simpliHOM simpliHOM
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. How Much Can I Afford
    4. Mortgage Calculator
    5. Buying Vocab
  • Sell
    1. Price Estimate
    2. Selling Vocab
  • Book a Call
  • About
    1. About Us
    2. Meet Nicholas
    3. The Brokerage
    4. Join Us
  • Blogs
  • Register
  • /
  • Sign In
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
1 Filter
1 Filter Applied

Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Days On Site
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Price per Sqft
Monthly HOA Fee
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Land Lease Fee
Keyword
Maintenance Fee
Assessed Value

Fireplace Number

Parking Space
Garage Space
Carport Spaces

Open House
Has Picture
New
Hot
Virtual Tour
3D Tour
Price Reduced
Save Search (2)
Save your search to get Alerts
21 Properties
Map

21 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 329 BAY VISTA AVE, Osprey, FL 34229
    2 Beds2 Baths1,346 SqFt
    1/30 30
    Active

    $429,000

    329 BAY VISTA AVE, Osprey, FL 34229

    Listed by Rodrigo Posada THE SHORELINE FL REALTY LLC

    Stellar MLS
  • 919 SCHERER WAY, Osprey, FL 34229
    4 Beds3 Baths2,290 SqFt
    1/45 45
    Active

    $4,000

    919 SCHERER WAY, Osprey, FL 34229

    Listed by Jeremy Myers COMPASS PROPERTY MANAGEMENT LLC

    Stellar MLS
  • 173 NAVIGATION CIR #107, Osprey, FL 34229
    3 Beds2 Baths1,528 SqFt
    1/71 71
    Active

    $319,500

    173 NAVIGATION CIR #107, Osprey, FL 34229

    Listed by Tim Weller EXIT KING REALTY

    Stellar MLS
  • 51 MAC EWEN DR #8, Osprey, FL 34229
    1 Bed1 Bath595 SqFt
    1/14 14
    Active

    $1,600

    51 MAC EWEN DR #8, Osprey, FL 34229

    Listed by Deserea Hardy ROSSI & COMPANY INC

    Stellar MLS
  • 4424 CONCHFISH LN, Osprey, FL 34229
    4 Beds3 Baths2,370 SqFt
    1/54 54
    Active Under Contract

    $550,000

    4424 CONCHFISH LN, Osprey, FL 34229

    Listed by Ashley Wallace COLDWELL BANKER REALTY

    Stellar MLS
  • 204 WINDWARD DR, Osprey, FL 34229
    3 Beds3 Baths2,486 SqFt
    1/73 73
    Active

    $850,000

    204 WINDWARD DR, Osprey, FL 34229

    Listed by Sharon Lewis GOLF & BAY PROPERTIES LLC

    Stellar MLS
  • 4219 FRONTIER WAY #105, Osprey, FL 34229
    2 Beds2 Baths1,244 SqFt
    1/34 34
    Active

    $2,200

    4219 FRONTIER WAY #105, Osprey, FL 34229

    Listed by Tim Weller EXIT KING REALTY

    Stellar MLS
  • 14021 BELLAGIO WAY #404, Osprey, FL 34229
    3 Beds3 Baths2,187 SqFt
    1/70 70
    Active

    $1,100,000

    14021 BELLAGIO WAY #404, Osprey, FL 34229

    Listed by Megan E. George, PA PREMIER SOTHEBYS INTL REALTY

    Stellar MLS
  • 1361 NEW FOREST LN, Osprey, FL 34229
    3 Beds2 Baths2,074 SqFt
    1/45 45
    Active

    $535,000

    1361 NEW FOREST LN, Osprey, FL 34229

    Listed by Linh Pham NEXTHOME EXCELLENCE

    Stellar MLS
  • 409 NORTH POINT RD #401, Osprey, FL 34229
    3 Beds3 Baths2,594 SqFt
    1/90 90
    Active

    $560,000

    409 NORTH POINT RD #401, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 759 FORDINGBRIDGE WAY, Osprey, FL 34229
    4 Beds4 Baths2,950 SqFt
    1/51 51
    Active

    $715,000

    759 FORDINGBRIDGE WAY, Osprey, FL 34229

    Listed by Steven Koleno BEYCOME OF FLORIDA LLC

    Stellar MLS
  • 4271 EXPEDITION WAY #103, Osprey, FL 34229
    2 Beds2 Baths1,135 SqFt
    3D
    Active

    $260,000

    4271 EXPEDITION WAY #103, Osprey, FL 34229

    Listed by Toni Zarghami KW COASTAL LIVING III

    Stellar MLS
  • 764 SARABAY RD #8, Osprey, FL 34229
    2 Beds2 Baths1,392 SqFt
    1/64 64
    Active

    $399,000

    764 SARABAY RD #8, Osprey, FL 34229

    Listed by Michael Christo PREMIER SOTHEBYS INTL REALTY

    Stellar MLS
  • 742 HARMS DR, Osprey, FL 34229
    3 Beds2 Baths1,293 SqFt
    1/46 46
    Active

    $499,900

    742 HARMS DR, Osprey, FL 34229

    Listed by Tiffany Stonis EXP REALTY LLC

    Stellar MLS
  • 422 BLUE GARDEN LN, Osprey, FL 34229
    3 Beds4 Baths3,872 SqFt
    1/100 100
    Active

    $1,445,000

    422 BLUE GARDEN LN, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 521 HABITAT BLVD, Osprey, FL 34229
    3 Beds3 Baths2,266 SqFt
    1/44 44
    Active

    $5,900

    521 HABITAT BLVD, Osprey, FL 34229

    Listed by David Holt PMI SOUTHWEST FLORIDA

    Stellar MLS
  • 599 PINE RANCH EAST RD, Osprey, FL 34229
    3 Beds2 Baths2,188 SqFt
    3D
    Active

    $825,000

    599 PINE RANCH EAST RD, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 385 N POINT RD #402, Osprey, FL 34229
    3 Beds3 Baths2,055 SqFt
    1/62 62
    Active

    $615,000

    385 N POINT RD #402, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 401 N POINT RD #301, Osprey, FL 34229
    3 Beds3 Baths2,594 SqFt
    1/91 91
    Active

    $459,900

    401 N POINT RD #301, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 418 S TAMIAMI TRL #E3, Osprey, FL 34229
    1,272 SqFt
    1/24 24
    Active

    $415,000

    418 S TAMIAMI TRL #E3, Osprey, FL 34229

    Listed by Brandy Loebker KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    Stellar MLS
  • 2099 S TAMIAMI TRL, Osprey, FL 34229
    2.51 Acres
    1/16 16
    Active

    $1,350,000

    2099 S TAMIAMI TRL, Osprey, FL 34229

    Listed by Sue Repp COLDWELL BANKER REALTY

    Stellar MLS
  • 1

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
output-onlinegiftools (1)
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. How Much Can I Afford
      4. Mortgage Calculator
      5. Buying Vocab
      Sell
      1. Price Estimate
      2. Selling Vocab
      Book a Call
      About
      1. About Us
      2. Meet Nicholas
      3. The Brokerage
      4. Join Us
      Blogs
simpliHŌM

Nicholas Rapisardi License ID: BK3229484

+1(941) 735-0244 nicholas@simplihom.com

3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

Realtor: Nicholas V Rapisardi PLLC

Broker: Nicholas V Rapisardi

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
output-onlinegiftools (1)
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. How Much Can I Afford
      4. Mortgage Calculator
      5. Buying Vocab
      Sell
      1. Price Estimate
      2. Selling Vocab
      Book a Call
      About
      1. About Us
      2. Meet Nicholas
      3. The Brokerage
      4. Join Us
      Blogs
simpliHŌM

Nicholas Rapisardi License ID: BK3229484

+1(941) 735-0244 nicholas@simplihom.com

3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

Realtor: Nicholas V Rapisardi PLLC

Broker: Nicholas V Rapisardi

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.