, large pantry, 2 wet bars, 2 laundry centers, elevator, new dock 10,000 lb lift & deeded beach easement to private walking beach.
LISTING CLOSED: 08/08/2008 12:00 AM

  1. Listed by Annette Ayers • Brokerage DRE #2004367 • Michael Saunders & Company
    P: (941) 223-2343 AnAyers@aol.com
  2. Listed by Albert Ayers Jr • MICHAEL SAUNDERS & COMPANY
    P: (941) 650-1127 alayers40@gmail.com

Property Details for 434 North Casey Key Road

Status
MLS #
A377342
Days on Market
111
Taxes
$21,526 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
2008
Lot Size
0.53 AC / 23,276 SF
Architectural Style
Custom, Key West
Subdivision Name
Casey Key
Township
38
View
Water
Waterfront
Yes
Water View
Bay/Harbor - Full
Furnished
Unfurnished

Recent comparable sales

Median sold price

$2,400,000

Avg days on market

124

Sale-to-list ratio

86.8%

[Osprey, FL]

9 comparable properties found

$1,900,000 | 340 Osprey Point Drive, Osprey, FL 34229
1/2
1

$1,900,000

Sold 02/10/26

5
Bedrooms
6,001
Square Feet
0.78
Acres
an aerial view of residential houses with outdoor space and swimming pool
1/2
2

$3,525,000

Sold 06/06/25

5
Bedrooms
5,279
Square Feet
0.38
Acres
$2,900,000 | 388 Bunker Hill, Osprey, FL 34229
1/2
3

$2,900,000

Sold 08/26/24

5
Bedrooms
4,937
Square Feet
0.59
Acres
front view of a house
1/2
4

$2,189,000

Sold 02/09/26

5
Bedrooms
4,783
Square Feet
0.46
Acres
$4,700,000 | 730 Sarabay Road, Osprey, FL 34229
1/43
5

$4,700,000

Sold 06/17/26

4
Bedrooms
6,308
Square Feet
2
Acres
$3,915,000 | 601 Fernwalk Lane, Osprey, FL 34229
1/2
6

$3,915,000

Sold 02/26/25

4
Bedrooms
5,453
Square Feet
0.70
Acres
$2,400,000 | 425 East Macewen Drive, Osprey, FL 34229
1/2
7

$2,400,000

Sold 12/16/24

5
Bedrooms
5,153
Square Feet
0.62
Acres
a front view of a house with yard
1/2
8

$1,650,000

Sold 01/31/25

5
Bedrooms
5,399
Square Feet
0.74
Acres
$1,450,000 | 738 North Macewen Drive, Osprey, FL 34229
1/2
9

$1,450,000

Sold 01/31/25

5
Bedrooms
4,614
Square Feet
0.60
Acres

Location

Add your commute

Building Information for 434 North Casey Key Road

Stories-Year Built2008Building Size-Lot Size0.53 AC / 23,276 SF

Payment Calculator

$26,446 per month

30 year fixed, 6.55% Interest

Principal and Interest

$24,652

Property Taxes

$1,794

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 434 North Casey Key Road

Summary
Location and General Information
  • Building Area Source: Builder
  • Building Area Total: 9997.0
  • Building Area Units: Square Feet
  • Building Name Number: 434
  • Directions: 41 SOUTH TO WEST ON BLACKURN PT. RD. TO NORTH ON CASEY KEY RD. TO 434 N. CASEY KEY RD.
  • Listing Service: Full Service
  • Subdivision Num: 0
  • SW Subdiv Community Name: Casey Key Estates
  • Street Number: 434
  • Street Name: N CASEY KEY
  • Street Suffix: ROAD
  • State: FL
  • City: Osprey
Parking
  • Parking Features: Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side
Taxes and HOA Information
  • Association Name: 20x19
  • Tax Book Number: /
  • Tax Legal Description: N 100 FT OF S 1700 FT OF US LOT LOT 2 AS DESCR IN DB 249/392 & S UBMERGED LAND ADJ THERETO DESCR IN OR 156/203 LESS TRACT IN OR 7 IN OR 742-1092 TO SH
  • Tax Year: 2007
Virtual Tour
Property
Lot Information
  • Lot Features: FloodZone
  • Lot Size Dimensions: 100 x 239
  • Parcel Number: 0146240004
  • Total Acreage: 1/2 to less than 1
  • Water Access: Beach - Access Deeded
  • Water Access: Yes
  • Water Extras: Lift
  • Water Extras: Yes
  • Water: Lift
  • Zoning: RE1
  • Living Area: 5407
  • Lot Dimensions: 100 x 239
Property and Assessments
  • Year Built Numeric: 2008
  • Home Warranty: No
  • Public Survey Range: 18
  • Public Survey Section: 9
  • Dock Description: Dock - Slip Deeded On-Site
Utilities
  • Sewer: Septic Tank
  • Utilities: Electricity Connected, Sprinkler Well
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Siding, Wood Frame
  • Exterior Features: French Doors, Sliding Doors
  • Fencing: Fenced
  • Levels: Two
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Metal
  • Security Features: Security System Owned
  • Spa: Yes
  • Vegetation: Trees/Landscaped
  • Waterfront Features: Bay/Harbor, Intracoastal Waterway
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 6
  • Additional Rooms: Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Foyer, Great Room, Media Room
  • Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Microwave, Other, Oven, Range, Refrigerator, Washer, Wine Refrigerator
  • Cooling: Central Air, Zoned
  • Fireplace: Yes
  • Flooring: Carpet, Marble
  • Heating: Central, Electric, Zoned
  • Interior Features: Cathedral Ceiling(s), Crown Molding, Eating Space In Kitchen, Elevator, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Open Floorplan, Solid Wood Cabinets, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Room Count: 11.0
  • Water View: Yes
  • Bathrooms Half: 1

Property History for 434 North Casey Key Road

DateEvent & SourcePriceAppreciation
Aug 8, 2008

Sold (Public Record)

Public Record #248285657

$4,850,000

+29.7% / yr

Aug 8, 2008

Sold

MFRMLS #A377342

$4,850,000
Jun 17, 2008

Pending

MFRMLS #A377342

DateEvent & SourcePrice
08/08/2008

Sold (Public Record)

Public Record #248285657

$4,850,000

+29.7% / yr

08/08/2008

Sold

MFRMLS #A377342

$4,850,000
06/17/2008

Pending

MFRMLS #A377342

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 434 North Casey Key Road

Taxable ValueLand-Additions-Total-
Tax Record2022$36,158 ($3,013 / month)
Home Facts
Beds4Baths6.5Total Finished SqFt5,745 SqFtAbove Grade Finished SqFt5,745 SqFtStories2Lot Size42,467 SqFtStyleSingle Family ResidenceYear Built2008ZoningRE1CountySARASOTAAPN0146-24-0004Fireplace TypeHas Fireplace

Schools near 434 North Casey Key Road

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - 2 to 12
Charter - PK to 8
Rating
School
Distance
Laurel Nokomis School
PublicPK to 8

Venice Senior High School
Public9 to 12

Pine View School
Public2 to 12

Imagine School At Palmer Ranch
CharterPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 434 North Casey Key Road, Osprey, FL 34229
$4,850,000
5
5,407
23,276
$890,000
5
3,911
21,401
$3,400,000
5
3,466
36,505
$1,690,000
1
652
19,350
$3,075,000
5
6,846
25,008
$1,445,900
1
1
666
16,887

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Michael Saunders & Company, Annette Ayers; MICHAEL SAUNDERS & COMPANY, Albert Ayers Jr

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.