Last Sold Price
5 beds3,911 sqft$228/sqft
442 N Casey Key Rd, Osprey, FL 34229

Description

Old Florida charm in prime North Casey Key location. 100' of Bayfront lot with mature trees, with deeded gulf beach access across the street. This expansive Terrazzo floor plan offers two full kitchens with separate entrances, formal dining room, large living room with fireplace, skylights and bayview. Master bedroom and guest bedroom downstairs both with walk-in closets. Three bedrooms and one bath upstairs. Lots of storage. Endless possibilities in this casual family home.Old Florida charm in prime North Casey Key location. 100' of Bayfront lot with mature trees, with deeded gulf beach access across the street. This expansive Terrazzo floor plan offers two full kitchens with separate entrances, formal dining room, large living room with fireplace, skylights and bayview. Master bedroom and guest bedroom downstairs both with walk-in closets. Three bedrooms and one bath upstairs. Lots of storage. Endless possibilities in this casual family home.
LISTING CLOSED: 12/20/2011 12:00 AM

  1. Listed by JOHN ALLAMAN • Brokerage DRE #2004367 • MICHAEL SAUNDERS & COMPANY
    P: (941) 232-4200 johnallaman@michaelsaunders.com
  2. Listed by TAK KONSTANTINOU • Brokerage DRE #2004367 • MICHAEL SAUNDERS & COMPANY
    P: (941) 374-1606 C: (941) 374-1606 takkonstantinou@michaelsaunders.com

Property Details for 442 North Casey Key Road

Status
MLS #
A3922831
Days on Market
615
Taxes
$11,720 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1962
Lot Size
0.49 AC / 21,401 SF
Architectural Style
Florida, Ranch
Subdivision Name
CASEY KEY
Township
38
Garage Spaces
1
View
Water
Waterfront
Yes
Water View
Bay/Harbor - Full, Intracoastal Waterway

Recent comparable sales

Median sold price

$990,000

Avg days on market

119

Sale-to-list ratio

89.1%

[Osprey, FL]

9 comparable properties found

a view of a house with a yard and potted plants
1/2
1

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Sold 08/01/25

5
Bedrooms
3,912
Square Feet
0.20
Acres
$990,000 | 820 Placid Lake Drive, Osprey, FL 34229
1/2
2

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Sold 02/10/26

5
Bedrooms
3,938
Square Feet
0.24
Acres
a view of a house with a yard
1/2
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$910,000

Sold 11/19/25

4
Bedrooms
3,438
Square Feet
0.29
Acres
a view of a front of a house with a garden
1/81
4

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Sold 07/17/26

5
Bedrooms
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Square Feet
0.26
Acres
a front view of a house with a yard
1/2
5

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Sold 08/07/25

4
Bedrooms
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Square Feet
0.26
Acres
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Sold 11/12/25

4
Bedrooms
3,379
Square Feet
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Acres
a front view of a house with a yard and garage
1/2
7

$700,000

Sold 03/31/26

5
Bedrooms
3,395
Square Feet
0.26
Acres
$760,000 | 790 Shadow Bay Way, Osprey, FL 34229
1/2
8

$760,000

Sold 07/16/25

4
Bedrooms
3,091
Square Feet
0.29
Acres
9

$4,000,000

Sold 02/28/25

5
Bedrooms
3
Bathrooms
2,815
Square Feet
0.36
Acres

Location

Listing Courtesy of MICHAEL SAUNDERS & COMPANY, JOHN ALLAMAN; MICHAEL SAUNDERS & COMPANY, TAK KONSTANTINOU

Sold By SIGNATURE SOTHEBYS INTERNAT'L, VALERIE DALL'ACQUA

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Building Information for 442 North Casey Key Road

Stories-Year Built1962Building Size-Lot Size0.49 AC / 21,401 SF

Payment Calculator

$5,500 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,524

Property Taxes

$977

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 442 North Casey Key Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 4823.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: US 41 WEST ON BLACKBURN PT. RD., OVER BRIDGE AT "T" RIGHT (NORTH TO 442 ON RIGHT)
  • Elementary School: Laurel Nokomis Elementary
  • Middle Or Junior School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Millage Rate: 13.13%
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Road Frontage Type: Street Dead-End, Street Paved
  • Subdivision Num: 0000
  • SW Subdiv Community Name: Not Applicable
  • Street Number: 442
  • Street Direction Prefix: N
  • Street Name: CASEY KEY
  • Street Suffix: ROAD
  • State: FL
  • City: OSPREY
Parking
  • Attached Garage: Yes
  • Garage: Yes
  • Parking Features: Circular Driveway, Guest, Open, Workshop in Garage
Taxes and HOA Information
  • Association Fee Requirement: Optional
  • Association: No
  • CDD: No
  • Tax Legal Description: PORTION OF N 100 FT OF S 1800 FT OF US LOT 2 LYING E OF N CASEY KEY RD R/W AS RECORDED IN RPB 3 PG 15 & SUBMERGED LAND LYING ADJ THERETO AS DESC IN DB 327/139 & 253
  • Tax Year: 2010
Property
Lot Information
  • Additional Parcels: No
  • Future Land Use: 0100
  • Lot Features: CoastalConstruction Control Line, Conservation Area, FloodZone, In County, Key Lot, Level, Street Dead-End
  • Parcel Number: 0146240003
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Bay/Harbor, Beach, Beach - Access Deeded, Gulf/Ocean, Gulf/Ocean to Bay, Intracoastal Waterway
  • Water Access: Yes
  • Water Body Name: LITTLE SARASOTA BAY
  • Water Extras: Sailboat Water
  • Water Extras: Yes
  • Water: Sailboat Water
  • Zoning: RE1
  • Zoning Compatible: Yes
  • Living Area: 3911
Property and Assessments
  • Year Built Numeric: 1962
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 18
  • Public Survey Section: 09
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Available, Cable Connected, Electricity Connected, Fire Hydrant, Public
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Wood Frame
  • Foundation Details: Slab
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Security Features: Security System Owned, Smoke Detector(s)
  • Waterfront Features: Bay/Harbor
  • Waterfront Feet Total: 100
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Additional Rooms: Attic, Den/Library/Office, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Interior In-Law Suite
  • Appliances: Built-In Oven, Dishwasher, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator
  • Cooling: Central Air, Wall/Window Unit(s)
  • Fireplace Features: Living Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Terrazzo, Vinyl
  • Heating: Central
  • Interior Features: Attic, Eating Space In Kitchen, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Walk-In Closet(s)
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 13.0
  • Water View: Yes
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 442 North Casey Key Road

DateEvent & SourcePriceAppreciation
Dec 20, 2011

Sold

MFRMLS #A3922831

$890,000
Dec 20, 2011

Withdrawn

MFRMLS #A3950827

$1,000,000
Nov 15, 2011

Pending

MFRMLS #A3922831

DateEvent & SourcePrice
12/20/2011

Sold

MFRMLS #A3922831

$890,000
12/20/2011

Withdrawn

MFRMLS #A3950827

$1,000,000
11/15/2011

Pending

MFRMLS #A3922831

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

Public Records for 442 North Casey Key Road

Taxable ValueLand-Additions-Total-
Tax Record2013$11,786 ($982 / month)
Home Facts
Beds5Baths3Total Finished SqFt3,911 SqFtAbove Grade Finished SqFt3,911 SqFtStories2Lot Size21,400 SqFtStyleSingle Family ResidenceYear Built1962Year Renovated1970ZoningRE-1CountySarasotaAPN0146240003

Schools near 442 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: 442 North Casey Key Road, Osprey, FL 34229
$890,000
5
3,911
21,401
$4,850,000
5
5,407
23,276
$1,690,000
1
652
19,350
$2,100,000
3
1,987
46,838
$3,400,000
5
3,466
36,505
$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, JOHN ALLAMAN; MICHAEL SAUNDERS & COMPANY, TAK KONSTANTINOU

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.