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Property Description
A rare opportunity to secure a Lake Maitland homesite on the desired Maitland-Winter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a quiet street with an exceptional sense of privacy, this property lends itself beautifully to a gated approach and captures expansive southern-facing water views, offering breathtaking light throughout the day, from early morning glow to sunset skies. With approximately 27,472 square feet of uplands, the site has been cleared and is poised for new construction. Preliminary estimates suggest the potential for a residence in the approximately 10,000-square-foot range (approximately 40% of the lot size), though all building parameters should be verified through the City of Maitland and your architect/builder during due diligence. Existing improvements include a seawall plus a covered boat lift and dock, delivering immediate enjoyment of the Chain-of-Lakes lifestyle with boating, fishing and watersports right from your backyard. Envision a multi-generational estate designed for life on the water including morning paddle rides, afternoons on the dock and evenings spent poolside watching boats drift by. From here, it's easy to embrace the local lake culture, whether cruising across the water or heading into Winter Park for boutiques, dining and energy of Park Avenue, while enjoying convenient access to downtown Maitland amenities and major roadways. Additional opportunity of the neighboring lakefront parcel at 125 Whitecaps Circle (approximately 18,500 square feet/.42 acres) is also available, presenting an exceptional option to combine two side-by-side properties for a larger estate footprint or a shared family-and-friends compound. All measurements and development assumptions are provided as estimates and must be confirmed by appropriate governing authorities and your design/construction team.
Full Property Details
Full Property Details for 127 Whitecaps Cir
General
- Price: $3,495,000
- Taxes: $31,913 (2024)
- Status: Active
- Type: Lots/Land
- Source: MidFloridaRegionalMLS
- MLS ID: O6367169
- Updated: 1/12/2026
- Added to Site: 6 day(s) ago
Location
- Area: 32751 - Maitland / Eatonville
- County: Orange
- Development Name: 32751 - Maitland / Eatonville
- Subdivision: HOLLIEANNA SHORES 1ST ADD
- Driving Directions: From 17-92 and Horatio Ave., travel east on Horatio Ave. Turn right on Adams Drive, Stay on Adams Drive until the road curves to the right and turns into Whitecaps Cir. Property is on the left on the lakeside.
- Direction Faces: Northwest
School Information
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32751 - Maitland / Eatonville
Utilities
- Sewer: Public Sewer
- Water District: LAKE MAITLAND
- Water: Public
- Utility Description: Electricity Available, Public, Sewer Available, Water Available
Structural Information
- Current Bldg. Use: Residential
Additional Structures
- Other Structures: Other
Lot Features
- Property View: Water
- Lot Size (Acres): 0.56
- Lot Size (Sq. Ft.): 24,472
- Lot Size: 24472
- Lot Dimensions: IRREG
- Frontage: Street Paved
- Street/Road Desc.: Paved
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Extras: Yes
- Water Front Name: LAKE MAITLAND
- Water Front Desc.: Lake - Chain of Lakes
Financial Considerations
- Price Per Acre: $6,241,071
- Tax Amount: $31,913.82
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: HOLLIEANNA SHORES 1ST ADDITION U/79 LOT14 (LESS BEG NORTHERMOST COR LOT 14 RUNS 23 DEG E 55 FT S 39 DEG E 154.66 FT S23.71 FT N 39 DEG W 175.03 FT N 23 DEG W54.12 FT NELY 15.28 FT TO POB)
- Flood Zone Info: AE*
- APN: 312130369401141
- Property ID: 312130369401141
- Block/Lot/Section: 1
Listed by Premier Sotheby's Intl. Realty
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Schools
Schools serving 127 Whitecaps Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dommerich Elementary School 601 North Thistle Lane, Maitland, FL 32751 | K-5 | 0.9 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 0.9 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 3.1 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 127 Whitecaps Cir
Date
Details
Price
Change
Source
1/09/2026
Listed
$3,495,000
9.22%
MLS
3/26/2025
Sold
$3,200,000
—
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 127 Whitecaps Cir
Year
Property Taxes
Change
Tax Assessment
Change
2024
$31,914
—
$1,985,380
2%
2024
$31,914
125%
$1,954,725
113%
2023
$14,174
8%
$915,943
6%
2021
$13,160
-1%
$863,364
-3%
2022
$13,302
1%
$889,265
4%
2021
$13,160
1%
$851,444
2%
2019
$13,013
—
$832,301
2%
2018
$12,950
1%
$816,782
2%
2017
$12,826
1%
$799,982
2%
2016
$12,701
-2%
$783,528
1%
2015
$12,943
-1%
$778,081
1%
2014
$13,037
3%
$771,906
1%
2013
$12,632
—
$760,499
—
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 127 Whitecaps Cir
127 Whitecaps Circle, Maitland, FL 32751 (MLS# O6367169) is a Lots/Land property with a lot size of 0.56 acres. 127 Whitecaps Circle is currently listed for $3,495,000 and was received on January 09, 2026. Want to learn more about 127 Whitecaps Circle? Do you have questions about finding other Lots/Land real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.

