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

306 Pine Run Dr
Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,224 sqft

$258,600

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $1,662/mo*
Refinance Your Home

$258,600

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $1,662/mo*
Refinance Your Home
2 Beds
2 Baths
1,224 sqft

Home Value

Trulia Estimate
$259K
Since last month
Decreased$4K (-1.4%)
Since last year
Decreased$11K (-4.2%)
Since last sale
Decreased$65K (-20.2%)
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 +32% in the last 10 years
MonthEstimated value
2026
August 2026$259K
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
707 PINE RUN DRIVE, Osprey, FL
0.07
Condo
$269,000
06/30/26
2
2
1,379
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
207 WOODLAND DRIVE #207, Osprey, FL
0.12
Condo
$250,000
10/23/25
2
2
1,325
207 Woodland Dr, Osprey, FL
0.12
Condo
$250,000
10/28/25
2
2
1,325
111 WOODLAND PLACE, Osprey, FL
0.10
Condo
$227,000
12/15/25
2
2
1,316
761 Pine Run Dr, Osprey, FL
0.13
Condo
$260,000
01/23/26
2
2
1,379

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
186 WINDWARD DRIVE, Osprey, FL 34229
0.05
$565,000
3
2
2,505
Recently Sold
360 PINE RUN DRIVE, Osprey, FL 34229
0.07
$251,500
2
2
1,379
Off Market
362 PINE RUN DRIVE, Osprey, FL 34229
0.07
$215,000
2
2
1,224
Recently Sold
750 PINE RUN DRIVE, Osprey, FL 34229
0.07
$129,200
1
1
586
Off Market
756 PINE RUN DRIVE, Osprey, FL 34229
0.07
$261,400
2
2
1,224
Off Market
760 PINE RUN DRIVE, Osprey, FL 34229
0.07
$119,400
1
1
586
Off Market
767 PINE RUN DRIVE, Osprey, FL 34229
0.07
$147,100
1
1
736
Off Market
707 PINE RUN DRIVE, Osprey, FL 34229
0.07
$269,000
2
2
1,379
Recently Sold
751 PINE RUN DRIVE #751, Osprey, FL 34229
0.07
$117,600
1
1
586
Off Market
701 PINE RUN DRIVE #701, Osprey, FL 34229
0.07
$172,000
1
1
586
For Sale
761 PINE RUN DRIVE #761, Osprey, FL 34229
0.07
$260,000
2
2
1,379
Recently Sold
216 WINDWARD DRIVE, Osprey, FL 34229
0.08
$600,000
3
3
2,575
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

Property Type
Condo
Year Built
1973
Living Area
1,224 sqft
Price/Sqft
$211

About this House

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. It is currently off market. The Trulia Estimate is $258,600, with a rent estimate of $1,805/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 July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
133
7MoM
Skip to last item
  • Results are loading
Skip to first item

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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

12 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

18 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

29 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

26 rentals with a pool in Osprey, FL

Explore by feature - Washer/dryer

29 rentals with a washer/dryer in Osprey, FL

Homes for sale near 306 Pine Run Dr

Skip to last item
Skip to first item

Off Market Homes Near 306 Pine Run Dr

Skip to last item
Skip to first item

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 $258,600.
  • 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 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 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.