Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure.
Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality.
Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings.
Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area.
Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.
Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality.
Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings.
Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area.
Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.
Property Details
Price:
$2,795,000
MLS #:
O6345537
Status:
Active
Beds:
0
Baths:
0
Type:
Land
Subdivision:
HOLLIEANNA SHORES 1ST ADD
Neighborhood:
32751maitlandeatonville
Listed Date:
Sep 19, 2025
Lot Size:
18,427 sqft / 0.42 acres (approx)
See this Listing
Schools
Elementary School:
Dommerich Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Exterior
Other Structures
Other
Financial
Tax Year
2024
Taxes
$21,355
Map
Community
- Address125 WHITECAPS CIRCLE MAITLAND FL
- SubdivisionHOLLIEANNA SHORES 1ST ADD
- CityMAITLAND
- CountyOrange
- Zip Code32751
Subdivisions in MAITLAND
- ADAMS GROVE
- BEG 635 FT E & 430 FT N OF SW COR OF SW1/4 OF NE1/
- BEL AIR ESTATES
- BRANCH TREE
- BRITTANY GARDENS
- CALHOUNS SUB
- CARRINGTON PARK A CONDO
- CHERRYWOOD GARDENS
- CLARKS ADD
- COFFINS SUB
- COOL-MORE SUB
- COOPERS SUB
- DOMMERICH
- DOMMERICH ESTATES
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH ESTATES 3RD ADD
- DOMMERICH ESTATES 4TH ADD
- DOMMERICH HILLS
- DOMMERICH HILLS 1ST ADD
- DOMMERICH HILLS 2ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS FIRST ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DOMMERICH WOODS UNIT 1
- DOMMERICH/COVE COLONY
- DRUID HILLS
- DRUID HILLS ESTATES 1ST ADD
- DRUID HILLS PARK
- EATON ESTATES
- EATONVILLE
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 1
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- ENGLISH WOODS
- FIRST ADD TO CALHOUNS SUB
- FLORIDAHAVEN 1ST ADD
- FOREST BROOK
- FOREST BROOK 5TH SEC
- HAMLET AT MAITLAND
- HIDDEN ESTATES UNIT 2
- HIDDEN ESTATES UNIT 3
- HIGHLAND PARK ESTATES FIRST ADD
- HOLDEN BROS SUB
- INDIAN HILLS UNIT 1 REP
- KEEWIN LEXINGTON PARK
- LAKE COLONY PH 01 REP
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND MANOR
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKEWOOD SHORES
- LAKEWOOD SHORES 1ST ADD
- LONG BRANCH SUB
- MADDON COVE 47/24
- MAITLAND CLUB REP
- MAITLAND EXCHANGE
- MAITLAND GROVE
- MAITLAND ISLE
- MAITLAND POINT
- MOORINGS ON LAKE MAITLAND CONDO
- NORTHGATE
- NORTHWOOD HEIGHTS
- OAKLAND SHORES
- OAKLAND SHORES 1ST ADD
- OAKLAND SHORES 3RD ADD REP
- OAKWOOD
- ORANGEDALE PARK REP
- PACKWOODS PLAN/MAITLAND
- PARK LAKE GROVE CONDO
- PARK LAKE GROVE CONDO PH B
- PARK LAKE SHORES
- PARK LAKE TOWNHOUSES
- PARK LAKE TWNHS
- PARK LAKE TWNHS PH 02
- PARK LAKE WOODS CONDO
- POORS ADD
- PRESERVE AT MAITLAND
- REPLAT BLK B POORS ADD
- SCHOOLVIEW ADD
- SHOPPES/MAITLAND
- STONEWOOD
- SUN BAY CLUB CONDO
- SUN BAY CLUB CONDO TOWNHOUSE 7
- SUN BAY CLUB CONDO UNIT 1
- SYBELIA SHORES SECOND ADD
- THOMPSON SUB
- ULTRA VISTA CONDO
- VERSAILLES
- VISCONI WEST
- VISCONTI EAST
- VISCONTI EAST CONDO
- VISCONTI EST
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 5
- VISCONTI WEST BLDG 8
- VISCONTI WEST CONDO BLDG 9
- VISCONTI WEST CONDOMINIUM
- WINFIELD
- WOODBRIDGE
Market Summary
Property Summary
- Located in the HOLLIEANNA SHORES 1ST ADD subdivision, 125 WHITECAPS CIRCLE MAITLAND FL is a Land for sale in MAITLAND, FL, 32751. It is listed for $2,795,000 and features 0 acres. To schedule a showing of MLS#o6345537 at 125 WHITECAPS CIRCLE in MAITLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of PREMIER SOTHEBY’S INTL. REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 125 WHITECAPS CIRCLE
MAITLAND, FL













