Welcome to this exceptional RCB custom home with a pool located in the highly desirable Oakland Park community. Ideally positioned directly across from a green area and surrounded by walking trails on both sides, this home offers park and lake views from the front porch and an upstairs bedroom, creating a peaceful and picturesque setting. The residence features 6 bedrooms and 5 full bathrooms, with two bedrooms located on the first floor. One is a full guest suite with walk-in closet, while the second first-floor bedroom—currently used as a home office with elegant glass French doors excellent flexibility work-from-home needs. Designed for both everyday living and entertaining, the home showcases an outstanding kitchen overlooking the main living area, complemented by a large walk-in pantry, enhanced by a hidden oversized pantry/bar area with microwave and mini beverage refrigerator. Outdoor living is a highlight, featuring a resort-style pool and spa, covered patio, and retractable screen, ideal for year-round enjoyment. The home also offers a rare three-and-a-half car oversized garage, including a dedicated roll-up garage door with direct access to the pool area, plus a large built-out storage attic with staircase access. Additional features and upgrades include LVP flooring, wood beams, electric fireplace, crown molding, metal roof over the front porch, CAT 6 wiring throughout, whole-house water softener, whole-house surge protector, and a home that has been consistently maintained under an air-conditioning service plan. Located just three blocks from the West Orange Trail and within a golf-cart-approved community, the property is within walking distance to Tildenville Elementary School (9/10 rating) with magnet and global language programs, as well as Oakland Charter School and the local middle school. Just minutes from downtown Winter Garden, this home offers exceptional access to dining, shopping, and outdoor recreation. This thoughtfully designed residence combines quality craftsmanship, flexibility, and an outstanding location—offering refined Florida living in one of Oakland’s most desirable communities.
Sold for $1,500,000
$1,500,000
1008 TILDEN OAKS TRAIL, OAKLAND, FL 34787
6beds
3,528sqft
Single Family Residence
Built in 2022
7,562 Square Feet Lot
$1,510,700 Zestimate®
$425/sqft
$5,246 Estimated rent
Home value
$1,510,700
$1.37M - $1.65M
$5,246/mo
Zestimate® history
Owner options
List your home for rent
$5,246/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,246/mo
Rent Zestimate®
Refinance and save
$10,905/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$10,905/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Electric fireplaceResort-style pool and spaAir-conditioning service planWhole-house surge protectorWhole-house water softenerWood beamsLvp flooring
Zillow last checked:
Listing updated:
Listed by:
Patricia Zimath, LLC 321-318-1050,
CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
Bought with:
Dawn Pickard, 3570663
THE C SMITH REAL ESTATE GROUP LLC
Source: Stellar MLS,MLS#: O6371482
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Bonus Room, Den/Library/Office, Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 15x17
Bedroom 1
- Features: Walk-In Closet(s)
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 2
- Features: Walk-In Closet(s)
- Level: Second
- Area: 130 Square Feet
- Dimensions: 13x10
Bedroom 3
- Features: Walk-In Closet(s)
- Level: Second
- Area: 120 Square Feet
- Dimensions: 12x10
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 192 Square Feet
- Dimensions: 16x12
Kitchen
- Level: First
Living room
- Level: First
- Area: 378 Square Feet
- Dimensions: 18x21
Office
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, PrimaryBedroom Upstairs, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Luxury Vinyl, Hardwood
- Doors: Sliding Doors
- Windows: Blinds
- Has fireplace: Yes
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 5,273
- Total interior livable area: 3,528 sqft
Property
Parking
- Total spaces: 3
- Parking features: Alley Access, Garage Door Opener, Garage Faces Rear, On Street, Oversized, Split Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Front Porch, Rear Porch, Screened
- Exterior features: Irrigation System, Other, Sidewalk
- Has private pool: Yes
- Pool features: Child Safety Fence, Gunite, In Ground, Salt Water
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Park/Greenbelt, Water
- Water view: Water
Lot
- Size: 7,562 Square Feet
- Features: City Lot, Sidewalk
- Residential vegetation: Oak Trees, Trees/Landscaped
Details
- Parcel number: 212227610200780
- Zoning: PUD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Cement Siding, Stucco, Wood Siding
- Foundation: Slab
- Roof: Metal,Shingle
Condition
- New construction: No
- Year built: 2022
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available
Community & HOA
Community
- Features: Dock, Clubhouse, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks
- Pet fee: $0 monthly
- Subdivision: OAKLAND PARK
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Playground, Pool, Trail(s)
- Services included: Community Pool, Manager, Recreational Facilities
- HOA fee: $204 monthly
- HOA name: Leland Management/Ed Rios
- HOA phone: 407-409-8594
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $425/sqft
- Annual tax amount: $12,615
- Date on market: 1/8/2026
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 2/6/2026 | Sold | $1,500,000$425/sqft |
Source:  Stellar MLS #O6371482 Report a problem | ||
| 1/9/2026 | Pending sale | $1,500,000$425/sqft |
Source: Stellar MLS #O6371482 Report a problem | ||
| 1/8/2026 | Listed for sale | $1,500,000+10.1%$425/sqft |
Source: Stellar MLS #O6371482 Report a problem | ||
| 8/29/2024 | Sold | $1,362,500-2.7%$386/sqft |
Source: Stellar MLS #O6204736 Report a problem | ||
| 8/8/2024 | Pending sale | $1,400,000$397/sqft |
Source: Stellar MLS #O6204736 Report a problem | ||
| 7/15/2024 | Price change | $1,400,000-6.7%$397/sqft |
Source: Stellar MLS #O6204736 Report a problem | ||
| 6/26/2024 | Price change | $1,500,000-4.8%$425/sqft |
Source: Stellar MLS #O6204736 Report a problem | ||
| 6/21/2024 | Price change | $1,575,000-1.6%$446/sqft |
Source: Stellar MLS #O6204736 Report a problem | ||
| 5/30/2024 | Listed for sale | $1,600,000$454/sqft |
Source: Stellar MLS #O6204736 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 34787
Nearby homes
- $1,444,300-- bd-- ba3.8k sqft1008 Tilden Oaks Trl, Oakland, FL 34787Off Market
- $1,236,900-- bd-- ba3.2k sqft1014 Tilden Oaks Trl, Oakland, FL 34787Off Market
- $1,505,400-- bd-- ba3.7k sqft1002 Tilden Oaks Trl, Oakland, FL 34787Off Market
- $1,201,400-- bd-- ba-- sqft1020 Tilden Oaks Trl, Oakland, FL 34787Off Market
- $1,395,700-- bd-- ba3.6k sqft1066 Celadon St, Oakland, FL 34787Off Market
- $1,392,6005 bd5 ba3.4k sqft1131 Eagles Pass Way, Oakland, FL 34787Off Market
- $1,108,600-- bd-- ba3k sqft1072 Celadon St, Oakland, FL 34787Off Market
- $100-- bd-- ba-- sqft700 Tilden Oaks Trl, Oakland, FL 34787Off Market
Nearby schools
GreatSchools rating
- 9/10Tildenville Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 4/10Lakeview Middle SchoolGrades: 6-9Distance: 1 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 3.3 mi
Schools provided by the listing agent
- Elementary: Tildenville Elem
- Middle: Lakeview Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,510,700
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,510,700
- Florida
- Orange County
- Winter Garden
- 34787
- 1008 TILDEN OAKS TRAIL
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Winter Garden Topics
