755 Woodside Rd

3,049 Sq. Ft.
$328 / Sq. Ft.
3,049
Sq. Ft.
$328
per Sq. Ft.

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...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!
  1. Listed by Diane Heiken • Brokerage DRE #1045941 • EMPIRE NETWORK REALTY
    P: (407)-920-4491 C: (407)-920-4491 diane.bhoteam@gmail.com
  2. Listed by Natalia Boschen • Brokerage DRE #1045941 • EMPIRE NETWORK REALTY
    P: (954)-394-8982 C: (954)-394-8982 natalia.bhoteam@gmail.com

Property Details for 755 Woodside Road

Subdivision Name
FOREST BROOK 5TH SEC
Township
21
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished

Open Houses

Saturday, May 2nd1:00 PM - 3:00 PM
LISTING UPDATED: 04/30/2026 06:50 AM

Property Details for 755 Woodside Road

StatusActive
MLS #O6402797
Days on Market2
Taxes$6,508 / year
HOA Fees$100 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1974
Lot Size0.30 AC / 13,173 SF
CountySeminole County

Location

Listing Courtesy of EMPIRE NETWORK REALTY, Diane Heiken; EMPIRE NETWORK REALTY, Natalia Boschen
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Building Information for 755 Woodside Road

Stories1Year Built1974Building Size-Lot Size0.30 AC / 13,173 SF

Payment Calculator

$5,586 per month

30 year fixed, 6.46% Interest

Principal and Interest

$5,036

Property Taxes

$542

HOA Dues

$8

The Payment Calculator is for illustrative purposes only.

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Property Information for 755 Woodside Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3451.0
  • Building Area Units: Square Feet
  • Direction Faces: Southeast
  • 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.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 755
  • Street Name: WOODSIDE
  • Street Suffix: ROAD
  • State: FL
  • City: MAITLAND
Parking
  • Attached Garage: No
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Optional
  • Association: Yes
  • CDD: No
  • Tax Block: 00
  • Tax Book Number: 17-26
  • Tax Legal Description: LOT 425 FOREST BROOK SEC 5 PB 17 PG 26
  • Tax Lot: 425
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Cul-De-Sac
  • Lot Size Dimensions: 73 x 136
  • Parcel Number: 28213050800004250
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 3049
  • Lot Dimensions: 73 x 136
Property and Assessments
  • Year Built Numeric: 1974
  • Flood Zone Code: X
  • Flood Zone Date: 09-28-2007
  • Flood Zone Panel: 12117C0165F
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 30
  • Public Survey Section: 28
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Water Source: Public, Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Irrigation System, Lighting, Sidewalk
  • Fencing: Wood
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Screened
  • Pool Features: In Ground, Lighting
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 3
  • Additional Rooms: Florida Room
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Living Room, Stone
  • Fireplace: Yes
  • Flooring: Marble
  • Heating: Electric
  • 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)
  • Laundry Features: Electric Dryer Hookup, Inside, Laundry Room
  • Living Area Source: Appraiser
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 755 Woodside Road

DateEvent & SourcePriceAppreciation
Apr 29, 2026

Listed (Active)

MFRMLS #O6402797

$999,999—
Jun 25, 2021

Sold

MFRMLS #O5942480

$545,000—
Jun 18, 2021

Sold (Public Record)

Public Record #1465957188

$545,000—
DateEvent & SourcePrice
04/29/2026

Listed (Active)

MFRMLS #O6402797

$999,999
06/25/2021

Sold

MFRMLS #O5942480

$545,000
06/18/2021

Sold (Public Record)

Public Record #1465957188

$545,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 755 Woodside Road

Taxable ValueLand-Additions-Total-
Tax Record2025$6,822 ($569 / month)
Home Facts
Beds3Baths3Total Finished SqFt2,881 SqFtAbove Grade Finished SqFt2,881 SqFtStories1Lot Size9,928 SqFtStyleSingle Family ResidenceYear Built1974Year Renovated1990CountySEMINOLEAPN28-21-30-508-0000-4250Fireplace TypeHas Fireplace

Schools near 755 Woodside Road

This home is within Seminole County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 5
Rating
School
Distance
English Estates Elementary School
PublicPK to 5

South Seminole Middle School
Public6 to 8

Lake Howell High School
Public9 to 12

Choices In Learning Charter School
CharterK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

755 Woodside Road is a single family home for sale in Maitland, FL 32751. This property was listed for sale on April 29, 2026 by EMPIRE NETWORK REALTY, it's currently listed at $999,999. It has been on the market for a total of 2 days and was last sold on June 25, 2021. This listing's school district is Seminole County Public Schools. Nearby schools include English Estates Elementary School, South Seminole Middle School and Lake Howell High School. 755 Woodside Road is a 3-bed, 3-bath, 3,049 sqft single family home built in 1974.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of EMPIRE NETWORK REALTY, Diane Heiken; EMPIRE NETWORK REALTY, Natalia Boschen

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 04/30/2026 06:50 AM