Whitfield, FL Homes

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  $350,000 Sold Mar 28, 2025

  349 Lantana Ave, Sarasota, FL 34243

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1976

  Last Sold Summary

  • 8% Below List Price
  • $262/SF
  • 93 Days On Market

  Current Estimated Value $347,984

  Last Listing Agent Paul DeSantis PREMIER SOTHEBYS INTL REALTY

  349 Lantana Ave, Sarasota, FL 34243
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  /2

  Est $461,836 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,512 Sq Ft

  452 Mcarthur Ave, Sarasota, FL 34243

  452 Mcarthur Ave, Sarasota, FL 34243
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  /56

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 2,038 Sq Ft

  139 Adair Ave, Sarasota, FL 34243

  West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility

  Jessie Bonner SARABAY REAL ESTATE INC

  139 Adair Ave, Sarasota, FL 34243
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  $670,000 Sold Nov 07, 2025

  7754 Westmoreland Dr, Sarasota, FL 34243

  • 4 Beds
  • 2 Baths
  • 2,260 Sq Ft
  • Built 1928

  Last Sold Summary

  • 9% Below List Price
  • $296/SF
  • 35 Days On Market

  Last Listing Agent Jessie Bonner SARABAY REAL ESTATE INC

  7754 Westmoreland Dr, Sarasota, FL 34243
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  /2

  Est $419,856 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,619 Sq Ft

  6860 Pennsylvania Ave, Sarasota, FL 34243

  6860 Pennsylvania Ave, Sarasota, FL 34243
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  /61

  $189,000

  • 1 Bed
  • 1 Bath
  • 348 Sq Ft

  7150 N Tamiami Trail Unit C-133, Sarasota, FL 34243

  Experience luxury living by the waterfront at this modern condo in Sarasota, located within the Ramada by Wyndham. This beautifully appointed retreat features a comfortable king bed, a complete kitchenette, and a patio with stunning water views. Enjoy exclusive access to hotel amenities, including the outdoor pool and the on-site bar and restaurant. Ideally situated just minutes from Siesta Key

  Ron Dawson CHARLES RUTENBERG REALTY INC

  7150 N Tamiami Trail Unit C-133, Sarasota, FL 34243
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  $115,000 Sold Jan 20, 2026

  7150 N Tamiami Trail Unit S-611, Sarasota, FL 34243

  • 1 Bed
  • 1 Bath
  • 348 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $330/SF
  • 15 Days On Market

  Last Listing Agent Simone Schaerf MICHAEL SAUNDERS & COMPANY

  7150 N Tamiami Trail Unit S-611, Sarasota, FL 34243
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  /3

  Est $423,779 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,649 Sq Ft

  7320 Meadowbrook Dr, Sarasota, FL 34243

  7320 Meadowbrook Dr, Sarasota, FL 34243
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  /26

  $105,000

  • Studio
  • 1 Bath
  • 348 Sq Ft

  7150 N Tamiami Trail Unit S-510, Sarasota, FL 34243

  $20,000 PRICE ADJUSTMENT....updated first-level condo at the Sarasota Cay Club! This unit offers easy hotel access and season bookings. Featuring brand new flooring, new A/C, fresh paint and modern furnishings, this unit is located within the Ramada by Wyndham Sarasota Waterfront Resort. The condo is perfect for short-term rentals with no minimum leasing restrictions, allowing you to use it for

  Ingrid Caruso COLDWELL BANKER REALTY

  7150 N Tamiami Trail Unit S-510, Sarasota, FL 34243
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  $612,000 Sold Apr 18, 2025

  512 Whitfield Ave, Sarasota, FL 34243

  • 4 Beds
  • 3 Baths
  • 2,788 Sq Ft
  • Built 1957

  Last Sold Summary

  • 4% Below List Price
  • $220/SF
  • 10 Days On Market

  Current Estimated Value $594,639

  Last Listing Agent Vanessa Fauquier RE/MAX PALM

  512 Whitfield Ave, Sarasota, FL 34243
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  /36

  Est $526,277 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,371 Sq Ft

  138 Pearl Ave, Sarasota, FL 34243

  138 Pearl Ave, Sarasota, FL 34243
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  /41

  $449,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  813 Cypress Wood Ln, Sarasota, FL 34243

  Under contract-accepting backup offers. Welcome to 813 Cypress Wood Lane, a Sarasota pool home that instantly feels like your own slice of paradise. This 3-bedroom, 2-bath home has a light and open layout, perfect for both relaxing and entertaining. The kitchen is a highlight with beautiful stone countertops, plenty of cabinetry, and an easy connection to the main living area.Step outside and

  Curtis Ware KW COASTAL LIVING III

  813 Cypress Wood Ln, Sarasota, FL 34243
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  /2

  $1,180,000 Sold Dec 08, 2025

  213 Gaines Ave, Sarasota, FL 34243

  • 4 Beds
  • 4 Baths
  • 3,300 Sq Ft
  • Built 2005

  Last Sold Summary

  • 11% Below List Price
  • $358/SF
  • 47 Days On Market

  Last Listing Agent Carlo Salerno EXP REALTY LLC

  213 Gaines Ave, Sarasota, FL 34243
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  /2

  Est $679,408 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  809 Pennsylvania Way, Sarasota, FL 34243

  809 Pennsylvania Way, Sarasota, FL 34243
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  $525,000

  • 5 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  6916 Waverly St, Sarasota, FL 34243

  Turnkey Furnished!! 13-month home warranty offered to the buyer for added peace of mind. Welcome to this spacious and beautifully maintained 5 bedroom home in the heart of Whitfield Estates, one of Sarasota’s most sought-after historic neighborhoods known for its charm, oversized lots, and unbeatable location. This home exudes character with its high ceilings, classic Spanish tile flooring, warm

  Jessie Bonner SARABAY REAL ESTATE INC

  6916 Waverly St, Sarasota, FL 34243
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  /2

  $450,000 Sold Apr 07, 2025

  507 Chevy Chase Dr, Sarasota, FL 34243

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1973

  Last Sold Summary

  • $308/SF
  • 3 Days On Market

  Current Estimated Value $452,406

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  507 Chevy Chase Dr, Sarasota, FL 34243
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  /16

  Est $590,367 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,200 Sq Ft

  502 Magellan Dr, Sarasota, FL 34243

  502 Magellan Dr, Sarasota, FL 34243
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  /33

  $99,000

  • Studio
  • 1 Bath
  • 348 Sq Ft

  7150 N Tamiami Trail Unit S-615, Sarasota, FL 34243

  PRICE REDUCED! Say hello to your Florida escape at Sarasota Cay Club—where flip flops, sunshine, and RENTAL INCOME all go hand in hand! NO LEASE OR SHORT TERM RENTAL RESTRICTIONS! This 1 bedroom, 1 bath 2nd FLOOR condo-hotel unit has NO STORM DAMAGE and comes TURNKEY FURNISHED with 2 comfy beds, updated finishes, a BRAND NEW AC UNIT and all the essentials for you (or your guests) to dive straight

  Dan Lussier KELLER WILLIAMS ON THE WATER S

  7150 N Tamiami Trail Unit S-615, Sarasota, FL 34243
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  $890,000 Sold May 20, 2025

  324 Bernard Ave, Sarasota, FL 34243

  • 3 Beds
  • 3 Baths
  • 2,437 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $365/SF
  • 106 Days On Market

  Current Estimated Value $874,300

  Last Listing Agent Judy Limekiller COLDWELL BANKER SARASOTA CENT.

  324 Bernard Ave, Sarasota, FL 34243
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  /2

  Est $429,610 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  223 Jungle Way, Sarasota, FL 34243

  223 Jungle Way, Sarasota, FL 34243
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  $159,900

  • Land
  • 0.23 Acre
  • $695,217 per Acre

  7332 Phillips St, Sarasota, FL 34243

  WONDERFUL WEST OF THE TRAIL DEVELOPMENT OPPORTUNITY! Have you been spending countless hours staring at your phone into the wee hours of the morning scrolling through properties that just don’t fit the bill... not to mention driving the wheels off your car every weekend since God knows when trying to find the needle in the haystack? WE HAVE THE FIX, so put down the phone and save your gas money

  Matthew Sharp KW SUNCOAST

  7332 Phillips St, Sarasota, FL 34243
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  $825,000 Sold Oct 31, 2025

  7331 Westmoreland Dr, Sarasota, FL 34243

  • 4 Beds
  • 4 Baths
  • 4,265 Sq Ft
  • Built 1964

  Last Sold Summary

  • 13% Below List Price
  • $193/SF
  • 248 Days On Market

  Current Estimated Value $827,952

  Last Listing Agent Alison Elizalde MICHAEL SAUNDERS & COMPANY

  7331 Westmoreland Dr, Sarasota, FL 34243
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  /27

  Est $451,886 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  7316 Caladesia Dr, Sarasota, FL 34243

  7316 Caladesia Dr, Sarasota, FL 34243
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  /46

  $505,000

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  813 Exmoor St, Sarasota, FL 34243

  Welcome to 813 Exmoor St in Sarasota, a move-in-ready 3-bedroom, 2-bath home with a pool, located in the highly desirable Whitfield Estates community, one of Sarasota’s most convenient and established neighborhoods. Inside, you’ll find a functional split floor plan and neutral ceramic tile throughout the main living areas, along with a recently updated bathroom. Multiple French doors open to a

  Andres Diaz, Jr EXP REALTY LLC

  813 Exmoor St, Sarasota, FL 34243
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  $139,900 Sold Nov 25, 2025

  Lot 3 Bullard Rd, Whitfield, FL 32570

  • Land
  • 14.4 Acres
  • $9,715 per Acre

  Last Sold Summary

  Last Listing Agent Your House Team RE/MAX Agency One

  Lot 3 Bullard Rd, Whitfield, FL 32570
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  /46

  Est $390,305 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  7319 Uranus Dr, Sarasota, FL 34243

  7319 Uranus Dr, Sarasota, FL 34243
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  /30

  $109,000

  • 1 Bath
  • 348 Sq Ft

  7150 N Tamiami Trail Unit C 128, Sarasota, FL 34243

  Rented Weekends Via AIRBNB. Profitable income property with a high short term rental occupancy rate. Showing appointment times limited to times when not occupied by AIRBNB'ers. Please schedule in advance. Welcome to Sarasota Cay Club, where every day feels like vacation and every night can add to your rental income! This 1 bedroom, 1 bath studio is located in the most popular MAIN BUILDING

  Dan Lussier KELLER WILLIAMS ON THE WATER S

  7150 N Tamiami Trail Unit C 128, Sarasota, FL 34243
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  /2

  $387,000 Sold Apr 11, 2025

  617 Whitfield Ave, Sarasota, FL 34243

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft
  • Built 1965

  Last Sold Summary

  • 14% Below List Price
  • $214/SF
  • 35 Days On Market

  Current Estimated Value $404,269

  Last Listing Agent Penny Walding SARABAY REAL ESTATE INC

  617 Whitfield Ave, Sarasota, FL 34243
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  /22

  Est $421,843 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  836 Ponderosa Pine Ln, Sarasota, FL 34243

  836 Ponderosa Pine Ln, Sarasota, FL 34243
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  $99,900

  • Land
  • 6.87 Acres
  • $14,541 per Acre

  Lot 4 Bullard Rd, Whitfield, FL 32570

  Lot 4 on Bullard Road offers approximately 6.8 acres in the Milton area, providing a blank canvas for a range of potential uses. The location offers room to establish your plans in a quiet Northwest Florida setting. Seller will consider owner financing with approved terms.

  Your House Team RE/MAX Agency One

  Lot 4 Bullard Rd, Whitfield, FL 32570
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  /2

  $399,999 Sold Apr 29, 2025

  613 Chevy Chase Dr, Sarasota, FL 34243

  • 4 Beds
  • 3 Baths
  • 2,187 Sq Ft
  • Built 2001

  Last Sold Summary

  • 20% Below List Price
  • $183/SF
  • 34 Days On Market

  Current Estimated Value $427,249

  Last Listing Agent Paul Svilokos SANDERLING REAL ESTATE

  613 Chevy Chase Dr, Sarasota, FL 34243
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  Est $781,439 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,991 Sq Ft

  7219 Westmoreland Dr, Sarasota, FL 34243

  7219 Westmoreland Dr, Sarasota, FL 34243
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  /38

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,415 Sq Ft

  7230 Shepherd St, Sarasota, FL 34243

  ***HUGE PRICE REDUCTION- MOTIVATED SELLER!!!*** West of the Trail – Endless Potential in a Prime Sarasota Location! Vacation Rentals Allowed! Welcome to this charming and newly renovated 3-bedroom, 3-bath home offering nearly 2,200 sq. ft. of living space in highly desirable Whitfield Estates, where opportunity meets location. Whether you’re seeking your first home, a seasonal retreat, or a

  Kimberly Rainey EXP REALTY LLC

  7230 Shepherd St, Sarasota, FL 34243
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  /10

  $120,000 Sold Dec 22, 2025

  Lot 5 Bullard Rd, Whitfield, FL 32570

  • Land
  • 8.64 Acres
  • $13,889 per Acre

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Your House Team RE/MAX Agency One

  Lot 5 Bullard Rd, Whitfield, FL 32570
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  /43

  Est $494,649 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  546 Magellan Dr, Sarasota, FL 34243

  546 Magellan Dr, Sarasota, FL 34243
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  /27

  $2,300,000

  • Land
  • 0.76 Acre
  • $3,026,316 per Acre

  7314 Westmoreland Dr, Sarasota, FL 34243

  Spectacular Sarasota Bay Front Lot! Seize this rare opportunity to build your dream home on this .76 acre estate sized lot on the breathtaking shores of Sarasota Bay. Construct your waterfront masterpiece in the highly sought-after historic Whitfield Estates neighborhood known for its mature trees and diverse architectural style homes. This cleared and buildable lot offers boatable water with

  Pam Goodwin MICHAEL SAUNDERS & COMPANY

  7314 Westmoreland Dr, Sarasota, FL 34243
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  /2

  $500,000 Sold Jun 27, 2025

  327 Hernando Ave, Sarasota, FL 34243

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1952

  Last Sold Summary

  • 17% Below List Price
  • $287/SF
  • 148 Days On Market

  Current Estimated Value $534,897

  Last Listing Agent Rachel Tritschler RE/MAX ALLIANCE GROUP

  327 Hernando Ave, Sarasota, FL 34243
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  /2

  Est $645,052 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  7137 Westmoreland Dr, Sarasota, FL 34243

  7137 Westmoreland Dr, Sarasota, FL 34243
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  /50

  $3,395,000

  • 5 Beds
  • 4 Baths
  • 3,502 Sq Ft

  7418 Westmoreland Dr, Sarasota, FL 34243

  This beautifully updated bayfront residence in historic Whitfield Estates offers a seamless blend of contemporary design and modern conveniences. Set on over half an acre of direct bayfront property, this elevated home provides an expansive and private retreat for luxurious coastal living. Move-in ready, every detail has been meticulously curated to enhance comfort, style, and functionality. A

  Roger Pettingell COLDWELL BANKER REALTY

  7418 Westmoreland Dr, Sarasota, FL 34243
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  /2

  $460,000 Sold Apr 11, 2025

  347 Montgomery Ave, Sarasota, FL 34243

  • 3 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Above List Price
  • $191/SF
  • 7 Days On Market

  Current Estimated Value $474,082

  Last Listing Agent Abigail Lange HOUSE MATCH

  347 Montgomery Ave, Sarasota, FL 34243

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