116 Osprey Point Dr, Osprey, FL 34229
OFF MARKET

116 Osprey Point Dr
Osprey, FL 34229

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

$4,055,700

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $24,492/mo*
Refinance Your Home

$4,055,700

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $24,492/mo*
Refinance Your Home
4 Beds
5 Baths
6,931 sqft
(on 0.69 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 116 Osprey Point Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2ElevatorFloors: Other, Carpet
Interior Details
Number of Rooms: 5
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 History for 116 Osprey Point Dr

DatePriceEventSource
02/02/2011$2,200,000Sold
N/A
01/09/2011$2,800,000PendingAgent Provided
12/24/2010$2,800,000PriceChange
Agent Provided
04/25/2010$3,250,000PriceChange
Agent Provided
09/19/2009$3,700,000PriceChange
Agent Provided
07/24/2009$3,950,750PriceChange
Agent Provided
06/05/2009$3,999,000PriceChange
Agent Provided
11/23/2008$4,500,000Listed For SaleAgent Provided

Market trends in Osprey

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$600K
$73.33KMoM
Sale-to-List Price
94.4%
0.3%MoM
Price per sq ft
$277
$29MoM
Available listings
162
1MoM
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Property Tax and Assessment

Year2025
Tax$27,212
Assessment$3,201,100
Home facts updated by county records

Comparable Sales for 116 Osprey Point Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
112 Osprey Point Dr, Osprey, FL
0.02
Single-Family Home
$2,315,000
10/30/25
4
5.5
8,635
370 Sugar Mill Dr, Osprey, FL
0.23
Single-Family Home
$2,189,000
02/09/26
5
5.5
4,783
340 Osprey Point Dr, Osprey, FL
0.40
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
282 Shell Midden Ct, Osprey, FL
0.21
Single-Family Home
$1,405,000
07/11/25
3
4.5
3,699
67 Sugar Mill Dr, Osprey, FL
0.48
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
137 Osprey Point Dr, Osprey, FL
0.16
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
325 Osprey Point Dr, Osprey, FL
0.35
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
133 Osprey Point Dr, Osprey, FL
0.13
Single-Family Home
$23,413
02/26/26
3
3
3,679
8900 Fishermens Bay Dr, Sarasota, FL
0.82
Single-Family Home
$3,485,000
09/29/25
4
3.5
4,158
8810 Fishermens Bay Dr, Sarasota, FL
0.95
Single-Family Home
$2,225,000
09/30/25
4
3
4,348

Nearby homes

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Assigned Schools

These are the assigned schools for 116 Osprey Point Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 53 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 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

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Off Market Homes Near 116 Osprey Point Dr

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Homes for rent near 116 Osprey Point Dr

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116 Osprey Point Dr, Osprey, FL 34229 is a 4 bedroom, 5 bathroom, 6,931 sqft single-family home built in 1990. This property is not currently available for sale. 116 Osprey Point Dr was last sold on Feb 2, 2011 for $2,200,000. The current Trulia Estimate for 116 Osprey Point Dr is $4,055,700.