New Listings in Osprey, FL This Week

The homes that just listed are the ones you have a shot at before everyone else: the best-priced ones go under contract in days. This page lists every Osprey listing from the last week, newest first, with price, size and community, refreshed every night from the live MLS record.

22 homes came on the market in Osprey, FL in the last 7 days — about 3 a day — at a median asking price of $717,000 ($159,900 to $2,150,000 for the middle 80%). That is 23% of the 95 homes currently for sale. The most new listings are in Meridian At The Oaks Preserve (4) and ZIP 34229 (22).

New listings in Osprey this week

ListingCommunityAsking$ / sq ftListed
256 Sugar Mill
3 bd · 3 ba · 2,695 sf · Single Family Residence
—$1,399,000$5190d
570 Blackburn Point Road #Siesta 25
Dock-Rackominium
—$149,900—0d
650 Oaks Creek Court
4 bd · 4 ba · 4,314 sf · Single Family Residence
Oaks 2 Ph 2$3,700,000$8581d
642 Trenton Way
4 bd · 4.5 ba · 3,939 sf · Single Family Residence
—$2,150,000$5461d
1474 Landview Lane
4 bd · 3 ba · 3,246 sf · Single Family Residence
Southbay Yacht & Racquet Club$1,485,999$4581d
401 N Point Road #703
3 bd · 3 ba · 2,203 sf · Condominium
Meridian At The Oaks Preserve$1,200,000$5451d
102 Windward Drive
3 bd · 2.5 ba · 2,134 sf · Single Family Residence
Southbay Yacht & Racquet Club$1,047,000$4911d
401 N Point Road #404
3 bd · 3 ba · 2,778 sf · Condominium
Meridian At The Oaks Preserve$1,025,000$3691d
385 N Point Road #401
3 bd · 3 ba · 2,594 sf · Condominium
Meridian At The Oaks Preserve$695,000$2681d
33 Bishops Court Road #118
2 bd · 2.5 ba · 1,890 sf · Townhouse
—$679,000$3591d
14041 Bellagio Way #315
3 bd · 2 ba · 1,736 sf · Condominium
—$640,000$3691d
3603 N Point Road #202
3 bd · 3 ba · 3,147 sf · Condominium
Meridian At The Oaks Preserve$629,400$2001d
145 Edgewood Drive
2 bd · 2 ba · 960 sf · Manufactured Home
—$175,000$1821d
23 Siesta Circle
2 bd · 2 ba · 924 sf · Manufactured Home
—$165,000$1791d
570 Blackburn Point Road #36
Dock-Rackominium
—$99,500—1d
141 Sugar Mill Drive
3 bd · 3 ba · 3,118 sf · Single Family Residence
—$1,700,000$5452d
1140 Beachcomber Court #11
3 bd · 2.5 ba · 2,040 sf · Condominium
—$540,000$2652d
1216 N Casey Key Road
5 bd · 7 ba · 8,050 sf · Single Family Residence
Casey Key$9,750,000$1,2113d
422 Blue Garden Lane
3 bd · 3.5 ba · 3,872 sf · Single Family Residence
—$1,445,000$3733d
335 Park Trace Boulevard
3 bd · 2 ba · 2,326 sf · Single Family Residence
Park Trace Estates$739,000$3184d
717 Pine Run Dr. #717
1 bd · 1 ba · 586 sf · Condominium
—$159,900$2735d
120 Villa Drive #120
2 bd · 2 ba · 1,404 sf · Villa
—$465,000$3316d

Where the new listings are

CommunityCityNew this weekMedian asking
Meridian At The Oaks PreserveOsprey4$860,000
Southbay Yacht & Racquet ClubOsprey2$1,266,500

How to read this

A listing counts as new when its MLS days-on-market is seven or fewer at the nightly refresh; relists under a new MLS number count as new. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated October 19, 2026..

Hiring an agent in Osprey, FL?

Get matched with the right local expert.

Tell us your goal in Osprey, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Osprey, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many new listings are there in Osprey this week?

22 homes were listed in Osprey in the last 7 days, about 3 per day, at a median asking price of $717,000.

Where are the new listings in Osprey?

Meridian At The Oaks Preserve (4), Southbay Yacht & Racquet Club (2).

How fast do new Osprey listings go under contract?

The best-priced new listings in Osprey typically go under contract within the first two weeks; the current market-wide median is shown on the Osprey homes-for-sale page.