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Sarasota Retirement Communities Real Estate Search

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Home  >  Sarasota  >  55+

Sarasota Retirement CommunitiesBiking on Siesta Key

Florida has long been known as a 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 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 with 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 Florida communities that may be of interest:

Venice Retirement Communities

The Newest Sarasota Retirement Home Listings

39 Strathmore Boulevard, Sarasota image
39 Strathmore Boulevard, Sarasota $133,000

Virtually Staged. Welcome to easy Florida living in this spacious 2-bedroom, 2-bath villa located in Sarasota’s desirable 55+ Strathmore Villa community. The well-designe...

  • 2 Beds
  • 2 Baths
  • Strathmore Villa SubDv.
  • 34233 Zip Code
3871 Wilshire Circle W Unit 119, Sarasota image
3871 Wilshire Circle W Unit 119, Sarasota $368,000

Welcome to 3871 Wilshire Circle, a beautiful home offering 1,846 square feet of comfortable living space in a desirable 55+ community in Sarasota with close proximity to ...

  • 2 Beds
  • 2 Baths
  • Lakeshore Village SubDv.
  • 34238 Zip Code
3670 Pinecrest Street Unit 111, Sarasota image
3670 Pinecrest Street Unit 111, Sarasota — 3670 Pinecrest $197,000

55+ Housing for Older Persons. The biggest differentiator is the elevated, finished and air-conditioned patio, with a door opening directly to the courtyard. That's more ...

  • 2 Beds
  • 2 Baths
  • Village Plaza SubDv.
  • 34232 Zip Code
1601 Midlothian Street, Sarasota image
1601 Midlothian Street, Sarasota $139,000

Tri Par Estates - Best kept secret in Sarasota! You own the lot and there are no monthly fees! This double wide mobile home is nicely situated on a dead-end corner lot....

  • 2 Beds
  • 2 Baths
  • Tri-Par Estates SubDv.
  • 34234 Zip Code
2753 Golf Course Drive Unit 104, Sarasota image
2753 Golf Course Drive Unit 104, Sarasota — 1 $165,000

Do not miss this well-maintained end unit located in the desirable 55+, maintenance-free community of Rolling Green Golf Villages. This charming condo offers 2 bedrooms, ...

  • 2 Beds
  • 2 Baths
  • Rolling Green Glf Vil SubDv.
  • 34234 Zip Code
2068 Ca D Oro Drive, Sarasota image
2068 Ca D Oro Drive, Sarasota $129,900

Welcome to your Sarasota retreat! This charming 2-bedroom, 2-bath home offers comfortable Florida living in the desirable Venetian Estates community. The open and invitin...

  • 2 Beds
  • 2 Baths
  • Venetian Estates SubDv.
  • 34238 Zip Code
1330 Glen Oaks Drive E Unit 370D, Sarasota image
1330 Glen Oaks Drive E Unit 370D, Sarasota — 3 $140,000

Welcome to Glen Oaks Garden — where comfort, convenience, and Sarasota living come together! This beautifully maintained 2-bedroom, 2-bath third-floor condo offers a brig...

  • 2 Beds
  • 2 Baths
  • Glen Oaks Gdn Apts SubDv.
  • 34232 Zip Code
2062 Champion Street, Sarasota image
2062 Champion Street, Sarasota $169,000

Mobile Estates is one of Sarasota’s hidden gems! RESIDENT OWNED community where your vote counts! OWN you own piece of Florida in this community. Where else can you enjoy...

  • 2 Beds
  • 2 Baths
  • Mobile Estates SubDv.
  • 34231 Zip Code
1300 N Portofino Drive Unit 103, Sarasota image
1300 N Portofino Drive Unit 103, Sarasota — Sailfish $449,500

Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable S...

  • 2 Beds
  • 2 Baths
  • Siesta Harbor SubDv.
  • 34242 Zip Code
5007 Boca Raton Avenue, Sarasota image
5007 Boca Raton Avenue, Sarasota $175,000

Exceptional home located in popular Tri-Par Estates! Turnkey - everything stays except personel items! Friendly open floor plan, extra large master bedroom, large Florida...

  • 2 Beds
  • 2 Baths
  • Tri-Par Estates SubDv.
  • 34234 Zip Code
3286 Brunswick Lane Unit 704, Sarasota image
3286 Brunswick Lane Unit 704, Sarasota — 7 $239,900

Ready to retire in Sarasota? Welcome to Village Green in South Gate—truly the heart of Sarasota. LESS THAN 10 MINUTES TO SIESTA KEY, DOWNTOWN SARASOTA, AND THE HIGHWAY, P...

  • 2 Beds
  • 2 Baths
  • South Gate Village Green SubDv.
  • 34239 Zip Code
1520 Glen Oaks Drive E Unit 248, Sarasota image
1520 Glen Oaks Drive E Unit 248, Sarasota — Building C $149,000 ▼

Welcome to Glen Oaks Garden, a vibrant community! This beautifully updated corner 2 bedroom, 2 bath condo with elevator access, modern style, comfort, and an unbeatable l...

  • 2 Beds
  • 2 Baths
  • Glen Oaks Estates SubDv.
  • 34232 Zip Code
3289 Fairhaven Lane Unit 112, Sarasota image
3289 Fairhaven Lane Unit 112, Sarasota — 112 $259,000 ▼

Welcome to 3289 Fairhaven Lane. Discover this stunning and serene condo that perfectly blends comfort, style and a modern, inviting atmosphere. Nestled in the heart of Be...

  • 2 Beds
  • 2 Baths
  • South Gate Village Green SubDv.
  • 34239 Zip Code
2448 Clubhouse Drive Unit 202, Sarasota image
2448 Clubhouse Drive Unit 202, Sarasota — 2 $189,000

Home sweet home in the heart of Sarasota! Come see this 2nd floor 55+ condo with serene park-like views. This attractive solidly built condo offers peace of mind living w...

  • 2 Beds
  • 2 Baths
  • Forest Lakes Village SubDv.
  • 34232 Zip Code
1300 N Portofino Drive Unit 305, Sarasota image
1300 N Portofino Drive Unit 305, Sarasota — Sailfish $467,000

STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath con...

  • 1 Beds
  • 2 Baths
  • Siesta Harbor SubDv.
  • 34242 Zip Code
2740 Riverbluff Parkway Unit V107, Sarasota image
2740 Riverbluff Parkway Unit V107, Sarasota — V-107 $225,000

Welcome to Strathmore Riverside Villas, a waterfront 55+ community in South Sarasota just east of the Tamiami Trail. This is a free standing villa, one of only a handful ...

  • 1 Beds
  • 2 Baths
  • Strathmore Riverside SubDv.
  • 34231 Zip Code
1554 Tallywood Drive Unit 7127, Sarasota image
1554 Tallywood Drive Unit 7127, Sarasota $239,900

NOW is the time to BUY! Excellent VALUE with all the upgrades in this unit. Call for an appointment to see it today. UPDATED kitchen with Shaker, soft-close cabinets, qua...

  • 3 Beds
  • 2 Baths
  • Tallywood Condos SubDv.
  • 34237 Zip Code
19 Whispering Sands Drive Unit 201, Sarasota image
19 Whispering Sands Drive Unit 201, Sarasota — 19 Nt $874,900

ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key...

  • 2 Beds
  • 2 Baths
  • Whispering Sands SubDv.
  • 34242 Zip Code

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