TWO-STORY OVIEDO POOL HOME with a 2022 ROOF! This spacious 4-bedroom, 3-bathroom home offers over 3,000 square feet of living space, perfectly designed for both everyday living and entertaining.
The first floor features the primary suite, a convenient guest bathroom with direct pool access, and multiple living areas including formal and open-concept spaces. Upstairs, you’ll find a versatile loft with an indoor balcony, three secondary bedrooms, a full bathroom, and a unique flex space complete with its own mini staircase and closet—easily converted into a 5th bedroom with the addition of a door.
The family room and primary suite both open to a generously sized covered lanai overlooking the solar-heated pool, all enclosed within a screen enclosure for year-round enjoyment. The desirable south-facing pool captures Florida’s sunshine from morning to evening. This is true Florida living!
Recent updates include a 2025 refrigerator and primary bathroom remodel, 2022 roof and exterior paint, 2021 downstairs A/C, and pool resurfacing approximately three years ago.
Located in the gated Cypress Head at the Enclave within Oviedo’s sought-after Aloma Woods community, this home is tucked toward the back of the neighborhood for added privacy. Enjoy convenient access to the Cross Seminole Trail (approximately 1.5 miles) and SR-417 (approximately 2.5 miles), along with nearby dining, shopping, and entertainment options—offering the perfect balance of tranquility and convenience.”
The first floor features the primary suite, a convenient guest bathroom with direct pool access, and multiple living areas including formal and open-concept spaces. Upstairs, you’ll find a versatile loft with an indoor balcony, three secondary bedrooms, a full bathroom, and a unique flex space complete with its own mini staircase and closet—easily converted into a 5th bedroom with the addition of a door.
The family room and primary suite both open to a generously sized covered lanai overlooking the solar-heated pool, all enclosed within a screen enclosure for year-round enjoyment. The desirable south-facing pool captures Florida’s sunshine from morning to evening. This is true Florida living!
Recent updates include a 2025 refrigerator and primary bathroom remodel, 2022 roof and exterior paint, 2021 downstairs A/C, and pool resurfacing approximately three years ago.
Located in the gated Cypress Head at the Enclave within Oviedo’s sought-after Aloma Woods community, this home is tucked toward the back of the neighborhood for added privacy. Enjoy convenient access to the Cross Seminole Trail (approximately 1.5 miles) and SR-417 (approximately 2.5 miles), along with nearby dining, shopping, and entertainment options—offering the perfect balance of tranquility and convenience.”
Property Details
Price:
$739,900
MLS #:
O6397863
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CYPRESS HEAD AT THE ENCLAVE
Neighborhood:
32765oviedo
Listed Date:
Apr 10, 2026
Finished Sq Ft:
3,171
Total Sq Ft:
3,966
Lot Size:
8,400 sqft / 0.19 acres (approx)
Year Built:
2002
See this Listing
Schools
Elementary School:
Evans Elementary
Middle School:
Tuskawilla Middle
High School:
Lake Howell High
Interior
Appliances
Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Laminate
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Traditional
Attached Garage YN
1
Community Features
Gated Community – No Guard
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Rain Gutters, Sidewalk, Sliding Doors
Fencing
Wood
Garage Spaces
2
Lot Features
Sidewalk
Patio And Porch Features
Covered, Patio, Screened
Roof
Shingle
View
Pool
Financial
HOA Fee
$297
HOA Fee Frequency
Quarterly
HOA Name
Empire Management Group
HOA Phone
407-770-1748
Tax Year
2025
Taxes
$5,135
Map
Community
- Address2427 LEANING PINE LANE 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 30, 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, 2427 LEANING PINE LANE OVIEDO FL is a Single Family for sale in OVIEDO, FL, 32765. It is listed for $739,900 and features 4 beds, 3 baths, and has approximately 3,171 square feet of living space, and was originally constructed in 2002. The current price per square foot is $233. 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#o6397863 at 2427 LEANING PINE LANE in OVIEDO, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of REDFIN CORPORATION. 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. 2427 LEANING PINE LANE
OVIEDO, FL

