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

$254,400

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,224 sqft

306 Pine Run Dr, Osprey, FL 34229

Est. Refi. Payment $1,697/mo*
Refinance Your Home
Currently Off Market - Sold Aug 10, 2022 for $324,000

Home Value

Trulia Estimate
$254K
Since last month
Decreased$300 (-0.1%)
Since last year
Decreased$12K (-4.6%)
Since last sale
Decreased$69K (-21.4%)
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 +27% in the last 10 years
MonthEstimated value
2026
November 2026$255K
October 2026$256K
September 2026$255K
August 2026$257K
July 2026$256K
June 2026$262K
May 2026$263K
April 2026$262K
March 2026$260K
February 2026$269K
January 2026$265K
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
120 WOODLAND PLACE #120, Osprey, FL
0.10
Condo
$285,900
08/17/26
2
2
1,325
120 Woodland Pl, Osprey, FL
0.10
Condo
$285,900
08/18/26
2
2
1,325
707 PINE RUN DRIVE, Osprey, FL
0.07
Condo
$269,000
06/30/26
2
2
1,379
108 WOODLAND PLACE #108, Osprey, FL
0.10
Condo
$275,000
09/25/26
2
2
1,316
761 PINE RUN DRIVE #761, Osprey, FL
0.07
Condo
$260,000
01/23/26
2
2
1,379
135 WOODLAND PLACE, Osprey, FL
0.10
Condo
$260,000
05/13/26
2
2
1,316
362 PINE RUN DRIVE, Osprey, FL
0.07
Condo
$215,000
05/01/26
2
2
1,224
232 WOODLAND DRIVE #232, Osprey, FL
0.12
Condo
$259,900
07/15/26
2
2
1,325
232 Woodland Dr, Osprey, FL
0.12
Condo
$259,900
07/20/26
2
2
1,325
111 WOODLAND PLACE, Osprey, FL
0.10
Condo
$227,000
12/15/25
2
2
1,316

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
306 Pine Run Dr #306, Osprey, FL 34229
0.00
-
-
-
-
Off Market
306 Pine Run Dr #0, Osprey, FL 34229
0.00
$227,700
2
2
1,224
Off Market
Driveway, Osprey, FL 34229
0.02
-
-
-
-
Off Market
307 Pine Run Dr, Osprey, FL 34229
0.02
$224,800
2
2
1,379
Off Market
307 Pine Run #307, Osprey, FL 34229
0.02
$261,100
2
2
1,379
Off Market
307 Pine Run Dr #307, Osprey, FL 34229
0.02
$211,700
2
2
1,379
Off Market
767 Pine Run Dr #767, Osprey, FL 34229
0.03
$140,300
1
1
736
Off Market
767 Pine Run Dr ##767, Osprey, FL 34229
0.03
$159,500
1
1
736
Off Market
352 Pine Run Dr #352, Osprey, FL 34229
0.04
$200,700
2
2
1,184
Off Market
174 Windward Dr, Osprey, FL 34229
0.05
$906,700
3
3
2,780
Off Market
186 WINDWARD DRIVE, Osprey, FL 34229
0.05
$565,000
3
2
2,505
Recently Sold
162 Windward Dr, Osprey, FL 34229
0.05
$737,000
3
2
2,495
Off Market
150 Windward Dr, Osprey, FL 34229
0.06
$1,023,800
4
3.5
3,194
Off Market
204 WINDWARD DRIVE, Osprey, FL 34229
0.07
$800,000
3
3
2,486
Recently Sold
360 PINE RUN DRIVE, Osprey, FL 34229
0.07
$255,200
2
2
1,379
Off Market
362 PINE RUN DRIVE, Osprey, FL 34229
0.07
$215,000
2
2
1,224
Recently Sold
756 PINE RUN DRIVE, Osprey, FL 34229
0.07
$259,200
2
2
1,224
Off Market
760 PINE RUN DRIVE, Osprey, FL 34229
0.07
$115,000
1
1
586
Off Market
767 PINE RUN DRIVE, Osprey, FL 34229
0.07
$149,300
1
1
736
Off Market
707 PINE RUN DRIVE, Osprey, FL 34229
0.07
$269,000
2
2
1,379
Recently Sold

Local Information

  • Map ViewExplore the area around 306 Pine Run Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1973
1,224 sqft
$208/sqft

About this House

What's unique:Historic ospreyPine runPickle ballWaterfront diningBeautiful pine runLaid-back life style
Welcome to beautiful Pine Run, where folks take their leisure time seriously! This stunning upper level condo is move-in ready and offered for prompt possession upon quick closing--in time to get ready for school or to preempt the rushed competition of fall & seasonal buyers. Here a key feature of Pine Run is the laid-back life style afforded in historic Osprey, plus its ambience of living in harmony with nature. A haven for artists and fans of the architectural elements planned by renowned Sarasota School of Architecture adherent, Frank Folsom Smith, Pine Run is blessed with outgoing & interesting residents. Located between charming Venice Island and the vibrant Sarasota with arts & cultural attractions perhaps second to none in Florida, the location is also walker-friendly--think: less gas! Pine Run is located close to beaches, parks - mere minutes away are a park with a boat/kayak launch & home to crew/sculling teams; waterfront dining; the Legacy Trail for biking & jogging; watersports; medical & personal services; top schools; & retail such as Ace Hardware, CVS & a snazzy Publix supermarket, blessedly just around the corner! The community boasts activities for all who want to participate in the likes of tennis, pickle ball, biking with its "Chain Gang" on a regular basis, picnics by the pond, pot lucks at the Clubhouse (about to enjoy completion of a major renovation), kayaking, fishing--whatever floats your boat! Unit 306 was originally a Pine Run model home, that has only gotten infinitely better over the years! Special features such as environmentally sustainable bamboo flooring and electronically controlled window shades for privacy & energy efficiency are just a few features that can make this your ultimate tropical oasis!
306 Pine Run Dr, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,224 sqft condo built in 1973. It last sold for $324,000 on Aug 10, 2022. More recently, it was listed as a rental in September 2013 with an asking price of $2,700 per month. That rental listing was removed on November 20, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $254,400, with a rent estimate of $3,217/month.

Home Details for 306 Pine Run Dr

Interior Features

Heating & Cooling
Heating: Central, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet
Interior Details
Number of Rooms: 4Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Concrete
Parking & Garage
Parking: Covered, Carport

Property Information

Year Built
Year Built: 1973Year Updated: 2005
Property Type / Style
Property Type: CondoArchitecture: Contemporary

Community

Units in Building: 1

Mobile R/V

RV Parking
Rv Parking

Price and Tax history

DateEventPrice
Aug 10, 2022
Source: N/A
Sold
$324,000
Jul 19, 2022
Source: Stellar MLS #A4542342
Pending
$349,000
Jul 15, 2022
Source: Stellar MLS #A4542342
Listed For Sale
$349,000
Jul 22, 2020
Source: N/A
Sold
$215,000
Jun 23, 2020
Source: Agent Provided
Pending
$225,000

Market trends in Osprey

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$602K
$116KMoM
Sale-to-List Price
—
Price per sq ft
$282
$12MoM
Available listings
123
12MoM
Sourced by Trulia Market Trends

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 306 Pine Run Dr

  • What is 306 Pine Run Dr estimated to be worth?
    Trulia's estimated value for 306 Pine Run Dr in Osprey, FL is $254,400.
  • What is the price history for 306 Pine Run Dr?
    306 Pine Run Dr in Osprey, FL last sold for $324,000 in August 2022.
  • Is Osprey a buyer's or seller's market?
    Osprey is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Osprey?
    The median sale price in Osprey is $602K. That is down $116K from the prior month.
  • Does 306 Pine Run Dr have air conditioning?
    Yes, 306 Pine Run Dr in Osprey, FL has air conditioning.
  • Does 306 Pine Run Dr have laundry facilities?
    Yes, 306 Pine Run Dr in Osprey, FL has in-unit laundry.

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