136 Osprey Point Dr, Osprey, FL 34229
Property image
Property image
OFF MARKET

$4,188,000

Trulia Estimate
  • 5 Beds
  • 7.5 Baths
  • 6,881 sqft (on 0.67 acres)

136 Osprey Point Dr, Osprey, FL 34229

Est. Refi. Payment $26,260/mo*
Refinance Your Home
Currently Off Market - Sold Oct 1, 2020 for $2,775,000

Home Value

Trulia Estimate
$4.19M
Since last month
Increased$60K (+1.4%)
Since last year
Increased$71K (+1.7%)
Since last sale
Increased$1M (+50.9%)
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 +33% in the last 10 years
MonthEstimated value
2026
August 2026$4.19M
August 2026$4.15M
July 2026$4.13M
June 2026$4.23M
May 2026$4.21M
April 2026$4.18M
March 2026$4.24M
February 2026$4.18M
January 2026$4.13M
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
0.15
Single-Family Home
$2,315,000
10/30/25
6
5.5
8,621
340 OSPREY POINT DR, Osprey, FL
0.41
Single-Family Home
$1,900,000
02/10/26
5
6
6,001
449 WEBBS COVE, Osprey, FL
0.16
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
133 Osprey Point Dr, Osprey, FL
0.05
Single-Family Home
$1,054,284
06/29/26
4
3
4,099
76 OSPREY POINT DRIVE, Osprey, FL
0.27
Single-Family Home
$1,450,000
06/15/26
3
4.5
4,364
137 OSPREY POINT DRIVE, Osprey, FL
0.05
Single-Family Home
$1,285,000
04/08/26
4
3
3,303
325 OSPREY POINT DRIVE, Osprey, FL
0.36
Single-Family Home
$1,500,000
12/12/25
3
4.5
3,905
67 SUGAR MILL DRIVE, Osprey, FL
0.57
Single-Family Home
$1,850,000
11/07/25
4
4
4,020
8900 FISHERMENS BAY DRIVE, Sarasota, FL
0.69
Single-Family Home
$3,485,000
09/29/25
4
3.5
4,158

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
137 OSPREY POINT DRIVE, Osprey, FL 34229
0.05
$1,285,000
4
3
3,303
Recently Sold
143 OSPREY POINT DRIVE, Osprey, FL 34229
0.06
$575,000
-
-
-
For Sale
148 OSPREY POINT DRIVE LOT 35, Osprey, FL 34229
0.07
-
-
-
-
Off Market
460 WEBBS COVE, Osprey, FL 34229
0.13
$2,638,200
3
4
5,479
Off Market
282 SHELL MIDDEN COURT, Osprey, FL 34229
0.12
$1,368,600
3
4.5
3,699
Off Market
453 WEBBS COVE, Osprey, FL 34229
0.14
$1,670,600
3
3.5
3,953
Off Market
101 OSPREY POINT DRIVE, Osprey, FL 34229
0.15
$4,790,000
4
5.5
5,087
For Sale
112 OSPREY POINT DRIVE, Osprey, FL 34229
0.15
$6,449,000
6
5.5
8,621
For Sale
442 WEBBS COVE, Osprey, FL 34229
0.16
$2,347,300
3
3.5
3,768
Off Market
449 WEBBS COVE, Osprey, FL 34229
0.16
$2,470,000
4
3.5
5,287
Recently Sold
230 OSPREY POINT DRIVE, Osprey, FL 34229
0.18
$2,329,700
3
3.5
3,586
Off Market
216 OSPREY POINT DRIVE LOT 24, Osprey, FL 34229
0.18
$695,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 136 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 2005
0.67 acre lot
6,881 sqft
$609/sqft
Garage

About this House

Behold color-soaked sunsets, sparkling Little Sarasota Bay views and endless privacy overlooking the preserve. This rare and exquisite residence of architectural excellency located in the premier gated community of The Oaks Bayside is one to marvel with custom upgrades throughout. An inviting circular driveway greets you upon arrival to a grand double stairway entrance. Rich accents, beautiful cathedral ceilings, and plenty of large windows are among many natural elements of this over 6,800 SF home that introduce a peaceful, indoor-outdoor feeling throughout. The gourmet chef's kitchen, equipped with professional-grade appliances, granite countertops and ample cabinetry open to a family room complete with a full bar area and breakfast nook to continue the ease of entertaining. A lavish master suite features dual master bathrooms and two expansive walk in closets. There is an additional master suite on the second floor and plenty of guest rooms with ensuite baths as well. Take in the incredible view from the patio, featuring a fully equipped kitchen, infinity-edge pool and spa that allow for year round enjoyment. Additional highlights include a 3 stop elevator, a self contained in-law suite on the ground level, central vac, whole-house generator, formal office, reading nook and more. This is a true lifestyle community at The Oaks - golf, tennis, top rated dining, fitness. A rare fusion of luxury, location and lifestyle - perfection is found at 136 Osprey Point Drive.
136 Osprey Point Dr, Osprey, FL 34229 is a 5 bedroom, 9 bathroom, 6,881 sqft single-family home built in 2005. It last sold for $2,775,000 on Oct 1, 2020. More recently, it was listed as a rental in August 2013 with an asking price of $18,990 per month. That rental listing was removed on August 16, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,188,000.

Home Details for 136 Osprey Point Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3ElevatorFloors: Tile, Hardwood
Interior Details
Number of Rooms: 15Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Slate, TileExterior: StuccoFoundation Type: SlabPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.67 acres

Price and Tax history

DateEventPrice
Oct 1, 2020
Source: N/A
Sold
$2,775,000
Aug 26, 2020
Source: Agent Provided
Pending
$2,790,000
Aug 14, 2020
Source: Agent Provided
Listed For Sale
$2,790,000
Mar 16, 2020
Source: Agent Provided
ListingRemoved
$2,540,000
Feb 19, 2020
Source: Agent Provided
PriceChange
$2,540,000
Price decreased by 4%

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 136 Osprey Point Dr

  • What is 136 Osprey Point Dr estimated to be worth?
    Trulia's estimated value for 136 Osprey Point Dr is $4,188,000.
  • What is the price history for 136 Osprey Point Dr?
    136 Osprey Point Dr last sold for $2,775,000 in October 2020.
  • 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 136 Osprey Point Dr have air conditioning?
    Yes, 136 Osprey Point Dr has air conditioning.
  • Does 136 Osprey Point Dr have a pool?
    Yes, 136 Osprey Point Dr has a pool.

Explore by feature - Pet Friendly

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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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