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Jamie Deihl
REALTOR®
(719) 468-9744
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501 E Oakland Avenue, Oakland, FL 34787

$875,000

39 Total Photos [Click to View All]

Property Description

One or more photo(s) has been virtually staged. Welcome to your private retreat in the heart of Oakland! This stunning 4-bedroom, 3.5-bathroom home offers 3,448 sq. ft. of beautifully designed living space on an oversized 0.34-acre lot with no rear neighbors, providing peace and privacy in a serene setting.Enjoy the best of both worlds with a quiet neighborhood just steps from Oakland Avenue Charter School and minutes from Historic Downtown Winter Garden, where you can explore boutique shops, award-winning restaurants, and the scenic West Orange Trail.Inside, the thoughtfully designed layout features primary suites on both the first and second floors, offering flexible living arrangements perfect for multigenerational families or guests. The open floor plan and spacious living areas create a comfortable flow throughout, ideal for everyday living and entertaining alike.Step outside to your own backyard oasis, complete with a sparkling pool and spa surrounded by lush landscaping-perfect for relaxing weekends or hosting gatherings. Additional highlights include a brand-new roof installed in September 2025, offering long-term peace of mind and value.With its ideal location, privacy, and resort-style outdoor living, this home perfectly captures the essence of Florida living!

501 E Oakland Avenue | MLS# O6355030

This single family home located at 501 E Oakland Avenue, Oakland, FL 34787 is currently listed for sale with an asking price of $875,000. This property was built in 2007 and has 4 bedrooms and 3 full and 1 partial baths with 3448 sq. ft. E Oakland Avenue is located in the WINTERS LNDG subdivision. Search WINTERS LNDG real estate on jamiedeihl.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 3 car attached
Heating: Central
Lot Size: 0.34 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $6,337
Year Built: 2007
Square Feet: 3,448

Amenities

Ceiling Fans(s)
Crown Molding
High Ceilings
Primary Bedroom Main Floor
PrimaryBedroom Upstairs
Split Bedroom
Other

Feature Descriptions

Additional Rooms: Den/Library/Office, Loft
Appliances: Built-In Oven, Cooktop, Refrigerator
Association Amenities: Playground
Community Features: Golf Carts OK, Playground, Sidewalks
Days on Site: 135
Directions: From West Colonial Drive (HWY SO), head north on Tubb Street. Turn right onto E Oakland Avenue. Home will be on the right.
Exterior: Block, Concrete, Stucco
Fireplace: Living Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Hardwood
Foundation: Slab
HOA Fee: 220/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, VA Loan
Lot Dimensions: 0.34
Ownership: Fee Simple
Patio/Porch: Front Porch
Pets Allowed: Yes
Pets Restrictions: Please verify with HOA
Pool: Gunite, Heated, In Ground, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Go Direct, Lock Box Electronic
Spa: Heated, In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Other
Water: Public
Water Access Y/N: No
Zoning: R-1A

Room Sizes

Living Room: 17x17
Kitchen: 15x13
Dining Room: 12.08x14.02
Primary Bedroom: 19.09x16.04
Office: 13.01x13.06
Bedroom 2: 17.1x11.07
Bathroom 2: 8.07x6.08
Bathroom 3: 7.09x4.11
Bedroom 3: 14.07x12.04
Bedroom 4: 13.07x11.07
Bathroom 4: 6.01x8.02
Primary Bathroom: 14x9

Local Schools

High School: West Orange High
Middle School: Lakeview Middle
Elementary School: Tildenville Elem

Listed By / Shown By

Listed By

Agency Name: HOMEVEST REALTY
Agency Contact: 407-897-5400

Shown By

Agent Name: Jamie Deihl
Agent Phone: (719) 468-9744
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 5,002.67 per month $4,219.38 Principal & Interest $528.08 Property Tax $255.21 Homeowner's Insurance

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