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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

7177  Wood Creek Drive Unit 7, South Sarasota FL 34231

$165,900

7177 Wood Creek Drive Unit 7, South Sarasota

Location, location, location!!! Minutes to the world famous Siesta Key Beach!!! Are you looking for a 2 bedroom, 2 bath villa with an attached 2 car garage? This is it! T...

  • Beds 2
  • Baths 2
  • SubDv. Woodside Terrace

4562  Shoshone Trail Unit 177, Central Sarasota FL 34233

$78,900

4562 Shoshone Trail Unit 177, Central Sarasota

Rarely available end unit villa in Magical Lake Tippecanoe that is waiting for you. This is a spacious 2 bedroom and 2 bathroom condo located inside an active 55 + commun...

  • Beds 2
  • Baths 2
  • SubDv. Lake Tippecanoe

3626  Medford Lane Unit 1537, Central Sarasota FL 34232

$139,900

3626 Medford Lane Unit 1537, Central Sarasota

This 55+ community is in a great central location convenient to all of the wonderful things that Sarasota has to offer. 8 miles to world famous Siesta Key beach... 15 mi...

  • Beds 2
  • Baths 2
  • SubDv. Village Green

7175  Wood Creek Drive Unit 6, South Sarasota FL 34231

$179,500

7175 Wood Creek Drive Unit 6, South Sarasota

Gulf Gate villa just south of Gulf Gate Shopping area and minutes to Siesta Keys famous ' Cresent Beach', I-75, downtown and 2 Westfield Malls. The villa is in pristine c...

  • Beds 2
  • Baths 2
  • SubDv. Woodside Terrace

Palmer Ranch FL 34238

$239,900

Palmer Ranch

Only villa currently for sale on MLS in this highly sought-after Sarasota community! Nestled in a beautiful, quiet setting on a cul de sac, this three bedroom and two bat...

  • Beds 3
  • Baths 2
  • SubDv. Westwoods At Sunrise

2519  Golf Course Drive Unit 601, North Sarasota FL 34234

$115,000

2519 Golf Course Drive Unit 601, North Sarasota

great 55+ community complete with community pool(heated),clubhouse, shuffleboard, library and activities. Next door is The Rolling Green Golf Course and a Restaurant. Ins...

  • Beds 2
  • Baths 2
  • SubDv. Rolling Green Glf Vil

3207  Pinecrest Street Unit 613, Central Sarasota FL 34239

$167,900

3207 Pinecrest Street Unit 613, Central Sarasota

Prepared to be WOWED!! This Villa has definitely got the WOW factor. Completely remodeled gorgeous new stone floors, new kitchen with butlers pantry, granite, pretty woo...

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

7243  Oak Moss Drive Unit 54, I-75 East FL 34241

$265,000

7243 Oak Moss Drive Unit 54, 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 * 2 Bedrooms & 2 Baths offering s...

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

Siesta Key FL 34242

$329,000

Siesta Key

Comfortable sought after apartment in convenient mid-rise building. Desirable Southern exposure and turn-key furnished, suitable for home or rental. Price reflects opport...

  • Beds 2
  • Baths 2
  • SubDv. Whispering Sands

2220  Stickney Point Road Unit 520, South Sarasota FL 34231

$69,900

2220 Stickney Point Road Unit 520, South Sarasota

This 2Br/2Ba 2nd floor end unit was in the process of being listed when it became involved in a water loss which emanated from the unit directly above this unit upstairs....

  • Beds 2
  • Baths 2
  • SubDv. Tregate Manor

3309  Tallywood Court Unit 7103, Mid Town Sarasota FL 34237

$114,900

3309 Tallywood Court Unit 7103, Mid Town Sarasota

Cute two bedroom two bath condo in Tallywood. Screened lanai with mature landscaping and oak trees. 1 Car Carport. Living and dining room combination, eating space in ...

  • Beds 2
  • Baths 2
  • SubDv. Tallywood Condos

7345  Oak Moss Drive Unit 38, I-75 East FL 34241

$319,000

7345 Oak Moss Drive Unit 38, I-75 East

LOCATION, LOCATION, LOCATION! This is the one * LAKE FRONT VILLA with MILLION DOLLAR VIEWS * This HUGE Lake is spring fed * VERY Private Setting & LONG Lake Views * TOTAL...

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

6276  Green View Circle Unit 115, South Sarasota FL 34231

$114,900

6276 Green View Circle Unit 115, South Sarasota

One of the largest villas in the complex! Extremely well maintained, move-in ready 2 bedroom, 2 bath villa with carport. The living area is very versatile providing thr...

  • Beds 2
  • Baths 2
  • SubDv. Village In The Pines

4383  Rum Cay Circle Unit 1, Central Sarasota FL 34233

$249,900

4383 Rum Cay Circle Unit 1, Central Sarasota

Fabulous Villa! You will be very impressed from the moment you enter this immaculate home that has been meticulously maintained. This one has it all. Beautifully updat...

  • Beds 3
  • Baths 2
  • SubDv. Center Gate Estates

3700  Amesbury Lane Unit 1530, Central Sarasota FL 34232

$173,650

3700 Amesbury Lane Unit 1530, Central Sarasota

Attached villa in village green, including a gathering room off the kitchen and a spacious florida room. Two car garage is a plus. Ideal for winter retreat or full time ...

  • Beds 2
  • Baths 2
  • SubDv. Village Green

2220  Stickney Point Road Unit 542, South Sarasota FL 34231

$95,000

2220 Stickney Point Road Unit 542, South Sarasota

***Back on the Market***Location! Location! Location! GULF GATE AREA GEM! Rarely available 3 bedroom, 2 bath condo at Tregate Manor. In-unit washer hookup, lots of storag...

  • Beds 3
  • Baths 2
  • SubDv. Tregate Manor

3751 S School Avenue Unit 15, Central Sarasota FL 34239

$64,000

3751 S School Avenue Unit 15, Central Sarasota

Get it while you can, an affordable retreat near Siesta Key beaches! Two bedroom split plan with tile in all the right places; step-saver kitchen; on-site laundry; eleva...

  • Beds 2
  • Baths 2
  • SubDv. Sunland Apts

3954  Wilshire Court Unit 76, Palmer Ranch FL 34238

$245,000

3954 Wilshire Court Unit 76, Palmer Ranch

Lakeshore Village perfection! This beautifully renovated villa is located in the desirable Lakeshore Village, a 55+ community close to all of Sarasota’s fine ameni...

  • Beds 3
  • Baths 2
  • SubDv. Lakeshore Village

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