Homes in ZIP Code 34239

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  /59

  $7,500,000

  • 5 Beds
  • 7 Baths
  • 5,001 Sq Ft

  1444 Harbor Dr, Sarasota, FL 34239

  Location, Location, Location. Welcome to an exceptional waterfront residence in the heart of Harbor Acres, where refined design meets the ultimate Florida lifestyle. This expansive 5,000+ square foot estate offers breathtaking sunset views over a private waterfront basin with direct access to Sarasota Bay—an idyllic setting for both everyday living and elegant entertaining. A private waterfront

  

  Daniel Robinson

  HOUWZER INC

  (941) 477-5530

  1444 Harbor Dr, Sarasota, FL 34239
• 

  

  

  /17

  $2,920 per month

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • House for Rent

  2944 Upper Tangelo Dr, Sarasota, FL 34239

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

  2944 Upper Tangelo Dr, Sarasota, FL 34239
• 

  

  /2

  $2,070,000 Sold Nov 21, 2025

  1815 Grove St, Sarasota, FL 34239

  • 4 Beds
  • 5 Baths
  • 2,617 Sq Ft
  • Built 2013

  Last Sold Summary

  • 8% Below List Price
  • $791/SF
  • 28 Days On Market

  Current Estimated Value $2,013,863

  Last Listing Agent Elizabeth Snyder PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1815 Grove St, Sarasota, FL 34239
• 

  

  /2

  Est $222,079 Not Listed For Sale

  3442 Medford Ln Unit 1109, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • Built 1970

  3442 Medford Ln Unit 1109, Sarasota, FL 34239

  Last Sold Summary

  • 3% Below List Price
  • $137/SF
  • 5 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Mickey Schweitzer MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
• 

  

  

  /12

  $3,000

  • 2 Beds
  • 1 Bath

  2320 Bee Ridge Rd Unit 109, Sarasota, FL 34239

  This cozy 2 bedroom mobile home in 55+ Community offers a peaceful and welcoming setting. Minutes from the #1 beach in the USA, Siesta Key. Enjoy coastal living with comfort and simplicity. Land Lease $880/mo includes water, sewer, and lawn maintenance. Selling as-is

  

  Jocelyn Allen

  MHV II TRS LLC

  (941) 866-6559

  2320 Bee Ridge Rd Unit 109, Sarasota, FL 34239
• 

  

  /35

  $5,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,330 Sq Ft
  • House for Rent

  2650 Leafy Ln, Sarasota, FL 34239

  Tucked within the charming and centrally located South Gate neighborhood, this beautifully maintained pool home offers a private and stylish retreat just minutes from Siesta Key Beach and vibrant Downtown Sarasota. Blending classic Florida character with tasteful designer updates, this inviting residence delivers comfort, functionality, and effortless indoor-outdoor living in one of Sarasota’s

  Shayla Twit CORCORAN DWELLINGS REALTY

  2650 Leafy Ln, Sarasota, FL 34239
• 

  /2

  $425,000 Sold Feb 17, 2026

  2427 Tulip St, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1957

  Last Sold Summary

  • 25% Below List Price
  • $306/SF
  • 318 Days On Market

  Current Estimated Value $461,854

  Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

  2427 Tulip St, Sarasota, FL 34239
• 

  /2

  Est $2,085,388 Not Listed For Sale

  1886 Prospect St, Sarasota, FL 34239

  • 4 Beds
  • 4 Baths
  • 3,444 Sq Ft
  • Built 2016

  1886 Prospect St, Sarasota, FL 34239

  Last Sold Summary

  • 2% Below List Price
  • $617/SF
  • 233 Days On Market

  Last Sold Price $2,125,000

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
• 

  

  /50

  $2,438,000

  • 3 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  1732 Cunliff Ln, Sarasota, FL 34239

  Located West of the Trail and close to downtown, this warm and welcoming home sits on an oversized corner lot along a quiet, tree-lined street just a short walk to Morton’s Gourmet Market and the dining and shopping of Southside Village. It’s also an easy stroll to Southside Elementary School, making school drop-offs simple and convenient. This custom-built residence showcases exceptional

  

  Georgia Salaverri

  COMPASS FLORIDA LLC

  (941) 214-7156

  1732 Cunliff Ln, Sarasota, FL 34239
• 

  

  /20

  $3,950 per month

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • House for Rent

  2156 Wisteria St, Sarasota, FL 34239

  Property Id: 2294783Pool house 1,704 square foot house on a 8,763 square foot lot with 4 bedrooms and 2 bathrooms. A great neighborhood location 3 min from Southside Elementary school, 5 min Sarasota high school, 15 min of Ringling art school, 4 min from Sarasota Memorial Hospital. Freshly painted, pool and furnishings. 12 min from the most beautiful and famous siesta beach. No sublease

  2156 Wisteria St, Sarasota, FL 34239
• 

  /2

  $2,500,000 Sold Sep 29, 2025

  2115 Datura St, Sarasota, FL 34239

  • 4 Beds
  • 3.5 Baths
  • 3,813 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $656/SF
  • 11 Days On Market

  Current Estimated Value $2,326,921

  Last Listing Agent Vladislav Konatar KONA REALTY

  2115 Datura St, Sarasota, FL 34239
• 

  

  /43

  Est $320,166 Not Listed For Sale

  3124 Oriole Dr Unit 102, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,397 Sq Ft
  • Built 2015

  3124 Oriole Dr Unit 102, Sarasota, FL 34239

  Last Sold Summary

  • 7% Below List Price
  • $246/SF
  • 91 Days On Market

  Last Sold Price $343,000

  Last Listing Agent Patrick Beedie, Jr. BEEDIE REALTY
• 

  

  /13

  $5,000

  2320 Bee Ridge Rd Unit 120, Sarasota, FL 34239

  Move In Ready 1 bedroom home in 55+ Community, minutes from Siesta Key Beach. Selling as-is. Corner Lot w/ 2 sheds. Appliances included. This is a land lease $880/mo includes water, sewer, and lawn maintenance.

  

  Jocelyn Allen

  MHV II TRS LLC

  (941) 326-5059

  2320 Bee Ridge Rd Unit 120, Sarasota, FL 34239
• 

  

  /28

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,095 Sq Ft
  • House for Rent

  3008 Hillview St, Sarasota, FL 34239

  Available for an annual lease, this updated 3-bedroom, 2/1-bathroom cottage is tucked away on a quiet dead-end street in the heart of Sarasota. The open-concept living area features a unique tongue-and-groove ceiling and rustic wood beams, giving the home a warm, custom feel. You’ll find a modern kitchen with light color shaker cabinets, stone countertops, and stainless steel appliances, plus

  Hamid Mohajir RENT SARASOTA

  3008 Hillview St, Sarasota, FL 34239
• 

  /2

  $970,000 Sold Oct 27, 2025

  1735 Shoreland Dr, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 2,165 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $448/SF
  • 53 Days On Market

  Current Estimated Value $953,099

  Last Listing Agent Derek Patti NEXTHOME EXCELLENCE

  1735 Shoreland Dr, Sarasota, FL 34239
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  /36

  Est $1,590,605 Not Listed For Sale

  1744 Fortuna St, Sarasota, FL 34239

  • 4 Beds
  • 3.5 Baths
  • 2,841 Sq Ft
  • Built 2014

  1744 Fortuna St, Sarasota, FL 34239

  Last Sold Summary

  • 4% Below List Price
  • $581/SF
  • 74 Days On Market

  Last Sold Price $1,650,000

  Last Listing Agent Monica Verinder COLDWELL BANKER REALTY
• 

  

  /26

  $3,500,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,349 Sq Ft

  1386 Tangier Way, Sarasota, FL 34239

  Under contract-accepting backup offers. SAN REMO ESTATES WATERFRONT LOT FOR SALE – Here’s your opportunity to bring your favorite architect and builder of choice and start designing your dream home directly on Roberts Bay in one of Sarasota’s most exclusive waterfront communities. On ONE-THIRD PLUS ACRE with 99 FEET OF WATER FRONTAGE and the perfect southwestern backyard exposure, you’ll enjoy

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  (941) 326-5952

  1386 Tangier Way, Sarasota, FL 34239
• 

  

  /58

  $2,000 - $2,500 per month

  • 2 - 3 Beds
  • 3 Baths
  • 942 Sq Ft
  • Condo for Rent

  2208 Bahia Vista St, Sarasota, FL 34239

  This property at 2208 Bahia Vista St offers a flexible living arrangement with 2 to 3 bedrooms and 2 to 3 bathrooms, accommodating various needs. The square footage ranges from 942 to 1340, providing ample space for comfortable living. Key amenities include air conditioning, a dishwasher, and in-unit washer/dryer for convenience. Residents can enjoy a pool, as well as a private balcony or patio

  2208 Bahia Vista St, Sarasota, FL 34239
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  /2

  $525,000 Sold Dec 30, 2025

  2105 Hibiscus St, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 1956

  Last Sold Summary

  • 25% Below List Price
  • $370/SF
  • 147 Days On Market

  Current Estimated Value $521,703

  Last Listing Agent Tina Ellis COMPASS FLORIDA LLC

  2105 Hibiscus St, Sarasota, FL 34239
• 

  /2

  Est $1,382,535 Not Listed For Sale

  1756 Stapleton St, Sarasota, FL 34239

  • 3 Beds
  • 3.5 Baths
  • 2,304 Sq Ft
  • Built 2015

  1756 Stapleton St, Sarasota, FL 34239

  Last Sold Summary

  • 9% Below List Price
  • $662/SF
  • 59 Days On Market

  Last Sold Price $1,525,000

  Last Listing Agent Kim Ogilvie Michael Saunders
• 

  

  /41

  $214,500

  • 2 Beds
  • 2 Baths
  • 982 Sq Ft

  2224 Bahia Vista St Unit E6, Sarasota, FL 34239

  Step into this stylishly updated 2 bed, 2 bath condo just minutes from vibrant downtown Sarasota! Light-filled and airy, this inviting, quiet, second floor unit offers a fantastic location near top restaurants, boutique shopping, and only a 15 minutes walk to Sarasota Memorial Hospital-ideal for snowbirds, healthcare professionals, or anyone craving convenience with a touch of tranquility. Enjoy

  

  Lena Oberwetter

  REAL BROKER, LLC

  (941) 883-5834

  2224 Bahia Vista St Unit E6, Sarasota, FL 34239
• 

  

  /19

  $9,750 per month

  • 4 Beds
  • 3.5 Baths
  • 2,726 Sq Ft
  • House for Rent

  2441 Webber St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Brand-new 2025 contemporary pool home in Sarasota offering modern design, quality construction, and convenient access to the area’s best amenities. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and cultural attractions, this home delivers the ideal combination of style and location. Situated on a private 85’ x 117’

  Oleksandr Blekherov GRAND STATE REALTY

  2441 Webber St, Sarasota, FL 34239
• 

  /2

  $450,000 Sold Mar 05, 2026

  3621 S Lockwood Ridge Rd, Sarasota, FL 34239

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $249/SF
  • 1 Day On Market

  Current Estimated Value $441,988

  Last Listing Agent Kelli Eggen COLDWELL BANKER REALTY

  3621 S Lockwood Ridge Rd, Sarasota, FL 34239
• 

  /2

  Est $252,935 Not Listed For Sale

  3364 Dartmouth Ln Unit 1006, Sarasota, FL 34239

  • 2 Beds
  • 2 Baths
  • 1,769 Sq Ft
  • Built 1971

  3364 Dartmouth Ln Unit 1006, Sarasota, FL 34239

  Last Sold Summary

  • 8% Below List Price
  • $155/SF
  • 74 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Brandi Furlan KW COASTAL LIVING III
• 

  

  /58

  $1,600,000

  • 4 Beds
  • 4.5 Baths
  • 3,168 Sq Ft

  1740 S Orange Ave, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just

  

  Jose Hugo Martinez

  KW COASTAL LIVING III

  (941) 368-3260

  1740 S Orange Ave, Sarasota, FL 34239
• 

  

  /25

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  2335 Waldemere St, Sarasota, FL 34239

  Modern five year old home with a large, open concept, living, dining and kitchen area; two bedrooms; two bathrooms; and a laundry room. Fully equipped chef's kitchen including Bosch appliances, beverage cooler, and Nespresso machine. Ten foot ceilings throughout with sliders in the living room and master bedroom that open fully to a private, inviting back yard with a pool/spa and fire pit, all

  2335 Waldemere St, Sarasota, FL 34239
• 

  /2

  $7,500,000 Sold Jan 30, 2026

  3638 San Remo Terrace, Sarasota, FL 34239

  • 4 Beds
  • 4.5 Baths
  • 4,559 Sq Ft
  • Built 2016

  Last Sold Summary

  • 5% Below List Price
  • $1,645/SF
  • 47 Days On Market

  Current Estimated Value $7,563,856

  Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

  3638 San Remo Terrace, Sarasota, FL 34239
• 

  

  /48

  Est $844,283 Not Listed For Sale

  2418 Prospect St, Sarasota, FL 34239

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 2018

  2418 Prospect St, Sarasota, FL 34239

  Last Sold Summary

  • 12% Below List Price
  • $520/SF
  • 2 Days On Market

  Last Sold Price $960,000

  Last Listing Agent Janet Coughlin COLDWELL BANKER REALTY
• 

  

  /41

  $1,650,000

  • 6 Beds
  • 5 Baths
  • 3,249 Sq Ft

  2069 Bougainvillea St, Sarasota, FL 34239

  Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to

  

  Noah Ward

  EXP REALTY LLC

  (941) 229-3814

  2069 Bougainvillea St, Sarasota, FL 34239
• 

  

  /25

  $2,250 per month

  • 2 Beds
  • 1.5 Baths
  • 1,060 Sq Ft
  • House for Rent

  2428 Waldemere St, Sarasota, FL 34239

  ARLINGTON PARK RENTAL ALERT! Enjoy living just steps from one of Sarasota's most beloved parks featuring aquatic center, tennis courts, basketball courts, scenic walking trails, playground and picnic areas with grills - perfect for an active lifestyle and family outings. This 2 bedroom, 1.5 bath home offers comfortable living with the tile flooring throughout for easy maintenance and a large

  Kristina Bregu CORCORAN DWELLINGS REALTY

  2428 Waldemere St, Sarasota, FL 34239
• 

  /2

  $985,000 Sold Jun 06, 2025

  2511 Prospect St, Sarasota, FL 34239

  • 4 Beds
  • 3.5 Baths
  • 2,566 Sq Ft
  • Built 2015

  Last Sold Summary

  • 18% Below List Price
  • $384/SF
  • 81 Days On Market

  Current Estimated Value $940,144

  Last Listing Agent Michael James MICHAEL SAUNDERS & COMPANY

  2511 Prospect St, Sarasota, FL 34239
• 

  

  /100

  Not Listed For Sale

  1705 Wisconsin Ln, Sarasota, FL 34239

  • 5 Beds
  • 7 Baths
  • 4,871 Sq Ft
  • Built 2016

  1705 Wisconsin Ln, Sarasota, FL 34239

  Last Sold Summary

  • $749/SF
  • 98 Days On Market

  Last Sold Price $3,650,000

  Last Listing Agent Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  /40

  $1,295,000 Open Sat 11AM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,949 Sq Ft

  2306 Valencia Dr, Sarasota, FL 34239

  Welcome to 2306 Valencia Drive a practically new construction home in the heart of Sarasota's coveted Southgate neighborhood. Taken down to just a few original walls and completely rebuilt, the residence offers modern livability with elevated 10' ceilings, new plumbing, new electrical, impact windows, and a brand-new pool. Designed for today's lifestyle, the open floor plan blends effortless

  

  Steven Moore

  MICHAEL SAUNDERS & COMPANY

  (941) 208-9628

  2306 Valencia Dr, Sarasota, FL 34239
• 

  

  /11

  $3,295 per month

  • 3 Beds
  • 1 Bath
  • 1,402 Sq Ft
  • House for Rent

  2440 Hillview St, Sarasota, FL 34239

  Arlington Park! Available for 6 month plus 1 day rental or yearly rental. Welcome to one of Sarasota's most desirable neighborhoods- just one block from beautiful Arlington Park, where residents enjoy shaded walking trails, a popular dog park (separate large & small dog runs), tennis courts, and a vibrant community atmosphere. This fully furnished 3 bedroom home offers comfort, style, and space

  Jeffrey Wall AUTHORITY REALTY INC

  2440 Hillview St, Sarasota, FL 34239
• 

  /2

  $1,300,000 Sold Jan 29, 2026

  2586 Prospect St, Sarasota, FL 34239

  • 4 Beds
  • 4 Baths
  • 3,585 Sq Ft
  • Built 2020

  Last Sold Summary

  • $363/SF

  Current Estimated Value $1,287,727

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  2586 Prospect St, Sarasota, FL 34239
• 

  

  /10

  Est $390,337 Not Listed For Sale

  3372 Fry St, Sarasota, FL 34239

  • 2 Beds
  • 1 Bath
  • 681 Sq Ft
  • Built 2021

  3372 Fry St, Sarasota, FL 34239

  Last Sold Summary

  • 8% Below List Price
  • $624/SF
  • 4 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Viola Cashmore LOYD ROBBINS & CO. LLC
• 

  

  /22

  $199,999

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  3300 Beneva Rd Unit 214, Sarasota, FL 34232

  Incredible opportunity to own a move-in-ready 2-bedroom, 2-bath condominium located in the highly desirable Fairways & Greens Condo community. Situated on the first floor, this residence welcomes you with an open and functional floor plan designed for comfortable everyday living and easy entertaining. The well-sized kitchen features stainless steel appliances and flows seamlessly into the dining

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (941) 206-3570

  3300 Beneva Rd Unit 214, Sarasota, FL 34232
• 

  

  /24

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft
  • House for Rent

  2408 Hillview St, Sarasota, FL 34239

  Welcome to Hillview Digs! Hillview Digs is a fully furnished two story Farmhouse moved from downtown Sarasota in the mid fifties . Just shy of 2000 square feet and equipped with 3 bedrooms, 2.5 bathrooms, an office area, a family room/den separate from the main living room. For your convenience, the master bedroom is on the first floor with the other 2 bedrooms upstairs. This cozy home features

  Deserea Hardy ROSSI & COMPANY INC

  2408 Hillview St, Sarasota, FL 34239
• 

  /2

  $2,350,000 Sold Jan 30, 2026

  1536 Sandpiper Ln, Sarasota, FL 34239

  • Land
  • 0.32 Acre
  • $7,343,750 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 211 Days On Market

  Current Estimated Value $2,588,174

  Last Listing Agent Fred Sassen MICHAEL SAUNDERS & COMPANY

  1536 Sandpiper Ln, Sarasota, FL 34239
• 

  /2

  Est $1,713,367 Not Listed For Sale

  3523 Jacinto Ct, Sarasota, FL 34239

  • 4 Beds
  • 4.5 Baths
  • 2,956 Sq Ft
  • Built 2024

  3523 Jacinto Ct, Sarasota, FL 34239

  Last Sold Summary

  • 8% Below List Price
  • $633/SF
  • 123 Days On Market

  Last Sold Price $1,872,000

  Last Listing Agent Paul Defelice HOUSEMAX REALTY LLC

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