Location: A, Maitland
Do Not Show Listings
106 OAKWOOD DR, MAITLAND, FL 32751
$649,90034 Days on yellowkey MLS ID: O6390412
REDUCED by $30,000 (4.4%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1877 Built: 1963 Tax: $1,940 (2024)Community: N/ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,940
Elementary School: Lake Orienta Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. 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.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kikzeny Cartagena (215-359-6910)
2031 WARRENS AVE, MAITLAND, FL 32751
$169,900333 Days on yellowkey MLS ID: O6310569
2 Days Off yellowkey (back on 9/8/2025)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 520 Built: 1956 Tax: $1,728 (2024)Community: N/ASingle Family
Taxes:$1,728
Elementary School: Hungerford Elem
High School: Edgewater High
Middle School: Maitland Middle
Remarks: Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this price—gives you room to expand, garden, or simply enjoy the outdoors, all without monthly HOA fees. Whether you’re a first-time buyer looking to build sweat-equity, a downsizer eager to customize a manageable space, or an investor hunting for a high-demand rental, this property delivers. Commuting is effortless: five minutes to I-4 and Maitland Blvd, about 15 minutes to downtown Orlando, or hop the SunRail just two miles away. Walk or bike to Lake Lily Park’s Sunday market, the Enzian Theater, and dozens of cafés, groceries, and boutiques along 17-92. Zoned for respected Orange County schools, this affordable gem offers the perfect canvas—bring your toolbox, your imagination, and start crafting your future in one of Central Florida’s most sought-after suburbs.
Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)
Listing Agent: Brenden Rendo (407-710-8720)
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