Sarasota Real Estate Search including Homes and Condos in the surrounding counties of Manatee, Charlotte, Pinellas and Hillsborough
Exceptional Florida Real Estate

Home  >  Sarasota  >  55+

Sarasota Retirement CommunitiesBiking on Siesta Key

Florida has long been known as magnet for attracting retirees from the north.  Today's lifestyle is not your parent's retirement home.  Many of the retirement communities place emphasis on community for those of a similar era.  There are activities, events and just plain ol' friendships that endure for years.  Of course, some communities do offer graduated levels of assistance for those who require a little more help.

Search for Maintenance Free Homes in Sarasot and OspreyBelow are the listings newest to the market from Sarasota, Osprey and Venice.  The list is updated daily with new listings or price changes.  Bookmark this link and check back often for the newest listings.   The complete list  is available and can be customized to meet your homebuying needs.  We'll email updates to you daily of only the homes you want to see.  It costs you nothing and you are never under any obligation to buy!

Here are some other southwest communities that may be of interest:

Venice Retirement Communities

The Newest Sarasota Retirement Home Listings

$314,000

769 John Ringling Boulevard Unit 32EXET, Lido Key

Sarasota Harbor East, 55+, maintenance free community, with deep water boat docks available. Location doesn't get better than this. Two bedroom/two bath, 3rd floor unit. ...

  • Beds 2
  • Baths 2
  • SubDv. Sarasota Harbor East

The Meadows FL 34235

$82,000

The Meadows

This meticulously maintained villa is located in a lovely 55+ community complete with beautiful tree lined streets. The tiled entry leads you to a spacious living room wi...

  • Beds 2
  • Baths 2
  • SubDv. Strathmore Villa

3910  Wilshire Circle Unit 26, Palmer Ranch FL 34238

$249,900

3910 Wilshire Circle Unit 26, Palmer Ranch

Welcome to TRUE RESORT-STYLE LIVING !!!

Lakeshore Village is Sarasota's PREMIER over 55 MAINTENANCE FREE VILLA Complex. It is located about 2 miles fro...

  • Beds 3
  • Baths 3
  • SubDv. Lakeshore Village South

56  Strathmore Boulevard Unit VILLA 56, Central Sarasota FL 34233

$99,000

56 Strathmore Boulevard Unit VILLA 56, Central Sarasota

Well maintained 2 Bedroom & 2 Bath villa in EXCELLENT CONDITION * Open floor plan with spacious rooms that include a separate living and dining area. Beautiful laminate f...

  • Beds 2
  • Baths 2
  • SubDv. Strathmore Villa

1348  Glendale Circle Unit 235, Central Sarasota FL 34232

$92,777

1348 Glendale Circle Unit 235, Central Sarasota

***MOVE IN READY VILLA IN FOREST PINES!!*** This villa has NEW flooring, paint, lighting fixtures, ceiling fans, and more. Located off the main road, this villa has a sc...

  • Beds 2
  • Baths 2
  • SubDv. Forest Pines 2

3941  Oakhurst Boulevard Unit 3014, Central Sarasota FL 34233

$169,900

3941 Oakhurst Boulevard Unit 3014, Central Sarasota

Beautifully Updated Villa overlooking a preserve!! Featuring double master suites, this floor plan lives large in the open living/dining room which flows easily to the fa...

  • Beds 2
  • Baths 2
  • SubDv. Oakhurst

3718  Miguel Lane Unit 8605, Central Sarasota FL 34232

$159,900

3718 Miguel Lane Unit 8605, Central Sarasota

***Very Nice End Unit in Village Plaza*** A 55+ Community***BEST VILLA LOT***BACKS TO TREES AND OPEN AREAS***GARDEN TOPIARY WITH MAGNIFICENT SCULPTED SHRUBBERY***Spacious...

  • Beds 2
  • Baths 2
  • SubDv. Village Plaza

4212  Oakhurst Circle E Unit 3074, Central Sarasota FL 34233

$165,000

4212 Oakhurst Circle E Unit 3074, Central Sarasota

Fantastic view from this newly refreshed villa-completely repainted including ceilings-lanai and garage floors-new refrigerator-range-dishwasher-new carpet in bedrooms-nu...

  • Beds 2
  • Baths 2
  • SubDv. Oakhurst

7207  Oak Moss Drive Unit 63, I-75 East FL 34241

$249,500

7207 Oak Moss Drive Unit 63, I-75 East

This is the one * Enjoy the carefree Florida lifestyle in this lovely villa nestled among the lush foliage, stately oaks and open spaces * 2008+/-sqft under air with 3 Be...

  • Beds 3
  • Baths 2
  • SubDv. Bent Tree Condo

3731  Sarasota Square Boulevard Unit 211, Palmer Ranch FL 34238

$159,900

3731 Sarasota Square Boulevard Unit 211, Palmer Ranch

Newly remodeled, and re-plumbed condo in Exclusive Palmer Club at Prestancia Community. New roof on this superbly maintained building with safe and convenient under-buil...

  • Beds 2
  • Baths 2
  • SubDv. Palmer Club At Prestancia

2210  Riverbluff Parkway Unit V-283, South Sarasota FL 34231

$249,900

2210 Riverbluff Parkway Unit V-283, South Sarasota

Enjoy tranquil water views and the ultimate lifestyle Florida has to offer with this freshly renovated waterfront villa. This is a boaters dream come true with boat docks...

  • Beds 2
  • Baths 2
  • SubDv. Strathmore Riverside

2568  Clubhouse Circle Unit 201, Central Sarasota FL 34232

$74,900

2568 Clubhouse Circle Unit 201, Central Sarasota

Wonderful and friendly over 55 community of Forest Lakes Village. Centrally located with easy access to shopping, hospital, restaurants and more. This property was well c...

  • Beds 2
  • Baths 2
  • SubDv. Forest Lakes Village

Central Sarasota FL 34239

$125,000

Central Sarasota

Don't miss out on this well-maintained paired villa in the popular 55+ South Gate Village Green golf course community. You enter the home through the light and bright en...

  • Beds 2
  • Baths 2
  • SubDv. South Gate Village Green

1310  Glen Oaks Drive E Unit 187E, Central Sarasota FL 34232

$75,500

1310 Glen Oaks Drive E Unit 187E, Central Sarasota

LIGHT, BRIGHT AND SUCH A DELIGHT! THIS CONDO IS A GREAT YEAR ROUND HOME OR A WINTER GET-AWAY. Living Room/Dining Room combination with a convenient pass through to the ...

  • Beds 2
  • Baths 2
  • SubDv. Glen Oaks Gdn Apts

3286  Brunswick Lane Unit 704, Central Sarasota FL 34239

$132,900

3286 Brunswick Lane Unit 704, Central Sarasota

Bright and spacious 2 bedroom 2 Bath Villa in the beautiful 55+ community of Village Green in the heart of Sarasota, just minutes to Siesta Key and the best beach in the ...

  • Beds 2
  • Baths 2
  • SubDv. South Gate Village Green

19  Whispering Sands Drive Unit 502, Siesta Key FL 34242

$615,000

19 Whispering Sands Drive Unit 502, Siesta Key

YOUR OWN PRIVATE BEACH on SIESTA KEY. Incredible and gorgeous gulf views, sunsets and walking distance to dining, shopping and nightlife in Siesta Key Village. A rare an...

  • Beds 2
  • Baths 2
  • SubDv. Whispering Sands

3995  Oakhurst Boulevard Unit 3088, Central Sarasota FL 34233

$167,900

3995 Oakhurst Boulevard Unit 3088, Central Sarasota

Super NICE! Open, bright unit overlooking mature trees with all the right touches and it's move in ready! This maintenance free 55+ community has low fees, heated pool an...

  • Beds 2
  • Baths 2
  • SubDv. Oakhurst

Central Sarasota FL 34239

$134,500

Central Sarasota

Quiet, serene neighborhood close to shopping, 15 minutes from beaches and downtown. Perfect location to enjoy the Florida lifestyle. Lovely greenbelt view, sidewalks fo...

  • Beds 2
  • Baths 2
  • SubDv. South Gate

Free Daily Email Updates

  • Automated home searches
  • Favorite properties
  • Email updates
  • And much more…