
366 PINE RUN DRIVE, OSPREY, FL, 34229
Sold11 days on marketSold Feb 14, 2020MLS #A4453564
About this home
366 PINE RUN DRIVE
Move to Pine Run and discover that sense of calm and well-being that comes from living among nature and close to the water! This condo is clean, light and bright and offers a large living space and bedroom. Vaulted ceilings in the great room and bedroom make it feel even more spacious. Classic Sarasota School of Architecture is all about blending the outdoors with the indoors, a feeling you will get in this charming "treehouse". Pine Run is a secluded, lush oasis and is perfect for those looking for an active lifestyle. There are two heated pools, tennis courts, clubhouse, fitness center and kayak storage on property. The Legacy Bike Trail and Blackburn Point Park with a kayak launch are minutes away and Nokomis Public Beach is a quick, convenient drive. The popular Casey key Fish House and other dining and shopping are all within a short distance. Ready for your winter escape!
Facts & features
The home at a glance
1
Bedrooms
1
Bathrooms
586
Sqft
1973
Year built
One
Levels
$225
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Osprey actives
$225 vs $338
Days on market
11 vs 57 typical
Where $225/sqft sits among the 98 Osprey actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Osprey
Get to know Osprey. See the full Osprey guide →
The numbers that matter
The Osprey market
$710K → $530K
Osprey median sold, yr/yr
93.5%
Sale-to-list ratio (12 mo)
53 of 98
Osprey actives have cut their price
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 81% below the Osprey median. See the full Osprey market guide →
Paper trail
This home's history
Reality check
What actually sold near 366 PINE RUN DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$215,000
362 PINE RUN DRIVE · same community
2 bd · 2 ba · 1,224 sqft · $176/sqft · 0 DOM
Sold · Jan ’26$260,000
761 PINE RUN DRIVE UNIT 761 · same community
2 bd · 2 ba · 1,379 sqft · $189/sqft · 23 DOM
Sold · Feb ’26$113,000
26 SIESTA CIRCLE W
2 bd · 1 ba · 600 sqft · $188/sqft · 55 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Nicholas Giaccone
Director of Agent Success · CENTURY 21 Edge
Tours, negotiation, and every question about 366 PINE RUN DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 366 PINE RUN DRIVE — before you fall in love.
Selling nearby?
What's your home worth today?
This sale is one data point — your home is another. Get a data-driven estimate built from real closed sales like this one, in about a minute.
Keep looking
Similar homes nearby
Listing courtesy of MICHAEL SAUNDERS & COMPANY · Priscilla Adams. MLS #A4453564.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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