Privately positioned on a tranquil cul-de-sac, this beautiful 4-bed/3-Full bath pool home is situated on an expansive conservation waterfront lot offering serene pond views and a rare connection to nature, offering an ideal blend of privacy, charm, and everyday comfort while maintaining easy access to many urban conveniences. Conveniently located between Oviedo and Winter Park in the highly sought-after gated community of Cypress Head in Aloma Woods Enclave. The home boasts vaulted and tray ceilings, crown molding throughout, an abundance of natural light, and an open floor plan ideal for both everyday living and entertaining. A thoughtfully designed split-bedroom layout, featuring a generously proportioned primary suite and a guest suite on one side of the home, ideal for multigenerational living or accommodating long-term guests, plus two additional bedrooms sharing a third full bath on the opposite wing. The primary suite features a walk-in closet, Garden Tub with separate shower, dual vanities, water closet, and private access to the lanai and pool area. The open-concept centralized kitchen with breakfast bar and spacious eat-in nook and bay window overlooks the spacious family room with 8-ft sliders opening to the all-screen enclosed lanai with a sparkling pool for a perfect retreat for relaxation or entertaining. Adjacent to the main entrance foyer on either side is the formal living room which doubles as a private home office behind French doors and a formal dining room. The indoor laundry room leading to the 2-car garage includes a newer washer and dryer, convenient utility sink and cabinet storage space. The AC and roof were installed in 2019, and the water heater was installed in 2022. The exterior boasts St. Augustine lawn, rain gutters, an automatic irrigation system, and gorgeous water views. Aloma Woods is an established and well-maintained community with mature landscaping and beautiful ponds, tucked away yet close to everything! Enjoy nearby parks and biking trails. Convenient to the 417, UCF, Oviedo and Winter Park shopping, dining, entertainment, and recreation amenities.
Property Details
Price:
$595,000
MLS #:
O6393628
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CYPRESS HEAD AT THE ENCLAVE
Neighborhood:
32765oviedo
Listed Date:
Apr 7, 2026
Finished Sq Ft:
2,179
Total Sq Ft:
2,789
Lot Size:
10,341 sqft / 0.24 acres (approx)
Year Built:
2001
See this Listing
Schools
Elementary School:
Evans Elementary
Middle School:
Tuskawilla Middle
High School:
Lake Howell High
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric, Heat Pump
Interior Features
Crown Molding, Eating Space In Kitchen, Split Bedroom, Walk-In Closet(s), Window Treatments
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Contemporary
Association Amenities
Gated
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Irrigation System, Rain Gutters
Garage Spaces
2
Green Energy Efficient
Insulation
Lot Features
Conservation Area, Cul-De-Sac, City Lot, Near Public Transit, Sidewalk
Parking Features
Garage Door Opener
Patio And Porch Features
Covered, Deck, Patio, Porch, Screened
Roof
Shingle
Security Features
Gated Community, Security System Owned, Smoke Detector(s)
View
Water
Waterfront Features
Pond
Window Features
Blinds, Window Treatments
Financial
HOA Fee
$258
HOA Fee Frequency
Quarterly
HOA Name
Cypress Head Enclave Assoc / Natalia Bagniouk
HOA Phone
407-770-1748
Tax Year
2025
Taxes
$6,296
Map
Community
- Address5373 RED LEAF COURT OVIEDO FL
- SubdivisionCYPRESS HEAD AT THE ENCLAVE
- CityOVIEDO
- CountySeminole
- Zip Code32765
Subdivisions in OVIEDO
- 1040 BIG OAKS BLVD, OVIEDO, FL 32765 IS BIG OAKS
- A REP OF PT OF ALAFAYA WOODS PH 19
- ACREAGE & UNREC
- ALAFAYA TRAIL SUB
- ALAFAYA WOODS
- ALAFAYA WOODS PH 03
- ALAFAYA WOODS PH 04
- ALAFAYA WOODS PH 06
- ALAFAYA WOODS PH 07
- ALAFAYA WOODS PH 09
- ALAFAYA WOODS PH 1 – UNIT A
- ALAFAYA WOODS PH 10
- ALAFAYA WOODS PH 11
- ALAFAYA WOODS PH 12A
- ALAFAYA WOODS PH 12B
- ALAFAYA WOODS PH 15
- ALAFAYA WOODS PH 16
- ALAFAYA WOODS PH 2
- ALAFAYA WOODS PH 22
- ALAFAYA WOODS PH 5
- ALAFAYA WOODS PH 8
- ALEXANDRIA BLVD BUS PARK
- ALLENS 1ST ADD TO WASHINGTON HEIGHTS
- ALOMA BEND TR 3
- ALOMA BEND TR 3A
- ALOMA WOODS
- ALOMA WOODS PH 1
- ALOMA WOODS PH 2
- ALOMA WOODS PH 4
- ARBORVIEW PARK
- ARBORVIEW PARK REP
- ASHFORD PARK TWNHMS REP ONE
- AULIN SQUARE
- BEAR CREEK
- BELLEVUE
- BENTLEY COVE
- BENTLEY WOODS
- BEVERLY HILL
- BIG OAKS
- BLACK HAMMOCK
- BRENTWOOD LANDING
- BRIGHTON PARK AT CARILLON
- BRIGHTON PARK AT CARILLON PH 2
- BROOKMORE ESTATES PH 3
- BROOKS LANDING
- CARDINAL GLEN
- CARILLON TR 105 PH 2 AT
- CARILLON TR 107 AT
- CARILLON TR 301 AT
- CASSA-VILLA HEIGHTS
- CEDAR BEND
- CEDAR GLEN OF ALOMA WOODS
- CLAYTON CROSSING
- CLAYTON CROSSING TWNHMS
- CLAYTON CROSSING TWNHMS FIRST AMD
- CLAYTON CROSSING TWNHMS SECOND AMD
- CLIFTON PARK
- COBBLESTONE
- COMMERCIAL ZONING
- COPPER CHASE
- CREEKWOOD UNIT 1
- CYPRESS HEAD AT THE ENCLAVE
- DUNHILL UNIT 1
- EKANA GREEN
- ESTATES AT ALOMA WOODS PH 1
- FLORIDA GROVES COMPANYS FIRST ADD TO BLACK HAMMOCK
- FOSTERS GROVE AT OVIEDO PH 2
- FOX RUN
- FOXCHASE PH 1
- FOXCHASE PH 2
- FRANCISCO PARK
- FRANCISCO PK
- GENOVA WOODS SEC 2 5 ACRE DEV
- GREYSTONE
- GROVE HILL
- HAMMOCK RESERVE
- HAMPTONS – SECOND REP
- HAWK’S OVERLOOK
- HAWTHORNE GLEN TWNHMS
- HEATHERBROOKE ESTATES REP
- HIDEAWAY COVE AT OVIEDO PH 1
- HUNTERS POINTE AT HUNTERS RESERVE A CONDO
- HUNTERS RESERVE
- HUNTERS RESERVE 2 A CONDO
- HUNTERS RESERVE A CONDO
- HUNTERS STAND AT CARILLON
- HUNTINGTON PH 2
- ISLES OF OVIEDO
- JACKSON HEIGHTS
- JAMESTOWN
- JOLSON OFFICE SUB
- KENMURE
- KINGS LANDING AT LAKE JESSUP
- KINGSBRIDGE EAST VILLAGE UNIT 1
- KINGSBRIDGE EAST VILLAGE UNIT 3A
- KINGSBRIDGE PH 1A
- KINGSBRIDGE WEST
- KINGSBRIDGE WEST PH 1A
- LAFAYETTE FOREST
- LAKE CHARM COUNTRY ESTATES
- LITTLE CREEK
- LITTLE CREEK PH 2A
- LITTLE CREEK PH 3A
- LITTLE LAKE GEORGIA TERRACE
- LIVE OAK RESERVE
- LIVE OAK RESERVE UNIT FOUR
- LIVE OAK RESERVE UNIT ONE
- LIVE OAK RESERVE UNIT THREE
- LIVE OAK RESERVE UNIT TWO
- LOT 114 OVIEDO GARDENS
- LOT 48 ALAFAYA WOODS PH 5 PB 35 PGS 62 TO 64
- LUKAS LANDING
- MADISON CREEK
- MADISON PLACE TWNHMS
- MAGNOLIA CORPORATE CENTER A CONDO FIRST AMD
- MEAD MANOR UNIT 2
- MEAD MANOR UNIT 3
- MIDWAY NEAR OVIEDO
- MILLS COVE
- MILTON SQUARE
- MINERAL SPRING PARK AMD OF 1ST ADD
- MITCHELL CREEK
- NO NAME
- NORTH CHULUOTA
- OAK MANOR
- OAK RIDGE
- OVIEDO CENTER
- OVIEDO FOREST
- OVIEDO FOREST PHASE 2
- OVIEDO GARDENS – A REP
- OVIEDO GARDENS – A REPLAT
- OVIEDO PARK TERRACE
- OVIEDO SQUARE
- OVIEDO TERRACE
- PALM VALLEY
- PARK PLACE AT ALOMA A REP
- PARKDALE PLACE
- PINEWOOD ESTATES
- RAVENCLIFFE
- REDBRIDGE AT CARILLON
- REMINGTON PARK
- RESIDENTIAL ZONING
- RETREAT AT LAKE CHARM
- RICHFIELD
- RIVER OAKS RESERVE PH 2
- RIVER RUN COACH HOMES
- RIVER WALK
- RIVERSIDE AT TWIN RIVERS UN 1
- RIVERSIDE AT TWIN RIVERS UN 2
- RIVERSIDE AT TWIN RIVERS UN 3A
- RIVERSIDE AT TWIN RIVERS UN 3C
- SANCTUARY
- SANCTUARY PH 1 VILLAGE 6
- SANCTUARY PH 1 VILLAGES 1, 2 & 3
- SANCTUARY PH 2 VILLAGE 10
- SANCTUARY PH 2 VILLAGE 9
- SAWGRASS SUB
- SEMINOLE TERRACE REP
- SENECA BEND
- SHED GROVE HOMES UNIT 1
- SLAVIA COLONY COS SUB
- SOUTH PARK OVIEDO
- SOUTHERN OAKS PH TWO
- STILLWATER PH 2
- TERRALAGO
- THE PRESERVE AT LAKE CHARM
- TIFFANY WOODS
- TOWNHOMES AT CITY PLACE
- TOWNS AT GREENLEAF
- TOWNS AT TUSKAWILLA COMMONS
- TRACT 105 PH III AT CARILLON
- TUSCAWILLA ESTATES
- TUSKA RIDGE UNIT 2
- TUSKA RIDGE UNIT 3
- TUSKA RIDGE UNIT 5
- TUSKA RIDGE UNIT 6
- TUSKA RIDGE UNIT 8
- TWIN RIVERS
- TWIN RIVERS MODEL HOME AREA
- TWIN RIVERS SEC 3A
- TWIN RIVERS SEC 4 UNIT 1
- TWIN RIVERS SEC 4 UNIT 2
- TWIN RIVERS SEC 6
- VILLAGE OF REMINGTON
- VILLAGES AT KINGSBRIDGE WEST TR B-2
- VILLAGES AT KINGSBRIDGE WEST TR C-1
- VILLAGES AT KINGSBRIDGE WEST TR D
- VILLAS AT LAKESIDE A CONDO
- VILLAS AT LAKESIDE A CONDOMINIUM
- WALDEN CHASE
- WASHINGTON PARK OVIEDO
- WAVERLEE WOODS UNIT 1
- WAVERLEE WOODS UNIT 3
- WESTHAMPTON AT CARILLON PH 2
- WESTWOOD SQUARE
- WHEALEY ACRES
- WHISPERING OAKS
- WHISPERING WOODS
- WILLA LAKE PH 1
- WINDSORMERE
- WOODLAND ESTATES
Market Summary
Current real estate data for Single Family in OVIEDO as of Apr 29, 2026
232
Single Family Listed
79
Avg DOM
269
Avg $ / SqFt
$656,823
Avg List Price
Property Summary
- Located in the CYPRESS HEAD AT THE ENCLAVE subdivision, 5373 RED LEAF COURT OVIEDO FL is a Single Family for sale in OVIEDO, FL, 32765. It is listed for $595,000 and features 4 beds, 3 baths, and has approximately 2,179 square feet of living space, and was originally constructed in 2001. The current price per square foot is $273. The average price per square foot for Single Family listings in OVIEDO is $269. The average listing price for Single Family in OVIEDO is $656,823. To schedule a showing of MLS#o6393628 at 5373 RED LEAF COURT in OVIEDO, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of FERRELL REALTY, INC.. 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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty 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. 5373 RED LEAF COURT
OVIEDO, FL

