358 Pine Run Dr, Osprey, FL 34229
Property image
Property image
OFF MARKET

358 Pine Run Dr
Osprey, FL 34229

  • 2 Beds
  • 3 Baths
  • 1,781 sqft

$268,200

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $1,719/mo*
Refinance Your Home

$268,200

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $1,719/mo*
Refinance Your Home
2 Beds
3 Baths
1,781 sqft

Home Value

Trulia Estimate
$268K
Since last month
Decreased$9K (-3.4%)
Since last year
Decreased$8K (-2.8%)
Since last sale
Increased$108K (+67.6%)
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 +39% in the last 10 years
MonthEstimated value
2026
August 2026$268K
July 2026$270K
June 2026$278K
May 2026$271K
April 2026$277K
March 2026$270K
February 2026$269K
January 2026$268K
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
264 WOODS POINT ROAD, Osprey, FL
0.08
Single-Family Home
$425,000
10/29/25
2
3
2,837
288 WOODS POINT ROAD, Osprey, FL
0.11
Single-Family Home
$445,000
04/10/26
3
2
1,788
102 WINDWARD DRIVE, Osprey, FL
0.22
Single-Family Home
$565,000
06/04/26
3
2.5
2,134
216 WINDWARD DRIVE, Osprey, FL
0.18
Single-Family Home
$600,000
11/18/25
3
3
2,575
3957 WAYPOINT AVENUE, Osprey, FL
0.15
Single-Family Home
$900,000
01/16/26
3
3
2,328
114 Windward Dr, Osprey, FL
0.21
Single-Family Home
$585,000
06/02/26
3
2
2,037
3936 WAYPOINT AVENUE, Osprey, FL
0.19
Single-Family Home
$1,001,000
04/27/26
3
3
2,323
186 WINDWARD DRIVE, Osprey, FL
0.18
Single-Family Home
$565,000
07/20/26
3
2
2,505
447 OAK POINT ROAD, Osprey, FL
0.23
Single-Family Home
$520,000
12/30/25
4
3
2,688
1212 WINDWARD DRIVE, Osprey, FL
0.24
Single-Family Home
$645,000
08/25/25
3
2
1,994

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
360 PINE RUN DRIVE, Osprey, FL 34229
0.06
$251,500
2
2
1,379
Off Market
362 PINE RUN DRIVE, Osprey, FL 34229
0.06
$215,000
2
2
1,224
Recently Sold
750 PINE RUN DRIVE, Osprey, FL 34229
0.06
$129,200
1
1
586
Off Market
756 PINE RUN DRIVE, Osprey, FL 34229
0.06
$261,400
2
2
1,224
Off Market
760 PINE RUN DRIVE, Osprey, FL 34229
0.06
$119,400
1
1
586
Off Market
767 PINE RUN DRIVE, Osprey, FL 34229
0.06
$147,100
1
1
736
Off Market
707 PINE RUN DRIVE, Osprey, FL 34229
0.06
$269,000
2
2
1,379
Recently Sold
751 PINE RUN DRIVE #751, Osprey, FL 34229
0.06
$117,600
1
1
586
Off Market
701 PINE RUN DRIVE #701, Osprey, FL 34229
0.06
$172,000
1
1
586
For Sale
761 PINE RUN DRIVE #761, Osprey, FL 34229
0.06
$260,000
2
2
1,379
Recently Sold
216 WOODLAND DRIVE #216, Osprey, FL 34229
0.09
$220,000
2
2
1,325
Recently Sold
226 WOODLAND DRIVE, Osprey, FL 34229
0.09
$200,000
1
1.5
865
Recently Sold

Local Information

  • Map ViewExplore the area around 358 Pine Run 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
1973
Living Area
1,781 sqft
Price/Sqft
$151
Parking
Garage

About this House

This single-family home is located at 358 Pine Run Dr, Osprey, FL. 358 Pine Run Dr is in Osprey, FL and in ZIP code 34229. This property has 2 bedrooms, 3 bathrooms and approximately 1,781 sqft of floor space. This property was built in 1973.
358 Pine Run Dr, Osprey, FL 34229 is a 2 bedroom, 3 bathroom, 1,781 sqft single-family home built in 1973. It last sold for $160,000 on Mar 25, 2011. It is currently off market. The Trulia Estimate is $268,200, with a rent estimate of $4,002/month.

Home Details for 358 Pine Run Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Number of Rooms: 6
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: OtherFoundation Type: Concrete
Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1973Year Updated: 1978
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Mar 25, 2011
Source: N/A
Sold
$160,000
Feb 5, 2011
Source: Agent Provided
Pending
$159,900
Jan 13, 2011
Source: Agent Provided
Listed For Sale
$159,900
Oct 2, 2010
Source: Agent Provided
ListingRemoved
$189,900
Mar 31, 2010
Source: Agent Provided
Listed For Sale
$189,900

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
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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

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Homes for sale near 358 Pine Run Dr

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Off Market Homes Near 358 Pine Run Dr

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Frequently asked questions about 358 Pine Run Dr

  • What is 358 Pine Run Dr estimated to be worth?
    Trulia's estimated value for 358 Pine Run Dr in Osprey, FL is $268,200.
  • What is the price history for 358 Pine Run Dr?
    358 Pine Run Dr in Osprey, FL last sold for $160,000 in March 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 358 Pine Run Dr have air conditioning?
    Yes, 358 Pine Run Dr in Osprey, FL has air conditioning.
  • Does 358 Pine Run Dr have a pool?
    Yes, 358 Pine Run Dr in Osprey, FL has a pool.