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$1,599,000
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Property Description
Unleash your imagination with this stunning property, perfect for short or long-term rentals, or simply for your personal enjoyment. Both the house and guesthouse were restored with meticulous care and exquisite taste following Hurricane Milton, ensuring that their original beauty and charm have been gracefully preserved. Step through secure gates into one of Bay Island's original Florida bungalows, a beautifully restored haven set on a lush 1/4 acre private oasis. Featuring a captivating three-bedroom main house and an enchanting one-bedroom guest suite, this home exudes charm and elegance-every room boasts unique handcrafted finishes sourced from local and international artisans. Experience the perfect blend of vintage allure and modern convenience. The chef-inspired brand new kitchen is a true masterpiece with all new THOR appliances and custom made chic cabinetry.The indoor laundry room is conveniently located off the kitchen. The sun-drenched dining area flows effortlessly into the kitchen, creating an inviting atmosphere perfect for gatherings and celebrations. Retreat to the formal living room, adorned with a charming restored brick wood-burning fireplace (2022), perfect for cozy evenings. The newly updated Florida Room features a secure sub-floor and foundation (2022), impact-resistant PGT double-pane windows, and two new exterior doors. This serene space is ideal for enjoying your morning coffee or hosting intimate dinners while overlooking the beautifully landscaped tropical garden. Two delightful bedrooms adjacent to the kitchen share a stylish full bath, complete with blue subway tiles, elegant marble flooring. The luxurious Owner's Suite features a private dressing area, a spacious walk-in closet, and an additional new California Closet with a secure locking system. The spa-like Owner's Bath is truly a retreat, showcasing a magnificent 67" cast iron Katheryn Bateau skirted soaking tub, A double vanity accompanied by a Toto toilet. French doors lead from the Owner's bedroom to a freshly re-stained wraparound deck, seamlessly connecting indoor and outdoor living-your own private outdoor escape. The charming Guest House serves as an ideal additional living space, home office, or guest accommodation, showcasing the same character and charm found throughout the property. Recent upgrades include new roofs on all structures (with gutters), Teco Natural Gas, tTwo independent custom drainage pump systems. You'll also find an outdoor rain shower, a spacious two-car enclosed garage, a fully fenced and gated perimeter, a stylish paver driveway, and meticulously designed ambient lighting and landscaping. Positioned on the tranquil North End of Siesta Key within Sarasota City Limits, this property offers unparalleled access to vibrant downtown Sarasota's arts and culture, stunning Siesta Key beaches, delightful dining, shopping, and so much more. Don't miss the opportunity to make this exquisite property your own! POOL CAN BE BUILT, WE HAVE A FULL DESIGN, SITE PLAN AND ENGINEERING READY.
Full Property Details
Full Property Details for 763 Siesta Dr
General
- Price: $1,599,000
- Taxes: $18,445 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4648764
- Updated: 1/6/2026
- Added to Site: 277 day(s) ago
Rental Information
- Min. Lease: 1 Week
Interior
- Number of Rooms: 7
- Interior Features: Open Floorplan, Other, Walk-In Closet(s)
- Fireplace(s): Wood Burning
- Appliances: Bar Fridge, Dishwasher, Range, Range Hood, Refrigerator
- Furnishings: Unfurnished
- Flooring: Engineered Hardwood, Other, Terrazzo, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Courtyard, French Doors, Garden, Other
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: BAY ISLAND
- Driving Directions: FROM US 41 TAMIAMI TRAIL - HEAD WEST ON ROUTE 758 (SIESTA DRIVE) TO 763 SIESTA DRIVE
- Direction Faces: Northwest
School Information
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Connected
Structural Information
- Exterior Const.: Wood Frame
- Roof: Metal
- Stories/Levels: One
- Square Feet: 2,294
- Sq. Ft. Source: Appraiser
- Year Built: 1938
Additional Structures
- Other Structures: Guest House
Lot Features
- Lot Size (Acres): 0.3
- Lot Size (Sq. Ft.): 13,108
- Lot Size: 13108
- Street/Road Desc.: Asphalt, Paved
Financial Considerations
- Tax Amount: $18,445.9
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOTS 226 & 227 BAY ISLAND
- Flood Zone Info: AE
- APN: 2019090015
- Property ID: 2019090015
Listed by Michaela Damm & Partners
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Schools
Schools serving 763 Siesta Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 1.8 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 1.6 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 763 Siesta Dr
Date
Details
Price
Change
Source
1/06/2026
Price Reduced
$1,599,000
-5.89%
MLS
8/18/2025
Price Reduced
$1,699,000
-5.56%
MLS
4/15/2025
Listed
$1,799,000
10.71%
MLS
1/08/2024
Sold
$1,625,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 763 Siesta Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,303
-28%
$893,900
-28%
2024
$18,446
52%
$1,233,800
47%
2023
$12,116
4%
$837,959
4%
2022
$11,667
48%
$803,552
41%
2021
$7,892
—
$569,200
45%
2021
$7,892
31%
$393,200
9%
2019
$6,018
-16%
$362,200
-16%
2018
$7,152
-8%
$432,300
-8%
2017
$7,814
6%
$469,200
9%
2016
$7,347
122%
$431,500
97%
2015
$3,303
—
$219,357
1%
2014
$3,296
—
$217,616
2%
2013
$3,284
—
$214,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 763 Siesta Dr
763 Siesta Drive, Sarasota, FL 34242 (MLS# A4648764) is a Single Family property with 4 bedrooms and 3 full bathrooms. 763 Siesta Drive is currently listed for $1,599,000 and was received on April 15, 2025. Want to learn more about 763 Siesta Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

