Below you can view all the condos for sale in the Pine Run subdivision located in Osprey Florida. Listings in Pine Run are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these condos or to receive custom notifications when a new property is listed for sale in Pine Run, give us a call at 813-244-6940.

14 Results

Pine Run Osprey Florida Condos For Sale

Pine Run For Sale $199,000

An exterior shot of the condo showcasing its structure, roof, the balcony, and a small fenced-in yard at 235 Woodland Dr, Osprey, FL 34229
A view of the condo exterior shows the stairs leading up to the entrance, surrounded by lush tropical foliage at 235 Woodland Dr, Osprey, FL 34229
The condo exterior shows the entrance walkway and landscaping at 235 Woodland Dr, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 5 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1223

  • Year Built

    1980

  • $/SqFt

    $163

Pine Run is also located less than a mile from the Gulf but not in a flood zone, no major damage sustained since the community was built in the 1970’s and because no building is over 2-stories, not subject to structural integrity inspections. COMPASS FLORIDA LLC.

Pine Run For Sale $275,000

Exterior of condo features covered parking and second story balcony at 308 Pine Run Dr, Osprey, FL 34229
Front door adorned with a wreath, side panels, and concrete entry at 308 Pine Run Dr, Osprey, FL 34229
Light and bright entryway with coat rack, decor, and tiled floors at 308 Pine Run Dr, Osprey, FL 34229
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1184

  • Year Built

    1973

  • $/SqFt

    $232

With parking included, this home is as convenient as it is charming. Don't miss out! COMPASS FLORIDA LLC.

Pine Run For Sale $289,900

Condo building exterior showcasing private parking and lush landscaping at 362 Pine Run Dr, Osprey, FL 34229
Private patio with a table and chairs, perfect for outdoor dining at 362 Pine Run Dr, Osprey, FL 34229
Private patio with a table and chairs, perfect for outdoor dining at 362 Pine Run Dr, Osprey, FL 34229
On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1224

  • Year Built

    1973

  • $/SqFt

    $237

Experience the best of Osprey living at 362 Pine Run Drive. COMPASS FLORIDA LLC.

Pine Run For Sale $315,000

Private gated entrance to condo unit with access to courtyard at 360 Pine Run Dr, Osprey, FL 34229
Relaxing courtyard with seating area, perfect for outdoor enjoyment at 360 Pine Run Dr, Osprey, FL 34229
Private courtyard with table and chairs, ideal for relaxing at 360 Pine Run Dr, Osprey, FL 34229
On Market For 23 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1379

  • Year Built

    1973

  • $/SqFt

    $228

Don’t miss the opportunity to make this architectural gem your own! COMPASS FLORIDA LLC.

Pine Run For Sale $325,000

Reduced By $14,900

Lush landscaping surrounds the entrance to this condo at 304 Pine Run Dr, Osprey, FL 34229
Relaxing patio with seating area, plants, and access to interior at 304 Pine Run Dr, Osprey, FL 34229
Modern kitchen with stainless steel appliances and granite countertops at 304 Pine Run Dr, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 29 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1729

  • Year Built

    1973

  • $/SqFt

    $188

Don’t miss your chance—schedule your private showing today! KELLER WILLIAMS ON THE WATER S.

Pine Run For Sale $225,900

Reduced By $33,100

Condo building exterior with walkway and landscaping at 129 Woodland Pl, Osprey, FL 34229
Community entrance with PineRun sign and landscaping at 129 Woodland Pl, Osprey, FL 34229
Aerial view of coastline with waterways and homes at 129 Woodland Pl, Osprey, FL 34229
On Market For 37 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1223

  • Year Built

    1979

  • $/SqFt

    $185

Discover the perfect balance of comfort and nature at 129 Woodland Place. KELLER WILLIAMS ON THE WATER S.

Pine Run For Sale $297,000

Reduced By $2,000

Exterior view of condo with carport and lush landscaping at 752 Pine Run Dr, Osprey, FL 34229
Bright sunroom with garden views and dining table at 752 Pine Run Dr, Osprey, FL 34229
Modern kitchen with white cabinets and tile floor at 752 Pine Run Dr, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 48 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1364

  • Year Built

    1973

  • $/SqFt

    $218

Be sure to experience this homes walk through video at https://youtu.be/r3XsFE8ld_w NEXTHOME SUNCOAST.

Pine Run For Sale $249,900

Small balcony with potted plants and a bench at 109 Woodland Pl, Osprey, FL 34229
Modern kitchen with white countertops, stainless steel appliances, and breakfast bar at 109 Woodland Pl, Osprey, FL 34229
Modern kitchen with stainless steel appliances, white countertops, and ample cabinet space at 109 Woodland Pl, Osprey, FL 34229
On Market For 63 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1223

  • Year Built

    1979

  • $/SqFt

    $204

Embrace the opportunity to reside in this peaceful blend of nature and modern living at 109 Woodland Place, where every detail is designed for comfort and serenity. KELLER WILLIAMS ON THE WATER S.

Pine Run For Sale $225,000

Reduced By $15,000

Condo entrance with orange door, welcome mat, and wood walkway at 137 Woodland Pl, Osprey, FL 34229
Entryway with access to the kitchen and a view of the balcony at 137 Woodland Pl, Osprey, FL 34229
Bright kitchen with white appliances, wood floors, and red curtains at 137 Woodland Pl, Osprey, FL 34229
On Market For 64 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1325

  • Year Built

    1979

  • $/SqFt

    $170

Whether you're moving right in to enjoy a seasonal retreat or to live here full time, join the residents already in on the well-kept secret of Pine Run! COMPASS FLORIDA LLC.

Pine Run For Sale $285,000

Reduced By $14,000

Landscaped patio area with a wooden fence and pathway at 225 Woodland Dr, Osprey, FL 34229
Small patio with table and chairs, perfect for relaxing at 225 Woodland Dr, Osprey, FL 34229
Private patio with table, chairs, and umbrella at 225 Woodland Dr, Osprey, FL 34229
On Market For 73 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1316

  • Year Built

    1980

  • $/SqFt

    $217

The recent $14,000 price reduction shows that the seller is motivated and ready for a quick sale so that you can enjoy the rest of the 2025 season immediately! COMPASS FLORIDA LLC.

Pine Run For Sale $285,000

Reduced By $2,000

Condo entryway with a wooden bench and decorative wall art at 232 Woodland Dr, Osprey, FL 34229
Covered parking for two cars with lush green landscaping at 232 Woodland Dr, Osprey, FL 34229
Bright and airy living room with light teal couches and a large TV at 232 Woodland Dr, Osprey, FL 34229
On Market For 121 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1325

  • Year Built

    1980

  • $/SqFt

    $215

NO hurricane damage sustained to unit. PREMIER SOTHEBYS INTL REALTY.

Pine Run For Sale $299,900

Assigned carport parking with additional guest parking nearby at 201 Woodland Dr # 201, Osprey, FL 34229
Private carport with covered parking space and additional storage at 201 Woodland Dr # 201, Osprey, FL 34229
Covered carport parking space for residents at 201 Woodland Dr # 201, Osprey, FL 34229
On Market For 138 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1316

  • Year Built

    1980

  • $/SqFt

    $228

Rarely available 1st floor end unit! PREFERRED PROPERTIES OF VENICE INC.

Pine Run For Sale $267,800

Reduced By $1,700

Red front door entrance with lush tropical landscaping at 758 Pine Run Dr # 758, Osprey, FL 34229
Red front door with louvered sides and a welcome mat at 758 Pine Run Dr # 758, Osprey, FL 34229
Aerial view of community pool, building, and lush landscaping at 758 Pine Run Dr # 758, Osprey, FL 34229
On Market For 189 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1184

  • Year Built

    1973

  • $/SqFt

    $226

With its proximity to the beach, this property is perfect for those seeking a comfortable coastal lifestyle. Schedule your showing today! REALNET FLORIDA REAL ESTATE.

Pine Run For Sale $299,900

Reduced By $5,000

Aerial view of a community with lush landscaping, tennis courts, and water access at 207 Woodland Dr # 207, Osprey, FL 34229
Bright entryway with hardwood floors, built-in shelving, and access to other rooms at 207 Woodland Dr # 207, Osprey, FL 34229
Light-filled hallway with wood floors, offering views to living room and other rooms at 207 Woodland Dr # 207, Osprey, FL 34229
On Market For 283 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1325

  • Year Built

    1980

  • $/SqFt

    $226

Pine Run is nestled between Sarasota and Downtown Venice and is 7 miles away from the famous Siesta Key Beach, voted the #1 beach in the U.S. PREMIER SOTHEBYS INTL REALTY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-244-6940 and speak with one of our real estate consultants.

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