To schedule a showing of 106 Oakwood Drive, Maitland, Florida, Call David Shippey at 863-521-4517 TODAY!

$649,000 Reduced -$900
106 Oakwood Drive
Maitland, FL 32751
  • 3Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 1,877SqFt
  • 1963Year Built
  • 0.30Acres
  • MLS# O6390412
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 months, 30 days
  • Area32751 - Maitland / Eatonville
  • CountySeminole
  • Subdivision N/a

Overview

One or more photo(s) has been virtually staged. FINAL SUBMISSION WINDOW - SELLER HAS SET A FIRM DEADLINE TO SECURE CONTRACT. ALL PROPOSALS DUE MAY 11. FULLY RENOVATED Maitland home offered for a limited time only. Seller will review all submitted contracts, including those below list price, and is open to structuring terms that work - including potential closing cost assistance or rate buydown with acceptable terms. Contracts must be submitted by May 11. Seller will make a decision immediately thereafter. This property will be removed from the market if not sold by the deadline. MAJOR PRICE IMPROVEMENT Fully reimagined designer pool home with deeded access to skiable Lake Seminary, offering a rare blend of modern luxury, privacy, and prime Maitland location. Tucked away in a peaceful setting, this home lives like a private retreat while remaining just minutes from everything Maitland and Winter Park have to enjoy.At the heart of the home is a true showpiece kitchen, thoughtfully designed with a striking waterfall-edge island, full-height quartz backsplash, beverage fridge, and a clean, modern aesthetic reminiscent of a custom build. The open-concept layout is filled with natural light and flows effortlessly into the main living spacesperfect for both elevated entertaining and everyday living.The primary suite delivers a spa-inspired retreat, featuring a freestanding soaking tub, oversized walk-in shower with dual heads, and carefully curated designer finishes that create a true sense of escape.Step outside to your own private backyard oasis, complete with a sparkling pool, expansive paver patio, and newly fenced yarddesigned for both relaxation and hosting. The oversized lot offers exceptional flexibility, with ample space to add a garage, guest house, or additional storage to suit your needs.This home has been fully renovated with a strong emphasis on quality craftsmanship and high-end finishes throughout, including a new roof, HVAC, windows, flooring, and moreoffering true move-in-ready peace of mind.Enjoy deeded access to skiable Lake Seminary via recorded easementan exceptional and increasingly rare feature in this area. Buyer to verify access and use.Conveniently located near Maitland and Winter Park, with easy access to shopping, dining, and major roadwaysgiving you the perfect balance of privacy and accessibility.



Agriculture / Farm

Association Fees / Info

Pets Allowed:  CatsOk, DogsOk

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Window Features:  WindowTreatments

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Gunite, InGround

Pool Private:  Yes

Exterior Features:  FrenchPatioDoors, SprinklerIrrigation, PrivateEntrance

Fees / Restrictions

Financial

Original Price:  $749,900

Fencing:  Vinyl, Wood

Garage / Parking

Green / Env Info

Interior Features

Fireplace Desc:  Masonry, WoodBurning

Fireplace:  Yes

Floors:  LuxuryVinyl

Levels:  One

Laundry Features:  WasherHookup, LaundryRoom

Interior Features:  CeilingFans, KitchenFamilyRoomCombo, OpenFloorplan, SmartHome, WindowTreatments

Appliances:  ConvectionOven, Dishwasher, Disposal, IceMaker, Microwave, Refrigerator, RangeHood, WaterSoftener, WineRefrigerator

Lot Info

Direction Remarks:  Take Exit 90A for Maitland Blvd / FL-414 East.Continue east on Maitland Blvd for about 1 mile.Turn right onto Maitland Avenue / US-17-92.Drive about 0.7 miles, then turn left onto Lake Avenue.Turn right onto Oakwood Drive.Continue down the street to 106 Oakwood Drive, which will be on your right.

Lot Size Units:  Acres

Lot Size Acres:  0.3

Lot Sqft:  12,942

Est Lotsize:  94x135

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  24

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Brick, Block, Stucco

Stories:  1

Foundation:  Block

Human Modified:  Yes

Room Info

Total Rooms:  7

Sqft Info

Sqft:  1,877

Bulding Area Sqft:  2,047

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  0000

Tax Legal Description:  SEC 24 TWP 21S RGE 29E BEG 100 FT N + 679.84 FT W OF SE COR RUN W 134.87 FT N 93.8 FT E 138.01 FT S 93.75 FT TO BEG

Tax Block:  052a

Tax Annual Amount:  1940

Tax Book Number:  1-51

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Well

Sewer:  SepticTank

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, HighSpeedInternetAvailable, WaterConnected

Waterfront / Water

Waterfront Features:  LakePrivileges

Water Body Name:  LAKE SEMINARY

Schools

Elem:  Lake Orienta Elementary

Middle:  Milwee Middle

High:  Lyman High

Directions

Take Exit 90A for Maitland Blvd / FL-414 East.Continue east on Maitland Blvd for about 1 mile.Turn right onto Maitland Avenue / US-17-92.Drive about 0.7 miles, then turn left onto Lake Avenue.Turn right onto Oakwood Drive.Continue down the street to 106 Oakwood Drive, which will be on your right.

This listing courtesy of Lpt Realty, Llc 

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Price & Status History (on davidshippey.com since Sat, Mar 14th 2026)
  • Original Price: $749,900
  • Current Price: $649,000
  • Price Reduced: $100,900
Date ChangedFromTo
05/02/2026$649,900 $649,000 Reduced by $900
04/16/2026$679,900 $649,900 Reduced by $30,000
03/27/2026$749,900 $679,900 Reduced by $70,000

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If you have any questions on 106 Oakwood Drive, Maitland, Florida, please call David Shippey at 863-521-4517.


MLS# O6390412 located at 106 Oakwood Drive, Maitland, Florida is brought to you by David Shippey REALTOR®

106 Oakwood Drive, Maitland, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 106 Oakwood Drive, Maitland, Florida is O6390412.
The price for 106 Oakwood Drive, Maitland, Florida is $649,000.
The status of 106 Oakwood Drive, Maitland, Florida is Active.
The subdivision of 106 Oakwood Drive, Maitland, Florida is N/a.
The home located at 106 Oakwood Drive, Maitland, Florida was built in 2026.