Available Now!!…Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! **Freshly Painted with light and neutral colors throughout! Vaulted ceiling in the very spacious/huge… family/great room with a wood burning fireplace! Split bedroom floorplan, with one bedroom downstairs. Brand new ceiling fan in upstairs bedroom. Tub and shower combination and linen closets in both bathrooms. Tile flooring in the living areas and laminate in the bedrooms. **Brand new A/C system and a washer and dryer included! Screened and Covered porch and an outside storage closet for additional storage. Two pools: the Cypress Club Community pool, and The Highlands master community pool! Brand new roofs in the community, HOA covers building insurance and grounds maintenance. Two assigned parking spaces. The community offers a fabulous club house, nature walking trails, parks, playground and tennis courts. Located close to shops and restaurants and very close to SR 434, SR 17/92 and SR 417 for easy commuting.
Property Details
Price:
$1,575
MLS #:
O6432725
Status:
Pending
Beds:
2
Baths:
2
Type:
Rental
Subtype:
Townhouse
Subdivision:
CYPRESS CLUB
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Aug 12, 2026
Finished Sq Ft:
1,224
Total Sq Ft:
1,280
Lot Size:
1,650 sqft / 0.04 acres (approx)
Year Built:
1987
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central
Interior Features
Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs
Laundry Features
Inside, Laundry Closet
Levels
Two
Exterior
Community Features
Irrigation-Reclaimed Water, Park, Pool, Sidewalks, Tennis Court(s)
Exterior Features
Sidewalk, Sliding Doors
Patio And Porch Features
Covered, Porch, Screened
Window Features
Blinds
Financial
HOA Name
SENTRY MGT/ 407-788-6700 Ext. 51231/MICHELLE POGUE
HOA Phone
407-788-6700
Map
Community
- Address497 CLUB DRIVE WINTER SPRINGS FL
- SubdivisionCYPRESS CLUB
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- ARROWHEAD AT TUSCAWILLA UNIT 1
- ARROWHEAD AT TUSCAWILLA UNIT 2
- AVERY PARK
- BAHAMA RANCHES
- BARCLAY RESERVE TWNHMS
- BARRINGTON ESTATES
- BARRINGTON ESTS
- BAY TREE SEC 09
- BAY TREE SEC 10
- BAYTREE VILLAGE
- BEAR CREEK ESTATES
- BENTLEY GREEN UNIT 1
- CARRINGTON WOODS UNIT 2
- CASA PARK VILLAS PH 1
- CASA PARK VILLAS PH 2
- CASSELBERRY COMMERCE VILLAGE A CONDO
- CHESTNUT ESTATES PH 1
- CHESTNUT RIDGE
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CREEKS RUN
- CYPRESS CLUB
- CYPRESS VILLAGE 3RD REP TR C PH 1
- D R MITCHELLS SURVEY OF THE LEVY GRANT
- DEER RUN UNIT 19A
- DEER RUN UNIT 19B
- DEERSONG
- DEERSONG 2
- EAGLES POINT PH 6
- EAGLES WATCH PH 1
- ENTZMINGER FARMS ADD 2
- FAIRWAY OAKS UNIT 1
- FLAMINGO SPGS
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR UNIT 2
- FOXMOOR UNIT 3
- GEORGETOWNE UNIT 1
- GEORGETOWNE UNIT 3
- GLEN EAGLE UNIT 1
- GLEN EAGLE UNIT 4
- GOLFSIDE VILLAS
- GREENBRIAR SUB PH 1
- GREENBRIAR SUB PH 2
- GREENS AT TUSCAWILLA
- GREENSPOINTE
- HACIENDA VILLAGE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TOWNHOMES
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HIGHLAND VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HOLLOWBROOK PH 2
- HOWELL CREEK RESERVE PH 2
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- JESUPS RESERVES REPLAT
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- MOUNT GREENWOOD UNIT 5 OF
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO 2ND ADD RESUBD OF BLK 5 & TR A
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 06
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 5
- NORTH ORLANDO TERRACE UNIT 1 SEC 6
- NORTH ORLANDO TERRACE UNIT 2 SEC 8
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 2A
- OAK FOREST UNIT 3
- OAK FOREST UNIT 4
- OAK FOREST UNIT 6
- OAK FOREST UNIT 8
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 3
- PARKSTONE UNIT 4
- SEASONS THE
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVEN OAKS TWO
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- SHEOAH SEC 1
- STONE GABLE
- SUNRISE UNIT 2-B
- SUNRISE UNIT 2C
- SUNRISE UNIT 2D
- SUNRISE UNIT TWO C
- SUNRISE VILLAGE UNIT 1
- TALIS CROSSING
- THE OAKS SUB
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 07
- TUSCAWILLA UNIT 09-B
- TUSCAWILLA UNIT 14A
- TUSCAWILLA UNIT 14B
- TUSKABAY PH 1
- TUSKAWILLA CROSSINGS 34’S
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- TUSKAWILLA POINT
- TUSKAWILLA TRAIL SUBD
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WILDWOOD
- WILLIAMSON HEIGHTS
- WILLOW RUN
- WINDING HOLLOW UNIT 2
- WINTER SPGS
- WINTER SPGS TOWN CENTER A REP
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 2
- WINTER SPRINGS UNIT 4
Market Summary
Current real estate data for Rental in WINTER SPRINGS as of Sep 10, 2026
33
Rental Listed
45
Avg DOM
2
Avg $ / SqFt
$2,176
Avg List Price
Property Summary
- Located in the CYPRESS CLUB subdivision, 497 CLUB DRIVE WINTER SPRINGS FL is a Rental for sale in WINTER SPRINGS, FL, 32708. It is listed for $1,575 To schedule a showing of MLS#o6432725 at 497 CLUB DRIVE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of WATSON REALTY CORP. 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. 497 CLUB DRIVE
WINTER SPRINGS, FL