Welcome to this stunning, modern end-unit townhome located in the highly sought-after community of Jesup’s Landing in Winter Springs. This beautifully designed 3 bedroom, 3.5 bathroom residence with a spacious 2-car garage offers an exceptional blend of comfort, style, and convenience, making it the perfect choice for buyers seeking luxury townhome living in a prime location. From the moment you arrive, you’ll appreciate the added privacy and natural light that comes with being an end unit, along with the home’s contemporary design and thoughtful layout. The first floor features a full suite that is ideal as a secluded primary bedroom, for guests, multigenerational living, or a home office. This space is complete with elegant granite countertops, a large walk-in shower, and direct access to a private balcony, creating a peaceful retreat. You’ll also find a convenient drop station and easy access to the attached garage, adding functionality to everyday living. As you move to the second level, you’re welcomed into an expansive open-concept living area designed for both entertaining and relaxation. The gourmet kitchen is a true centerpiece, featuring sleek granite countertops, a large center island for gathering, and ample cabinetry for storage. The adjoining dining area flows seamlessly into a spacious living room filled with natural light, while a half bath and two separate private balconies enhance the indoor-outdoor living experience. This level is perfect for hosting guests or enjoying quiet evenings at home. The third floor offers even more versatility with a generous loft area that can serve as a media room, office space, or bonus family room. Two well-appointed bedrooms, each with access to full bathrooms, provide comfort and privacy for family members or guests. Throughout the home, you’ll notice numerous upgrades, meticulous maintenance, and modern finishes that elevate the overall living experience. Residents of Jesup’s Landing enjoy resort-style amenities including a sparkling community pool, a fully equipped fitness center, and a stylish billiards lounge. Outdoor enthusiasts will love the direct access to the Seminole Cross Trail, ideal for biking, jogging, and enjoying Florida’s natural beauty. The home is also centrally situated close to popular restaurants, shopping destinations, entertainment options, and Central Winds Park. Located in top-rated Seminole County school zones and offering convenient access to major highways, this property combines luxury, location, and lifestyle. This move-in ready townhome is a rare opportunity to own a modern, spacious property in one of Winter Springs’ most desirable communities. Don’t miss your chance to experience the best of Florida living in Jesup’s Landing.
Property Details
Price:
$400,000
MLS #:
O6398101
Status:
Active
Beds:
3
Baths:
3.5
Type:
Townhouse
Subdivision:
JESUPS LANDING
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Apr 16, 2026
Finished Sq Ft:
2,094
Total Sq Ft:
2,800
Lot Size:
1,499 sqft / 0.03 acres (approx)
Year Built:
2015
See this Listing
Schools
Elementary School:
Layer Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Tray Ceiling(s), Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Three Or More
Exterior
Attached Garage YN
1
Community Features
Fitness Center, Pool
Construction Materials
Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Balcony
Garage Spaces
2
Open Parking YN
1
Parking Features
Curb Parking, Driveway, On Street
Patio And Porch Features
Front Porch, Patio, Rear Porch
Roof
Shingle
View
Trees/Woods
Financial
HOA Fee
$698
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Recreational Facilities
HOA Name
Leland Management/Lindsey Taylor-Laracuente
HOA Phone
407-288-8280
Tax Year
2025
Taxes
$4,666
Map
Community
- Address1165 ORANGE AVENUE WINTER SPRINGS FL
- SubdivisionJESUPS LANDING
- 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 Townhouse in WINTER SPRINGS as of Apr 25, 2026
45
Townhouse Listed
73
Avg DOM
223
Avg $ / SqFt
$340,867
Avg List Price
Property Summary
- Located in the JESUPS LANDING subdivision, 1165 ORANGE AVENUE WINTER SPRINGS FL is a Townhouse for sale in WINTER SPRINGS, FL, 32708. It is listed for $400,000 and features 3 beds, 4 baths, and has approximately 2,094 square feet of living space, and was originally constructed in 2015. The current price per square foot is $191. The average price per square foot for Townhouse listings in WINTER SPRINGS is $223. The average listing price for Townhouse in WINTER SPRINGS is $340,867. To schedule a showing of MLS#o6398101 at 1165 ORANGE AVENUE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of EXP REALTY 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. 1165 ORANGE AVENUE
WINTER SPRINGS, FL
