306 Pine Run Dr, Osprey, FL 34229
OFF MARKET

306 Pine Run Dr
Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,224 sqft

$258,300

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $1,653/mo*
Refinance Your Home

$258,300

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $1,653/mo*
Refinance Your Home
2 Beds
2 Baths
1,224 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
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Outdoor
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HOA
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Price/Sqft
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Listed
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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 History for 306 Pine Run Dr

DatePriceEventSource
08/10/2022$324,000Sold
N/A
07/19/2022$349,000PendingStellar MLS #A4542342
07/15/2022$349,000Listed For SaleStellar MLS #A4542342
07/22/2020$215,000Sold
N/A
06/23/2020$225,000PendingAgent Provided
03/20/2020$225,000PriceChange
Agent Provided
02/25/2020$235,000Listed For SaleAgent Provided
04/12/2018$198,000Sold
N/A
08/15/2016$196,000Sold
N/A
12/29/2014$185,000Sold
N/A
11/20/2013$2,700ListingRemovedN/A
09/21/2013$2,700Listed For RentN/A
03/20/2013$2,600ListingRemovedN/A
03/17/2013$2,600PriceChange
N/A
03/02/2013$975Listed For RentN/A
08/23/2012$1,000ListingRemovedN/A
08/13/2012$1,000PriceChange
N/A
06/15/2012$900Listed For RentN/A
07/25/2005$105,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$2,626
Assessment$214,300
Home facts updated by county records

Comparable Sales for 306 Pine Run Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
761 Pine Run Dr #761, Osprey, FL
0.07
Condo
$260,000
01/23/26
2
2
1,379
135 Woodland Pl, Osprey, FL
0.10
Condo
$260,000
05/13/26
2
2
1,316
362 Pine Run Dr, Osprey, FL
0.07
Condo
$215,000
05/01/26
2
2
1,224
109 Woodland Pl, Osprey, FL
0.10
Condo
$235,000
06/13/25
2
2
1,223
121 Woodland Pl #121, Osprey, FL
0.10
Condo
$247,000
08/14/25
2
2
1,325
121 Woodland Pl, Osprey, FL
0.10
Condo
$247,000
08/15/25
2
2
1,325
207 Woodland Dr, Osprey, FL
0.12
Condo
$250,000
10/28/25
2
2
1,325
207 Woodland Dr #207, Osprey, FL
0.12
Condo
$250,000
10/23/25
2
2
1,325
111 Woodland Pl, 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

Assigned Schools

These are the assigned schools for 306 Pine Run Dr.
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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

  • 53 % Say neighbors are friendly

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are community events

  • 40 % Say it's walkable to grocery stores

  • 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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306 Pine Run Dr, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,224 sqft condo built in 1973. This property is not currently available for sale. 306 Pine Run Dr was last sold on Aug 10, 2022 for $324,000. The current Trulia Estimate for 306 Pine Run Dr is $258,300.