Osprey FL FSBO Homes (22)

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We have homes for sale by owner in Osprey, FL. The median list price in Osprey, FL is $259,000 and the average price per square foot is $231,686.

Homes For Sale

$409,900

2 Bed
2 Bath
1,400 Sqft

2251 Jessie Harbor Drive #2101, Osprey, FL

**1st floor end unit condo with water view and private 1-car garage, west of trail! bring your boat & kayak for... Read More

Homes For Sale

$2,495,000

4 Bed
4 Bath
2,572 Sqft
0.33 Acre(Lot)

312 Yacht Harbor Drive, Osprey, FL

One or more photo(s) has been virtually staged. considered one of the finest community-owned marinas on the west... Read More

Homes For Sale

$1,199,000

4 Bed
3 Bath
2,925 Sqft
0.36 Acre(Lot)

120 Lookout Point Drive, Osprey, FL

Spacious custom built home featuring an oversized corner yard, high ceilings, updated kitchen and bathrooms,... Read More

Condo For Sale

$569,000

2 Bed
2 Bath
1,574 Sqft

784 Sarabay Road #18, Osprey, FL

Welcome to your waterfront villa in osprey, florida! discover the ultimate seasonal retreat in this beautifully... Read More

Homes For Sale

$845,000

4 Bed
4 Bath
3,183 Sqft
0.23 Acre(Lot)

650 Crane Prairie Way, Osprey, FL

Best priced home per sq ft in a 3-mile radius! now offered at $845,000 | lease option/purchase available! live... Read More

Condo For Sale

$675,000

3 Bed
2 Bath
1,799 Sqft
4.01 Acres(Lot)

14041 Bellagio Way #214, Osprey, FL

One or more photo(s) has been virtually staged. massive price reduction! original listing price was $810,000.... Read More

Condo For Sale

$230,000

2 Bed
2 Bath
1,316 Sqft

201 Woodland Drive #201, Osprey, FL

Rarely available 1st floor end unit!

Homes For Sale

$485,000

2 Bed
3 Bath
2,837 Sqft
0.16 Acre(Lot)

264 Woods Point Road, Osprey, FL

One or more photo(s) has been virtually staged. seller will consider lease purchase. try it before you buy it.... Read More

Pending

Homes For Sale

$3,250,000

4 Bed
4 Bath
2,380 Sqft
0.57 Acre(Lot)

5 N Casey Key Road, Osprey, FL

Under contract-accepting backup offers. home run deal you can't afford to miss! casey key gulf front move-in... Read More

Vacant Land For Sale

$239,999

5,800 Sqft
0.13 Acre(Lot)

456 Washington Avenue, Osprey, FL

Owner financing is available. prime land at 456 washington ave, osprey, fl 34229 – a rare gem near historic... Read More

Homes For Sale

$1,795,000

3 Bed
4 Bath
4,241 Sqft
0.56 Acre(Lot)

909 Macewen Drive, Osprey, FL

**stunning golf course estate in the highly sought-after oaks country club community** situated on an over half... Read More

Condo For Sale

$685,000

3 Bed
3 Bath
2,055 Sqft
2.41 Acres(Lot)

409 N Point Road #502, Osprey, FL

**gorgeous view from this move-in ready, 5th floor, 3-bed / 3-bath, luxury condo!! the coveted lifestyle of the... Read More

Condo For Sale

$261,900

2 Bed
2 Bath
1,184 Sqft

758 Pine Run Drive #758, Osprey, FL

This home was professionally inspected by a contractor following hurricanes helene and milton, and i’m pleased... Read More

Homes For Sale

$1,570,000

3 Bed
4 Bath
2,913 Sqft
0.64 Acre(Lot)

360 N Point Road, Osprey, FL

**don’t wait to build!** exquisite, newly-constructed and never lived-in, spanish mission style home behind the... Read More

Pending

Homes For Sale

$210,000

2 Bed
2 Bath
1,376 Sqft
0.12 Acre(Lot)

191 Palm Air Drive, Osprey, FL

Under contract-accepting backup offers. come home to this tastefully-furnished, well-maintained spacious home in... Read More

Condo For Sale

$269,999

2 Bed
2 Bath
1,325 Sqft

207 Woodland Drive #207, Osprey, FL

Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the... Read More

Condo For Sale

$399,900

3 Bed
3 Bath
2,594 Sqft
2.41 Acres(Lot)

401 N Point Road #301, Osprey, FL

One or more photo(s) has been virtually staged. enter through the secure foyer and take the private elevator to... Read More

Condo For Sale

$719,000

3 Bed
3 Bath
2,203 Sqft

409 N Point Road #603, Osprey, FL

Beautiful full water views of north creek, sarasota bay, and the gulf! watch the eagles and osprey fish and... Read More

Condo For Sale

$1,549,000

3 Bed
3 Bath
2,594 Sqft

401 N Point Road #901, Osprey, FL

This opulent 3 bedroom plus den, 3 bath residence with a private 2 car garage located in meridian at the oaks... Read More

Pending

Homes For Sale

$4,500,000

3 Bed
2 Bath
1,876 Sqft
0.94 Acre(Lot)

426 N Casey Key Road, Osprey, FL

Under contract-accepting backup offers. gulf to bay on north casey key – the perfect location! panoramic views... Read More

Osprey - Statistics and Home Trends

Actives Activity Chart

Other For Sale By Owner in OSPREY 4

	Average Price
Other For Sale in OSPREY (4)	$ 72,500

AVERAGE PRICE

$ 72,500

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

Homes For Sale By Owner in OSPREY 86

	Average Price
2 Bed Homes For Sale in OSPREY (16)	$ 525,306
3 Bed Homes For Sale in OSPREY (36)	$ 1,153,178
4 Bed Homes For Sale in OSPREY (28)	$ 1,738,814
5+ Bed Homes For Sale in OSPREY (6)	$ 2,920,000

AVERAGE PRICE

$ 1,281,960

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 490

Condos For Sale By Owner in OSPREY 53

	Average Price
1 Bed Condos For Sale in OSPREY (1)	$ 325,000
2 Bed Condos For Sale in OSPREY (16)	$ 387,963
3 Bed Condos For Sale in OSPREY (34)	$ 914,444
4 Bed Condos For Sale in OSPREY (2)	$ 1,117,500

AVERAGE PRICE

$ 1,017,189

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 380

Townhomes For Sale By Owner in OSPREY 4

	Average Price
2 Bed Townhomes For Sale in OSPREY (2)	$ 349,000
3 Bed Townhomes For Sale in OSPREY (2)	$ 525,000

AVERAGE PRICE

$ 911,700

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 301

Villa For Sale By Owner in OSPREY 4

	Average Price
2 Bed Villa For Sale in OSPREY (4)	$ 505,725

AVERAGE PRICE

$ 877,869

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 361

Land For Sale By Owner in OSPREY 5

	Average Price
Land For Sale in OSPREY (5)	$ 948,248

AVERAGE PRICE

$ 948,248

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Osprey, Florida

Currently there are 86 homes for sale, 53 condos and apartments for sale, 5 vacant land for sale, 4 villa for sale and 4 townhomes for sale in Osprey

Currently Osprey has 156 properties on the market for sale. The inventory was last updated 07/25/2025. Of these properties, 86 single family homes are for sale by their owners in Osprey, and 53 condos are for sale by their owners in Osprey. The average price of the single family homes for sale in Osprey, is $72,500, the average condo price in Osprey, is $1,281,960. The average price per square foot of the active inventory is $255. This is based the living area square footage.

Over the last year, there have been 336 of properties sold in Osprey. Of these properties, 221 single family homes have sold by their owners in Osprey, and 86 condos have sold by their owners in Osprey. The average sales price of the single family homes sold in Osprey, is $33,250. Single family homes have been selling for N/A per square foot of living area. The average sales price of the condos for sale in Osprey, is $1,025,460. Condos have been selling for 404 per square foot of living area.

The most active subdivisions with listings for sale in Osprey, are:

If you are thinking of selling your Osprey home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 07/25/2025

Osprey FL FSBO Homes (22)

2251 Jessie Harbor Drive #2101, Osprey, FL

312 Yacht Harbor Drive, Osprey, FL

120 Lookout Point Drive, Osprey, FL

784 Sarabay Road #18, Osprey, FL

650 Crane Prairie Way, Osprey, FL

14041 Bellagio Way #214, Osprey, FL

201 Woodland Drive #201, Osprey, FL

264 Woods Point Road, Osprey, FL

5 N Casey Key Road, Osprey, FL

456 Washington Avenue, Osprey, FL

909 Macewen Drive, Osprey, FL

409 N Point Road #502, Osprey, FL

758 Pine Run Drive #758, Osprey, FL

360 N Point Road, Osprey, FL

191 Palm Air Drive, Osprey, FL

207 Woodland Drive #207, Osprey, FL

401 N Point Road #301, Osprey, FL

409 N Point Road #603, Osprey, FL

401 N Point Road #901, Osprey, FL

426 N Casey Key Road, Osprey, FL

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Osprey - Statistics and Home Trends

Actives Activity Chart

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