To schedule a showing of 755 Woodside Road, Maitland, Florida, Call David Shippey at 863-521-4517 TODAY!

$999,999 No Recent Price Change
755 Woodside Road
Maitland, FL 32751
  • 3Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 3,049SqFt
  • 1974Year Built
  • 0.31Acres
  • MLS# O6402797
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market1 month, 23 days
  • Area32751 - Maitland / Eatonville
  • CountySeminole
  • Subdivision Forest Brook 5th Sec

Overview

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 and minutes from Winter Park without the WP price tag! 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.**SOLAR PANELS-(Avg. UTITLITIES $40/MONTH) 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. 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 this homes beautiful backyard. 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, SOLAR PANELS (to be paid off at closing) 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!



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  100

Association:  Yes

Hoa Fees Frequency:  Annually

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  Skylights

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  InGround

Patio:  Screened

Pool Private:  Yes

Exterior Features:  SprinklerIrrigation, Lighting

Fees / Restrictions

Financial

Original Price:  $999,999

Fencing:  Wood

Garage / Parking

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  LivingRoom, Stone

Fireplace:  Yes

Floors:  Marble

Levels:  One

Laundry Features:  ElectricDryerHookup, Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, DryBar, EatInKitchen, HighCeilings, OpenFloorplan, StoneCounters, SolidSurfaceCounters, Skylights, WalkInClosets

Appliances:  Dishwasher, ElectricWaterHeater, Disposal, Microwave, Range, Refrigerator

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.31

Lot Sqft:  13,173

Est Lotsize:  73x136

Vegetation:  PartiallyWooded

Lot Desc:  CulDeSac, Landscaped

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  28

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  1

Total Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  10

Sqft Info

Sqft:  3,049

Bulding Area Sqft:  3,451

Living Area Units:  SquareFeet

Living Area Source:  Appraiser

Tax Info

Tax Year:  2,024

Tax Lot:  425

Tax Legal Description:  LOT 425 FOREST BROOK SEC 5 PB 17 PG 26

Tax Block:  00

Tax Annual Amount:  6508.07

Tax Book Number:  17-26

Unit Info

Utilities / Hvac

Heating:  Electric

Water Source:  Public, Well

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, SewerConnected, WaterConnected

Waterfront / Water

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.

This listing courtesy of Empire Network Realty 

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On davidshippey.com since Wed, Apr 29th 2026
No Property History recorded for this listing.

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If you have any questions on 755 Woodside Road, Maitland, Florida, please call David Shippey at 863-521-4517.


MLS# O6402797 located at 755 Woodside Road, Maitland, Florida is brought to you by David Shippey REALTOR®

755 Woodside Road, Maitland, Florida has 3 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 755 Woodside Road, Maitland, Florida is O6402797.
The price for 755 Woodside Road, Maitland, Florida is $999,999.
The status of 755 Woodside Road, Maitland, Florida is Active.
The subdivision of 755 Woodside Road, Maitland, Florida is Forest Brook 5th Sec.
The home located at 755 Woodside Road, Maitland, Florida was built in 2026.