116 Osprey Point Dr, Osprey, FL 34229
OFF MARKET

$4,052,400

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 6,931 sqft (on 0.69 acres)

116 Osprey Point Dr, Osprey, FL 34229

Est. Refi. Payment $24,876/mo*
Refinance Your Home
Currently Off Market - Sold Feb 2, 2011 for $2,200,000

Home Value

Trulia Estimate
$4.05M
Since last month
Increased$19K (+0.5%)
Since last year
Increased$5K (+0.1%)
Since last sale
Increased$2M (+84.7%)
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 decreased by -7% in the last 10 years
MonthEstimated value
2026
August 2026$4.06M
August 2026$4.06M
July 2026$4.04M
June 2026$4.11M
May 2026$4.06M
April 2026$4.1M
March 2026$4.19M
February 2026$4.14M
January 2026$4.01M
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
112 OSPREY POINT DRIVE, Osprey, FL
0.02
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635
449 WEBBS COVE, Osprey, FL
0.18
Single-Family Home
$2,470,000
08/27/26
4
3.5
5,287
370 SUGAR MILL DRIVE, Osprey, FL
0.23
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
76 OSPREY POINT DRIVE, Osprey, FL
0.19
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
340 OSPREY POINT DR, Osprey, FL
0.40
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
133 Osprey Point Dr, Osprey, FL
0.13
Single-Family Home
$1,054,284
06/29/26
4
3
4,099
67 SUGAR MILL DRIVE, Osprey, FL
0.48
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
137 OSPREY POINT DRIVE, Osprey, FL
0.16
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
325 OSPREY POINT DRIVE, Osprey, FL
0.35
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
140 SUGAR MILL DRIVE, Osprey, FL
0.50
Single-Family Home
$1,325,000
06/16/26
4
4
3,286

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
112 OSPREY POINT DRIVE, Osprey, FL 34229
0.02
$3,358,900
4
5.5
8,635
Off Market
101 OSPREY POINT DRIVE, Osprey, FL 34229
0.05
$4,790,000
4
5.5
5,087
For Sale
460 WEBBS COVE, Osprey, FL 34229
0.13
$2,615,900
3
4
5,479
Off Market
442 WEBBS COVE, Osprey, FL 34229
0.15
$2,347,300
3
3.5
3,768
Off Market
137 OSPREY POINT DRIVE, Osprey, FL 34229
0.16
$1,285,000
4
3
3,303
Recently Sold
453 WEBBS COVE, Osprey, FL 34229
0.17
$1,658,400
3
3.5
3,953
Off Market
76 OSPREY POINT DRIVE, Osprey, FL 34229
0.19
$1,450,000
3
4.5
4,364
Recently Sold
143 OSPREY POINT DRIVE, Osprey, FL 34229
0.18
$575,000
-
-
-
For Sale
449 WEBBS COVE, Osprey, FL 34229
0.18
$2,470,000
4
3.5
5,287
Recently Sold
75 OSPREY POINT DRIVE, Osprey, FL 34229
0.19
$1,595,000
4
4
4,001
For Sale
148 OSPREY POINT DRIVE LOT 35, Osprey, FL 34229
0.20
-
-
-
-
Off Market
370 SUGAR MILL DRIVE, Osprey, FL 34229
0.23
$2,189,000
5
5.5
4,783
Recently Sold

Local Information

  • Map ViewExplore the area around 116 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
1990
Lot Size
0.69 acres
Living Area
6,931 sqft
Price/Sqft
$585
Parking
Garage

About this House

An incredible waterfall and lush tropical landscaping great you as you approach this Caribbean style masterpiece situated in the very popular Bayside of the Oaks Country Club community. With 4/5 bedrooms and almost 7000 sq. ft. overlooking little Sarasota Bay this spectacular home is perfect for family and entertaining. The list of features is as extensive as you would expect from a home of this quality and price, and includes saturnia floors and surfaces, granite, custom kitchen cabinetry; two
116 Osprey Point Dr, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 6,931 sqft single-family home built in 1990. It last sold for $2,200,000 on Feb 2, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,052,400, with a rent estimate of $7,625/month.

Home Details for 116 Osprey Point Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2ElevatorFloors: Other, Carpet
Interior Details
Number of Rooms: 5
Heating & Cooling
Air Conditioning
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: StuccoFoundation Type: SlabPatio
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1990Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Price and Tax history

DateEventPrice
Feb 2, 2011
Source: N/A
Sold
$2,200,000
Jan 9, 2011
Source: Agent Provided
Pending
$2,800,000
Dec 24, 2010
Source: Agent Provided
PriceChange
$2,800,000
Price decreased by 14%
Apr 25, 2010
Source: Agent Provided
PriceChange
$3,250,000
Price decreased by 12%
Sep 19, 2009
Source: Agent Provided
PriceChange
$3,700,000
Price decreased by 6%

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 116 Osprey Point Dr

  • What is 116 Osprey Point Dr estimated to be worth?
    Trulia's estimated value for 116 Osprey Point Dr is $4,052,400.
  • What is the price history for 116 Osprey Point Dr?
    116 Osprey Point Dr last sold for $2,200,000 in February 2011.
  • 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 116 Osprey Point Dr have a pool?
    Yes, 116 Osprey Point Dr has a pool.
  • How big is the lot at 116 Osprey Point Dr?
    The lot at 116 Osprey Point Dr is about 0.69 acres (30,056 sq ft).

Explore by feature - Pet Friendly

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