360 PINE RUN DRIVE, Osprey, FL 34229
OFF MARKET

360 PINE RUN DRIVE
Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,379 sqft

$251,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $1,618/mo*

$251,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $1,618/mo*
2 Beds
2 Baths
1,379 sqft

Local Information

  • Map ViewExplore the area around 360 PINE RUN DRIVE.
  • 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
1,379 sqft
Price/Sqft
$182
Parking
Open Parking
HOA
$917/Monthly

About this House

Welcome to 360 Pine Run Drive, a stunning residence nestled in the heart of Osprey, FL. This beautifully updated 2-bedroom, 2-bathroom condo spans 1,379 square feet and is the largest of its kind in the community. Designed by the renowned architect Frank Folsom Smith, this home is a masterpiece of the Sarasota School of Architecture, offering a seamless blend of style and functionality. As you step inside, you'll be greeted by an open and airy layout, enhanced by the wonderful cross breezes that flow through the home when the sliders are open. Each room offers access to outdoor spaces, allowing you to enjoy the serene private garden views and the lush surroundings of over 20 acres of greenery. The home also features a convenient carport and a large storage closet for all your needs. Beyond the walls of this exquisite home, the community boasts an array of amenities designed for relaxation and recreation. Enjoy the clubhouse, unwind by the lakeside fire pit and grill, or take a dip in one of the two pools. For the active lifestyle, tennis, pickleball, a small gym, and kayak storage are at your disposal. Situated just a quarter mile from the Intracoastal Waterway, this home offers a perfect blend of tranquility and convenience. The location also affords everything from nearby beaches, waterfront dining & tiki lounging, to boat launching & storage, to first-class medical services. Don’t miss the opportunity to make this architectural gem your own!
360 PINE RUN DRIVE, Osprey, FL 34229 is a 2 bedroom, 2 bathroom, 1,379 sqft condo built in 1973. It last sold for $265,000 on May 15, 2025 (5% below the $279,000 asking price). It is currently off market. The Trulia Estimate is $251,500, with a rent estimate of $2,284/month.

Home Details for 360 PINE RUN DRIVE

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Primary Bedroom, Bedroom 2, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1379 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry ClosetMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Window TreatmentsDoor: Sliding DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 2Levels: OneFloors: Tile
View
Has a ViewView: Garden, Trees/Woods

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Enclosed, Patio, Rear PorchVegetation: Mature Landscaping, Trees/LandscapedOther Structures: StorageExterior: Courtyard, Private MailboxFoundation: SlabNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageHas Open ParkingParking Spaces: 1Parking: Assigned,Common,Covered,Deeded,Open
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 74

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumArchitecture: Contemporary,Florida
Building
Construction Materials: HardiPlank Type, Wood SidingNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 0157021012

Price & Status

Price
List Price: $279,000
Status Change & Dates
Off Market Date: Sat Apr 12 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: OSPREYCommunity: PINE RUN I
School Information
Elementary School: Laurel Nokomis ElementaryJr High / Middle School: Laurel Nokomis MiddleHigh School: Venice Senior High

Building

Building Area
Building Area: 1625 Square Feet
Community rooms
Fitness Center

Community

Community Features: Association Recreation - Owned, Buyer Approval Required, Clubhouse, Fitness Center, Pool, Tennis Court(s)Not Senior Community

HOA

HOA Fee Includes: Common Area Taxes, Community Pool, Reserve Fund, Fidelity Bond, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, WaterHOA Name: Keys-CaldwellHOA Phone: 941-408-8293Association for this Listing: Port CharlotteHas an HOAHOA Fee: $917/Monthly

Lot Information

Lot Area: 6.9674 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Condominium

Miscellaneous

Mls Number: A4637083Pets Max Weight: 101Showing Considerations: No Sign, See RemarksShowing Requirements: Appointment Only, See Remarks, ShowingTimeUniversal Property Id: US-12115-N-0157021012-R-N

Additional Information

HOA Amenities: Clubhouse,Fitness Center,Laundry,Maintenance,Pickleball Court(s),Pool,Recreation Facilities,Sauna,Tennis Court(s),Vehicle Restrictions
Last check for updates: about 4 hours ago
Listed by Priscilla Adams, (941) 350-5871
COMPASS FLORIDA LLC, (941) 279-3630
Bought with: Priscilla Adams, (941) 350-5871, COMPASS FLORIDA LLC, (941) 279-3630
Originating MLS: Port Charlotte
Source: Stellar MLS, MLS#A4637083
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 360 PINE RUN DRIVE

DatePriceEventSource
05/15/2025$265,000Sold
Stellar MLS #A4637083
04/12/2025$279,000PendingStellar MLS #A4637083
04/09/2025$279,000PriceChange
Stellar MLS #A4637083
02/23/2025$299,900PriceChange
Stellar MLS #A4637083
01/28/2025$315,000Listed For SaleStellar MLS #A4637083
02/14/2018$210,000Sold
N/A
09/30/1997$88,000Sold
N/A
07/10/1996$91,500Sold
N/A
07/07/1993$76,000Sold
N/A

Market trends in Osprey

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
139
17
MoM
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Property Tax and Assessment

Year2025
Tax$2,236
Assessment$222,400
Home facts updated by county records

Comparable Sales for 360 PINE RUN DRIVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.00
Condo
$260,000
01/23/26
2
2
1,379
0.00
Condo
$215,000
05/01/26
2
2
1,224
0.11
Condo
$260,000
05/13/26
2
2
1,316
0.11
Condo
$227,000
12/15/25
2
2
1,316
0.00
Condo
$269,000
06/30/26
2
2
1,379
0.07
Condo
$200,000
11/24/25
1
1.5
865
0.15
Condo
$235,000
02/12/26
1
1.5
865
0.07
Condo
$259,900
07/15/26
2
2
1,325

Nearby homes

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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

  • 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. "
  • 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 "
  • 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."
  • 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."
  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
  • 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."
  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
  • 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."
  • 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."
  • info
    "Centrally located, minutes to beaches and shopping"
  • 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. "
  • 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. "
  • 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. "

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Homes for sale near 360 PINE RUN DRIVE

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Off Market Homes Near 360 PINE RUN DRIVE

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Frequently asked questions about 360 PINE RUN DRIVE

  • What is 360 PINE RUN DRIVE estimated to be worth?
    Trulia's estimated value for 360 PINE RUN DRIVE in Osprey, FL is $251,500.
  • What is the price history for 360 PINE RUN DRIVE?
    360 PINE RUN DRIVE in Osprey, FL last sold for $265,000 in May 2025.
  • 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 360 PINE RUN DRIVE have air conditioning?
    Yes, 360 PINE RUN DRIVE in Osprey, FL has air conditioning.
  • Does 360 PINE RUN DRIVE have a pool?
    Yes, 360 PINE RUN DRIVE in Osprey, FL has a pool.