Whitfield, FL Homes

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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

  $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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  /16

  Est $590,752 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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  /47

  $525,000

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

  6916 Waverly St, Sarasota, FL 34243

  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 near the bay and Sara Bay Country Club. Built in 1960, this residence exudes character with its classic Spanish tile flooring, warm natural light, and an impressively functional

  Jessie Bonner SARABAY REAL ESTATE INC

  6916 Waverly St, Sarasota, FL 34243
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  /2

  $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 $595,369

  Last Listing Agent Vanessa Fauquier RE/MAX PALM

  512 Whitfield Ave, Sarasota, FL 34243
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  /28

  Est $410,406 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  481 Saturn Ave, Sarasota, FL 34243

  481 Saturn Ave, Sarasota, FL 34243
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  /33

  $109,000

  • Studio
  • 1 Bath
  • 348 Sq Ft

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

  Say hello to your Florida escape at Sarasota Cay Club—where flip flops, sunshine, and rental income all go hand in hand! 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 into vacation mode. With NO MINIMUM RENTAL RESTRICTIONS,

  Dan Lussier KELLER WILLIAMS ON THE WATER S

  7150 N Tamiami Trail Unit S-615, 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 $433,516 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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  /30

  $109,000

  • 1 Bath
  • 348 Sq Ft

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

  Rented Weekends Via AIRBNB. Showings available MON, TUES, WEDS. 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 is located in the most popular building ADJACENT TO THE WATERFRONT on the FIRST FLOOR. It has been COMPLETELY REMODELED and comes FULLY FURNISHED with 2 double beds, stylish finishes, and everything

  Dan Lussier KELLER WILLIAMS ON THE WATER S

  7150 N Tamiami Trail Unit C 128, 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 $450,712

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  507 Chevy Chase Dr, Sarasota, FL 34243
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  /46

  Est $389,562 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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  /9

  $99,900

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

  Lot 4 Bullard Rd, Whitfield, FL 32570

  Lots 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. Sale to be contingent upon final approval of the property split by Santa Rosa County. Seller has never resided on the

  Your House Team RE/MAX Agency One

  Lot 4 Bullard Rd, Whitfield, FL 32570
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  /2

  $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 $838,140

  Last Listing Agent Judy Limekiller COLDWELL BANKER SARASOTA CENT.

  324 Bernard Ave, Sarasota, FL 34243
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  /22

  Est $422,662 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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  /38

  $450,000

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

  7230 Shepherd St, Sarasota, FL 34243

  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 high-performing short-term rental, this property is a

  Kimberly Rainey EXP REALTY LLC

  7230 Shepherd St, Sarasota, FL 34243
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  /2

  $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

  Last Listing Agent Alison Elizalde MICHAEL SAUNDERS & COMPANY

  7331 Westmoreland Dr, Sarasota, FL 34243
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  /34

  Est $800,823 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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  /40

  $1,500,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft

  7608 Westmoreland Dr, Sarasota, FL 34243

  Direct Sarasota Bayfront on an expansive estate-sized waterfront parcel – this rare Mid-Century residence captures the timeless aesthetic of the Sarasota School of Architecture, with its clean lines, vaulted ceilings, floor to ceiling windows, and original terrazzo floors throughout. Built in 1957 and cherished by only two owners, the home exemplifies the seamless indoor-outdoor connection that

  Lisa Kartz SARABAY REAL ESTATE INC

  7608 Westmoreland Dr, Sarasota, FL 34243
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  /9

  $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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  /43

  Est $511,056 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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  /52

  $310,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,632 Sq Ft

  803 Plum Tree Ln, Sarasota, FL 34243

  Step inside 803 Plum Tree Lane, where everyday living feels relaxed, sunny, and wonderfully convenient. From the moment you arrive, the large screened front porch invites you to slow down, sip your morning coffee, and enjoy the quiet charm of the neighborhood. Inside, this 2-bedroom, 2-bath home offers an easy-care lifestyle with all-tile flooring throughout and a layout that flows effortlessly

  Ryndie Brusco MICHAEL SAUNDERS & COMPANY

  803 Plum Tree Ln, 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 $398,331

  Last Listing Agent Penny Walding SARABAY REAL ESTATE INC

  617 Whitfield Ave, Sarasota, FL 34243
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  /2

  Est $640,316 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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  /25

  $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

  Pam Goodwin MICHAEL SAUNDERS & COMPANY

  7314 Westmoreland Dr, Sarasota, FL 34243
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  /2

  $500,000 Sold Dec 23, 2024

  342 Suwanee Ave, Sarasota, FL 34243

  • 3 Beds
  • 2.5 Baths
  • 1,927 Sq Ft
  • Built 1955

  Last Sold Summary

  • $259/SF
  • 2 Days On Market

  Current Estimated Value $506,176

  Last Listing Agent Kim Donahue PREFERRED SHORE LLC

  342 Suwanee Ave, Sarasota, FL 34243
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  /36

  Est $587,596 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,225 Sq Ft

  513 Whitfield Ave, Sarasota, FL 34243

  513 Whitfield Ave, Sarasota, FL 34243
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  /50

  $3,749,000

  • 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

  $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 $430,272

  Last Listing Agent Paul Svilokos SANDERLING REAL ESTATE

  613 Chevy Chase Dr, Sarasota, FL 34243
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  /2

  Est $454,610 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,724 Sq Ft

  838 Wee Burn St, Sarasota, FL 34243

  838 Wee Burn St, Sarasota, FL 34243
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  /39

  $124,500

  • Studio
  • 1 Bath
  • 274 Sq Ft

  7150 N Tamiami Trail Unit S-600, Sarasota, FL 34243

  Turnkey investment opportunity or personal vacation getaway—this fully furnished, renovated 1-bedroom, 1-bath hotel-condo is located in the popular Sarasota Cay Club within the Ramada by Wyndham Sarasota Waterfront Resort. Perfect for short-term or long-term rentals, this unit has no minimum rental restrictions and comes with all utilities included in the HOA fee—electric, cable, internet, water,

  Geri Vice RE/MAX HARBOR REALTY

  7150 N Tamiami Trail Unit S-600, 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 $529,645

  Last Listing Agent Rachel Tritschler RE/MAX ALLIANCE GROUP

  327 Hernando Ave, Sarasota, FL 34243
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  /2

  Est $387,296 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  512 Saturn Ave, Sarasota, FL 34243

  512 Saturn Ave, Sarasota, FL 34243
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  /39

  $700,000

  • 4 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  7303 Manatee St, Sarasota, FL 34243

  Welcome home to this stunning residence that perfectly blends elegance, space, and functionality. From the moment you step through the front door, you’ll be greeted by grand columns, detailed crown molding, and gleaming tile floors that set the stage for refined living. The expansive open layout is designed for both comfortable everyday living and stylish entertaining.Featuring 4 spacious

  Jeff Eslinger ESLINGER REALTY INC

  7303 Manatee St, 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 $449,850

  Last Listing Agent Abigail Lange HOUSE MATCH

  347 Montgomery Ave, Sarasota, FL 34243
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  /28

  Est $553,780 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  155 Adair Ave, Sarasota, FL 34243

  155 Adair Ave, Sarasota, FL 34243
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  /8

  $3,349,600

  • Land
  • 1.08 Acres
  • $3,101,481 per Acre

  8258 Longbay Blvd, Sarasota, FL 34243

  ***Price Reduced - Ready to Sell*** Welcome to your slice of paradise on this exquisite 1.08-acre waterfront lot with a seawall, located west of the trail in beautiful Sarasota, Florida. This exceptional property offers breathtaking views of Sarasota Bay, providing the perfect canvas for your dream home. Additionally, you are permitted to add an Accessory Dwelling Unit (ADU) of up to 80% of the

  Alex Doubiago REALTY ONE GROUP SUNSHINE

  8258 Longbay Blvd, Sarasota, FL 34243
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  /3

  $85,000 Sold Dec 03, 2025

  6 Bullard Rd, Whitfield, FL 32570

  • Land
  • 5.23 Acres
  • $16,252 per Acre

  Last Sold Summary

  • 31% Above List Price
  • 5 Days On Market

  Last Listing Agent Brett House Re/Max Agency One, Inc.

  6 Bullard Rd, Whitfield, FL 32570
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  /37

  Est $431,013 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft

  6908 Pennsylvania Ave, Sarasota, FL 34243

  6908 Pennsylvania Ave, Sarasota, FL 34243
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  /26

  $325,000 Sold Dec 11, 2025

  5900 Block Bullard Rd, Whitfield, FL 32570

  • Land
  • 40 Acres
  • $8,125 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 12 Days On Market

  Last Listing Agent Debbie Rowell Southern Real Estate - Atmore

  5900 Block Bullard Rd, Whitfield, FL 32570

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