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Sarasota Luxury Real Estate Search

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Home  >  Sarasota  >  The Best  >  Under $300,000

The Best of Sarasota Real Estate

Sarasota Luxury Homes Under $300,000 for Sale

You don't have to be a millionaire to own a nice home in a decent area in the Sarasota Real Estate Market.  These homes represent some of the best values in the Sarasota Market.  Luxury means something different for every person and every price range.  We also include distress, fixer-uppers, short-sales and foreclosures in every search.

Luxury Homes of Distiction in Sarasota under $300,000Luxury Sarasota Condos under $300,000

We have put together lists of the newest MLS listings using our advanced search algorithm for every price range.  The following homes are in deed restricted communities, are only the best construction.  These homes are available now.  Most homes will have open plans, high ceilings, larger bathrooms and closets.   Some are even in gated communities and all of them are minutes away from the #1 Siesta Key Beach.  

See what the best homes in Sarasota are selling for

Our database is updated throughout the day and includes new listings, price reductions, and sold properties.  We will update you by email daily so check back often or feel free to set up your own search.  We will email only those listings that meet your criteria. 

If you need assistance, we are here to help.  Feel free to contact us via the contact button above or call us.

The Best and Newest Sarasota MLS Listings

4242 Oakhurst Circle E, Sarasota image
4242 Oakhurst Circle E, Sarasota $229,900

Welcome to 4242 Oakhurst Circle E, located in the highly desirable and beautifully landscaped 55+ community of Oakhurst. This spacious 2-bedroom, 2-bathroom villa feature...

  • 2 Beds
  • 2 Baths
  • Oakhurst SubDv.
  • 34233 Zip Code
3276 Brunswick Lane Unit 705, Sarasota image
3276 Brunswick Lane Unit 705, Sarasota $225,000

Great DEAL AS_IS South Gate Village Green! Here is the opportunity you have been waiting for in this attractive 55+ community. This 2BR/2BA Villa would make a perfect Win...

  • 2 Beds
  • 2 Baths
  • South Gate Village Green SubDv.
  • 34239 Zip Code
3961 Ashwood Lane Unit 44, Sarasota image
3961 Ashwood Lane Unit 44, Sarasota $169,000

WELCOME TO GLEN OAKS! OUTSTANDING VALUE. VERY AFFORDABLE 2 BEDROOM VILLA. GLEN OAKS RIDGE VILLAS IS A CLEAN AND WELL MAINTAINED IN ACTIVE 55+ COMMUNITY, SOLIDLY BUILT B...

  • 2 Beds
  • 2 Baths
  • Glen Oaks Ridge Villas SubDv.
  • 34232 Zip Code
4202 Schwalbe Drive Unit 89, Sarasota image
4202 Schwalbe Drive Unit 89, Sarasota $175,000

Welcome to a well-maintained 2-bedroom, 2-bath villa offering comfortable, low-maintenance living in a friendly 55+ Sarasota community. Inside, you’ll find a light and in...

  • 2 Beds
  • 2 Baths
  • Strathmore Villa SubDv.
  • 34235 Zip Code
5350 Myrtle Unit 48, Sarasota image
5350 Myrtle Unit 48, Sarasota $250,000

Welcome to your charming, light-filled Florida retreat at 5350 Myrtle Wood in the highly desirable The Meadows neighborhood in Sarasota. This 2-bedroom, 2-bathroom ground...

  • 2 Beds
  • 2 Baths
  • Somerset SubDv.
  • 34235 Zip Code
5626 Monte Rosso Road, Sarasota image
5626 Monte Rosso Road, Sarasota $269,000

Virtually Staged. **Maintenance-Free Luxury Living in Riviera Club.** Welcome to this beautifully maintained 2-bedroom, 2-bath attached single-family home, where an open,...

  • 2 Beds
  • 2 Baths
  • Riviera Club Village At Longwood SubDv.
  • 34243 Zip Code
5273 Villa Majorca Court Unit 25, Sarasota image
5273 Villa Majorca Court Unit 25, Sarasota $299,999

BRAND NEW ROOF, Completely freshly painted throughout, brand new carpet in the primary bedroom never lived on, this is a MUST SEE! Location Location Location want to be i...

  • 2 Beds
  • 2 Baths
  • The Meadows SubDv.
  • 34235 Zip Code
4586 Mohican Trail Unit 147, Sarasota image
4586 Mohican Trail Unit 147, Sarasota $200,000

Welcome to one of the best values currently available in Lake Tippecanoe, where major updates, maintenance-free living, and an unbeatable Sarasota location come together....

  • 2 Beds
  • 2 Baths
  • Lake Tippecanoe SubDv.
  • 34233 Zip Code
4461 Ascot Circle N, Sarasota image
4461 Ascot Circle N, Sarasota $300,000 ▼

Virtually Staged. Looking for maintenance-free living? This home is it! Situated on a preserve lot, this 3-bedroom, 2-bath home is full of charm. Volume ceilings greet yo...

  • 3 Beds
  • 2 Baths
  • Longwood Villas SubDv.
  • 34235 Zip Code
2105 Pueblo Circle Unit V2, Sarasota image
2105 Pueblo Circle Unit V2, Sarasota $199,000 ▼

Beautiful location, in a quiet, well-kept 55+ community, excellent opportunity for rental investment or new home. Located less than 2 miles from Siesta Key beach, 15 min...

  • 2 Beds
  • 2 Baths
  • Woodside Village West SubDv.
  • 34231 Zip Code
3412 Tallywood Circle Unit 7018, Sarasota image
3412 Tallywood Circle Unit 7018, Sarasota — 3412 $269,900 ▼

Welcome to Tallywood, one of Sarasota's most desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes ...

  • 3 Beds
  • 2 Baths
  • Tallywood Condos SubDv.
  • 34237 Zip Code
266 Oak Hill Drive Unit 34, Sarasota image
266 Oak Hill Drive Unit 34, Sarasota $285,000

Welcome to this beautifully maintained 2BR/2BA villa with a private single-car garage, offering comfort, updates, and peace of mind in a prime Sarasota location. Major i...

  • 2 Beds
  • 2 Baths
  • Village Oaks SubDv.
  • 34232 Zip Code
2227 Circlewood Drive Unit 52, Sarasota image
2227 Circlewood Drive Unit 52, Sarasota — 52 $289,900

Recently extensively remodeled partially furnished villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style co...

  • 2 Beds
  • 2 Baths
  • Woodside Village East SubDv.
  • 34231 Zip Code
6567 Draw Lane Unit 104, Sarasota image
6567 Draw Lane Unit 104, Sarasota $299,900

Tucked within one of Sarasota’s most peaceful hidden-gem communities, this rarely available Sunrise Condominium villa offers a setting that is truly hard to duplicate. On...

  • 2 Beds
  • 2 Baths
  • Sunrise Golf Club Estates SubDv.
  • 34238 Zip Code
6507 Draw Lane Unit 68, Sarasota image
6507 Draw Lane Unit 68, Sarasota $279,900 ▼

Hidden away in one of Sarasota’s best-kept secrets, Sunrise Condominium offers a peaceful setting with winding roads, scenic ponds, and abundant birdlife creating a true ...

  • 2 Beds
  • 2 Baths
  • Sunrise Golf Club Estates SubDv.
  • 34238 Zip Code
2902 Captiva Gardens Drive Unit 3, Sarasota image
2902 Captiva Gardens Drive Unit 3, Sarasota $249,900 ▼

Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Floo...

  • 2 Beds
  • 2 Baths
  • Captiva Gardens SubDv.
  • 34231 Zip Code
5456 Hampstead Heath Unit 20, Sarasota image
5456 Hampstead Heath Unit 20, Sarasota $278,000 ▼

Fabulous location and views! Tranquil pond and golf course views from this bright end-unit in The Meadows, a park-like oasis 15 minutes from downtown. In the desirable ma...

  • 2 Beds
  • 2 Baths
  • The Meadows SubDv.
  • 34235 Zip Code
5647 Monte Rosso Road, Sarasota image
5647 Monte Rosso Road, Sarasota $295,900 ▼

Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,...

  • 2 Beds
  • 2 Baths
  • Riviera Club Village At Longwood SubDv.
  • 34243 Zip Code
4438 Long Common Lane Unit 52, Sarasota image
4438 Long Common Lane Unit 52, Sarasota — 52 $299,000 ▼

** ALL THE PRIVACY OF A SINGLE FAMILY HOME - BUT IT'S A MAINTENANCE-FREE VILLA! ** Located just steps from the pool with a peek-a-boo golf view and with NO ATTACHED NEIGH...

  • 2 Beds
  • 2 Baths
  • Long Common SubDv.
  • 34235 Zip Code

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The Best of Sarasota Real Estate

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