282 Osprey Point Dr, Osprey, FL 34229
OFF MARKET

$2,200,400

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 4,817 sqft (on 0.51 acres)

282 Osprey Point Dr, Osprey, FL 34229

Est. Refi. Payment $13,857/mo*
Refinance Your Home
Currently Off Market - Sold Aug 2, 2021 for $1,626,000

Home Value

Trulia Estimate
$2.2M
Since last month
Decreased$29K (-1.3%)
Since last year
Decreased$8K (-0.4%)
Since last sale
Increased$578K (+35.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +68% in the last 10 years
MonthEstimated value
2026
August 2026$2.2M
August 2026$2.2M
July 2026$2.23M
June 2026$2.3M
May 2026$2.24M
April 2026$2.27M
March 2026$2.25M
February 2026$2.23M
January 2026$2.24M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
449 WEBBS COVE, Osprey, FL
0.11
Single-Family Home
$2,470,000
08/27/26
4
3.5
5,287
325 OSPREY POINT DRIVE, Osprey, FL
0.14
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
133 Osprey Point Dr, Osprey, FL
0.21
Single-Family Home
$1,054,284
06/29/26
4
3
4,099
76 OSPREY POINT DRIVE, Osprey, FL
0.23
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
137 OSPREY POINT DRIVE, Osprey, FL
0.22
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
340 OSPREY POINT DR, Osprey, FL
0.17
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
370 SUGAR MILL DRIVE, Osprey, FL
0.34
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
25 SUGAR MILL DRIVE, Osprey, FL
0.35
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066
67 SUGAR MILL DRIVE, Osprey, FL
0.45
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
112 OSPREY POINT DRIVE, Osprey, FL
0.30
Single-Family Home
$2,315,000
10/30/25
6
5.5
8,621

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
449 WEBBS COVE, Osprey, FL 34229
0.11
$2,470,000
4
3.5
5,287
Recently Sold
252 OSPREY POINT DRIVE, Osprey, FL 34229
0.08
$1,856,900
4
3.5
3,780
Off Market
453 WEBBS COVE, Osprey, FL 34229
0.12
$1,670,600
3
3.5
3,953
Off Market
442 WEBBS COVE, Osprey, FL 34229
0.14
$2,347,300
3
3.5
3,768
Off Market
325 OSPREY POINT DRIVE, Osprey, FL 34229
0.14
$1,500,000
3
4.5
3,905
Recently Sold
156 BISHOPS COURT ROAD, Osprey, FL 34229
0.10
$1,289,000
3
3.5
3,112
For Sale
460 WEBBS COVE, Osprey, FL 34229
0.16
$2,638,200
3
4
5,479
Off Market
75 OSPREY POINT DRIVE, Osprey, FL 34229
0.18
$1,595,000
4
4
4,001
For Sale
282 SHELL MIDDEN COURT, Osprey, FL 34229
0.14
$1,368,600
3
4.5
3,699
Off Market
49 OSPREY POINT DRIVE, Osprey, FL 34229
0.18
$2,399,000
4
3.5
3,953
For Sale
340 OSPREY POINT DR, Osprey, FL 34229
0.17
$1,900,000
5
6
6,001
Recently Sold
230 OSPREY POINT DRIVE, Osprey, FL 34229
0.15
$2,329,700
3
3.5
3,586
Off Market

Local Information

  • Map ViewExplore the area around 282 Osprey Point Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1994
0.51 acre lot
4,817 sqft
$457/sqft
Garage

About this House

The $40,000 social membership to The Oaks Club is included and will be credited at closing. Nearly 5,000 square feet of immaculate space in the desirable Oaks Bayside. Entire home has been remodeled-new A/C, plumbing, hot water heaters, baths, and $80,000 audio visual system. New pool, lanai enclosed and summer kitchen. Spacious grand master suite with fireplace and sitting area. 3 Bedrooms, library and exercise room. Custom millwork and hardwood flooring. Sophisticated style overlooking North creek preserve.
282 Osprey Point Dr, Osprey, FL 34229 is a 4 bedroom, 4 bathroom, 4,817 sqft single-family home built in 1994. It last sold for $1,626,000 on Aug 2, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,200,400, with a rent estimate of $6,317/month.

Home Details for 282 Osprey Point Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Other, Carpet
Interior Details
Number of Rooms: 10
Heating & Cooling
Air Conditioning
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: ConcretePatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1994Year Updated: 2004
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price and Tax history

DateEventPrice
Aug 2, 2021
Source: N/A
Sold
$1,626,000
Jun 22, 2021
Source: Stellar MLS #A4503626
Pending
$1,589,000
Jun 18, 2021
Source: Stellar MLS #A4503626
Listed For Sale
$1,589,000
Aug 12, 2008
Source: N/A
Sold
$1,690,000
Jun 24, 2008
Source: Agent Provided
PriceChange
$1,895,000
Price decreased by 5%

Market trends in Osprey

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
133
7MoM

Around this home

What Locals Say about Osprey

At least 46 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 87 % Say it's dog friendly

  • 85 % Say it's quiet

  • 84 % Say parking is easy

  • 75 % Say people would walk alone at night

  • 74 % Say there's wildlife

  • 67 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 41 % Say there are community events

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Lindsey W.
    "It’s a quiet and low key suburb area of Sarasota county. It’s very accessible to I-75 and Nokomis beach and about a 25 minute drive to siesta key beach. "
    4
    Flag
  • Mary V.
    "I am retired now but my commute to Stickney Point was only about 10 min and downtown was about 25 min during rush hour when there is no construction "
    0
    Flag
  • Mary V.
    "Pineview School is very close, nice safe area for children. CVS and Publix are also close, as well as Historic Spanish Pointe. The beach is ten minutes or less."
    3
    Flag
  • Bob T.
    "I don’t commute....retired. There are no sidewalks here and our street has a large amount of speeders making walking dangerous. Some neighbors park on the county right of way destroying our water flow/drainage which has caused flooding here. Many homes are unkept even though there is an active hoa."
    14
    Flag
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
    1
    Flag
  • Larysathor
    "Well, the Mother Nature taking its tall, water level raised over last ten years and a lot of beaches are washed out to nonexistence."
    0
    Flag
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
    1
    Flag
  • Michelle C.
    "I've lived in this neighborhood for twenty years +. My neighbors are the friendliest. We all look out for each other and lend a hand when needed. Can't think of anywhere else I'd want to live."
    0
    Flag
  • nancybuscher
    "This quiet, beautifully landscaped, pet friendly subdivision is close to beaches, shopping, restaurants, cultural events in Sarasota and Venice, beside Oscar Scherer State Park for hickers & boaters, and has easy access to airports by way of US41 & I-75."
    0
    Flag
  • info
    "Centrally located, minutes to beaches and shopping"
    1
    Flag
  • bookwoman39
    "Wonderful community, close to Sarasota and all restaurants, cultural activities, etc. The condo development is a designated bird sanctuary. Nice pools, exercise room, community room. Good neighbors. What the development lacks is diversity. "
    0
    Flag
  • trishmainey1111
    "Osprey Florida is one of the most beautiful, accessible communities in Florida. Ten minutes to the white sands beach and ten minutes to I-75. "
    1
    Flag
  • Gail L.
    "I work here, belong to the club and have lived in the neighborhood for the last 12 years it is one of 5 golf communities I have belonged to and bar none my favorite due to the people that live here. They are multicultural, down to earth and just fabulous. This is a community that rates above the rest . it is very common for folks to move up and down in house sizes and styles as their lifestyles change. Give me a call as I'd love to show you around. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 282 Osprey Point Dr

  • What is 282 Osprey Point Dr estimated to be worth?
    Trulia's estimated value for 282 Osprey Point Dr is $2,200,400.
  • What is the price history for 282 Osprey Point Dr?
    282 Osprey Point Dr last sold for $1,626,000 in August 2021.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Osprey?
    Residents describe Osprey, FL as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Osprey, FL.
  • Does 282 Osprey Point Dr have a pool?
    Yes, 282 Osprey Point Dr has a pool.
  • How big is the lot at 282 Osprey Point Dr?
    The lot at 282 Osprey Point Dr is about 0.51 acres (22,389 sq ft).

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