Never before offered for sale. Regan Trail represents a once-in-a-generation opportunity to acquire six high-and-dry lakefront acres set on the eastern shore of Crystal Lake. Set behind the private gates of The Cove, yet uniquely exempt from the community’s HOA, the property is hidden at the end of a long, tree-lined private drive where the landscape unfolds dramatically to reveal more than 800 feet of pristine shoreline. Spectacular sunset views, abundant wildlife and the timeless beauty of Old Florida create a setting that has become exceedingly rare. High and dry with an expansive homesite overlooking the water, the property offers exceptional flexibility for those envisioning a custom waterfront estate unlike anything else in the area. Whether designing a grand primary residence with a guest house, resort-inspired outdoor living, expansive garages or recreational amenities, the scale, privacy and extraordinary waterfront frontage provide an unparalleled foundation for an exceptional estate. The existing century-old home reflects the property’s rich history, while a detached two-car garage with an attached bonus room and a separate four-car garage complete with a workshop and expansive storage room provide immediate functionality while plans take shape. What distinguishes this offering is the rare balance of privacy and convenience. Enjoy the exclusivity and security of a gated community without the limitations of HOA restrictions, an increasingly uncommon advantage for luxury buyers seeking the freedom to create a deeply personalized estate. Just minutes from Lake Mary’s thriving Midtown district, residents enjoy an exceptional collection of acclaimed restaurants, boutique shopping, cafés, entertainment, fitness studios and community events, while nearby Interstate 4, SR 417 and the Wekiva Parkway provide effortless access to downtown Orlando, area airports, world-famous attractions, pristine beaches and the best of Central Florida. Properties of this significance are rarely available, especially those remaining in the same family and offered to the public for the first time. Combining more than 800 feet of Crystal Lake shoreline, six picturesque acres, remarkable privacy, spectacular sunsets and one of Lake Mary’s most desirable locations, Reagan Trail presents a once-in-a-generation opportunity to create a waterfront estate that will be cherished for generations to come.
Property Details
Price:
$3,000,000
MLS #:
O6437478
Status:
Active
Beds:
0
Baths:
0
Type:
Land
Subdivision:
THE COVE
Neighborhood:
32746lakemaryheathrow
Listed Date:
Aug 31, 2026
Lot Size:
263,845 sqft / 6.06 acres (approx)
See this Listing
Schools
Interior
Exterior
Direction Faces
East
Lot Features
Buildable, Cleared, Irregular Lot, Level, Oversized Lot, Private
Security Features
Gated Community
View
Water
Financial
Tax Year
2025
Taxes
$6,833
Map
Community
- AddressREAGAN TRAIL LAKE MARY FL
- SubdivisionTHE COVE
- CityLAKE MARY
- CountySeminole
- Zip Code32746
Subdivisions in LAKE MARY
- 300
- ACREAGE & UNREC
- ACUERA
- AMENDED OF CRYSTAL LAKE SHORES
- BARCLAY PLACE A CONDO
- BAY TREE CENTER
- BRISTOL PARK
- BROOKHAVEN
- CANTERBURY AT THE CROSSINGS
- CARDINAL OAKS
- CARDINAL OAKS COVE
- CARDINAL OAKS PH 2 AMD
- CARRINGTON PARK
- CHASE GROVES
- CHASE GROVES UNIT 1
- CHASE GROVES UNIT 4A
- CHASE GROVES UNIT 5A
- CHASE GROVES UNIT 5B
- CHASE GROVES UNIT 6
- CHASE GROVES UNIT 7A
- CHASE GROVES UNIT 9
- CHASE TWNHMS
- COLONY COVE
- COUNTRY DOWNS PH 1
- COUNTRY DOWNS PH 2
- CRESTWOOD ESTATES
- CROSSINGS UNIT 2 SILVER LAKES EAST AT THE
- CRYSTAL LAKE WINTER HOMES
- CRYSTAL RESERVE AT LAKE MARY A REP
- CRYSTAL RIDGE
- EGRETS LANDING
- EVANSDALE
- EVANSDALE 4
- FEATHER EDGE II A CONDO
- FONTAINE
- FOUNTAIN PARKE AT LAKE MARY
- FOUNTAIN PARKE AT LAKE MARY PH 2
- GRANDE OAKS AT HEATHROW
- GREENLEAF & WILSONS ADD
- GREENWOOD LAKES UNIT 1
- GREENWOOD LAKES UNIT 2
- GREENWOOD LAKES UNIT 3
- GREENWOOD LAKES UNIT 8
- GREENWOOD LAKES UNIT D-3A
- GREENWOOD LAKES UNIT D-3B 2ND ADD
- GREENWOOD LAKES UNIT D-3C
- GREENWOOD LAKES UNIT1
- GRIFFIN PARK
- GRIFFIN PARK PH 2
- HAMPTON PARK
- HANOVER WOODS
- HEATHROW
- HEATHROW / KEENWICKE
- HEATHROW WOODS
- HEATHROW/BRECKENRIDGE HEIGHTS
- HEATHROW/BROOKHAVEN
- HEATHROW/CHERRY RIDGE
- HEATHROW/CLUBSIDE AT HEATROW
- HERON RIDGE PH 1
- HIDDEN VILLAGE CONDO
- HIDDEN VLG CONDO
- HIGHLANDS OF LAKE MARY
- HILLS OF LAKE MARY
- HILLS OF LAKE MARY PH 1
- HILLS OF LAKE MARY PH 2
- HILLS OF LAKE MARY PH 3
- HILLS OF LAKE MARY PH 4
- HUNTINGTON POINTE PH 1
- HUNTINGTON POINTE PH 1 REP
- ISLAND CLUB
- KEENWICKE PH 2
- KEENWICKE PH 3
- LAKE BINGHAM ESTATES
- LAKE EMMA SOUND
- LAKE MARY CITY CENTRE CONDO
- LAKE MARY LANDINGS
- LAKE MARY MANOR
- LAKE MARY MEDICAL COMPLEX A CONDO
- LAKE MARY PROFESSIONAL CAMPUS A CONDO
- LAKE MARY WOODS
- LAKE VIEW LAKE MARY
- LAKEVIEW VILLAGE
- LAKEWOOD AT THE CROSSINGS
- LAKEWOOD AT THE CROSSINGS UNIT 1
- LAKEWOOD AT THE CROSSINGS UNIT 2
- LAKEWOOD AT THE CROSSINGS UNIT 6
- LEGACY VILLAGE OFFICE PARK CONDO
- LEXINGTON GREEN
- MAGNOLIA PLANTATION
- MAGNOLIA PLANTATION PH 3
- MANDERLEY SUB PH 1
- MARKHAM WOODS ENCLAVE
- MISTY OAKS
- MUIRFIELD VILLAGE
- NORTH POINT ROYAL ACADEMY OF
- NOTTING HILL
- NOTTING HILL A CONDO
- NOTTING HILL A CONDOMINIUM
- OSPREY LANDING
- PARK PLACE AT HEATHROW BLDG II A COMM CONDO
- PRIMERA COMMONS
- REGENCY GREEN
- REGENCY PARK AT LAKE MARY
- REGENCY PARK AT LAKE MARY A CONDO
- REGENCY POINTE A LANDSITE
- REMINGTON OAKS AT THE CROSSINGS
- RESERVE 2 AT HEATHROW
- RESERVE AT LAKE MARY
- RESERVE AT THE CROSSINGS PH 2 THE
- RIVIERA
- SANFORDS SUBSTANTIAL FARMS
- SILVER LAKES EAST AT THE CROSSINGS UNIT 1
- SILVER LAKES EAST AT THE CROSSINGS UNIT 2
- SILVER LAKES EAST AT THE CROSSINGS UNIT 3
- SILVER LAKES WEST AT THE CROSSINGS UNIT 2
- STEEPLE CHASE
- STEEPLE CHASE REP F
- STIRLING CENTER AT LAKE MARY 1ST AMD A LAND CONDO
- STRATTON HILL
- SUN OAKS
- THE COVE
- THE FOREST
- THE FOREST PH 2 SEC 2
- THE HAMPTONS OF HEATHROW 1
- TIMACUAN
- TIMACUAN PARK
- TIMACUAN UNIT 16 PH 1 REPLAT
- TIMACUAN UNIT 16 PH 2
- TIMACUAN UNIT 17
- TIMACUAN UNIT 9
- VILLAS/LK MARY
- VOLCHKO SUB REP
- WAITES SUB
- WEBSTER SUB
- WEMBLEY PARK
- WOLDUNN REP
- WOODBRIDGE LAKES UNIT 2A
- WOODBRIDGE LAKES UNIT 2B PB 55 PGS 71 & 72
- WOODBRIDGE LAKES UNIT 2C
Market Summary
Property Summary
- Located in the THE COVE subdivision, REAGAN TRAIL LAKE MARY FL is a Land for sale in LAKE MARY, FL, 32746. It is listed for $3,000,000 and features 6 acres. To schedule a showing of MLS#o6437478 at REAGAN TRAIL in LAKE MARY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of PREMIER SOTHEBYS INT’L 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. REAGAN TRAIL
LAKE MARY, FL
