296 Osprey Point Dr, Osprey, FL 34229
Over 2,000 bottle climate control wine room/Lock off area to separate guest house
Property image
OFF MARKET

$2,649,800

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 7,092 sqft (on 1 acre)

296 Osprey Point Dr, Osprey, FL 34229

Est. Refi. Payment $16,334/mo*
Refinance Your Home
Currently Off Market - Sold Jun 28, 2021 for $2,150,000

Home Value

Trulia Estimate
$2.65M
Since last month
Decreased$55K (-2%)
Since last year
Decreased$26K (-1%)
Since last sale
Increased$489K (+22.8%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$2.64M
July 2026$2.69M
June 2026$2.76M
May 2026$2.7M
April 2026$2.7M
March 2026$2.7M
February 2026$2.7M
January 2026$2.71M
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
340 OSPREY POINT DR, Osprey, FL
0.14
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
112 OSPREY POINT DRIVE, Osprey, FL
0.31
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635
449 WEBBS COVE, Osprey, FL
0.13
Single-Family Home
$2,470,000
08/27/26
4
3.5
5,287
370 SUGAR MILL DRIVE, Osprey, FL
0.34
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
325 OSPREY POINT DRIVE, Osprey, FL
0.11
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
76 OSPREY POINT DRIVE, Osprey, FL
0.23
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
67 SUGAR MILL DRIVE, Osprey, FL
0.43
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
133 Osprey Point Dr, Osprey, FL
0.23
Single-Family Home
$1,054,284
06/29/26
4
3
4,099
137 OSPREY POINT DRIVE, Osprey, FL
0.24
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
25 SUGAR MILL DRIVE, Osprey, FL
0.32
Single-Family Home
$1,300,000
07/22/26
3
3.5
3,066

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
324 OSPREY POINT DRIVE, Osprey, FL 34229
0.10
$2,888,700
5
5
5,758
Off Market
325 OSPREY POINT DRIVE, Osprey, FL 34229
0.11
$1,500,000
3
4.5
3,905
Recently Sold
340 OSPREY POINT DR, Osprey, FL 34229
0.14
$1,900,000
5
6
6,001
Recently Sold
49 OSPREY POINT DRIVE, Osprey, FL 34229
0.16
$2,399,000
4
3.5
3,953
For Sale
156 BISHOPS COURT ROAD, Osprey, FL 34229
0.11
$1,289,000
3
3.5
3,112
For Sale
77 BAYHEAD LANE, Osprey, FL 34229
0.16
$847,700
4
2
2,917
Off Market
103 BISHOPS COURT ROAD, Osprey, FL 34229
0.14
$749,000
3
2
2,034
For Sale
37 BAYHEAD LANE, Osprey, FL 34229
0.17
$695,300
3
2
2,168
Off Market
410 BLUE GARDEN LANE LOT 6, Osprey, FL 34229
0.19
$699,000
-
-
-
For Sale
449 WEBBS COVE, Osprey, FL 34229
0.13
$2,470,000
4
3.5
5,287
Recently Sold
252 OSPREY POINT DRIVE, Osprey, FL 34229
0.11
$1,856,900
4
3.5
3,780
Off Market
29 BAYHEAD LANE, Osprey, FL 34229
0.19
$728,900
3
2
2,192
Off Market

Local Information

  • Map ViewExplore the area around 296 Osprey Point Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
1 acre
Living Area
7,092 sqft
Price/Sqft
$374
Parking
Garage

About this House

This single-family home is located at 296 Osprey Point Dr, Osprey, FL. 296 Osprey Point Dr is in Osprey, FL and in ZIP code 34229. This property has 4 bedrooms, 6 bathrooms and approximately 7,092 sqft of floor space. This property has a lot size of 1 acre and was built in 2001.
296 Osprey Point Dr, Osprey, FL 34229 is a 4 bedroom, 6 bathroom, 7,092 sqft single-family home built in 2001. It last sold for $2,150,000 on Jun 28, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,649,800, with a rent estimate of $6,113/month.

Home Details for 296 Osprey Point Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Interior Details
Number of Rooms: 3Types of Rooms: Walk In Closet, Family Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoFoundation Type: SlabPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 7Parking: Garage Detached

Property Information

Year Built
Year Built: 2001Year Updated: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Jul 12, 2024
Source: Stellar MLS #A4499758
ListingRemoved
$2,300,000
Jun 28, 2021
Source: Stellar MLS #A4499758
Sold
$2,150,000
May 4, 2021
Source: Stellar MLS #A4499758
Pending
$2,300,000
May 4, 2021
Source: Stellar MLS #A4499758
Listed For Sale
$2,300,000
Oct 5, 2016
Source: N/A
Sold
$1,400,000

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 296 Osprey Point Dr

  • What is 296 Osprey Point Dr estimated to be worth?
    Trulia's estimated value for 296 Osprey Point Dr is $2,649,800.
  • What is the price history for 296 Osprey Point Dr?
    296 Osprey Point Dr last sold for $2,150,000 in June 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 296 Osprey Point Dr have air conditioning?
    Yes, 296 Osprey Point Dr has air conditioning.
  • Does 296 Osprey Point Dr have a pool?
    Yes, 296 Osprey Point Dr has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Off Market Homes Near 296 Osprey Point Dr

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