303 Pine Run Dr, Osprey, FL 34229
OFF MARKET

303 Pine Run Dr
Osprey, FL 34229

  • 2 Beds
  • 3 Baths
  • 1,184 sqft

$188,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $1,242/mo*
Refinance Your Home

$188,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $1,242/mo*
Refinance Your Home
2 Beds
3 Baths
1,184 sqft

Home Value

Trulia Estimate
$189K
Since last month
Decreased$5K (-2.4%)
Since last year
Decreased$2K (-1%)
Since last sale
Increased$55K (+41.3%)
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 +17% in the last 10 years
MonthEstimated value
2026
August 2026$189K
July 2026$194K
June 2026$200K
May 2026$198K
April 2026$198K
March 2026$196K
February 2026$199K
January 2026$196K
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
362 PINE RUN DRIVE, Osprey, FL
0.06
Condo
$215,000
05/01/26
2
2
1,224
754 PINE RUN DRIVE #754, Osprey, FL
0.00
Condo
$249,000
08/21/26
2
2
1,379
761 Pine Run Dr, Osprey, FL
0.00
Condo
$260,000
01/23/26
2
2
1,379
201 Woodland Dr, Osprey, FL
0.09
Condo
$200,000
12/29/25
2
2
1,316
201 WOODLAND DRIVE #201, Osprey, FL
0.09
Condo
$200,000
12/09/25
2
2
1,316
216 WOODLAND DRIVE #216, Osprey, FL
0.09
Condo
$220,000
10/23/25
2
2
1,325
761 PINE RUN DRIVE #761, Osprey, FL
0.06
Condo
$260,000
01/23/26
2
2
1,379
207 Woodland Dr, Osprey, FL
0.09
Condo
$250,000
10/28/25
2
2
1,325
207 WOODLAND DRIVE #207, Osprey, FL
0.09
Condo
$250,000
10/23/25
2
2
1,325
707 PINE RUN DRIVE, Osprey, FL
0.06
Condo
$269,000
06/30/26
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
754 PINE RUN DRIVE #754, Osprey, FL 34229
0.00
$249,000
2
2
1,379
Recently Sold
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
$125,100
1
1
586
Off Market
756 PINE RUN DRIVE, Osprey, FL 34229
0.06
$256,600
2
2
1,224
Off Market
760 PINE RUN DRIVE, Osprey, FL 34229
0.06
$116,400
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
$109,900
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
$214,900
2
2
1,325
Off Market

Local Information

  • Map ViewExplore the area around 303 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
$159

About this House

"Townhouse 303" is an end unit situated amid a tropical hammock of palms, oaks, ferns & other native plants. Its 1st level is tiled, featuring a large eat-in kitchen with laundry; spacious living area; convenient half bath; & an addition found in few other Pine Run units, a wonderful screened & roofed porch accessible from both living room & kitchen, adding measurably to the unit's functional space. Up the central staircase are 2 large bedrooms with soaring ceilings, individual balconies & a full bath for each. Covered parking adjacent to the unit & an oversized storage closet add significant practical & monetary value as these are limited among Pine Run units. The concept of bringing the outdoors inside was a contribution of the Sarasota School of Architecture design, making Pine Run a haven for artists & connoisseurs of unusual space. There are 20+ lushly vegetated acres, 2 heated pools, 4 tennis courts, private roads, walking trails, kayak racks, clubhouse, saunas, fitness room, all near shopping, waterfront restaurants, parks, medical services, beaches, the Legacy Biking & Walking Trail & nationally acclaimed Pine Viw School This townhome offers a lifestyle, not just a place to live. A one-time Capital Contribution fee of $1,171.08 will be assessed for the buyer, due at closing, to be applied to the condominium association reserves budget.
303 Pine Run Dr, Osprey, FL 34229 is a 2 bedroom, 3 bathroom, 1,184 sqft condo built in 1973. It last sold for $134,000 on Jun 25, 2014. It is currently off market. The Trulia Estimate is $188,800, with a rent estimate of $2,013/month.

Home Details for 303 Pine Run Dr

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: CentralHeating Fuel: Central
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Number of Rooms: 4

Exterior Features

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

Property Information

Year Built
Year Built: 1973Year Updated: 1988
Property Type / Style
Property Type: Condo

Community

Units in Building: 1

Mobile R/V

RV Parking
Rv Parking

Price and Tax history

DateEventPrice
Jun 25, 2014
Source: N/A
Sold
$134,000
Jun 6, 2014
Source: Agent Provided
Pending
$138,500
Apr 15, 2014
Source: Agent Provided
PriceChange
$138,500
Price decreased by 7%
Mar 13, 2014
Source: Agent Provided
Listed For Sale
$148,500
Jun 4, 2002
Source: N/A
Sold
$97,900

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

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 303 Pine Run Dr

  • What is 303 Pine Run Dr estimated to be worth?
    Trulia's estimated value for 303 Pine Run Dr in Osprey, FL is $188,800.
  • What is the price history for 303 Pine Run Dr?
    303 Pine Run Dr in Osprey, FL last sold for $134,000 in June 2014.
  • 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 303 Pine Run Dr have air conditioning?
    Yes, 303 Pine Run Dr in Osprey, FL has air conditioning.
  • Does 303 Pine Run Dr have parking?
    Yes, 303 Pine Run Dr in Osprey, FL has on-site parking.

Explore by feature - Pet Friendly

11 pet-friendly rentals in Osprey, FL

Explore by feature - Garage

17 rentals with a garage in Osprey, FL

Explore by feature - Air Conditioning

27 rentals with air conditioning in Osprey, FL

Explore by feature - Pool

23 rentals with a pool in Osprey, FL

Explore by feature - Washer/dryer

27 rentals with a washer/dryer in Osprey, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 303 Pine Run Dr

Skip to last item
Skip to first item

Homes for sale near 303 Pine Run Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item