Homes for Sale in Osprey, FL

100 homes are for sale in Osprey, FL as of 2026-10-27, with 18 more under contract. The median list price is $782,000 ($371/sq ft), most homes list between $289K to $2.40M, and the median listing has been on the market 76 days. That is 55 houses, 37 condos and 3 townhouses. 10 homes came on the market this week.

Newest homes for sale in Osprey

The most recently listed homes in Osprey, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$3.19M New

5 bd · 5.5 ba · 5,218 sq ft · built 1990

871 MACEWEN DRIVE, 34229

Osprey

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

Meridian at The Oaks Preserve
photos on the listing

$1.29M New

3 bd · 3 ba · 2,680 sq ft · built 2006

3621 N POINT ROAD #603, 34229

Meridian at The Oaks Preserve

Listing courtesy of COLDWELL BANKER REALTY

$1.10M New

4 bd · 3 ba · 2,770 sq ft · built 1978

403 LONGBOW TRAIL, 34229

Osprey

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$600,000 New

4 bd · 3 ba · 3,192 sq ft · built 1994

455 OAK POINT ROAD, 34229

Osprey

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$799,000 New

4 bd · 3 ba · 2,474 sq ft · built 2004

819 GOLDEN POND COURT, 34229

Rivendell

Listing courtesy of MICHAEL SAUNDERS & COMPANY

The Oaks
photos on the listing

$775,000 New

2 bd · 2 ba · 2,071 sq ft · built 1986

227 SAINT JAMES PARK, 34229

The Oaks

Listing courtesy of RE/MAX PALM

$569,000 New

2 bd · 2 ba · 1,943 sq ft · built 2001

232 HIDDEN BAY DRIVE #303, 34229

Osprey

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$1.18M New

3 bd · 3 ba · 2,594 sq ft · built 2004

409 N POINT ROAD #601, 34229

Meridian at The Oaks Preserve

Listing courtesy of COLDWELL BANKER REALTY

$1.90M New

3 bd · 3.5 ba · 3,924 sq ft · built 1993

168 COASTAL HAMMOCK COURT, 34229

Osprey

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$695,000 New

3 bd · 2.5 ba · 2,168 sq ft · built 2017

250 HIDDEN BAY DRIVE #301, 34229

Osprey

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$1.49M

4 bd · 3 ba · 3,246 sq ft · built 1977

1474 LANDVIEW LANE, 34229

Southbay Yacht & Racquet Club

Listing courtesy of ANGELA FOWLER REAL ESTATE, LLC

$640,000

3 bd · 2 ba · 1,736 sq ft · built 2006

14041 BELLAGIO WAY #315, 34229

Osprey

Listing courtesy of WILLIAM RAVEIS - FLORIDA LLC

$2.15M

4 bd · 4.5 ba · 3,939 sq ft · built 2002

642 TRENTON WAY, 34229

Osprey

Listing courtesy of COLDWELL BANKER REALTY

$739,000

3 bd · 2 ba · 2,326 sq ft · built 2001

335 PARK TRACE BOULEVARD, 34229

Park Trace Estates

Listing courtesy of COLDWELL BANKER REALTY

$499,999

3 bd · 3 ba · 2,422 sq ft · built 1981

453 S SHORE DRIVE, 34229

Osprey

Listing courtesy of RE/MAX PRIME PROPERTIES

$1.05M

3 bd · 2.5 ba · 2,134 sq ft · built 1986

102 WINDWARD DRIVE, 34229

Southbay Yacht & Racquet Club

Listing courtesy of FUTURE HOME REALTY INC

$1.05M

4 bd · 3 ba · 2,775 sq ft · built 2004

366 S CREEK COURT, 34229

Osprey

Listing courtesy of KELLER WILLIAMS ON THE WATER S

$1.59M

3 bd · 3.5 ba · 3,565 sq ft · built 1999

402 MACEWEN DRIVE, 34229

Osprey

Listing courtesy of COLDWELL BANKER REALTY

$1.45M

3 bd · 3.5 ba · 3,872 sq ft · built 1984

422 BLUE GARDEN LANE, 34229

Osprey

Listing courtesy of COLDWELL BANKER REALTY

$1.02M

3 bd · 3 ba · 2,778 sq ft · built 2003

401 N POINT ROAD #404, 34229

Meridian at The Oaks Preserve

Listing courtesy of COLDWELL BANKER REALTY

$455,000

2 bd · 2 ba · 1,404 sq ft · built 1978

120 VILLA DRIVE #120, 34229

Osprey

Listing courtesy of MANGROVE REALTY ASSOCIATES

$175,000

2 bd · 2 ba · 960 sq ft · built 1977

145 EDGEWOOD DRIVE, 34229

Osprey

Listing courtesy of GENEROUS PROPERTY

$1.20M

3 bd · 3 ba · 2,203 sq ft · built 2003

401 N POINT ROAD #703, 34229

Meridian at The Oaks Preserve

Listing courtesy of GENEROUS PROPERTY

$159,900

1 bd · 1 ba · 586 sq ft · built 1973

717 PINE RUN DR. #717, 34229

Osprey

Listing courtesy of PAT WILLIAMS REALTY, LLC

Osprey homes for sale by price

Every active listing in Osprey grouped by price, with the newest listings in each band. The median is $782,000; the busiest band is $1M and up.

Under $200K: 5 homes

• $175,000 · 2 bd / 2 ba / 960 sq ft · 145 EDGEWOOD DRIVE
• $159,900 · 1 bd / 1 ba / 586 sq ft · 717 PINE RUN DR. #717
• $165,000 · 2 bd / 2 ba / 924 sq ft · 23 SIESTA CIRCLE
• $165,000 · 2 bd / 2 ba / 1,199 sq ft · 320 TROPIC DRIVE

$200K – $300K: 7 homes

• $244,900 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
• $242,900 · 2 bd / 2 ba / 1,325 sq ft · 116 WOODLAND PLACE #116
• $289,000 · 2 bd / 2 ba / 1,135 sq ft · 4296 EXPEDITION WAY #104
• $299,000 · 2 bd / 2 ba / 1,135 sq ft · 4226 FRONTIER LANE #103

$300K – $400K: 2 homes

• $395,000 · 2 bd / 2 ba / 1,255 sq ft · 7204 JESSIE HARBOR DRIVE #7204
• $399,000 · 2 bd / 2 ba / 1,725 sq ft · 1811 HIGHLAND ROAD

$400K – $500K: 8 homes

• $499,999 · 3 bd / 3 ba / 2,422 sq ft · 453 S SHORE DRIVE
• $455,000 · 2 bd / 2 ba / 1,404 sq ft · 120 VILLA DRIVE #120
• $449,000 · 3 bd / 2 ba / 1,883 sq ft · 7303 JESSIE HARBOR DRIVE #7303
• $425,000 · 2 bd / 2 ba / 1,574 sq ft · 780 SARABAY ROAD #16

$500K – $750K: 25 homes

• $600,000 · 4 bd / 3 ba / 3,192 sq ft · 455 OAK POINT ROAD
• $569,000 · 2 bd / 2 ba / 1,943 sq ft · 232 HIDDEN BAY DRIVE #303
• $695,000 · 3 bd / 2.5 ba / 2,168 sq ft · 250 HIDDEN BAY DRIVE #301
• $640,000 · 3 bd / 2 ba / 1,736 sq ft · 14041 BELLAGIO WAY #315

$750K – $1M: 12 homes

• $775,000 · 2 bd / 2 ba / 2,071 sq ft · 227 SAINT JAMES PARK (The Oaks)
• $799,000 · 4 bd / 3 ba / 2,474 sq ft · 819 GOLDEN POND COURT (Rivendell)
• $850,000 · 3 bd / 1.5 ba / 2,084 sq ft · 210 PATTERSON AVENUE
• $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)

$1M and up: 41 homes

• $1.29M · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #603 (Meridian at The Oaks Preserve)
• $3.19M · 5 bd / 5.5 ba / 5,218 sq ft · 871 MACEWEN DRIVE
• $1.10M · 4 bd / 3 ba / 2,770 sq ft · 403 LONGBOW TRAIL
• $1.18M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601 (Meridian at The Oaks Preserve)

Every home for sale in Osprey right now (100)

All 100 active Osprey listings with a detail page, newest first, refreshed twice a day from the MLS.

• $3.19M · 5 bd / 5.5 ba / 5,218 sq ft · 871 MACEWEN DRIVE
• $1.29M · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #603 (Meridian at The Oaks Preserve)
• $1.10M · 4 bd / 3 ba / 2,770 sq ft · 403 LONGBOW TRAIL
• $600,000 · 4 bd / 3 ba / 3,192 sq ft · 455 OAK POINT ROAD
• $799,000 · 4 bd / 3 ba / 2,474 sq ft · 819 GOLDEN POND COURT (Rivendell)
• $775,000 · 2 bd / 2 ba / 2,071 sq ft · 227 SAINT JAMES PARK (The Oaks)
• $569,000 · 2 bd / 2 ba / 1,943 sq ft · 232 HIDDEN BAY DRIVE #303
• $1.18M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601 (Meridian at The Oaks Preserve)
• $1.90M · 3 bd / 3.5 ba / 3,924 sq ft · 168 COASTAL HAMMOCK COURT
• $695,000 · 3 bd / 2.5 ba / 2,168 sq ft · 250 HIDDEN BAY DRIVE #301
• $1.49M · 4 bd / 3 ba / 3,246 sq ft · 1474 LANDVIEW LANE (Southbay Yacht & Racquet Club)
• $640,000 · 3 bd / 2 ba / 1,736 sq ft · 14041 BELLAGIO WAY #315
• $2.15M · 4 bd / 4.5 ba / 3,939 sq ft · 642 TRENTON WAY
• $739,000 · 3 bd / 2 ba / 2,326 sq ft · 335 PARK TRACE BOULEVARD (Park Trace Estates)
• $499,999 · 3 bd / 3 ba / 2,422 sq ft · 453 S SHORE DRIVE
• $1.05M · 3 bd / 2.5 ba / 2,134 sq ft · 102 WINDWARD DRIVE (Southbay Yacht & Racquet Club)
• $1.05M · 4 bd / 3 ba / 2,775 sq ft · 366 S CREEK COURT
• $1.59M · 3 bd / 3.5 ba / 3,565 sq ft · 402 MACEWEN DRIVE
• $1.45M · 3 bd / 3.5 ba / 3,872 sq ft · 422 BLUE GARDEN LANE
• $1.02M · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #404 (Meridian at The Oaks Preserve)
• $455,000 · 2 bd / 2 ba / 1,404 sq ft · 120 VILLA DRIVE #120
• $175,000 · 2 bd / 2 ba / 960 sq ft · 145 EDGEWOOD DRIVE
• $1.20M · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #703 (Meridian at The Oaks Preserve)
• $159,900 · 1 bd / 1 ba / 586 sq ft · 717 PINE RUN DR. #717
• $4.59M · 5 bd / 5 ba / 5,279 sq ft · 275 LOOKOUT POINT DRIVE (Southbay Yacht & Racquet Club)
• $1.40M · 3 bd / 3 ba / 2,594 sq ft · 385 NORTH POINT ROAD #701 (Meridian at The Oaks Preserve)
• $3.70M · 4 bd / 4 ba / 4,314 sq ft · 650 OAKS CREEK COURT (The Oaks)
• $695,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #401 (Meridian at The Oaks Preserve)
• $529,000 · 4 bd / 2 ba / 2,203 sq ft · 583 PINE RANCH EAST ROAD
• $449,000 · 3 bd / 2 ba / 1,883 sq ft · 7303 JESSIE HARBOR DRIVE #7303
• $629,400 · 3 bd / 3 ba / 3,147 sq ft · 3603 N POINT ROAD #202 (Meridian at The Oaks Preserve)
• $679,000 · 2 bd / 2.5 ba / 1,890 sq ft · 33 BISHOPS COURT ROAD #118
• $540,000 · 3 bd / 2 ba / 2,248 sq ft · 1346 THORNAPPLE DRIVE
• $1.40M · 3 bd / 3 ba / 2,695 sq ft · 256 SUGAR MILL
• $3.70M · 5 bd / 5 ba / 6,234 sq ft · 324 OSPREY POINT DRIVE
• $165,000 · 2 bd / 2 ba / 924 sq ft · 23 SIESTA CIRCLE
• $1.25M · 3 bd / 2 ba / 2,850 sq ft · 17 BAYHEAD LANE
• $244,900 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
• $1.10M · 4 bd / 3 ba / 3,984 sq ft · 907 EAGLE ISLE COURT
• $630,000 · 4 bd / 2 ba / 2,186 sq ft · 1036 OAK MEADOW LANE (Rivendell)
• $1.35M · 4 bd / 4 ba / 3,255 sq ft · 1417 LANDVIEW LANE (Southbay Yacht & Racquet Club)
• $719,900 · 3 bd / 2 ba / 2,174 sq ft · 1328 THORNAPPLE DRIVE
• $565,000 · 3 bd / 2 ba / 1,705 sq ft · 2046 CORDES STREET
• $850,000 · 3 bd / 1.5 ba / 2,084 sq ft · 210 PATTERSON AVENUE
• $9.75M · 5 bd / 7 ba / 8,050 sq ft · 1216 N CASEY KEY ROAD (Casey Key)
• $1.35M · 3 bd / 2.5 ba / 2,591 sq ft · 226 SAINT JAMES PARK (The Oaks)
• $2.10M · 4 bd / 3.5 ba / 4,578 sq ft · 154 LOOKOUT POINT DRIVE (Southbay Yacht & Racquet Club)
• $1.10M · 5 bd / 3.5 ba / 3,354 sq ft · 296 PINE RANCH TRAIL
• $599,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #404
• $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
• $425,000 · 2 bd / 2 ba / 1,574 sq ft · 780 SARABAY ROAD #16
• $699,000 · 3 bd / 2 ba / 2,328 sq ft · 299 TURQUOISE LANE
• $775,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
• $1.05M · 3 bd / 3 ba / 3,180 sq ft · 61 BAYHEAD LANE
• $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
• $1.59M · 4 bd / 4 ba / 4,001 sq ft · 75 OSPREY POINT DRIVE
• $395,000 · 2 bd / 2 ba / 1,255 sq ft · 7204 JESSIE HARBOR DRIVE #7204
• $242,900 · 2 bd / 2 ba / 1,325 sq ft · 116 WOODLAND PLACE #116
• $1.45M · 3 bd / 3.5 ba / 2,913 sq ft · 360 N POINT ROAD
• $289,000 · 2 bd / 2 ba / 1,135 sq ft · 4296 EXPEDITION WAY #104
• $699,000 · 3 bd / 2 ba / 2,034 sq ft · 103 BISHOPS COURT ROAD
• $299,000 · 2 bd / 2 ba / 1,135 sq ft · 4226 FRONTIER LANE #103
• $165,000 · 2 bd / 2 ba / 1,199 sq ft · 320 TROPIC DRIVE
• $745,000 · 3 bd / 2 ba / 1,937 sq ft · 280 HIDDEN BAY DRIVE #302
• $1.29M · 3 bd / 3.5 ba / 3,112 sq ft · 156 BISHOPS COURT ROAD
• $499,999 · 3 bd / 2 ba / 2,004 sq ft · 4429 CONCHFISH LANE
• $275,000 · 1 bd / 1 ba / 623 sq ft · 51 MACEWEN DRIVE #12
• $798,000 · 3 bd / 3.5 ba / 3,771 sq ft · 6100 JESSIE HARBOR DRIVE #202
• $1.95M · 5 bd / 5.5 ba / 4,885 sq ft · 97 SUGAR MILL DRIVE
• $999,900 · 3 bd / 3 ba / 2,187 sq ft · 14021 BELLAGIO WAY #404
• $560,000 · 3 bd / 3 ba / 2,594 sq ft · 409 NORTH POINT ROAD #401 (Meridian at The Oaks Preserve)
• $285,000 · 1 bd / 1 ba / 595 sq ft · 51 MAC EWEN DRIVE #14
• $235,000 · 1 bd / 1 ba / 595 sq ft · 51 MACEWEN DRIVE #5
• $700,000 · 4 bd / 3.5 ba / 2,950 sq ft · 759 FORDINGBRIDGE WAY
• $700,000 · 3 bd / 2 ba / 1,799 sq ft · 14041 BELLAGIO WAY #214
• $1.10M · 3 bd / 2.5 ba / 2,830 sq ft · 1527 BUOY LANE (Southbay Yacht & Racquet Club)
• $5.30M · 4 bd / 4.5 ba / 5,337 sq ft · 313 LOOKOUT POINT DRIVE (Southbay Yacht & Racquet Club)
• $879,000 · 3 bd / 2.5 ba / 2,199 sq ft · 14021 BELLAGIO WAY #309
• $1.75M · 3 bd / 2 ba / 1,977 sq ft · 18 N CASEY KEY ROAD
• $525,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #301 (Meridian at The Oaks Preserve)
• $2.00M · 3 bd / 3 ba / 3,029 sq ft · 401 N POINT ROAD #1001 (Meridian at The Oaks Preserve)
• $419,000 · 3 bd / 2 ba / 1,760 sq ft · 524 SARABAY ROAD (Bay Acres Resub)
• $700,000 · 2 bd / 2 ba / 1,932 sq ft · 242 HIDDEN BAY DRIVE #602
• $1.10M · 3 bd / 3 ba / 2,778 sq ft · 385 N POINT ROAD #304 (Meridian at The Oaks Preserve)
• $1.95M · 4 bd / 5.5 ba / 4,346 sq ft · 538 DOVE POINTE DRIVE
• $2.40M · 4 bd / 3.5 ba / 3,953 sq ft · 49 OSPREY POINT DRIVE
• $104,900 · 2 bd / 2 ba / 864 sq ft · 348 TROPIC DRIVE
• $399,000 · 2 bd / 2 ba / 1,725 sq ft · 1811 HIGHLAND ROAD
• $815,000 · 3 bd / 2 ba / 2,188 sq ft · 599 PINE RANCH EAST ROAD
• $6.10M · 4 bd / 5.5 ba / 4,096 sq ft · 121 N CASEY KEY ROAD (Casey Key)
• $789,000 · 3 bd / 2 ba / 2,246 sq ft · 21 BAYHEAD LANE
• $2.40M · 3 bd / 3.5 ba / 4,519 sq ft · 852 MACEWEN DRIVE (The Oaks)
• $599,000 · 3 bd / 2 ba / 2,058 sq ft · 110 PINE AVENUE
• $769,000 · 3 bd / 2 ba / 2,310 sq ft · 13 BAYHEAD LANE
• $2.70M · 6 bd / 6.5 ba / 6,246 sq ft · 236 SAINT JAMES PARK (The Oaks)
• $615,000 · 3 bd / 3 ba / 2,055 sq ft · 385 N POINT ROAD #402 (Meridian at The Oaks Preserve)
• $875,000 · 3 bd / 2 ba / 2,271 sq ft · 293 TURQUOISE LANE
• $459,900 · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #301 (Meridian at The Oaks Preserve)
• $1.59M · 3 bd / 3.5 ba / 4,241 sq ft · 909 MACEWEN DRIVE (The Oaks)
• $575,000 · 3 bd / 3 ba / 2,055 sq ft · 409 N POINT ROAD #502 (Meridian at The Oaks Preserve)

Pending and under contract in Osprey (18)

Osprey homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

• $2.80M · 4 bd / 4 ba / 4,188 sq ft · 662 FERNWALK LANE
• $2.75M · 4 bd / 4.5 ba / 5,323 sq ft · 447 E MACEWEN DRIVE
• $2.60M · 4 bd / 4 ba / 4,450 sq ft · 794 LYTHAM CIRCLE
• $1.80M · 3 bd / 3.5 ba / 3,665 sq ft · 222 SAINT JAMES PARK
• $1.48M · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #701
• $995,000 · 3 bd / 2 ba / 2,351 sq ft · 256 TURQUOISE LANE
• $895,000 · 3 bd / 3 ba / 2,683 sq ft · 155 SEA ANCHOR DRIVE
• $639,000 · 3 bd / 3 ba / 2,222 sq ft · 649 CRANE PRAIRIE WAY
• $750,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #301
• $799,000 · 3 bd / 2.5 ba / 2,678 sq ft · 1104 MALLARD MARSH DRIVE
• $445,000 · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #303
• $625,000 · 3 bd / 2 ba / 1,937 sq ft · 250 HIDDEN BAY DRIVE #302
• $700,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #403
• $2.17M · 4 bd / 3.5 ba / 4,117 sq ft · 362 MACEWEN DRIVE
• $655,000 · 3 bd / 2.5 ba / 2,792 sq ft · 700 SHADOW BAY WAY
• $1.70M · 3 bd / 3 ba / 3,118 sq ft · 141 SUGAR MILL DRIVE
• $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
• $1.69M · 3 bd / 2 ba / 2,411 sq ft · 206 FOUR KNOT LANE

Browse every listing on Momentum Realty.

Homes for sale in Osprey by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

Osprey communities with the most homes for sale

The Osprey neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

What is for sale in Osprey: property types

• Single-family houses: 55
• Condos: 37
• Manufactured homes: 4
• Townhouses: 3
• Villas: 1

Another 7 listings in Osprey are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Osprey (37).

What a home in Osprey costs to own

Take the median $782,000 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $4,297/month. Sarasota County’s typical millage of 13.48 puts property tax near $9,866/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Sarasota County is about $2,126/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $5,297/month plus any HOA or CDD assessment.

Explore Osprey

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Recently off market in Osprey

Homes in Osprey that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

• 101 Osprey Point Drive · last listed $4,790,000 · off market Oct 27, 2026
• 586 Oak Bay Drive · last listed $649,000 · off market Oct 26, 2026
• 1495 Landview Lane · last listed $760,000 · off market Oct 20, 2026
• 130 Willow Bend Way · last listed $669,900 · off market Oct 20, 2026
• 51 Macewen Drive #11 · last listed $235,000 · off market Oct 18, 2026
• 701 Pine Run Drive #701 · last listed $151,000 · off market Oct 17, 2026
• 1819 Highland Road · last listed $319,000 · off market Oct 17, 2026
• 786 Sarabay Road #19 · last listed $489,000 · off market Oct 16, 2026
• 754 Pine Run Drive #754 · last listed $259,000 · off market Oct 16, 2026
• 5100 Jessie Harbor Drive #304 · last listed $699,000 · off market Oct 16, 2026
• 472 Park Trace Boulevard · last listed $599,000 · off market Oct 16, 2026
• 433 E Macewen Drive · last listed $2,189,000 · off market Oct 16, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Osprey as of 2026-10-27 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.