Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Property Details
Price:
$2,950,000
MLS #:
O6381953
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
DEER ISLAND
Neighborhood:
34787wintergardenoakland
Listed Date:
Feb 25, 2026
Finished Sq Ft:
4,886
Total Sq Ft:
7,790
Lot Size:
44,593 sqft / 1.02 acres (approx)
Year Built:
2015
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Water Softener
Bathrooms
3 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Travertine, Hardwood
Heating
Central, Electric, Zoned
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Exterior
Architectural Style
Mediterranean
Association Amenities
Gated, Pickleball Court(s)
Community Features
Community Boat Ramp, Dock, Lake, Water Access, Waterfront, Deed Restrictions, Gated Community – No Guard, Tennis Court(s)
Construction Materials
Block, Stucco, Wood Frame
Exterior Features
Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
Other Structures
Outdoor Kitchen
Parking Features
Driveway, Garage Door Opener, Garage Faces Side
Roof
Tile
Security Features
Security System
Financial
HOA Fee
$1,240
HOA Frequency
Semi-Annually
HOA Includes
Private Road
HOA Name
Sentry Management
Tax Year
2024
Taxes
$24,540
Map
Community
- Address17737 DEER ISLE CIRCLE WINTER GARDEN FL
- SubdivisionDEER ISLAND
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
- .
- 30 NORTH PARK
- ACREAGE
- ACREAGE & UNREC
- ALEXANDER RIDGE
- AMBERLEIGH 47/7
- ANNIE L BERRY SUB
- ARROWHEAD LAKES
- AVALON COVE
- AVALON ESTATES
- AVALON HILLS SUB
- AVALON RDG
- AVALON RESERVE VILLAGE 1
- AVALON RIDGE
- BAY ISLE 48 17
- BAY ST PARK
- BELLE MEADE PH 02 H
- BELLE MEADE PH 2
- BELLE MEADE-PH I B D & G
- BLACK LAKE
- BLACK LAKE PARK PH 01
- BLACK LAKE PRESERVE
- BRADFORD CREEK-PH II
- BRANDY CREEK
- BRAY J W F ADD 01
- BRONSONS LNDGS F & M
- BURCHSHIRE
- BURCHSHIRE Q/138 LOT 8 BLK B
- CAMBRIDGE CROSSING PH 01
- CANOPY OAKS PH 1
- CANOPY OAKS PHASE 1
- CARRIAGE POINTE A-I & L
- COOPER & SEWELL ADD
- COUNTRY LAKES
- COURTLEA OAKS PH 01A
- COURTLEA OAKS PH 02B
- COVINGTON CHASE
- COVINGTON CHASE PH 2A
- COVINGTON CHASE PH 2B
- COVINGTON PARK
- CROWN POINT SPGS
- CYPRESS RESERVE
- CYPRESS RESERVE PH 1
- CYPRESS RESERVE PH 2
- DANIEL CROSSING
- DANIELS COMMERCE CENTER
- DANIELS CROSSING
- DANIELS CROSSING REP
- DANIELS LANDING
- DANIELS LNDG A-J
- DEER ISLAND
- DEER ISLAND PH 02
- DEERFIELD PLACE A-G
- DEL WEBB OASIS
- DEL WEBB OASIS PH 3
- DUNBAR MANOR
- EAST BAY ESTATES
- EAST GARDEN MANOR ADD 03 REP
- EAST GARDEN MANOR SECOND ADD
- EMERALD RDG H
- ENCLAVE/HAMLIN
- ENCORE AT OVATION
- ENCORE AT OVATION – PHASE 3
- ENCORE AT OVATION PH 1
- ENCORE/OVATION PH 1
- ENCORE/OVATION PH 2
- ENCORE/OVATION PH 3
- ENCORE/OVATION PH 4B SEC 19
- ENCORE/OVATION-PH 3
- ENCORE/OVATION-PH 4B
- ESTATES AT LAKEVIEW PRESERVE
- ESTS/LAKEVIEW PRESERVE
- FOXCREST A-N & P
- FRIES WINTER GARDEN
- FULLERS LNDG B
- FULLERS XING PH 03 A-G
- G T SMITH SUB
- G T SMITH SUB 3
- GARDEN HEIGHTS
- GLENVIEW ESTATES 2ND ADD
- GLYNWOOD
- GLYNWOOD – PHASE 2 56/72 LOT 16
- GREYSTONE PH 01
- GROVE PK/STONE CREST A-E
- GROVE RES & SPA HOTEL CONDO 3
- GROVE RES & SPA HOTEL CONDO IV
- GROVE RESIDENCE & SPA HOTEL
- GROVE RESIDENCE & SPA HOTEL CONDO
- GROVE RESIDENCE & SPA HOTEL CONDO 1
- GROVE RESIDENCE & SPA HOTEL CONDO 2
- GROVE RESIDENCE & SPA HOTEL CONDO 3
- GROVE RESIDENCE & SPA HOTEL CONDO I
- GROVE RESIDENCE & SPA HOTEL CONDO II
- GROVE RESIDENCE & SPA HOTEL CONDO IL
- GROVE RESIDENCE Y SPA HOTEL CONDO II
- GROVE RESORT
- GROVE RESORT & SPA
- GROVE RESORT AND SPA
- GROVE RESORT AND SPA HOTEL
- GROVE RESORT AND SPA HOTEL CONDOMINIUM
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 1
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 3
- GROVE RESORT AND SPA HOTEL CONDOMINIUM U
- GROVE RESORT HOTEL AND SPA HOTEL CONDO 1
- GROVEHURST
- HAMILTON GARDENS
- HAMILTON GARDENS PH 2A & 2B
- HAMLIN POINTE
- HAMLIN RDG
- HAMLIN RESERVE
- HAMLIN RIDGE
- HARVEST AT OVATION
- HARVEST AT OVATION 112/64 LOT 142
- HARVEST/OVATION
- HARVET AT OVATION
- HAWKSMOOR
- HAWKSMOOR – PHASE 2
- HAWKSMOOR PH 1
- HAWKSMOOR PH 4
- HAWKSMOOR-PH 1
- HAWKSMOOR-PH 3
- HAWKSMOOR-PH 32
- HERITAGE/PLANT STREET
- HICKORY HAMMOCK
- HICKORY HAMMOCK PH 1B
- HICKORY HAMMOCK PH 1D
- HICKORY HAMMOCK PH 2B
- HICKORY HAMMOCK PH 2C
- HICKORY LAKE ESTATES
- HIGHLAND RDG
- HIGHLAND RDG PH 2
- HIGHLAND RIDGE
- HIGHLAND RIDGE 110/69 LOT 19
- HIGHLAND RIDGE PHASE 2
- HIGHLANDS AT SUMMERLAKE GROVES PHASE 3C
- HIGHLANDS/SUMMERLAKE GROVE PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 1
- HIGHLANDS/SUMMERLAKE GRVS PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 3
- HILLCREST
- HORIZON ISLE
- INDEPENDENCE COMMUNITY
- INDEPENDENCE, SIGNATURE LAKES
- ISLAND POINTE SUB
- ISLES/LK HANCOCK PH III
- JOE LOUIS PARK FIRST ADD
- JOHNS LAKE HOMESITES
- JOHNS LAKE POINTE
- JOHNS LAKE POINTE A & S
- K HOVNANIAN OSPREY RANCH LLC
- K HOVNANIAN WINDING BAY PRESERVE
- KING BAY
- KINGS BAY
- LAKE APOPKA SOUND PH 1
- LAKE AVALON GROVE
- LAKE AVALON GROVES
- LAKE AVALON GROVES 2ND REP
- LAKE AVALON GROVES REP
- LAKE AVALON GROVES REP 02
- LAKE AVALON GRVS 2ND REP
- LAKE AVALON HEIGHTS
- LAKE COVE POINTE PH 02
- LAKE FOREST SEC 10A
- LAKE HANCOCK PRESERVE
- LAKE ROBERTS LNDG
- LAKE ROBERTS LNDG E
- LAKE STAR AT OVATION
- LAKE VIEW ADD
- LAKESHORE PRESERVE
- LAKESHORE PRESERVE PH 1
- LAKESHORE PRESERVE PH 2
- LAKESHORE PRESERVE PH 5
- LAKESHORE PRESERVE PH 7
- LAKESIDE/HAMLIN
- LAKEVIEW POINTE/HORIZON WEST 1
- LAKEVIEW POINTE/HORIZON WEST P
- LAKEVIEW POINTE/HORIZON WEST PH 1
- LAKEVIEW PRESERVE
- LAKEVIEW PRESERVE PH 2
- LAKEVIEW PRESERVE PHASE 2
- LAKEVIEW VILLAGE ESTATES
- LATHAM PARK
- LATHAM PARK NORTH
- LATHAM PARK SOUTH
- LATHAN PARK NORTH
- LOVELESS J S ADD 01
- M C BRITT SUB 2
- MAGNOLIA WOOD
- MANNS FIRST ADD
- MCALLISTER LNDG PH 2
- MERCHANTS SUB
- MEZZANO
- MOUNTAIN PARK ORLANGE GROVES
- NORTHLAKE AT OVATION
- NORTHLAKE/OVATION PH 1
- OAK PARK AT WINTER GARDEN
- OAKGLEN ESTATES
- OAKLAND HILLS
- OAKLAND PARK
- OAKLAND PARKB
- OAKLAND PARKB-1
- OAKLAND PARKB-1B A
- OAKLAND PARKB-3
- OAKS/BRANDY LAKE
- OAKS/BRANDY LAKE 01 REP A & B
- OAKS/BRANDY LAKE O
- ORANGE COUNTY
- ORANGE COVE
- ORCHARD
- ORCHARD HILLS PH 1
- ORCHARD HILLS PH 2
- ORCHARD HILLS PH 3
- ORCHARD HILLS PH 4
- ORCHARD HILLS PH I
- ORCHARD PARK AT STILLWATER CROSSING PHASE 4
- ORCHARD PK/STILLWATER XING PH
- OSPRAY RANCH
- OSPREY RANCH
- OSPREY RANCH – PHASE 1
- OSPREY RANCH PH 1
- OSPREY RANCH-PH 1
- OVERLOOK 2 AT HAMLIN PHASE 2 AND 5
- OVERLOOK 2/HAMLIN PH 1 & 6
- OVERLOOK 2/HAMLIN PH 2 & 5
- OVERLOOK 2/HAMLIN PH 3 & 4
- OVERLOOK AT HAMLIN
- OVERSTREET CRATE
- OXFORD CHASE
- PALISADES
- PANTHER VIEW
- PARK AVE ESTATES
- PARK PLACE
- PARK PLACE/WINTER GARDEN
- PARKVIEW AT HAMLIN
- PLEASANT PARK
- QUESINBERRY SUB
- RAVENNA
- REGAL POINTE
- REGAL POINTE PH 02 47/133
- REGENCY OAKS F
- REGENCY OAKS PH 02 A-C
- RESERVE/CARRIAGE POINT PH 1
- RESERVE/CARRIAGE POINTE PH 1
- RESERVE/CARRIAGE POINTE PH 2
- ROPER RESERVE
- SANCTUARY/TWIN WATERS
- SAVANNAH RIDGE SUB
- SERENADE AT OVATION
- SERENADE/OVATION PH 1
- SHADOW LAWN
- SHOWALTER PARK
- SIGNATURE LAKE
- SIGNATURE LAKES
- SIGNATURE LAKES PARCEL 1A
- SIGNATURE LAKES PARCEL 1D
- SIGNATURE LAKES PARCEL 1D PH 2
- SIGNATURE LAKES PARCEL 1D PHASE 1
- SIGNATURE LAKES PH 02 A B H I J
- SIGNATURE LAKES PH 2
- SIGNATURE LAKES PH 2A
- SIGNATURE LAKES PH 3B-4, 3B-5
- SIGNATURE LAKES PH 3B-4, 3B-5 &
- SIGNATURE LAKES PH 3B-4, 3B-53B-
- SIGNATURE LAKES PH 3B-5 & 3B-7
- SIGNATURE LAKES PH 3B-6
- SIGNATURE LAKES PHASE 2A
- SIGNATURE LAKES PRCL 01C
- SIGNATURE LAKES, INDEPENDENCE
- SIGNATURE LKS-PCL 01A
- SIGNATURE LKS-PCL 01B
- SIGNATURE LKS-PCL 01D PH 02
- SILVER SPRINGS BUNGALOWS
- SILVERLEAF
- SILVERLEAF OAK
- SILVERLEAF OAKS
- SILVERLEAF OAKS AT HAMLIN
- SILVERLEAF OAKS AT HAMLIN PHASE 3A 115/63 LOT 446
- SILVERLEAF RESERVE
- SILVERLEAF RESERVE AT HAMLIN
- SILVERLEAF RESERVE AT HAMLIN PHASE 2A
- SILVERLEAF RESERVE BUNGALOWS
- SILVERLEAF RESERVE/HAML PH 2A
- SILVERLEAF RESERVE/HAMLIN PH 2
- SIPLIN HEIGHTS
- SOLOMON SUB
- SOUTHERN PINES
- SOUTHERN PINES CONDO
- SOUTHERN PINES CONDOMINIUM
- STANTON ESTATES
- STARLITE COMMERCE CENTER 48 137
- STERLING POINTE 48/1
- STONE CREEK 44/131
- STONE CRK
- STONE CRK A-1 & A-2
- STONEYBROOK WEST
- STONEYBROOK WEST 44/134
- STONEYBROOK WEST D
- STONEYBROOK WEST I
- STONEYBROOK WEST UNIT 7 64/68 LOT 5 BLK
- STONEYBROOK WEST UNIT 8
- STONEYBROOK WEST UT 04 48 48
- STONEYBROOK WEST UT 04 REP 49 121
- STOREY GROVE
- STOREY GROVE 32
- STOREY GROVE 50
- STOREY GROVE PH 1
- STOREY GROVE PH 1A-1
- STOREY GROVE PH 1A-2
- STOREY GROVE PH 1B-1
- STOREY GROVE PH 1B-1A
- STOREY GROVE PH 1B-2
- STOREY GROVE PH 1B-3
- STOREY GROVE PH 1B-4
- STOREY GROVE PH 2
- STOREY GROVE PH 3
- STOREY GROVE PH 4
- STOREY GROVE PH 5
- STOREY GRV PH 4
- STORY ROAD BUS PARK
- SUBURBAN SHORES
- SUBURBAN SHORES REP PT BLK 03
- SUMMERLAKE
- SUMMERLAKE GRVS
- SUMMERLAKE GRVS PH 2
- SUMMERLAKE PD PH 01A
- SUMMERLAKE PD PH 01B
- SUMMERLAKE PD PH 1A
- SUMMERLAKE PD PH 1B
- SUMMERLAKE PD PH 1B REP
- SUMMERLAKE PD PH 1B-A REP
- SUMMERLAKE PD PH 1B/REPLAT
- SUMMERLAKE PD PH 2A
- SUMMERLAKE PD PH 2A & 2B
- SUMMERLAKE PD PH 2C 2D 2E
- SUMMERLAKE PD PH 2C-2E
- SUMMERLAKE PD PH 3A
- SUMMERLAKE PD PH 3B
- SUMMERLAKE PD PH 3C
- SUMMERLAKE PD PH 4B
- SUMMERLAKE RESERVE
- THE GROVE RESORT
- THE GROVE RESORT AND SPA CONDOMINIUM
- THE PALISADES CONDOMINIUM
- TILDEN PLACE/WINTER GARDEN
- TOWNHOMES WINTER GARDEN
- TRIBUTE AT OVATION
- TUCKER OAKS
- TUCKER OAKS BLDG 113
- TUCKER OAKS CONDO PH 1
- TUCKER OAKS PH 3 BLDG 42
- TUCKER OKAS
- TUSCANY PH 02
- TWINWATERS
- TWINWATERS HOMEOWNERS’ ASSOCIATION, INC.
- VALENCIA SHORES
- VALENCIA SHORES REP
- VERDE PARK PH 1
- VILLAGE GROVE PH 01
- VILLAGE GROVE PH 02
- VININGS ADD WINTER GARDEN
- WALKERS GROVE TOWNHOMES
- WALKERS GROVE TWNHMS
- WATERLEIGH
- WATERLEIGH PH 1A
- WATERLEIGH PH 1B
- WATERLEIGH PH 1C
- WATERLEIGH PH 2A
- WATERLEIGH PH 2B
- WATERLEIGH PH 2C-1
- WATERLEIGH PH 2C-2 & 2C-3
- WATERLEIGH PH 2D
- WATERLEIGH PH 2E
- WATERLEIGH PH 3A
- WATERLEIGH PH 3B & 3C
- WATERLEIGH PH 3B 3C & 3D
- WATERLEIGH PH 4A
- WATERLEIGH PH 4B & 4C
- WATERLEIGH PHASE 4A
- WATERLEIGH PHASE 5 116/135 LOT 1
- WATERLWEIGH
- WATERMARK
- WATERMARK PH 1B
- WATERMARK PH 2B
- WATERMARK PH 2C
- WATERMARK PH 3
- WATERMARK PH 4
- WATERMARK PH 4A
- WATERSIDE
- WATERSIDE – THE STRAND
- WATERSIDE ON JOHNS LAKE
- WATERSIDE ON JOHNS LAKE PHASE 1
- WATERSIDE/JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 2A
- WATERSIDE/JOHNS LAKE PH 2C
- WATERSIDE/JOHNS LK-PH 2A
- WATERSIDE/JOHNS LK-PH 2B
- WEST LAKE HANCOCK ESTATES
- WESTCHESTER PLACE
- WESTFIELD LAKES PH 4
- WESTHAVEN AT OVATION
- WESTHAVEN/OVATION
- WESTLAKE MANOR
- WESTLAKE MANOR 1ST ADD
- WESTPOINT TWNHMS A & B
- WESTSIDE TOWNHOMES
- WESTSIDE TOWNHOMES PH 04
- WESTSIDE TOWNHOMES PH 4
- WESTSIDE TOWNHOMES-PH 05 A B & C
- WESTSIDE TWNHMS PH 02
- WESTSIDE TWNHMS PH 03
- WESTSIDE TWNHMS PH 04
- WESTSIDE TWNHMS-PH 05 A B & C
- WINCEY GROVES PHASE 2
- WINCEY GRVS PH 1
- WINCEY GRVS PH 2
- WINDING BAY PH 1B
- WINDING BAY PH 2
- WINDING BAY PH 3
- WINDING BAY PRESERVE
- WINDTREE GARDENS
- WINDTREE GARDENS CONDO PH 01
- WINDTREE GARDENS CONDO PH 03
- WINDTREE GARDENS CONDO PH 05
- WINDWARD CAY 48 125
- WINTER GARDEN SHORES
- WINTER GARDEN SHORES FIRST ADD
- WINTER GARDEN SHORES REP
- WINTER GARDEN TRLS 01-3
- WINTER GROVE
- WINTER OAKS
- WINTERMERE HARBOR
- WINTERMERE POINTE
- WINTERMERE POINTE PH 02 46/141
- WOODBRIDGE ON GREEN
- WOODBRIDGE ON THE GREEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Mar 14, 2026
736
Single Family Listed
103
Avg DOM
281
Avg $ / SqFt
$760,327
Avg List Price
Property Summary
- Located in the DEER ISLAND subdivision, 17737 DEER ISLE CIRCLE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $2,950,000 and features 5 beds, 4 baths, and has approximately 4,886 square feet of living space, and was originally constructed in 2015. The current price per square foot is $604. The average price per square foot for Single Family listings in WINTER GARDEN is $281. The average listing price for Single Family in WINTER GARDEN is $760,327. To schedule a showing of MLS#o6381953 at 17737 DEER ISLE CIRCLE in WINTER GARDEN, 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. 17737 DEER ISLE CIRCLE
WINTER GARDEN, FL











































































