Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and community with this beautifully maintained 2/2, 1187 sqft, first-floor condo located in the highly desirable Highlands neighborhood in Winter Springs. Set within the top-rated Seminole County School District, this ground-level residence offers true ease of living—no stairs, no hassle, just effortless accessibility from the moment you arrive. Step inside to find a smart, functional layout that’s ready for your personal touch. Whether you’re a first-time buyer, downsizing for low-maintenance living, or an investor seeking a strong rental opportunity, this versatile condo checks every box. Spacious bedrooms and two full bathrooms, a 250+sqft enclosed porch, this unit offers the comfort and privacy today’s buyers value most. Conveniently located just minutes from I-4 and all major commuter routes, you’re close to everything; restaurants, shopping, & entertainment. Yet, the community itself feels like a private retreat with amenities that include sparkling lap pool, peaceful walking trails, tennis and basketball courts, along with a lakefront park and playground. Book your showing today!!
Property Details
Price:
$169,900
MLS #:
O6365099
Status:
Pending
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
SHEOAH SEC 1
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Dec 6, 2025
Finished Sq Ft:
1,187
Total Sq Ft:
1,443
Lot Size:
536 sqft / 0.01 acres (approx)
Year Built:
1973
See this Listing
Schools
Elementary School:
Winter Springs Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central, Electric
Laundry Features
In Kitchen
Exterior
Architectural Style
Florida
Association Amenities
Basketball Court, Cable TV, Maintenance, Park, Playground, Pool, Tennis Court(s), Trail(s)
Community Features
Lake, Buyer Approval Required, Community Mailbox, Park, Playground, Pool, Tennis Court(s)
Construction Materials
Block, Stucco
Exterior Features
Sliding Doors
Roof
Shingle
Financial
HOA Fee
$504
HOA Fee 2
$424
HOA Frequency
Monthly
HOA Includes
Cable TV, Community Pool, Insurance, Maintenance Structure, Maintenance Grounds, Pest Control, Pool Maintenance, Trash
HOA Name
Sheoah I
Tax Year
2025
Taxes
$2,567
Map
Community
- Address40 SHEOAH BOULEVARD UNIT 27 WINTER SPRINGS FL
- SubdivisionSHEOAH SEC 1
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- AMHERST
- ARROWHEAD AT TUSCAWILLA UNIT 1
- ARROWHEAD AT TUSCAWILLA UNIT 2
- AVERY PARK
- BARCLAY RESERVE TWNHMS
- BARRINGTON ESTATES
- BAY TREE SEC 08
- BAY TREE SEC 09
- BAY TREE SEC 10
- BAYTREE VILLAGE
- BENTLEY CLUB AT BENTLEY GREEN
- CASA PARK VILLAS PH 1
- CASA PARK VILLAS PH 2
- CHELSEA PARC AT TUSCAWILLA PH 2
- COUNTRY CLUB VILLAGE
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- COUNTRY CLUB VLG UNIT 1
- 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 23C
- DEERSONG 2
- DUNMAR ESTATES 5 ACRE DEV 28 PARCELS
- EAGLES POINT PH 5
- EAGLES WATCH PH 2
- ENCLAVE AT DUNMAR
- ENTZMINGER FARMS ADD 2
- FOX GLEN AT CHELSEA PARC TUSCAWILLA
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR EAST
- FOXMOOR UNIT 1
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 3
- GLEN EAGLE
- GLEN EAGLE UNIT 1
- GREENBRIAR SUB PH 1
- GREENBRIAR SUB PH 2
- GREENBRIAR/ TUSCAWILLA
- GREENS AT TUSCAWILLA
- GREENS AT TUSCAWILLA BUILDING 3 A REPLAT
- GREENSPOINTE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HIGHLAND PATIO HOMES
- HIGHLAND VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HIGHLANDS SEC 6
- HOLLOWBROOK
- HOWELL CREEK RESERVE PH 3
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- LAKE JESSUP
- LEW-JIM SUB
- MOUNT GREENWOOD
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4 OF
- MOUNT GREENWOOD UNIT 5 OF
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO RANCHES SEC 01B
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 05
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 1
- NORTH ORLANDO TERRACE UNIT 1 SEC 2
- NORTH ORLANDO TERRACE UNIT 1 SEC 3
- NORTH ORLANDO TERRACE UNIT 1 SEC 6
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- NORTHERN OAKS
- OAK FOREST
- OAK FOREST UNIT 2
- OAK FOREST UNIT 3
- OAK FOREST UNIT 6
- OAK FOREST UNIT 7
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 4
- RESERVE AT TUSCAWILLA PH 2
- SEASONS THE
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- SHEOAH SEC 1
- SUNRISE UNIT 2C
- SUNRISE VILLAGE
- SUNRISE VILLAGE UNIT 2
- SUNRISE VILLAGE UNIT 4
- SUNRISE VILLAGE UNIT 5
- TALMO SUB
- THE LANDINGS AT PARKSTONE
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA BRAEWICK AT PH 1
- TUSCAWILLA PARCEL 90
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 09-B
- TUSCAWILLA UNIT 11B
- TUSCAWILLA UNIT 12
- TUSCAWILLA UNIT 14A
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- TUSKAWILLA POINT
- WEDGEWOOD TENNIS VILLAS
- WICKLOW GREENS AT TUSCAWILLA
- WILDWOOD
- WILLIAMSON HEIGHTS
- WINDING HOLLOW
- WINDING HOLLOW UNIT 3
- WINDING HOLLOW UNIT 4
- WINTER SPGS
- WINTER SPGS CENTRE A CONDO
- WINTER SPGS TOWN CENTER A REP
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 2
- WINTER SPRINGS
Market Summary
Current real estate data for Condo in WINTER SPRINGS as of Mar 11, 2026
13
Condo Listed
92
Avg DOM
183
Avg $ / SqFt
$233,908
Avg List Price
Property Summary
- Located in the SHEOAH SEC 1 subdivision, 40 SHEOAH BOULEVARD UNIT 27 WINTER SPRINGS FL is a Condo for sale in WINTER SPRINGS, FL, 32708. It is listed for $169,900 and features 2 beds, 2 baths, and has approximately 1,187 square feet of living space, and was originally constructed in 1973. The current price per square foot is $143. The average price per square foot for Condo listings in WINTER SPRINGS is $183. The average listing price for Condo in WINTER SPRINGS is $233,908. To schedule a showing of MLS#o6365099 at 40 SHEOAH BOULEVARD UNIT 27 in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS WINTER PARK. 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. 40 SHEOAH BOULEVARD UNIT 27
WINTER SPRINGS, FL