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$649,000 -$900 (-0.14%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,877 Sq. Ft.
  • Updated 10 hours ago
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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 spaces-perfect 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 yard-designed 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 more-offering true move-in-ready peace of mind. Enjoy deeded access to skiable Lake Seminary via recorded easement-an 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 roadways-giving you the perfect balance of privacy and accessibility.

Full Property Details for 106 Oakwood Dr

General

  • Price: $649,000
  • Taxes: $1,940 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6390412
  • Updated: 5/2/2026
  • Added to Site: 50 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Open Floorplan, Smart Home, Thermostat, Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Masonry, Wood Burning
  • Appliances: Convection Oven, Dishwasher, Disposal, Ice Maker, Microwave, Range Hood, Refrigerator, Water Softener, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground

Exterior

  • Exterior Features: French Doors, Irrigation System, Private Entrance, Private Mailbox

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Seminole
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: N/A
  • Driving 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.
  • Direction Faces: North

School Information

  • Elementary School: Lake Orienta Elementary
  • Middle School: Milwee Middle
  • High School: Lyman High

Community

  • Community Name: 32751 - Maitland / Eatonville

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE SEMINARY
  • Water: Well
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Brick, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,877
  • Sq. Ft. Source: Public Records
  • Year Built: 1963

Lot Features

  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 12,942
  • Lot Size: 12942
  • Lot Dimensions: 94 x 135
  • Street/Road Desc.: Gravel, Paved
  • Fencing (Description): Vinyl, Wood

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Front Name: LAKE SEMINARY

Financial Considerations

  • Tax Amount: $1,940
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • 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
  • Flood Zone Info: X
  • APN: 242129300052A0000
  • Property ID: 242129300052A0000
  • Block/Lot/Section: 052a

Listed by Lpt Realty, Llc

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Listing agent

— 106 Oakwood Dr —

  • Lpt Realty, Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 106 Oakwood Dr

School District:Seminole County School District
NameGradesDistance
Lake Orienta Elementary School
612 Newport Avenue, Altamonte Springs, FL 32701
K-50.7 mi
Lyman High School
865 South Ronald Reagan Boulevard, Longwood, FL 32750
9-123.3 mi
Milwee Middle School
1341 S Ronald Reagan Blvd, Longwood, FL 32750
6-82.9 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 106 Oakwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/02/2026
Price Reduced
$649,000
-0.14%
MLS
4/16/2026
Price Reduced
$649,900
-4.41%
MLS
3/27/2026
Price Reduced
$679,900
-9.33%
MLS
3/14/2026
Listed
$749,900
112.74%
MLS
9/16/2025
Sold
$352,500
—
Public Record
Get Price Alerts and Save Property
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 for 106 Oakwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,051
6%
$168,499
3%
2024
$1,940
3%
$163,750
3%
2023
$1,890
7%
$158,981
6%
2021
$1,763
-4%
$149,854
-3%
2022
$1,836
4%
$154,350
4%
2021
$1,763
4%
$147,785
4%
2018
$1,697
1%
$141,768
2%
2017
$1,681
-2%
$138,852
2%
2016
$1,713
-1%
$135,996
-6%
2019
$1,723
-1%
$144,462
7%
2015
$1,732
1%
$135,051
1%
2014
$1,717
-1%
$133,979
2%
2013
$1,731
—
$131,999
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Lpt Realty, Llc

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106 Oakwood Drive, Maitland, FL 32751 (MLS# O6390412) is a Single Family property with 3 bedrooms and 2 full bathrooms. 106 Oakwood Drive is currently listed for $649,000 and was received on March 14, 2026. Want to learn more about 106 Oakwood Drive? 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.

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