Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!
Property Details
Price:
$499,900
MLS #:
O6427751
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LONGLEAF AT OAKLAND
Neighborhood:
34787wintergardenoakland
Listed Date:
Jul 24, 2026
Finished Sq Ft:
1,811
Total Sq Ft:
2,677
Lot Size:
4,800 sqft / 0.11 acres (approx)
Year Built:
2020
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Luxury Vinyl, Tile
Heating
Central
Interior Features
High Ceilings, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two
Exterior
Attached Garage YN
1
Community Features
Association Recreation – Owned, Community Mailbox, Playground, Pool, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Garden, Sliding Doors
Garage Spaces
2
Patio And Porch Features
Covered
Roof
Shingle
View
Garden, Park/Greenbelt, Trees/Woods
Window Features
Blinds
Financial
HOA Fee
$286
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds, Recreational Facilities
HOA Name
Triad Association Mgmt
HOA Phone
352-602-4803
Tax Year
2025
Taxes
$5,482
Map
Community
- Address2766 BOBCAT CHASE BOULEVARD WINTER GARDEN FL
- SubdivisionLONGLEAF AT OAKLAND
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
- .
- 30 NORTH PARK
- ACREAGE & UNREC
- ALEXANDER RDG
- ALEXANDER RIDGE
- AMBERLEIGH
- AMBERLEIGH 47/7
- ARROWHEAD LAKES
- AVALON COVE
- AVALON HILLS SUB
- AVALON RIDGE
- AVALON WOODS
- BAY ISLE 48 17
- BAY ST PARK
- BELLE MEADE-PH I B D & G
- BLACK LAKE PARK
- BLACK LAKE PARK PH 01
- 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
- BRONSON’S LANDING
- BRONSONS LNDGS F & M
- BURCHSHIRE
- CAMBRIDGE CROSSING PH 01A 45/21
- CANOPY OAKS PH 1
- CARRIAGE POINTE A-I & L
- CHAPIN STATION
- 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
- CROWN POINT SPRINGS
- CYPRESS RESERVE
- CYPRESS RESERVE PH 1
- CYPRESS RESERVE PH 2
- DANIELS LANDING
- DANIELS LNDG A-J
- DEER ISLAND
- DEERFIELD PLACE
- DEERFIELD PLACE A-G
- DEL WEBB OASIS
- DEL WEBB OASIS PH 2
- DEL WEBB OASIS PH 3
- DOWNTOWN WINTER GARDEN
- EAST GARDEN MANOR ADD 03
- EAST GARDEN MANOR ADD 03 REP
- EDGEWATER BEACH
- EDGEWATER BEACH SUB
- EMERALD RDG H
- EMERALD RIDGE
- ENCLAVE AT HAMLIN
- ENCLAVE/HAMLIN
- ENCORE AT OVATION
- ENCORE AT OVATION – PHASE 4B 111/103 LOT 410
- 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
- FULLERS OAK
- G T SMITH SUB 3
- GLYNWOOD 51 32
- GROVA RESIDENCE & SPA HOTEL CONDO 3
- GROVE PARK AT STONE CREST
- GROVE PK/STONE CREST A-E
- 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 & 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 II
- 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 22019039615
- GROVE RESORT AND SPA HOTEL CONDOMINIUM 3
- GROVE RESORT AND SPA HOTEL CONDOMINIUM II
- GROVE RESORT AND WATER PARK
- 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
- HARBOR
- HARVEST AT OVATION
- HARVEST/OVATION
- HARVEST/OVATION PH 2
- HAWKSMOOR
- HAWKSMOOR PH 3
- HAWKSMOOR PH 4
- HAWKSMOOR-PH 1
- HAWKSMOOR-PH 3
- HAWKSMOOR-PHASE 1
- HERITAGE/PLANT STREET
- 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 2
- HIGHLANDS/SUMMERLAKE GRVS PH 3
- HORIZON ISLE
- HORIZON OAKS
- HULL ISLAND/OAKLAND
- HULL ISLAND/OAKLAND PH 2
- ISLAND POINTE SUB
- J L DILLARD SUB 3
- J S LOVELESS ADD
- JOE LOUIS PARK
- JOE LOUIS PARK FIRST ADD
- JOHN LAKE POINTE
- JOHNS LAKE HOMESITES
- 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 REP
- LAKE AVALON GROVES REP 02
- LAKE COVE POINTE 46/58
- 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
- LAKEVIEW POINTE AT HORIZON WEST
- LAKEVIEW POINTE/HORIZON WEST P
- LAKEVIEW POINTE/HORIZON WEST PH
- 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
- 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
- MEZZANO TOWNHOMES
- MT PARK ORANGE GROVE
- NORTHLAKE 50’S
- NORTHLAKE AT OVATION
- NORTHLAKE AT OVATION PHASE 1
- NORTHLAKE/OVATION PH 1
- OAK PARK AT WINTER GARDEN
- OAKGLEN ESTATES
- OAKLAND HILLS
- OAKLAND PARK
- OAKLAND PARK B-2
- OAKLAND PARK UN # 2A
- OAKLAND PARK UNIT 1B-1B
- OAKLAND PARKA
- OAKLAND TRAILS
- ORANGE COVE
- ORCHARD
- 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 PK/STILLWATER XING PH
- ORCHARD REP
- OSPREY RANCH
- OSPREY RANCH PH 1
- OSPREY RANCH PH I
- OSPREY RANCH-PH 1
- OVERLOOK 2/HAMLIN PH 1 & 6
- OVERLOOK 2/HAMLIN PH 2 & 5
- OVERLOOK AT HAMLIN
- OVERSTREET CRATE
- OXFORD CHASE
- PALISADES
- PANTHER VIEW
- PARK AVE ESTATES
- PARK PLACE AT WINTER GARDEN
- PARK PLACE/WINTER GARDEN
- PARKVIEW AT HAMLIN
- PARKVIEW/HAMLIN
- RAVENNA PH 1
- REGAL POINTE PH 01 43/129
- REGAL POINTE PH 02 47/133
- REGENCY OAKS F
- REP PT PLEASANT PARK SUB
- RESERVE/CARRIAGE POINT PH 1
- ROPER RESERVE
- SANCTUARY/TWIN WATERS
- SCHENLEY PARK
- SERANADE/OVATION PH 1
- SERENADE AT OVATION
- SERENADE/OVATION PH 1
- SHOREFRONT COVE AT HORIZON WEST
- SIGNATURE LAKES
- SIGNATURE LAKES PARCEL 1B
- 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 LKS-PCL 01D PH 01
- SIGNATURE LKS-PCL 01D PH 02 – INDEPENDENCE
- SILVERLEAF OAKS
- SILVERLEAF OAKS AT HAMLIN PHASE 3B
- SILVERLEAF RESERVE
- SILVERLEAF RESERVE AT HAMLIN
- 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 47/78
- STONEYBROOK WEST D
- STONEYBROOK WEST I
- STONEYBROOK WEST UN 06
- STONEYBROOK WEST UNIT 8
- STONEYBROOK WEST UT 4“
- STOREY GROVE
- STOREY GROVE PH 1B
- STOREY GROVE PH 1B-1
- STOREY GROVE PH 1B-2
- STOREY GROVE PH 1B-3
- 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 GRVS
- SUMMERLAKE GRVS PH 2
- SUMMERLAKE PD PH 01A
- SUMMERLAKE PD PH 01B
- SUMMERLAKE PD PH 1B
- 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 PH 8
- TWIN CITY DEV CO SUB
- TWINWATERS
- VALENCIA SHORES
- VALLEY VIEW
- VERDE PARK PH 1
- VILLAGE GROVE PH 01
- VILLAGE GROVE PH 02
- VILLAS/TUCKER OAKS
- VININGS ADD WINTER GARDEN
- WALKERS GROVE TWNHMS
- WATERLEIGH
- WATERLEIGH PH 1
- WATERLEIGH PH 1A
- WATERLEIGH PH 1B
- WATERLEIGH PH 2
- 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-3D
- WATERLEIGH PH 4A
- WATERLEIGH PH 4B & 4C
- WATERLEIGH PH 5
- WATERLEIGH PHASE 1C
- WATERLEIGH PHASE 3A
- WATERLEIGH PHASE 3BCD
- WATERLEIGH PHASE 4A
- WATERLEIGH PHASES 4B AND 4C
- WATERMARK
- 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 ON JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 1
- WATERSIDE/JOHNS LAKE PH 2A
- WATERSIDE/JOHNS LAKE PH 2B
- WATERSIDE/JOHNS LAKE PH 2C
- WATERSIDE/JOHNS LK-PH 1
- WATERSIDE/JOHNS LK-PH 2A
- WEST LAKE HANCOCK ESTATES
- WESTCHESTER PLACE
- WESTFIELD LAKES
- WESTHAVEN AT OVATION
- WESTHAVEN/OVATION
- WESTLAKE MANOR 1ST ADD
- WESTSIDE TOWNHOMES PHASE 2 19/100 LOT 5 BLK 11
- WINCEY GRVS PH 2
- WINDING BAY
- WINDING BAY PH 1B
- WINDING BAY PH 3
- WINDING BAY PRESERVE
- WINDTREE GARDENS
- WINDTREE GARDENS CONDO PH 01
- WINDTREE GARDENS CONDO PH 02
- WINDTREE GARDENS CONDO PH 03
- WINDTREE GARDENS CONDO PH 04
- WINDTREE GARDENS CONDO PH 06
- WINTER GARDEN EXECUTIVE CENTRE
- WINTER GARDEN SHORES 2ND ADD
- WINTER GARDEN SHORES ADD 02
- WINTER GARDEN SHORES FIRST ADD
- WINTER GARDEN SHORES REP
- WINTER GROVE
- WINTER GRV
- WINTER OAKS
- WINTERMERE HARBOR PH 02 48 21
- WINTERMERE POINTE
- WINTERMERE POINTE PH 02 46/141
- WOODBRIDGE ON GREEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Sep 18, 2026
790
Single Family Listed
118
Avg DOM
276
Avg $ / SqFt
$747,726
Avg List Price
Property Summary
- Located in the LONGLEAF AT OAKLAND subdivision, 2766 BOBCAT CHASE BOULEVARD WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $499,900 and features 3 beds, 3 baths, and has approximately 1,811 square feet of living space, and was originally constructed in 2020. The current price per square foot is $276. The average price per square foot for Single Family listings in WINTER GARDEN is $276. The average listing price for Single Family in WINTER GARDEN is $747,726. To schedule a showing of MLS#o6427751 at 2766 BOBCAT CHASE BOULEVARD in WINTER GARDEN, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
Similar Listings Nearby
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 WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY 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. 2766 BOBCAT CHASE BOULEVARD
WINTER GARDEN, FL