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$999,999 Just Listed
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Property Description
This is the one you've been waiting for- a SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection! Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home with 2 Car garage on a .31 ACRE LOT is effortless Florida living. From the moment you arrive you will be impressed with the mature, manicured landscaping and architectural features that sets the tone for the quality you will find inside. From the moment you enter, the EXPANSIVE OPEN FLOOR PLAN draws you in with an effortless flow between living, dining, and entertaining spaces. SLEEK MODERN CABINETRY, MARBLE FLOORING and DESIGNER FIXTURES elevate every room. The chef-inspired kitchen features a LARGE CENTER ISLAND perfect for casual dining, meal prep or gathering with guests. A stylish PASS THROUG BAR connects seamlessly to the Florida Room making entertaining a breeze. The OVERSIZED PRIMARY SUITE is a true retreat with MARBLE FLOORING, an abundance of natural light and CUSTOM SLIDING GLASS DOORS leading to the expansive pool deck. The en-suite bathroom features FLOATING VANITIES, MARBLE FLOORING and a SEAMLESS GLASS ENCLOSED SHOWER and STAND ALONE TUB that continues the modern aesthetic that feels like a five star hotel everyday. Laundry with sink and overhead cabinets is centrally located near the kitchen and primary suite. The focal point of the family room is the stunning MARBLE FACED FIREPLACE. Two generously sized secondary bedrooms are located off the family room, sharing a beautiful bathroom featuring marble floors, floating dual sink vanity and walk-in shower-consistent with the finishes throughout. The Florida Room is where the fun truly begins. Currently set up as the ultimate entertainment space, this incredible space offers endless possibilities- playroom, game room, movie room or the perfect indoor/outdoor lounge for hosting family and friends.NEW OVERSIZED WINDOWS frame spectacular views of the pool, floods the space with natural light and seamlessly connect the indoors to the out. The THIRD FULL BATH located off the Florida Room serves as the POOL BATH with walk-in shower, Jacuzzi, floating vanity and premium finishes. This homes outdoor spaces provide something for everyone. The large, screened-in pool deck features a Tiki Bar and dedicated PROJECTOR SCREEN AREA (Screen & Tiki Bar CONVEY IN THE SALE) perfect for entertaining pool side.The side yard with artificial turf is clean, low maintenance, and pet friendly. A charming brick paver seating area creates as cozy spot to relax, unwind or let the pets roam freely. Enjoy the tranquility of the sound of water flowing from the stone wall fountain feature in the backyard and bring your garden dreams to life planting your favorites in the large stone faced planter box. ADDITIONAL LIST OF UPGRADES: 2020 HARDSCAPE & LANDSCAPING, 2021 NEW WATER HEATER & POOL PUMP, 2024/2025 REPLACED LARGE AC AND DUCTWORK, AC PRIMARY SIDE UNIT, 2025 NEW FLORIDA ROOM WINDOWS, ADDED RID-O-RUST SYSTEM TO WELL FOR IRRIGATION, SCREENED IN POOL/DECK, ADDED DRY BAR WITH UPPER AND LOWER CABINETS IN DINING AREA. Conveniently located minutes away from boutique shopping, acclaimed dining and vibrant entertainment of the beautiful city of Winter Park with easy access to Orlando and surrounding communities. This home won't last long. Call your Agent to schedule a showing today!
Full Property Details
Full Property Details for 755 Woodside Rd
General
- Price: $999,999
- HOA FEE: $8/month
- HOA FEE FREQ.: Annually
- Taxes: $6,508 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6402797
- Updated: Today (4/29/2026)
- Added to Site: Today
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 10
- Interior Features: Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Open Floorplan, Skylight(s), Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Living Room, Stone
- Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Marble
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Lighting
Exterior
- Exterior Features: Irrigation System, Lighting, Sidewalk
- Deck/Patio: Screened
- Porch/Patio/Deck: Screened
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 32751 - Maitland / Eatonville
- County: Seminole
- Development Name: 32751 - Maitland / Eatonville
- Subdivision: FOREST BROOK 5TH SEC
- Driving Directions: I-4 East, take Exit 90AB- SR 414, Merge onto 414 E/Maitland Blvd, Follow US Hghwy 17/92 to FL-436, Continue on 436 E, Turn Right onto Lake Howell Rd, Right on Derbyshire Rd, Left on Woodside.
- Direction Faces: Southeast
Community
- Community Name: 32751 - Maitland / Eatonville
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water: Public, Well
- Utility Description: Cable TV Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 3,049
- Sq. Ft. Source: Appraiser
- Year Built: 1974
Lot Features
- Lot Size (Acres): 0.31
- Lot Size (Sq. Ft.): 13,173
- Lot Size: 13173
- Lot Dimensions: 73 x 136
- Street/Road Desc.: Concrete
- Fencing (Description): Wood
Financial Considerations
- Association Fee: $100
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $6,508.07
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 425 FOREST BROOK SEC 5 PB 17 PG 26
- Flood Zone Info: X
- APN: 28213050800004250
- Property ID: 28213050800004250
Listed by Empire Network Realty
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Schools
Schools serving 755 Woodside Rd
School District:Seminole County School District
| Name | Grades | Distance |
|---|---|---|
English Estates Elementary School 299 Oxford Road, Fern Park, FL 32730 | K-5 | 1.3 mi |
Seminole Academy Of Digital Learning 450 Technology Park, Lake Mary, FL 32746 | 6-8 | 7.2 mi |
Lake Howell High School 4200 Dike Road, Winter Park, FL 32792 | 9-12 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 755 Woodside Rd
Date
Details
Price
Change
Source
4/29/2026
Listed
$999,999
83.49%
MLS
6/18/2021
Sold
$545,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 755 Woodside Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,822
5%
$524,397
3%
2024
$6,508
2%
$509,618
3%
2023
$6,359
6%
$494,775
19%
2021
$5,989
-4%
$416,778
-13%
2022
$6,207
4%
$480,364
28%
2021
$5,989
153%
$373,916
80%
2019
$2,371
1%
$207,606
2%
2018
$2,341
1%
$203,735
2%
2017
$2,323
-2%
$199,545
2%
2016
$2,370
-1%
$195,441
1%
2015
$2,401
1%
$194,082
1%
2014
$2,382
-1%
$192,542
1%
2013
$2,411
—
$189,697
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 755 Woodside Rd
755 Woodside Road, Maitland, FL 32751 (MLS# O6402797) is a Single Family property with 3 bedrooms and 3 full bathrooms. 755 Woodside Road is currently listed for $999,999 and was received on April 29, 2026. Want to learn more about 755 Woodside Road? Do you have questions about finding other Single Family real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.

