There are multiple listings for this address:
Welcome to this stunning 5-bedroom, 3.5-bathroom, 3,910 sq. ft. home built in 2021, ideally situated on a quiet cul-de-sac with a 3-car garage, oversized fully fenced yard, and beautiful pond views. This spacious home features a desirable first-floor primary suite, two-story foyer, and a versatile upstairs loft.
The gourmet kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinets with crown molding, upgraded stainless-steel appliances, vent hood, large island with quartz countertops, upgraded tile backsplash, pendant lighting, walk-in pantry, and a convenient butler’s pantry for additional storage. The kitchen overlooks the family room and pond, with sliding doors leading to a large covered patio and extended paver lanai.
The spacious first-floor primary suite offers a large walk-in closet and luxurious primary bathroom with dual vanities, large shower, and garden tub. Upstairs, enjoy a generous loft with pond views, along with four additional bedrooms. Bedrooms 2 and 3 share a full bathroom, while Bedrooms 4 and 5 feature a convenient Jack-and-Jill bathroom.
Additional upgrades include walnut wood-plank tile throughout the main living areas, upgraded cabinetry, designer lighting, upgraded ceiling fans, custom accent walls, gutters, landscape lighting, and a fully fenced yard. The laundry room includes washer and dryer hookups.
Located in the highly desirable Waterleigh community, residents enjoy an extensive collection of amenities, including three resort-style pools, two clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis, pickleball, playgrounds, and more. HOA lawn maintenance is included, allowing you to enjoy the community without the hassle of yard care.
Conveniently located near Disney, shopping, dining, SR 429, I-4, and SR 417
The gourmet kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinets with crown molding, upgraded stainless-steel appliances, vent hood, large island with quartz countertops, upgraded tile backsplash, pendant lighting, walk-in pantry, and a convenient butler’s pantry for additional storage. The kitchen overlooks the family room and pond, with sliding doors leading to a large covered patio and extended paver lanai.
The spacious first-floor primary suite offers a large walk-in closet and luxurious primary bathroom with dual vanities, large shower, and garden tub. Upstairs, enjoy a generous loft with pond views, along with four additional bedrooms. Bedrooms 2 and 3 share a full bathroom, while Bedrooms 4 and 5 feature a convenient Jack-and-Jill bathroom.
Additional upgrades include walnut wood-plank tile throughout the main living areas, upgraded cabinetry, designer lighting, upgraded ceiling fans, custom accent walls, gutters, landscape lighting, and a fully fenced yard. The laundry room includes washer and dryer hookups.
Located in the highly desirable Waterleigh community, residents enjoy an extensive collection of amenities, including three resort-style pools, two clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis, pickleball, playgrounds, and more. HOA lawn maintenance is included, allowing you to enjoy the community without the hassle of yard care.
Conveniently located near Disney, shopping, dining, SR 429, I-4, and SR 417
Property Details
Price:
$975,000
MLS #:
O6431472
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WATERLEIGH PH 3A
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 13, 2026
Finished Sq Ft:
3,910
Total Sq Ft:
3,910
Lot Size:
7,961 sqft / 0.18 acres (approx)
Year Built:
2021
See this Listing
Schools
Interior
Appliances
Other
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile
Heating
Central
Interior Features
Other
Laundry Features
Washer Hookup
Levels
Two
Exterior
Association Amenities
Pickleball Court(s)
Attached Garage YN
1
Community Features
Clubhouse, Dog Park, Fitness Center, Playground
Covered Spaces
3
Fencing
Fenced, Full Backyard
Garage Spaces
3
Patio And Porch Features
Covered, Patio
Financial
HOA Name
Tina Lopez
HOA Phone
407-333-1010
Map
Community
- Address9566 BOLERO ROAD WINTER GARDEN FL
- SubdivisionWATERLEIGH PH 3A
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
- .
- 30 NORTH PARK
- ACREAGE
- ACREAGE & UNREC
- ALEXANDER RDG
- AMBERLEIGH 47/7
- ARROWHEAD LAKES
- AVALON COVE
- AVALON HILLS SUB
- AVALON RIDGE
- AVALON WOODS
- BAY ISLE 48 17
- BAY ST PARK
- BELLE MEADE PH 02 H
- BELLE MEADE-PH I B D & G
- BLACK LAKE PARK
- BLACK LAKE PARK PH 02
- BLACK LAKE PRESERVE
- BLOCK Q SUMMERLAKE PD PH 1B
- BORDERS & WOOSLEY SUB
- BOYD-LUTZ SUB
- BRADFORD CREEK
- BRADFORD CREEK PHASE II
- BRADFORD CRK PH I
- BRAY J W F ADD 01
- BRDFORD CRK PH 2
- BRONSONS LNDGS F & M
- BURCHSHIRE
- CAMBRIDGE CROSSING PH 01A 45/21
- CANOPY OAKS PH 1
- CARRIAGE POINTE A-I & L
- CHAPIN STATION
- CHAPIN STATION A
- CITRUS COVE UNIT 01
- COOPER & SEWELL ADD
- CORSINO PLACE
- COUNTRY LAKES
- COURTLEA OAKS PH 01A
- COVINGTON CHASE PH 2A
- COVINGTON CHASE PH 2B
- COVINGTON PARK
- COVINGTON PARK A B D E F G & J
- CROWN POINT BUS PARK PH 01 43/6
- CROWN POINT SPGS
- CYPRESS RESERVE
- CYPRESS RESERVE PH 1
- CYPRESS RESERVE PH 2
- DANIELS CROSSING PH 03 43/50
- DANIELS LANDING
- DANIELS LNDG A-J
- DEERFIELD PLACE A-G
- DEL WEBB OASIS
- DEL WEBB OASIS PH 2
- DEL WEBB OASIS PH 3
- DEL WEBB OASIS PHASE 2
- DOWNTOWN WINTER GARDEN
- EAST GARDEN MANOR ADD 03
- EAST GARDEN MANOR ADD 03 REP
- EDGEWATER BEACH
- ELLMAN PARK
- EMERALD RDG H
- EMERALD RIDGE
- ENCLAVE AT HAMLIN
- ENCORE AT OVATION
- ENCORE AT OVATION-PH 3
- ENCORE/OVATION PH 2
- ENCORE/OVATION PH 3
- ENCORE/OVATION PH 4A
- ENCORE/OVATION PH 4B
- ENCORE/OVATION-PH 2
- ENCORE/OVATION-PH 3
- ESPLANADE AT MCKINNON GROVES
- ESTATES AT LAKEVIEW PRESERVE
- ESTS/LAKEVIEW PRESERVE
- FRIES WINTER GARDEN
- FULLERS CROSSING PH 02 49 31
- GLYNWOOD 51 32
- GROVA RESIDENCE & SPA HOTEL CONDO 3
- GROVE PARK AT STONE CREST
- GROVE PK/STONE CREST A-E
- 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 LI
- GROVE RESORT
- GROVE RESORT & SPA
- GROVE RESORT & SPA HOTEL CONDO I
- GROVE RESORT & SPA HOTEL CONDO IV
- GROVE RESORT & SPA HOTEL CONDOMINIUM
- GROVE RESORT AND SPA
- GROVE RESORT AND SPA CONDOMINIUM 2
- GROVE RESORT AND SPA HOTE CONDOMINIUM 3
- GROVE RESORT AND SPA HOTEL
- GROVE RESORT AND SPA HOTEL CONDO
- GROVE RESORT AND SPA HOTEL CONDO 1
- GROVE RESORT AND SPA HOTEL CONDO 3
- GROVE RESORT AND SPA HOTEL CONDO II
- GROVE RESORT AND SPA HOTEL CONDOMIMIUM BUILDING 2
- GROVE RESORT AND SPA HOTEL CONDOMINIUM
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 1
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 2
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 3
- GROVE RESORT AND SPA HOTEL CONDOMINIUM II
- GROVE RESORT AND WATER PARK
- GROVE RESORT AND WATERPARK
- GROVE/OAKLAND
- GROVEHURST
- GROVEHURST A-D
- HAMILTON GARDENS
- HAMILTON GARDENS PH 2A & 2B
- HAMILTON GARDENS PH 2A 2B
- HAMLIN MEADOWS
- HAMLIN MEADOWS AT HAMLIN
- HAMLIN POINTE
- HAMLIN RDG
- HAMLIN RESERVE
- HAMLIN SOUTHWEST
- HARVEST AT OVATION
- HARVEST/OVATION
- HARVEST/OVATION PH 2
- HAWKSMOOR
- HAWKSMOOR PH 3
- HAWKSMOOR PH 4
- HAWKSMOOR-PH 1
- HAWKSMOOR-PH 2
- HAWKSMOOR-PH 3
- HICKORY HAMMOCK PH 1B
- HICKORY HAMMOCK PH 1C
- HICKORY HAMMOCK PH 1D
- HICKORY HAMMOCK PH 2A
- HICKORY HAMMOCK PHASE 2B
- HICKORY LAKE ESTATES
- HIGHLAND RDG
- HIGHLAND RDG PH 2
- HIGHLAND RIDGE
- HIGHLANDS/SUMMERLAKE GROVE PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 1
- HIGHLANDS/SUMMERLAKE GRVS PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 3
- HILLCREST
- HORIZON ISLE
- HULL ISLAND/OAKLAND
- HULL ISLAND/OAKLAND PH 2
- INDEPENDENCE
- ISLAND POINTE SUB
- ISLES LAKE HANCOCK
- J S LOVELESS ADD
- JOE LOUIS PARK FIRST ADD
- JOE LOUIS PARK Q162
- JOHN LAKE POINTE
- JOHNS COVE 43/104
- JOHNS LAKE POINTE
- JOHNS LAKE POINTE A & S
- JOHNS LANDING PH 01 44/47
- K HOVNANIAN WINDING BAY PRESERVE
- LAKE APOPKA SOUND
- LAKE APOPKA SOUND PH 1
- LAKE AVALON GROVES
- LAKE AVALON GROVES REP
- LAKE AVALON HEIGHTS
- LAKE AVALON RURAL SETTLEMENT
- LAKE FOREST SEC 10A
- LAKE HANCOCK PRESERVE
- LAKE ROBERTS LNDG E
- LAKE STAR AT OVATION
- LAKE STAR AT OVATION PHASE 1B
- LAKE STAR/OVATION PH 1B
- LAKESHORE PRESERVE
- LAKESHORE PRESERVE PH 1
- LAKESHORE PRESERVE PH 2
- LAKESHORE PRESERVE PH 4
- LAKESHORE PRESERVE PH 5
- LAKESIDE AT HAMLIN
- LAKESIDE/HAMLIN
- LAKESIDE/HAMLIN 60
- LAKEVIEW POINTE AT HORIZON WEST
- LAKEVIEW POINTE/HORIZON WEST P
- LAKEVIEW PRESERVE
- LAKEVIEW PRESERVE PH 2
- LAKEVIEW PRESERVE REP
- LAKEVIEW RESERVE
- LAKEVIEW RESERVE 46/149
- LAKEVIEW VILLAGE ESTATES
- LATHAM PARK NORTH
- LATHAM PARK SOUTH
- LEGADO
- LIFT STATION/COBBLESTONE/WINTE
- LONGLEAF AT OAKLAND
- LOVELESS J S ADD 01
- M C BRITT SUB 1
- MANNS FIRST ADD
- MARY JEAN SUB
- MCALLISTER LANDING
- MCALLISTER LNDG
- MERCHANTS SUB
- MEZZANO
- MT PARK ORANGE GROVE
- NORTHLAKE 50’S
- NORTHLAKE AT OVATION
- NORTHLAKE AT OVATION PHASE 1
- NORTHLAKE/OVATION PH 1
- OAK PARK AT WINTER GARDEN
- OAKLAND HILLS
- OAKLAND PARK
- OAKLAND PARK B-2
- OAKLAND PARK SOUTH
- OAKLAND PARK UN # 2A
- OAKLAND PARK UNIT 1B-1B
- OAKLAND PARKA
- OAKLAND TRLS PH 1
- OAKS/BRANDY LAKE 01 REP A & B
- ORANGE COVE
- ORCHARD A1-A26 B1 B2 C D1-D4
- ORCHARD HILLS PH 1
- ORCHARD HILLS PH 2
- ORCHARD HILLS PH 3
- ORCHARD HILLS PH 4
- ORCHARD HILLS PHASE 2
- ORCHARD PK/STILLWATER XING PH
- OSPREY RANCH
- OSPREY RANCH PH 1
- OSPREY RANCH PH I
- OSPREY RANCH-PH 1
- OVATION/WESTHAVEN
- 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
- PANTHER VIEW 40
- PARK AVE ESTATES
- PARK PLACE AT WINTER GARDEN
- PARK PLACE/WINTER GARDEN
- PARKVIEW AT HAMLIN
- PARKVIEW/HAMLIN
- PLEASANT PARK
- RAVENNA PH 1
- REGAL POINTE PH 02 47/133
- REGENCY OAKS F
- REGENCY OAKS PH 02 A-C
- REP PT PLEASANT PARK SUB
- RESERVE/CARRIAGE POINT PH 1
- ROPER RESERVE
- SANCTUARY/HAMLIN
- SANCTUARY/TWIN WATERS
- SCHENLEY PARK
- SERENADE AT OVATION
- SERENADE/OVATION PH 1
- SHADOW LAWN
- SHOREFRONT COVE AT HORIZON WEST
- SIGNATURE LAKES
- SIGNATURE LAKES PH 02 A B H I J
- SIGNATURE LAKES PH 2
- SIGNATURE LAKES PH 3B-1
- SIGNATURE LAKES PH 3B-2 & 3B-3
- SIGNATURE LAKES PH 3B-4 3B-5 & 3
- SIGNATURE LAKES PH 3B-4 3B-5 3B-
- SIGNATURE LAKES PH 3B-4, 3B-5 &
- SIGNATURE LAKES PH 3B-6
- SIGNATURE LAKES PRCL 01C
- SIGNATURE LKS-PCL 01A
- SIGNATURE LKS-PCL 01B
- SIGNATURE LKS-PCL 01D PH 01
- SIGNATURE LKS-PCL 01D PH 02 – INDEPENDENCE
- SILVERLEAF OAKS
- SILVERLEAF RESERVE
- SILVERLEAF RESERVE AT HAMLIN
- SILVERLEAF RESERVE AT HAMLIN PHASE
- SILVERLEAF RESERVE BUNGALOWS
- SILVERLEAF RESERVE/HAMLIN PH 2
- SOUTHERN PINES
- SOUTHERN PINES CONDO
- STONE CREEK 44/131
- STONE CREEK 48 140
- STONE CRK
- STONE CRK A-1 & A-2
- STONEYBROOK EXCHANGE COMMERCIA
- STONEYBROOK WEST
- STONEYBROOK WEST 44/134
- STONEYBROOK WEST 47/78
- STONEYBROOK WEST D
- STONEYBROOK WEST I
- STONEYBROOK WEST UN 06
- STONEYBROOK WEST UNIT 3 REP
- STONEYBROOK WEST UNIT 8
- STOREY GROVE
- STOREY GROVE PH 1B
- STOREY GROVE PH 1B-1
- 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
- SUBURBAN SHORES
- SUBURBAN SHORES REP PT BLK 03
- SUMMERLAKE
- SUMMERLAKE GROVES
- SUMMERLAKE GRVS
- SUMMERLAKE GRVS PH 2
- SUMMERLAKE PD PH 01A
- SUMMERLAKE PD PH 01B
- SUMMERLAKE PD PH 1B
- SUMMERLAKE PD PH 1B BLS T & U
- SUMMERLAKE PD PH 1B REP
- SUMMERLAKE PD PH 1B-A REP
- SUMMERLAKE PD PH 2A & 2B
- SUMMERLAKE PD PH 2C 2D 2E
- SUMMERLAKE PD PH 3A
- SUMMERLAKE PD PH 3B
- SUMMERLAKE RESERVE
- SUNSET LAKES
- TEACUP SPGS COVE
- THE GROVE RESORT
- THE GROVE RESORT AND SPA
- TILDEN PLACE
- TILDEN PLACE/WINTER GARDEN
- TIMBERCREEK PINES A B C & D
- TOWNHOMES WINTER GARDEN
- TRIBUTE/OVATION
- TROYNELLE BY LAKE APOPKA
- TUCKER OAKS
- TUCKER OAKS BLDG 27
- TUCKER OAKS BLDG 5
- TUCKER OAKS CONDO PH 4
- TUCKER OAKS PH 8
- TUSCANY PH 02
- TWINWATERS
- VERDE PARK PH 1
- VILLAGE GROVE PH 01
- VILLAGE GROVE PH 02
- WATERLEIGH
- WATERLEIGH PH 1
- 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 & 3D
- WATERLEIGH PH 3B 3C &3D
- WATERLEIGH PH 3B 3C 3D
- WATERLEIGH PH 4A
- WATERLEIGH PH 4B & 4C
- WATERLEIGH PH 5
- WATERLEIGH PHASE 1C
- WATERLEIGH PHASE 3A
- WATERLEIGH PHASE 3BCD
- WATERLEIGH PHS 3B 3C & 3D
- WATERMARK
- WATERMARK PH 1A
- WATERMARK PH 1B
- WATERMARK PH 2A
- WATERMARK PH 2B
- WATERMARK PH 2C
- WATERMARK PH 3
- WATERMARK PH 4
- WATERMARK PH 4A
- WATERMARK PHASE 2C
- WATERSIDE AT JOHNS LAKE
- WATERSIDE ON JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 2A
- WATERSIDE/JOHNS LAKE PH 2C
- WATERSIDE/JOHNS LK-PH 2A
- WEST LAKE HANCOCK ESTATES
- WESTCHESTER PLACE
- WESTFIELD LAKES
- WESTHAVEN AT OVATION
- WESTHAVEN/OVATION
- WESTPOINT TOWNHOMES
- WESTSIDE TOWNHOMES
- WESTSIDE TWNHMS-PH 05 A B & C
- WINCEY GROVES
- WINCEY GRVS PH 2
- WINDING BAY PH 1B
- WINDING BAY PH 3
- WINDING BAY PHASE 1B
- WINDING BAY PRESERVE
- WINDTREE GARDENS
- WINDTREE GARDENS CONDO PH 01
- WINDTREE GARDENS CONDO PH 02
- WINDTREE GARDENS CONDO PH 03
- WINDTREE GARDENS CONDO PH 06
- WINDTREE GARDENS CONDO PH 4
- WINTER GARDEN EXECUTIVE CENTRE
- WINTER GARDEN SHORES 2ND ADD
- WINTER GARDEN SHORES FIRST ADD
- WINTER GARDEN SHORES REP
- WINTER GROVE
- WINTER GRV
- WINTER OAKS
- WINTERMERE POINTE
- WOODBRIDGE ON GREEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Aug 21, 2026
824
Single Family Listed
112
Avg DOM
281
Avg $ / SqFt
$766,965
Avg List Price
Property Summary
- Located in the WATERLEIGH PH 3A subdivision, 9566 BOLERO ROAD WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $975,000 and features 5 beds, 4 baths, and has approximately 3,910 square feet of living space, and was originally constructed in 2021. The current price per square foot is $249. 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 $766,965. To schedule a showing of MLS#o6431472 at 9566 BOLERO ROAD in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of LEGENDS 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. 9566 BOLERO ROAD
WINTER GARDEN, FL
Welcome to this stunning 5-bedroom, 3.5-bathroom, 3,910 sq. ft. home built in 2021, ideally situated on a quiet cul-de-sac with a 3-car garage, oversized fully fenced yard, and beautiful pond views. This spacious home features a desirable first-floor primary suite, two-story foyer, and a versatile upstairs loft.
The gourmet kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinets with crown molding, upgraded stainless-steel appliances, vent hood, large island with quartz countertops, upgraded tile backsplash, pendant lighting, walk-in pantry, and a convenient butler’s pantry for additional storage. The kitchen overlooks the family room and pond, with sliding doors leading to a large covered patio and extended paver lanai.
The spacious first-floor primary suite offers a large walk-in closet and luxurious primary bathroom with dual vanities, large shower, and garden tub. Upstairs, enjoy a generous loft with pond views, along with four additional bedrooms. Bedrooms 2 and 3 share a full bathroom, while Bedrooms 4 and 5 feature a convenient Jack-and-Jill bathroom.
Additional upgrades include walnut wood-plank tile throughout the main living areas, upgraded cabinetry, designer lighting, upgraded ceiling fans, custom accent walls, gutters, landscape lighting, and a fully fenced yard. The laundry room includes washer and dryer hookups.
Located in the highly desirable Waterleigh community, residents enjoy an extensive collection of amenities, including three resort-style pools, two clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis, pickleball, playgrounds, and more. HOA lawn maintenance is included, allowing you to enjoy the community without the hassle of yard care.
Conveniently located near Disney, shopping, dining, SR 429, I-4, and SR 417
The gourmet kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinets with crown molding, upgraded stainless-steel appliances, vent hood, large island with quartz countertops, upgraded tile backsplash, pendant lighting, walk-in pantry, and a convenient butler’s pantry for additional storage. The kitchen overlooks the family room and pond, with sliding doors leading to a large covered patio and extended paver lanai.
The spacious first-floor primary suite offers a large walk-in closet and luxurious primary bathroom with dual vanities, large shower, and garden tub. Upstairs, enjoy a generous loft with pond views, along with four additional bedrooms. Bedrooms 2 and 3 share a full bathroom, while Bedrooms 4 and 5 feature a convenient Jack-and-Jill bathroom.
Additional upgrades include walnut wood-plank tile throughout the main living areas, upgraded cabinetry, designer lighting, upgraded ceiling fans, custom accent walls, gutters, landscape lighting, and a fully fenced yard. The laundry room includes washer and dryer hookups.
Located in the highly desirable Waterleigh community, residents enjoy an extensive collection of amenities, including three resort-style pools, two clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis, pickleball, playgrounds, and more. HOA lawn maintenance is included, allowing you to enjoy the community without the hassle of yard care.
Conveniently located near Disney, shopping, dining, SR 429, I-4, and SR 417
Property Details
Price:
$5,200
MLS #:
O6434084
Status:
Active
Beds:
5
Baths:
3.5
Type:
Rental
Subtype:
Single Family Residence
Subdivision:
WATERLEIGH PH 3A
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 17, 2026
Finished Sq Ft:
3,910
Total Sq Ft:
3,910
Lot Size:
7,961 sqft / 0.18 acres (approx)
Year Built:
2021
See this Listing
Schools
Interior
Appliances
Other
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile
Heating
Central
Interior Features
Other
Laundry Features
Washer Hookup
Levels
Two
Exterior
Association Amenities
Pickleball Court(s)
Attached Garage YN
1
Community Features
Clubhouse, Dog Park, Fitness Center, Playground
Covered Spaces
3
Fencing
Fenced, Full Backyard
Garage Spaces
3
Patio And Porch Features
Covered, Patio
Financial
HOA Name
Tina Lopez
HOA Phone
407-333-1010
Map
Community
- Address9566 BOLERO ROAD WINTER GARDEN FL
- SubdivisionWATERLEIGH PH 3A
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
- .
- 30 NORTH PARK
- ACREAGE
- ACREAGE & UNREC
- ALEXANDER RDG
- AMBERLEIGH 47/7
- ARROWHEAD LAKES
- AVALON COVE
- AVALON HILLS SUB
- AVALON RIDGE
- AVALON WOODS
- BAY ISLE 48 17
- BAY ST PARK
- BELLE MEADE PH 02 H
- BELLE MEADE-PH I B D & G
- BLACK LAKE PARK
- BLACK LAKE PARK PH 02
- BLACK LAKE PRESERVE
- BLOCK Q SUMMERLAKE PD PH 1B
- BORDERS & WOOSLEY SUB
- BOYD-LUTZ SUB
- BRADFORD CREEK
- BRADFORD CREEK PHASE II
- BRADFORD CRK PH I
- BRAY J W F ADD 01
- BRDFORD CRK PH 2
- BRONSONS LNDGS F & M
- BURCHSHIRE
- CAMBRIDGE CROSSING PH 01A 45/21
- CANOPY OAKS PH 1
- CARRIAGE POINTE A-I & L
- CHAPIN STATION
- CHAPIN STATION A
- CITRUS COVE UNIT 01
- COOPER & SEWELL ADD
- CORSINO PLACE
- COUNTRY LAKES
- COURTLEA OAKS PH 01A
- COVINGTON CHASE PH 2A
- COVINGTON CHASE PH 2B
- COVINGTON PARK
- COVINGTON PARK A B D E F G & J
- CROWN POINT BUS PARK PH 01 43/6
- CROWN POINT SPGS
- CYPRESS RESERVE
- CYPRESS RESERVE PH 1
- CYPRESS RESERVE PH 2
- DANIELS CROSSING PH 03 43/50
- DANIELS LANDING
- DANIELS LNDG A-J
- DEERFIELD PLACE A-G
- DEL WEBB OASIS
- DEL WEBB OASIS PH 2
- DEL WEBB OASIS PH 3
- DEL WEBB OASIS PHASE 2
- DOWNTOWN WINTER GARDEN
- EAST GARDEN MANOR ADD 03
- EAST GARDEN MANOR ADD 03 REP
- EDGEWATER BEACH
- ELLMAN PARK
- EMERALD RDG H
- EMERALD RIDGE
- ENCLAVE AT HAMLIN
- ENCORE AT OVATION
- ENCORE AT OVATION-PH 3
- ENCORE/OVATION PH 2
- ENCORE/OVATION PH 3
- ENCORE/OVATION PH 4A
- ENCORE/OVATION PH 4B
- ENCORE/OVATION-PH 2
- ENCORE/OVATION-PH 3
- ESPLANADE AT MCKINNON GROVES
- ESTATES AT LAKEVIEW PRESERVE
- ESTS/LAKEVIEW PRESERVE
- FRIES WINTER GARDEN
- FULLERS CROSSING PH 02 49 31
- GLYNWOOD 51 32
- GROVA RESIDENCE & SPA HOTEL CONDO 3
- GROVE PARK AT STONE CREST
- GROVE PK/STONE CREST A-E
- 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 LI
- GROVE RESORT
- GROVE RESORT & SPA
- GROVE RESORT & SPA HOTEL CONDO I
- GROVE RESORT & SPA HOTEL CONDO IV
- GROVE RESORT & SPA HOTEL CONDOMINIUM
- GROVE RESORT AND SPA
- GROVE RESORT AND SPA CONDOMINIUM 2
- GROVE RESORT AND SPA HOTE CONDOMINIUM 3
- GROVE RESORT AND SPA HOTEL
- GROVE RESORT AND SPA HOTEL CONDO
- GROVE RESORT AND SPA HOTEL CONDO 1
- GROVE RESORT AND SPA HOTEL CONDO 3
- GROVE RESORT AND SPA HOTEL CONDO II
- GROVE RESORT AND SPA HOTEL CONDOMIMIUM BUILDING 2
- GROVE RESORT AND SPA HOTEL CONDOMINIUM
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 1
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 2
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 3
- GROVE RESORT AND SPA HOTEL CONDOMINIUM II
- GROVE RESORT AND WATER PARK
- GROVE RESORT AND WATERPARK
- GROVE/OAKLAND
- GROVEHURST
- GROVEHURST A-D
- HAMILTON GARDENS
- HAMILTON GARDENS PH 2A & 2B
- HAMILTON GARDENS PH 2A 2B
- HAMLIN MEADOWS
- HAMLIN MEADOWS AT HAMLIN
- HAMLIN POINTE
- HAMLIN RDG
- HAMLIN RESERVE
- HAMLIN SOUTHWEST
- HARVEST AT OVATION
- HARVEST/OVATION
- HARVEST/OVATION PH 2
- HAWKSMOOR
- HAWKSMOOR PH 3
- HAWKSMOOR PH 4
- HAWKSMOOR-PH 1
- HAWKSMOOR-PH 2
- HAWKSMOOR-PH 3
- HICKORY HAMMOCK PH 1B
- HICKORY HAMMOCK PH 1C
- HICKORY HAMMOCK PH 1D
- HICKORY HAMMOCK PH 2A
- HICKORY HAMMOCK PHASE 2B
- HICKORY LAKE ESTATES
- HIGHLAND RDG
- HIGHLAND RDG PH 2
- HIGHLAND RIDGE
- HIGHLANDS/SUMMERLAKE GROVE PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 1
- HIGHLANDS/SUMMERLAKE GRVS PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 3
- HILLCREST
- HORIZON ISLE
- HULL ISLAND/OAKLAND
- HULL ISLAND/OAKLAND PH 2
- INDEPENDENCE
- ISLAND POINTE SUB
- ISLES LAKE HANCOCK
- J S LOVELESS ADD
- JOE LOUIS PARK FIRST ADD
- JOE LOUIS PARK Q162
- JOHN LAKE POINTE
- JOHNS COVE 43/104
- JOHNS LAKE POINTE
- JOHNS LAKE POINTE A & S
- JOHNS LANDING PH 01 44/47
- K HOVNANIAN WINDING BAY PRESERVE
- LAKE APOPKA SOUND
- LAKE APOPKA SOUND PH 1
- LAKE AVALON GROVES
- LAKE AVALON GROVES REP
- LAKE AVALON HEIGHTS
- LAKE AVALON RURAL SETTLEMENT
- LAKE FOREST SEC 10A
- LAKE HANCOCK PRESERVE
- LAKE ROBERTS LNDG E
- LAKE STAR AT OVATION
- LAKE STAR AT OVATION PHASE 1B
- LAKE STAR/OVATION PH 1B
- LAKESHORE PRESERVE
- LAKESHORE PRESERVE PH 1
- LAKESHORE PRESERVE PH 2
- LAKESHORE PRESERVE PH 4
- LAKESHORE PRESERVE PH 5
- LAKESIDE AT HAMLIN
- LAKESIDE/HAMLIN
- LAKESIDE/HAMLIN 60
- LAKEVIEW POINTE AT HORIZON WEST
- LAKEVIEW POINTE/HORIZON WEST P
- LAKEVIEW PRESERVE
- LAKEVIEW PRESERVE PH 2
- LAKEVIEW PRESERVE REP
- LAKEVIEW RESERVE
- LAKEVIEW RESERVE 46/149
- LAKEVIEW VILLAGE ESTATES
- LATHAM PARK NORTH
- LATHAM PARK SOUTH
- LEGADO
- LIFT STATION/COBBLESTONE/WINTE
- LONGLEAF AT OAKLAND
- LOVELESS J S ADD 01
- M C BRITT SUB 1
- MANNS FIRST ADD
- MARY JEAN SUB
- MCALLISTER LANDING
- MCALLISTER LNDG
- MERCHANTS SUB
- MEZZANO
- MT PARK ORANGE GROVE
- NORTHLAKE 50’S
- NORTHLAKE AT OVATION
- NORTHLAKE AT OVATION PHASE 1
- NORTHLAKE/OVATION PH 1
- OAK PARK AT WINTER GARDEN
- OAKLAND HILLS
- OAKLAND PARK
- OAKLAND PARK B-2
- OAKLAND PARK SOUTH
- OAKLAND PARK UN # 2A
- OAKLAND PARK UNIT 1B-1B
- OAKLAND PARKA
- OAKLAND TRLS PH 1
- OAKS/BRANDY LAKE 01 REP A & B
- ORANGE COVE
- ORCHARD A1-A26 B1 B2 C D1-D4
- ORCHARD HILLS PH 1
- ORCHARD HILLS PH 2
- ORCHARD HILLS PH 3
- ORCHARD HILLS PH 4
- ORCHARD HILLS PHASE 2
- ORCHARD PK/STILLWATER XING PH
- OSPREY RANCH
- OSPREY RANCH PH 1
- OSPREY RANCH PH I
- OSPREY RANCH-PH 1
- OVATION/WESTHAVEN
- 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
- PANTHER VIEW 40
- PARK AVE ESTATES
- PARK PLACE AT WINTER GARDEN
- PARK PLACE/WINTER GARDEN
- PARKVIEW AT HAMLIN
- PARKVIEW/HAMLIN
- PLEASANT PARK
- RAVENNA PH 1
- REGAL POINTE PH 02 47/133
- REGENCY OAKS F
- REGENCY OAKS PH 02 A-C
- REP PT PLEASANT PARK SUB
- RESERVE/CARRIAGE POINT PH 1
- ROPER RESERVE
- SANCTUARY/HAMLIN
- SANCTUARY/TWIN WATERS
- SCHENLEY PARK
- SERENADE AT OVATION
- SERENADE/OVATION PH 1
- SHADOW LAWN
- SHOREFRONT COVE AT HORIZON WEST
- SIGNATURE LAKES
- SIGNATURE LAKES PH 02 A B H I J
- SIGNATURE LAKES PH 2
- SIGNATURE LAKES PH 3B-1
- SIGNATURE LAKES PH 3B-2 & 3B-3
- SIGNATURE LAKES PH 3B-4 3B-5 & 3
- SIGNATURE LAKES PH 3B-4 3B-5 3B-
- SIGNATURE LAKES PH 3B-4, 3B-5 &
- SIGNATURE LAKES PH 3B-6
- SIGNATURE LAKES PRCL 01C
- SIGNATURE LKS-PCL 01A
- SIGNATURE LKS-PCL 01B
- SIGNATURE LKS-PCL 01D PH 01
- SIGNATURE LKS-PCL 01D PH 02 – INDEPENDENCE
- SILVERLEAF OAKS
- SILVERLEAF RESERVE
- SILVERLEAF RESERVE AT HAMLIN
- SILVERLEAF RESERVE AT HAMLIN PHASE
- SILVERLEAF RESERVE BUNGALOWS
- SILVERLEAF RESERVE/HAMLIN PH 2
- SOUTHERN PINES
- SOUTHERN PINES CONDO
- STONE CREEK 44/131
- STONE CREEK 48 140
- STONE CRK
- STONE CRK A-1 & A-2
- STONEYBROOK EXCHANGE COMMERCIA
- STONEYBROOK WEST
- STONEYBROOK WEST 44/134
- STONEYBROOK WEST 47/78
- STONEYBROOK WEST D
- STONEYBROOK WEST I
- STONEYBROOK WEST UN 06
- STONEYBROOK WEST UNIT 3 REP
- STONEYBROOK WEST UNIT 8
- STOREY GROVE
- STOREY GROVE PH 1B
- STOREY GROVE PH 1B-1
- 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
- SUBURBAN SHORES
- SUBURBAN SHORES REP PT BLK 03
- SUMMERLAKE
- SUMMERLAKE GROVES
- SUMMERLAKE GRVS
- SUMMERLAKE GRVS PH 2
- SUMMERLAKE PD PH 01A
- SUMMERLAKE PD PH 01B
- SUMMERLAKE PD PH 1B
- SUMMERLAKE PD PH 1B BLS T & U
- SUMMERLAKE PD PH 1B REP
- SUMMERLAKE PD PH 1B-A REP
- SUMMERLAKE PD PH 2A & 2B
- SUMMERLAKE PD PH 2C 2D 2E
- SUMMERLAKE PD PH 3A
- SUMMERLAKE PD PH 3B
- SUMMERLAKE RESERVE
- SUNSET LAKES
- TEACUP SPGS COVE
- THE GROVE RESORT
- THE GROVE RESORT AND SPA
- TILDEN PLACE
- TILDEN PLACE/WINTER GARDEN
- TIMBERCREEK PINES A B C & D
- TOWNHOMES WINTER GARDEN
- TRIBUTE/OVATION
- TROYNELLE BY LAKE APOPKA
- TUCKER OAKS
- TUCKER OAKS BLDG 27
- TUCKER OAKS BLDG 5
- TUCKER OAKS CONDO PH 4
- TUCKER OAKS PH 8
- TUSCANY PH 02
- TWINWATERS
- VERDE PARK PH 1
- VILLAGE GROVE PH 01
- VILLAGE GROVE PH 02
- WATERLEIGH
- WATERLEIGH PH 1
- 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 & 3D
- WATERLEIGH PH 3B 3C &3D
- WATERLEIGH PH 3B 3C 3D
- WATERLEIGH PH 4A
- WATERLEIGH PH 4B & 4C
- WATERLEIGH PH 5
- WATERLEIGH PHASE 1C
- WATERLEIGH PHASE 3A
- WATERLEIGH PHASE 3BCD
- WATERLEIGH PHS 3B 3C & 3D
- WATERMARK
- WATERMARK PH 1A
- WATERMARK PH 1B
- WATERMARK PH 2A
- WATERMARK PH 2B
- WATERMARK PH 2C
- WATERMARK PH 3
- WATERMARK PH 4
- WATERMARK PH 4A
- WATERMARK PHASE 2C
- WATERSIDE AT JOHNS LAKE
- WATERSIDE ON JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 2A
- WATERSIDE/JOHNS LAKE PH 2C
- WATERSIDE/JOHNS LK-PH 2A
- WEST LAKE HANCOCK ESTATES
- WESTCHESTER PLACE
- WESTFIELD LAKES
- WESTHAVEN AT OVATION
- WESTHAVEN/OVATION
- WESTPOINT TOWNHOMES
- WESTSIDE TOWNHOMES
- WESTSIDE TWNHMS-PH 05 A B & C
- WINCEY GROVES
- WINCEY GRVS PH 2
- WINDING BAY PH 1B
- WINDING BAY PH 3
- WINDING BAY PHASE 1B
- WINDING BAY PRESERVE
- WINDTREE GARDENS
- WINDTREE GARDENS CONDO PH 01
- WINDTREE GARDENS CONDO PH 02
- WINDTREE GARDENS CONDO PH 03
- WINDTREE GARDENS CONDO PH 06
- WINDTREE GARDENS CONDO PH 4
- WINTER GARDEN EXECUTIVE CENTRE
- WINTER GARDEN SHORES 2ND ADD
- WINTER GARDEN SHORES FIRST ADD
- WINTER GARDEN SHORES REP
- WINTER GROVE
- WINTER GRV
- WINTER OAKS
- WINTERMERE POINTE
- WOODBRIDGE ON GREEN
Market Summary
Current real estate data for Rental in WINTER GARDEN as of Aug 21, 2026
824
Rental Listed
112
Avg DOM
281
Avg $ / SqFt
$766,965
Avg List Price
Property Summary
- Located in the WATERLEIGH PH 3A subdivision, 9566 BOLERO ROAD WINTER GARDEN FL is a Rental for sale in WINTER GARDEN, FL, 34787. It is listed for $5,200 To schedule a showing of MLS#o6434084 at 9566 BOLERO ROAD in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
