Under contract-accepting backup offers. **Virtual staging in formal living and dining rooms. Video available.** Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW with a distant golf course view. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!
Property Details
Price:
$615,000
MLS #:
O6429897
Status:
Active Under Contract
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
STONEYBROOK WEST
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 3, 2026
Finished Sq Ft:
2,648
Total Sq Ft:
3,300
Lot Size:
5,814 sqft / 0.13 acres (approx)
Year Built:
2005
See this Listing
Schools
Elementary School:
Whispering Oak Elem
Middle School:
SunRidge Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Laminate, Vinyl
Heating
Central
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Traditional
Association Amenities
Basketball Court, Cable TV, Clubhouse, Fitness Center, Gated, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Vehicle Restrictions, Wheelchair Access
Attached Garage YN
1
Community Features
Community Boat Ramp, Fishing, Lake, Water Access, Waterfront, Clubhouse, Fitness Center, Gated Community – Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
Northwest
Exterior Features
Irrigation System, Lighting, Other, Rain Gutters, Sidewalk, Sliding Doors
Garage Spaces
2
Lot Features
City Lot, In County, Landscaped, Level, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Front Porch, Patio, Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Gated Community, Smoke Detector(s)
View
Water
Waterfront Features
Lake, Waterfront, Pond
Window Features
Blinds, Shades, Window Treatments
Financial
HOA Fee
$730
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Internet, Private Road, Recreational Facilities
HOA Name
Castle Group
HOA Phone
800.337.5850
Tax Year
2025
Taxes
$4,671
Map
Community
- Address14827 MASTHEAD LANDING CIRCLE WINTER GARDEN FL
- SubdivisionSTONEYBROOK WEST
- 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 Sep 10, 2026
813
Single Family Listed
116
Avg DOM
277
Avg $ / SqFt
$751,506
Avg List Price
Property Summary
- Located in the STONEYBROOK WEST subdivision, 14827 MASTHEAD LANDING CIRCLE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $615,000 and features 4 beds, 3 baths, and has approximately 2,648 square feet of living space, and was originally constructed in 2005. The current price per square foot is $232. The average price per square foot for Single Family listings in WINTER GARDEN is $277. The average listing price for Single Family in WINTER GARDEN is $751,506. To schedule a showing of MLS#o6429897 at 14827 MASTHEAD LANDING CIRCLE in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS ELITE PARTNERS III 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. 14827 MASTHEAD LANDING CIRCLE
WINTER GARDEN, FL
