765 Pine Run Dr, Osprey, FL 34229
OFF MARKET

765 Pine Run Dr
Osprey, FL 34229

  • 2 Beds
  • 1.5 Baths
  • 1,184 sqft

$209,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $1,360/mo*

$209,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $1,360/mo*
2 Beds
1.5 Baths
1,184 sqft

Home Value

Trulia Estimate
$210K
Since last month
Decreased$3K (-1.3%)
Since last year
$0 (0%)
Since last sale
Increased$55K (+35.2%)
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 +15% in the last 10 years
MonthEstimated value
2026
August 2026$210K
July 2026$212K
June 2026$219K
May 2026$218K
April 2026$216K
March 2026$217K
February 2026$221K
January 2026$218K
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
0.09
Condo
$164,000
05/27/26
2
2
865
0.06
Condo
$215,000
05/01/26
2
2
1,224
0.00
Condo
$249,000
08/21/26
2
2
1,379
0.09
Condo
$200,000
12/29/25
2
2
1,316
0.09
Condo
$200,000
12/09/25
2
2
1,316
0.00
Condo
$260,000
01/23/26
2
2
1,379
0.09
Condo
$220,000
10/23/25
2
2
1,325
0.06
Condo
$260,000
01/23/26
2
2
1,379
0.09
Condo
$250,000
10/28/25
2
2
1,325
0.09
Condo
$250,000
10/23/25
2
2
1,325

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
0.00
$249,000
2
2
1,379
Recently Sold
0.06
$251,500
2
2
1,379
Off Market
0.06
$215,000
2
2
1,224
Recently Sold
0.06
$125,100
1
1
586
Off Market
0.06
$256,600
2
2
1,224
Off Market
0.06
$116,400
1
1
586
Off Market
0.06
$147,100
1
1
736
Off Market
0.06
$269,000
2
2
1,379
Recently Sold
0.06
$109,900
1
1
586
Off Market
0.06
$172,000
1
1
586
For Sale
0.06
$260,000
2
2
1,379
Recently Sold
0.09
$220,000
2
2
1,325
Recently Sold

Local Information

  • Map ViewExplore the area around 765 Pine Run Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1973
Living Area
1,184 sqft
Price/Sqft
$177

About this House

If you are looking for something special with charm and intimate appeal, this is the one! Over 26 acres of natural Florida landscaping give the feeling of being isolated from the outside world. This end-unit townhouse, with beautiful views from every room, was designed to bring the outside in. The first floor, with its updated kitchen and large living area lead out to a tropical garden. Upstairs you will find two spacious bedrooms with soaring ceilings that provide abundant sunlight and vibrant views. Both the full and half bath have been updated in recent years. This pet friendly, active community includes two heated pools, tennis and pickle ball courts, clubhouse, fitness center and kayak storage. The Legacy Bike Trail and Blackburn Point Park with a kayak launch are minutes away and Nokomis Public Beach is a quick, convenient drive. The popular Casey Key Fish House & Tiki Bar and other waterfront dining, all within a short distance. All furnishing included, so all it needs is you!
765 Pine Run Dr, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,184 sqft condo built in 1973. It last sold for $155,000 on Feb 8, 2019. It is currently off market. The Trulia Estimate is $209,500, with a rent estimate of $1,741/month.

Home Details for 765 Pine Run Dr

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 9Floors: Carpet, Laminate
Interior Details
Number of Rooms: 5
Appliances & Utilities
DishwasherRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherFoundation Type: Concrete
Parking & Garage
Parking Space: 1Parking: Open, None

Property Information

Year Built
Year Built: 1973Year Updated: 2003
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Mobile R/V

RV Parking
Rv Parking

Price and Tax history

DateEventPrice
Feb 8, 2019
Source: N/A
Sold
$155,000
Jan 18, 2019
Source: Agent Provided
Pending
$167,500
Jan 8, 2019
Source: Agent Provided
PriceChange
$167,500
Price decreased by 4%
Jan 2, 2019
Source: Agent Provided
Listed For Sale
$174,900
Sep 30, 2016
Source: N/A
Sold
$165,000

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
7
MoM

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. "
  • 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 "
  • 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."
  • 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."
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
  • 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."
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
  • 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."
  • 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."
  • info
    "Centrally located, minutes to beaches and shopping"
  • 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. "
  • 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. "
  • 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. "

LGBTQ Local Legal Protections

Frequently asked questions about 765 Pine Run Dr

  • What is 765 Pine Run Dr estimated to be worth?
    Trulia's estimated value for 765 Pine Run Dr in Osprey, FL is $209,500.
  • What is the price history for 765 Pine Run Dr?
    765 Pine Run Dr in Osprey, FL last sold for $155,000 in February 2019.
  • 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 765 Pine Run Dr have air conditioning?
    Yes, 765 Pine Run Dr in Osprey, FL has air conditioning.
  • Does 765 Pine Run Dr have parking?
    Yes, 765 Pine Run Dr in Osprey, FL has on-site parking.

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