Golf Course Homes for Sale in Osprey, FL

This page tracks every Osprey listing whose MLS record reports a golf course or golf-club community, by community, with live counts and asking prices, and the membership and fee questions that decide what a golf-community home really costs.

32 homes in golf communities are for sale or pending in Osprey, FL today across 13 communities. The median asking price is $1,175,000, from $235,000 to $2,750,000. Listings in Osprey without that feature have a median of $649,000. Most listings right now: Meridian At The Oaks Preserve (17), Oaks 2 Ph 1 (3), Oaks 2 Ph 2 (2). Updated September 28, 2026 from the MLS.

Live golf community homes in Osprey: the listings

24 active listings carry the flag today (33% of Osprey inventory), median asking $1,042,500, $395/sq ft, median 211 days on market. Photo cards link to the listing; refreshed nightly.

Newest golf community homes in Osprey

17 Bayhead Lane, golf community for sale in Osprey
$1,295,000 New
3 bd · 2 ba · 2,850 sq ft · built 1992
17 Bayhead Lane, 34229
Listing courtesy of COLDWELL BANKER REALTY
3621 North Point Road #403, golf community for sale in Osprey
$700,000 New
3 bd · 3 ba · 2,680 sq ft · built 2007
3621 North Point Road #403, 34229
Listing courtesy of COLDWELL BANKER REALTY
3603 N Point Road #202, golf community for sale in Osprey
$629,400 New
3 bd · 3 ba · 3,147 sq ft · built 2007
3603 N Point Road #202, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY
409 N Point Road #803, golf community for sale in Osprey
$985,000
3 bd · 3 ba · 2,203 sq ft · built 2004
409 N Point Road #803, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY
1417 Landview Lane, golf community for sale in Osprey
$1,399,000
4 bd · 4 ba · 3,255 sq ft · built 2014
1417 Landview Lane, 34229
Southbay Yacht & Racquet Club
Listing courtesy of PAT WILLIAMS REALTY, LLC
226 Saint James Park, golf community for sale in Osprey
$1,495,000
3 bd · 2.5 ba · 2,591 sq ft · built 1988
226 Saint James Park, 34229
Oaks 2 Ph 2
Listing courtesy of KELLER WILLIAMS ON THE WATER S
51 Macewen Drive #5, golf community for sale in Osprey
$235,000
1 bd · 1 ba · 595 sq ft · built 1990
51 Macewen Drive #5, 34229
Listing courtesy of 342 REAL ESTATE
320 Tropic Drive, golf community for sale in Osprey
$185,000
2 bd · 2 ba · 1,199 sq ft · built 1980
320 Tropic Drive, 34229
Listing courtesy of RE/MAX PALM
206 Four Knot Lane, golf community for sale in Osprey
$1,690,000
3 bd · 2 ba · 2,411 sq ft · built 1991
206 Four Knot Lane, 34229
Southbay Yacht & Racquet Club
Listing courtesy of REALTY ONE GROUP MVP
409 North Point Road #401, golf community for sale in Osprey
$560,000
3 bd · 3 ba · 2,594 sq ft · built 2004
409 North Point Road #401, 34229
Meridian At The Oaks Preserve
Listing courtesy of COLDWELL BANKER REALTY
1527 Buoy Lane, golf community for sale in Osprey
$1,165,000
3 bd · 2.5 ba · 2,830 sq ft · built 1989
1527 Buoy Lane, 34229
Southbay Yacht & Racquet Club
Listing courtesy of BRIGHT REALTY
3621 N Point Road #301, golf community for sale in Osprey
$525,000
3 bd · 3 ba · 2,680 sq ft · built 2006
3621 N Point Road #301, 34229
Meridian At The Oaks Preserve
Listing courtesy of COLDWELL BANKER REALTY
409 N Point Road #601, golf community for sale in Osprey
$1,250,000
3 bd · 3 ba · 2,594 sq ft · built 2004
409 N Point Road #601, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY
401 N Point Road #1001, golf community for sale in Osprey
$1,995,000
3 bd · 3 ba · 3,029 sq ft · built 2003
401 N Point Road #1001, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY
385 N Point Road #304, golf community for sale in Osprey
$1,100,000
3 bd · 3 ba · 2,778 sq ft · built 2000
385 N Point Road #304, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY
1811 Highland Road, golf community for sale in Osprey
$409,900
2 bd · 2 ba · 1,725 sq ft · built 1997
1811 Highland Road, 34229
Listing courtesy of REALTY OF RIVERVIEW LLC
21 Bayhead Lane, golf community for sale in Osprey
$789,000
3 bd · 2 ba · 2,246 sq ft · built 2002
21 Bayhead Lane, 34229
Listing courtesy of COLDWELL BANKER REALTY
236 Saint James Park, golf community for sale in Osprey
$2,700,000
6 bd · 6.5 ba · 6,246 sq ft · built 1986
236 Saint James Park, 34229
Oaks 2 Ph 2
Listing courtesy of MICHAEL SAUNDERS & COMPANY
852 Macewen Drive, golf community for sale in Osprey
$2,395,000
3 bd · 3.5 ba · 4,519 sq ft · built 1992
852 Macewen Drive, 34229
Oaks 2 Ph 2
Listing courtesy of GENEROUS PROPERTY
385 N Point Road #402, golf community for sale in Osprey
$615,000
3 bd · 3 ba · 2,055 sq ft · built 2000
385 N Point Road #402, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY
401 N Point Road #301, golf community for sale in Osprey
$459,900
3 bd · 3 ba · 2,594 sq ft · built 2003
401 N Point Road #301, 34229
Meridian At The Oaks Preserve
Listing courtesy of COLDWELL BANKER REALTY
909 Macewen Drive, golf community for sale in Osprey
$1,595,000
3 bd · 3.5 ba · 4,241 sq ft · built 1991
909 Macewen Drive, 34229
Oaks 2 Ph 2
Listing courtesy of GENEROUS PROPERTY
409 N Point Road #502, golf community for sale in Osprey
$599,000
3 bd · 3 ba · 2,055 sq ft · built 2004
409 N Point Road #502, 34229
Meridian At The Oaks Preserve
Listing courtesy of GENEROUS PROPERTY

The most expensive golf community homes in Osprey

ListingAskingSq ftCommunity
236 Saint James Park$2,700,0006,246Oaks 2 Ph 2
852 Macewen Drive$2,395,0004,519Oaks 2 Ph 2
401 N Point Road #1001$1,995,0003,029Meridian At The Oaks Preserve
206 Four Knot Lane$1,690,0002,411Southbay Yacht & Racquet Club
909 Macewen Drive$1,595,0004,241Oaks 2 Ph 2
226 Saint James Park$1,495,0002,591Oaks 2 Ph 2
1417 Landview Lane$1,399,0003,255Southbay Yacht & Racquet Club
3603 N Point Road #702$1,395,0002,545Meridian At The Oaks Preserve
17 Bayhead Lane$1,295,0002,850—
409 N Point Road #601$1,250,0002,594Meridian At The Oaks Preserve

Golf Community Homes by price

BandFor saleShare
Under $300K28%
$300K–$500K28%
$500K–$750K625%
$750K–$1M28%
$1M+1250%

Osprey golf course homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityGolf Course HomesNew buildMedian listFrom
Meridian At The Oaks Preserve170$750,000$445,000
Oaks 2 Ph 130$1,800,000$1,495,000
Oaks 2 Ph 220$2,147,500$1,900,000
Oaks 2 Ph 410$2,750,000$2,750,000
Oaks 2 Ph 4C Part 110$2,600,000$2,600,000
Oaks 2 Ph 4-C Pt 310$1,950,000$1,950,000
Southbay Yacht & Racquet Club10$1,690,000$1,690,000
Oaks 2 Phase 210$1,595,000$1,595,000
Bishops Court At Oaks Preserve10$1,295,000$1,295,000
Emerald Woods At Oaks 03 Ph 0210$1,050,000$1,050,000
Bishopscourt At The Oaks Preserve10$789,000$789,000
Meridian10$700,000$700,000
Windsor Lodge At The Oaks10$235,000$235,000

Golf community costs: membership is the number to get first

Three kinds of golf community exist and the price of a home tells you nothing about which one you are looking at: mandatory-membership clubs (an initiation fee, often five figures, plus monthly dues, both required at closing), optional-membership clubs (the course is private but the home does not require joining) and public or semi-private courses where the community simply borders the fairways. Ask the listing agent for the current membership schedule in writing, whether an initiation fee is refundable or equity-based, and whether a capital assessment is pending on the clubhouse. Add HOA and, in many newer Florida golf communities, a CDD bond that shows up on the tax bill. Our true cost of ownership calculator puts dues, taxes and insurance into one monthly number.

Questions to ask about any golf-community listing

Is membership mandatory, and what are the initiation fee and monthly dues today? Is the club member-owned or developer-owned, and is a turnover or assessment scheduled? Which holes border the lot, and has the seller had errant-ball damage claims? Is there a CDD, and how many years remain on the bond? What did the seller pay in total (HOA + club + CDD) last year? A local agent who works these communities will know which clubs are financially healthy.

Common questions

How many homes in golf communities are for sale in Osprey?
As of September 28, 2026, 32 Osprey, FL listings whose MLS record reports a golf course or golf-club community are active or pending, across 13 communities. The count updates with every MLS refresh.
What do golf course homes cost in Osprey?
The median asking price today is $1,175,000, with listings from $235,000 to $2,750,000. Osprey listings without that feature have a median of $649,000.
Which Osprey community has the most golf course homes for sale?
Meridian At The Oaks Preserve has the most right now (17), followed by Oaks 2 Ph 1 (3), Oaks 2 Ph 2 (2), Oaks 2 Ph 4 (1).
Do I have to join the golf club if I buy in a golf community?
Only in mandatory-membership communities, where joining is a condition of purchase and the fees are due at closing. Many Florida and Georgia golf communities make membership optional or are built around public courses. The community's governing documents and the club's current fee schedule answer it for a specific home; get both before you offer.

Keep exploring Osprey

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Osprey, FL whose MLS record reports a golf course or golf-club community. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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