Available NOW for quick move-in. Fully renovated 2 bedroom, 2 bath home located in the Golf Cart District of Downtown Winter Garden. Stunning kitchen with top of the line Bosch appliances and luxury vinyl flooring throughout. Master bedroom features a slider leading to patio, fully renovated bathroom, and walk-in closet. Laundry room with washer and dryer. Spacious fenced in backyard with plenty of room for relaxing and entertaining. Steps away from Downtown Winter Garden, farmers market, shopping, local dining, West Orange Trail, local parks, and much more! Don’t miss your opportunity to call it home, schedule a private showing today!
Property Details
Price:
$2,200
MLS #:
O6427158
Status:
Active
Beds:
2
Baths:
2
Type:
Rental
Subtype:
Single Family Residence
Subdivision:
SIMMONS SUB
Neighborhood:
34787wintergardenoakland
Listed Date:
Jul 23, 2026
Finished Sq Ft:
1,220
Total Sq Ft:
1,220
Lot Size:
8,031 sqft / 0.18 acres (approx)
Year Built:
1957
See this Listing
Schools
Elementary School:
Dillard Street Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl
Heating
Central, Natural Gas
Interior Features
Ceiling Fan(s), Primary Bedroom Main Floor, Thermostat
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Community Features
Golf Carts OK
Covered Spaces
1
Exterior Features
Irrigation System, Lighting, Sliding Doors
Fencing
Fenced
Lot Features
Historic District, City Lot, In County
Open Parking YN
1
Parking Features
Driveway, Golf Cart Parking
Patio And Porch Features
Patio, Rear Porch
Window Features
Blinds
Financial
HOA Name
NA
Map
Community
- Address8 E CYPRESS STREET WINTER GARDEN FL
- SubdivisionSIMMONS SUB
- 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
- AVALON WOODS
- 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 PARK PH 02
- BLACK LAKE PARK PH 02 F-1
- BLACK LAKE PRESERVE
- BLACK LK PK PH 1
- BRADFORD CREEK-PH II
- BRADFORD CRK PH I
- BRANDY CREEK
- BRAY J W F ADD 01
- BRONSONS LNDGS F & M
- BURCHSHIRE
- BURCHSHIRE Q/138 LOT 8 BLK B
- CAMBRIDGE CROSSING PH 01
- CAMBRIDGE CROSSING PH 02 43/147
- CANOPY OAKS PH 1
- CARRIAGE POINTE A-I & L
- COBBLESTONE OF WINTER GARDEN
- COUNTRY LAKES
- COURTLEA OAKS
- 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 SPGS
- CYPRESS RESERVE PH 1
- CYPRESS RESERVE PH 2
- DANIEL CROSSING
- DANIELS CROSSING
- DANIELS CROSSING REP
- DANIELS LANDING
- DANIELS LNDG A-J
- DEER ISLAND
- DEER ISLAND PH 02
- DEL WEBB OASIS
- DEL WEBB OASIS PH 3
- EAST GARDEN MANOR ADD 03 REP
- EAST GARDEN MANOR SECOND ADD
- ELLMAN PARK
- EMERALD RDG H
- EMERALD RIDGE
- ENCLAVE AT HAMLIN
- ENCLAVE/HAMLIN
- ENCORE AT OVATION
- 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
- 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
- G T SMITH SUB 4
- GLENVIEW ESTATES
- 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 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 & SPA HOTEL CONDO IV
- 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 2
- 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/OVATION
- HARVET AT OVATION
- HAWKSMOOR
- HAWKSMOOR – PHASE 2
- HAWKSMOOR PH 1
- HAWKSMOOR PH 3
- HAWKSMOOR PH 4
- HAWKSMOOR-PH 1
- HAWKSMOOR-PH 3
- HERITAGE/PLANT STREET
- HICKORY HAMMOCK PH 1B
- HICKORY HAMMOCK PH 1D
- HICKORY HAMMOCK PH 2A
- HICKORY HAMMOCK PH 2B
- HICKORY LAKE ESTATES
- HIGHLAND RDG
- HIGHLAND RDG PH 2
- HIGHLAND RIDGE
- HIGHLAND RIDGE 110/69 LOT 19
- HIGHLANDS/SUMMERLAKE GROVE PH 2
- HIGHLANDS/SUMMERLAKE GROVES
- HIGHLANDS/SUMMERLAKE GRVS PH 1
- HIGHLANDS/SUMMERLAKE GRVS PH 2
- HIGHLANDS/SUMMERLAKE GRVS PH 3
- HILLCREST
- HORIZON ISLE
- INDEPENDENCE COMMUNITY
- INDEPENDENCE SIGNATURE LAKES
- INDEPENDENCE, SIGNATURE LAKES
- ISLAND POINTE SUB
- ISLES/LK HANCOCK PH 3
- ISLES/LK HANCOCK PH III
- JOHNS LAKE POINTE
- JOHNS LAKE POINTE A & S
- K HOVNANIAN WINDING BAY PRESERVE
- KING BAY
- LAKE APOPKA SOUND
- LAKE APOPKA SOUND PH 1
- 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 STAR AT OVATION
- LAKESHORE PRESERVE
- LAKESHORE PRESERVE PH 1
- LAKESHORE PRESERVE PH 2
- LAKESHORE PRESERVE PH 5
- LAKESHORE PRESERVE PH I
- LAKESIDE/HAMLIN
- LAKEVIEW POINTE/HORIZON WEST
- 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
- LATHAM PARK
- LATHAM PARK NORTH
- LATHAN PARK NORTH
- LOVELESS & SEWELL ADD
- LOVELESS J S ADD 01
- M C BRITT SUB 2
- MCALLISTER LNDG
- MCALLISTER LNDG PH 2
- MERCHANTS SUB
- MEZZANO
- MOUNTAIN PARK ORLANGE GROVES
- NORTHLAKE AT OVATION
- NORTHLAKE/OVATION PH 1
- OAKLAND HILLS
- OAKLAND PARK
- OAKLAND PARKB
- OAKLAND PARKB-1
- OAKLAND PARKB-1B A
- OAKLAND PARKB-3
- OAKLAND TRLS PH 1
- OAKS/BRANDY LAKE
- OAKS/BRANDY LAKE O
- ORANGE COVE
- ORCHARD
- ORCHARD HILLS PH 1
- ORCHARD HILLS PH 2
- ORCHARD HILLS PH 3
- ORCHARD HILLS PH 4
- ORCHARD HILLS PH I
- ORCHARD HILLS PHASE 3
- ORCHARD PARK AT STILLWATER CROSSING PHASE 4
- ORCHARD PK/STILLWATER XING PH
- 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
- PALISADES CONDO
- PANTHER VIEW
- PARK AVE ESTATES
- PARK PLACE
- PARKVIEW AT HAMLIN
- PLEASANT PARK
- QUESINBERRY SUB
- RAVENNA
- 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
- ROPER RESERVE
- SADDLEBROOK VILLAGE WEST
- SANCTUARY/HAMLIN
- SANCTUARY/TWIN WATERS
- SAVANNAH RIDGE SUB
- SERENADE AT OVATION
- SERENADE AT OVATION PHASE I
- SERENADE/OVATION PH 1
- SHOREFRONT COVE
- 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
- SIGNATURE LAKES PH 3B-1
- SIGNATURE LAKES PH 3B-2 & 3B-3
- 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 PRCL 01C
- SIGNATURE LKS-PCL 01A
- SIGNATURE LKS-PCL 01D PH 02
- SILVER SPRINGS BUNGALOWS
- SILVERLEAF
- SILVERLEAF OAK
- SILVERLEAF OAKS
- SILVERLEAF OAKS AT HAMLIN
- SILVERLEAF OAKS/HAMLIN PH 3A
- SILVERLEAF RESERVE
- SILVERLEAF RESERVE AT HAMLIN
- SILVERLEAF RESERVE AT HAMLIN PHASE 2A
- SILVERLEAF RESERVE BUNGALOWS
- SILVERLEAF RESERVE/HAMLIN PH 2
- SIPLIN HEIGHTS
- SOUTHERN PINES CONDO
- SOUTHERN PINES CONDOMINIUM
- STARLITE COMMERCE CENTER 48 137
- STERLING POINTE 48/1
- STONE CREEK
- STONE CREEK 44/131
- STONE CRK
- STONEYBROOK WEST
- STONEYBROOK WEST 44/134
- STONEYBROOK WEST D
- STONEYBROOK WEST I
- STONEYBROOK WEST UN 08 I
- STONEYBROOK WEST UNIT 8
- STONEYBROOK WEST UT 04 48 48
- STOREY GROVE
- 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 GROVE PHASE 5
- 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 1A
- SUMMERLAKE PD PH 1B
- SUMMERLAKE PD PH 1B-A REP
- 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
- SUNSET LAKES
- THE GROVE RESORT
- THE GROVE RESORT AND SPA CONDOMINIUM
- TILDEN PLACE/WINTER GARDEN
- TOWNHOMES WINTER GARDEN
- TRADITIONS SUB
- TRIBUTE AT OVATION
- TUCKER OAKS
- TUCKER OAKS BLDG 113
- TUCKER OAKS CONDO PH 1
- 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
- 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 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
- 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
- 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
- WESTFIELD LAKES PH 04 A-F
- WESTHAVEN AT OVATION
- WESTHAVEN/OVATION
- WESTLAKE MANOR
- WESTLAKE MANOR 1ST ADD
- WESTSIDE TOWNHOMES
- WESTSIDE TOWNHOMES PH 4
- WESTSIDE TOWNHOMES-PH 05 A B & C
- WESTSIDE TWNHMS
- WESTSIDE TWNHMS PH 02
- WESTSIDE TWNHMS PH 03
- WINCEY GROVES
- WINCEY GROVES PHASE 2
- WINCEY GRVS PH 2
- WINDING BAY PH 1B
- WINDING BAY PH 2
- WINDING BAY PH 3
- WINDING BAY PRESERVE
- WINDTREE GARDENS CONDO PH 01
- WINDTREE GARDENS CONDO PH 03
- WINDTREE GARDENS CONDO PH 04
- WINDTREE GARDENS CONDO PH 05
- WINDWARD CAY 48 125
- WINTER GARDEN SHORES
- 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
Market Summary
Current real estate data for Rental in WINTER GARDEN as of Jul 24, 2026
199
Rental Listed
57
Avg DOM
2
Avg $ / SqFt
$3,315
Avg List Price
Property Summary
- Located in the SIMMONS SUB subdivision, 8 E CYPRESS STREET WINTER GARDEN FL is a Rental for sale in WINTER GARDEN, FL, 34787. It is listed for $2,200 To schedule a showing of MLS#o6427158 at 8 E CYPRESS STREET in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of THE REAL ESTATE COLLECTION LLC. 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. 8 E CYPRESS STREET
WINTER GARDEN, FL
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