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 813-527-9259.

13 Results

Pine Run Osprey Florida Condos For Sale

Pine Run For Sale $289,000

View of the carport showing the parking space with 2 vehicles parked beneath a wooden covering at 111 Woodland Pl, Osprey, FL 34229
View Details 34 Photos
Exterior view showing a gated wooden fence in a shady area with greenery around the perimeter at 111 Woodland Pl, Osprey, FL 34229
Exterior view showing a gated wooden fence in a shady area surrounded by greenery and foliage at 111 Woodland Pl, Osprey, FL 34229
An outdoor patio space with a brick surface, table, and seating in a cozy setting with sliding glass doors at 111 Woodland Pl, Osprey, FL 34229
On Market For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1316

  • Year Built

    1979

  • $/SqFt

    $220

Make an appt to see this fantastic condo. FLAT FEE MLS REALTY.

Pine Run For Sale $199,000

Exterior shot of condo showcasing the walkway and the orange front door, with potted plants and a small balcony at 235 Woodland Dr, Osprey, FL 34229
View Details 93 Photos
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 27 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

Inviting front door with tropical landscaping, seating, and screened entry at 308 Pine Run Dr, Osprey, FL 34229
View Details 98 Photos
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 31 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

Aerial view of condo community with ocean views, lush landscaping, and tennis courts at 362 Pine Run Dr, Osprey, FL 34229
View Details 71 Photos
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 38 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 $299,900

Reduced By $15,100

Private outdoor patio features red tiling, tropical plants, and sliding glass doors at 360 Pine Run Dr, Osprey, FL 34229
View Details 69 Photos
Well-maintained landscaping and mature trees surround the exterior of this charming townhome at 360 Pine Run Dr, Osprey, FL 34229
The front entrance of the home shows the unit number and a terracotta tiled entry at 360 Pine Run Dr, Osprey, FL 34229
Private outdoor patio features a table and chairs, tropical plants, and sliding glass doors at 360 Pine Run Dr, Osprey, FL 34229
On Market For 45 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1379

  • Year Built

    1973

  • $/SqFt

    $217

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

Pine Run For Sale $314,900

Reduced By $25,000

Charming home exterior featuring lush landscaping and a well-manicured front yard at 304 Pine Run Dr, Osprey, FL 34229
View Details 57 Photos
Exterior view of a two-story condo with carport and landscaping 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 51 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1729

  • Year Built

    1973

  • $/SqFt

    $182

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

Pine Run For Sale $249,900

Private entrance to a condo with stairs leading to the second floor and lush landscaping at 109 Woodland Pl, Osprey, FL 34229
View Details 61 Photos
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 85 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

View of condo exterior with stairs, landscaping, and walkway at 137 Woodland Pl, Osprey, FL 34229
View Details 70 Photos
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 86 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

Exterior view of a condo with landscaping and walkway at 225 Woodland Dr, Osprey, FL 34229
View Details 79 Photos
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 95 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 $279,900

Reduced By $7,100

Condo building exterior featuring a courtyard and landscaping at 232 Woodland Dr, Osprey, FL 34229
View Details 45 Photos
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 143 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1325

  • Year Built

    1980

  • $/SqFt

    $211

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

Pine Run For Sale $249,900

Reduced By $50,000

Private backyard with a wooden fence and lush green plants at 201 Woodland Dr # 201, Osprey, FL 34229
View Details 75 Photos
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 160 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1316

  • Year Built

    1980

  • $/SqFt

    $190

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

Pine Run For Sale $267,700

Reduced By $1,800

Red front door entrance with lush tropical landscaping at 758 Pine Run Dr # 758, Osprey, FL 34229
View Details 61 Photos
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 211 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 $284,900

Reduced By $20,000

Condo building with lush landscaping and walkway at 207 Woodland Dr # 207, Osprey, FL 34229
View Details 48 Photos
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 305 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1325

  • Year Built

    1980

  • $/SqFt

    $215

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.

  • 1

Viewing CONDOS 1 to 13 of 13

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 813-527-9259 and speak with one of our real estate consultants.

Popular Condos

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$673,475
$622,500
4
0.0%
50.0%
108

Bradenton
$329,878
$305,000
1388
0.2%
59.5%
105

Bradenton Beach
$703,682
$560,000
29
0.0%
44.8%
110

Cortez
$825,164
$850,000
11
0.0%
63.6%
114

Ellenton
$301,600
$275,000
3
33.3%
66.7%
82

Englewood
$367,689
$299,298
282
0.0%
51.1%
115

Holmes Beach
$884,615
$750,000
41
0.0%
36.6%
136

Lakewood Ranch
$411,517
$364,229
216
0.9%
60.6%
126

Longboat Key
$1,671,370
$1,022,500
282
0.4%
52.8%
82

Nokomis
$349,376
$340,500
85
1.2%
58.8%
96

North Port
$292,060
$295,500
107
0.0%
64.5%
104

Palmetto
$427,361
$339,999
119
0.0%
59.7%
106

Parrish
$329,663
$325,000
112
0.0%
71.4%
114

Sarasota
$846,453
$434,900
2000
0.2%
49.1%
107

Venice
$375,422
$345,000
834
0.4%
61.0%
100

EasyStreet

Call to Schedule a Showing

(813) 527-9259

(813) 527-9259