Location: Maitland
Keyword(s): Lyman High
Keyword(s) High School: Lyman High
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354 HICKORY DR, MAITLAND, FL 32751
$375,0002 Days on yellowkey MLS ID: O6398112
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1395 Built: 1972 Tax: $2,884 (2024)Community: Druid Hills ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,884
Elementary School: Lake Orienta Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Milwee Middle
Remarks: Welcome Home to 354 Hickory Drive — Where Your Next Chapter Begins! Nestled in the friendly Druid Hills community of Maitland, FL, this beautifully renovated 3-bedroom, 2-bathroom home is the perfect place to plant roots and make lasting memories. Whether you're buying your first home or looking for the ideal space to grow your family, this one was made for you. The open-concept floor plan makes everyday life easy and fun — from homework at the kitchen table to hosting friends and family on the weekends. The fully updated kitchen, renovated bathrooms, and new flooring throughout mean you can move right in and start living without the stress of costly upgrades. When it's time to unwind or play, the huge enclosed screen porch and deck deliver the outdoor lifestyle Florida is known for — shaded space to play or a relaxed spot to decompress after a long day. The .20-acre lot gives the whole family room to run, garden, or just enjoy the Florida sunshine. Big-ticket items are already taken care of, so you can focus on building your future rather than your repair list — featuring a 2025 AC, 2024 tankless water heater, 2023 water softener, whole house water filtration system, 2018 roof, and propane tank that feeds the water heater. For added convenience a stub out is readily available for future appliances. Located in the heart of Maitland with easy access to top-rated schools, family-friendly parks, local shopping and dining, major commuter routes — everything you need is right at your doorstep. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jennifer Suarez (203-837-7830)
106 OAKWOOD DR, MAITLAND, FL 32751
$649,90033 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
Taxes:$1,940
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)
361 HICKORY DR, MAITLAND, FL 32751
$369,00014 Days on yellowkey MLS ID: O6395765
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 1959 Tax: $2,679 (2024)Community: Druid Hills ParkSingle Family
Taxes:$2,679
Remarks: One or more photo(s) has been virtually staged. Welcome to 361 Hickory Drive, a truly special opportunity in a quiet, well-established community in the heart of Maitland. This charming home offers the perfect blend of comfort, mid-century historic charm and an unbeatable location making it ideal for those seeking both tranquility and convenience. Set on an oversized lot, this property provides ample space to entertain or enjoy the peaceful surroundings. The neighborhood is known for its quiet atmosphere with NO HOA, giving you the freedom to truly make this home your own without added restrictions. Upon walking in, you are greeted with an open concept living room space with the dining room to the left. The kitchen features ample cabinet space and a separate cooktop. The 2nd and 3rd bedrooms are generously sized with the primary including an en-suite bathroom. A BRAND NEW ROOF will be installed prior to closing, offering peace of mind. Upgrades include a New Water Heater (2026) and A/C(2019) ensuring comfort and efficiency. This home is also zoned in Top Rated Seminole County School Districts. Whether you're looking to settle into a serene neighborhood or invest in a property with strong fundamentals, this one checks all the boxes. Don’t miss your chance to call this Maitland gem home today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Emma Nelson (224-703-9190)
140 E FAITH TER, MAITLAND, FL 32751
$540,00035 Days on yellowkey MLS ID: V4947849
REDUCED by $10,000 (1.8%) on 04/01/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2748 Built: 1956 Tax: $5,451 (2024)Community: Northwood HeightsSingle Family
Taxes:$5,451
Remarks: One or more photo(s) has been virtually staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and flexibility! The spacious single-level layout features 3 bedrooms, 2 bathrooms in the main house, plus an updated guest suite. Enjoy an open living and dining area with a stone fireplace, designer lighting, and luxury vinyl plank flooring. The upgraded kitchen includes wood cabinets, granite countertops, penny tile backsplash, and new stainless appliances. A bright family room leads to two outdoor seating areas, including a brick courtyard with a second fireplace. The oversized primary suite and additional bedrooms feature new plush carpet, while the bathrooms have been fully updated. The detached guest suite offers 1 bedroom, 1 bath, a sitting area, and a wet bar. Additional features include a washer and dryer, security cameras, and a Google/Nest doorbell, all conveying with the home. Double carport, oversized driveway, and a private lot on a quiet street. Conveniently located near downtown Maitland with easy access to I-4.
Listing is courtesy of: LPT REALTY LLC (386-388-7877)
Listing Agent: Greg Roberts, Llc (407-927-5303)
502 OAK LN, MAITLAND, FL 32751
$629,00016 Days on yellowkey MLS ID: O6394681
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1966 Built: 1958 Tax: $5,118 (2025)Community: Oakland ShoresSingle Family
Taxes:$5,118
Tax Year: 2025
Middle School: Millennium Middle
Remarks: Welcome to 502 Oak Lane in Maitland, a beautifully updated pool home that blends comfort, character, and peace of mind. This fully improved 3 bedroom, 3.5 bathroom home has been thoughtfully updated throughout, including the replacement of the cast iron plumbing, offering both charm and important system improvements. Inside, you will find a well designed layout with spacious living areas, updated finishes, and plenty of natural light. Each bedroom offers its own bathroom, creating privacy and flexibility for guests or family. The home has been meticulously maintained and improved, making it truly move in ready. Step outside to your private backyard oasis featuring a pool, perfect for relaxing afternoons or entertaining friends and family. Located on a quiet street in Maitland, this home offers a great combination of location, updates, and lifestyle. This is a rare opportunity to own a fully improved pool home in one of Maitland’s most desirable areas.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
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