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.
Property Details
Price:
$3,295,000
MLS #:
O6367169
Status:
Active
Beds:
0
Baths:
0
Type:
Land
Subdivision:
HOLLIEANNA SHORES 1ST ADD
Neighborhood:
32751maitlandeatonville
Listed Date:
Jan 9, 2026
Lot Size:
24,472 sqft / 0.56 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
$31,914
Map
Community
- Address127 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, 127 WHITECAPS CIRCLE MAITLAND FL is a Land for sale in MAITLAND, FL, 32751. It is listed for $3,295,000 and features 1 acres. To schedule a showing of MLS#o6367169 at 127 WHITECAPS CIRCLE in MAITLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
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. 127 WHITECAPS CIRCLE
MAITLAND, FL









