0.28 mi
Distance
Woodstream, Maitland, FL, USA
Maitland, Florida, United States
Homes for sale near Woodstream, Maitland, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
633 MAGNOLIA DRIVE
Welcome to this Maitland 3-bedroom, 2-bath pool home offering incredible potential on a desirable corner lot. Featuring hardwood floors, a metal roof, and a pool and spa, this property is perfect for buyers looking to renovate or investors seeking a value-add opportunity. The fully fenced yard, alon
Living Area:
1285 Sqft.
|
3
Beds,
2
Baths
|
$380,000 |
360 LAKE SEMINARY CIRCLE
Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansiv
Living Area:
6466 Sqft.
|
5
Beds,
8
Baths
|
$4,999,000 |
1421 SUNNYSIDE DRIVE
Welcome to 1421 Sunnyside Drive in Maitland, a beautifully maintained home where timeless design meets modern luxury. This 4-bedroom, 2.5-bath corner lot residence with a pool has a thoughtfully designed indoor and outdoor living space. Its location provides quick access to top-rated schools, boutiq
Living Area:
2116 Sqft.
|
4
Beds,
3
Baths
|
$1,300,000 |
10 MINNEHAHA CIRCLE
Welcome to this beautifully refined 4-bedroom, 3-bath POOL HOME in the highly sought-after Minnehaha Shores community of Maitland. Situated on a prominent corner lot with picturesque views of Minnehaha Park, this residence offers thoughtful enhancements, generous indoor–outdoor living, and exclusi
Living Area:
1995 Sqft.
|
4
Beds,
3
Baths
|
$679,000 |
1511 E HORATIO AVENUE
Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept li
Living Area:
2676 Sqft.
|
4
Beds,
3
Baths
|
$719,900 |
221 WHITE OAK CIRCLE
Stately brick home in a premier Maitland neighborhood—set beneath a canopy of mature oaks on a lush 1/3-acre lot, this 4-bedroom, 2-bathroom home offers just under 2,500 SF of timeless elegance and modern comfort. A covered front porch perfect for rocking chairs, brick-paver walkway, double entry
Living Area:
2500 Sqft.
|
4
Beds,
2
Baths
|
$869,000 |
6 BARNARD COURT
Step into timeless style with this completely updated mid-century modern home tucked away on a quiet Maitland cul-de-sac. This 3-bedroom, 2-bath residence offers 1,521 sq ft of thoughtfully designed living space featuring refinished terrazzo floors, brand-new windows, and abundant natural light. The
Living Area:
1521 Sqft.
|
3
Beds,
2
Baths
|
$429,900 |
1146 PRADO LANE
Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a beautifully designed 3,992-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms,
Living Area:
3992 Sqft.
|
5
Beds,
6
Baths
|
$2,130,760 |
245 W GEORGE AVENUE
One or more photo(s) has been virtually staged. Experience classic Maitland charm with modern comfort in this beautifully updated 4-bed, 3-bath home just steps from Maitland City Center, Lake Sybelia, and top-rated schools. Surrounded by million-dollar homes, this property offers prime location near
Living Area:
2116 Sqft.
|
4
Beds,
3
Baths
|
$810,000 |
1401 GREEN COVE ROAD
Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, inc
Living Area:
5483 Sqft.
|
3
Beds,
7
Baths
|
$2,900,000 |
2299 VIA TUSCANY
Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero
Living Area:
3986 Sqft.
|
4
Beds,
4
Baths
|
$2,345,000 |
1016 HOWELL BRANCH ROAD
Canal Front Oasis on the Winter Park Chain of Lakes!
Welcome to 1016 Howell Branch Road, where every day feels like a getaway. This beautifully reimagined 4-bedroom, 3-bath residence offers 3,142 square feet of inspired living space set amid lush, tropical landscaping — all within the best of Win
Living Area:
3142 Sqft.
|
4
Beds,
3
Baths
|
$1,836,000 |
1655 SUNNYSIDE DRIVE
Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the
Living Area:
1418 Sqft.
|
3
Beds,
2
Baths
|
$725,000 |
51 OAKLEIGH LANE
In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home
**For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefron
Living Area:
4149 Sqft.
|
4
Beds,
5
Baths
|
$800,000 |
1302 RAINTREE PLACE
An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue.
A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with el
Living Area:
4738 Sqft.
|
5
Beds,
6
Baths
|
$5,300,000 |
135 ROOSEVELT PLACE
This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2024, ensuring long-lasting durability. A significant renovation in 2024 Both Bathrooms FULLY REMODELED, New AC inside and
Living Area:
2426 Sqft.
|
4
Beds,
2
Baths
|
$579,900 |
183 ORANGE PLACE
This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From
Living Area:
2014 Sqft.
|
3
Beds,
4
Baths
|
$845,000 |
515 W FAITH TERRACE
Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking
Living Area:
2205 Sqft.
|
3
Beds,
2
Baths
|
$515,000 |
1745 E ADAMS DRIVE
Classic Colonial Brick Home on highly desired E Adama Drive across from Lake Maitland! 4 bedrooms, 4 Baths, 2 fireplaces-one in Primary bedroom! Full 2nd floor balcony porch with French doors! Terrific home for entertaining! Formal Dining room across from Formal Living room connected by large foy
Living Area:
2378 Sqft.
|
4
Beds,
4
Baths
|
$1,200,000 |
1525 GRANVILLE DRIVE
Under Construction. Just steps from the boutiques and fine dining of Park Avenue, this brand-new bespoke estate by acclaimed builder Vimaro Homes delivers a rare combination of architectural sophistication and thoughtful design. Perfectly positioned on an oversized 0.34-acre lot, the residence encom
Living Area:
5211 Sqft.
|
5
Beds,
6
Baths
|
$4,750,000 |
791 SEQUOIA TRAIL
Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along a
peaceful creek connecti
Living Area:
4144 Sqft.
|
5
Beds,
4
Baths
|
$1,299,000 |
505 LAKE SHORE DRIVE
Imagine mornings with the sunrise shimmering across Lake Faith, directly across the street from your front door. Coffee by the crackling wood-burning fireplace makes Florida feel like fall in New England (Yes, even in Florida we like to imagine it gets cold), and evenings end with sunset strolls and
Living Area:
2317 Sqft.
|
4
Beds,
2
Baths
|
$579,990 |
814 N THISTLE LANE
A mid century modern inspired ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in a
Living Area:
2136 Sqft.
|
4
Beds,
2
Baths
|
$699,000 |
604 MINNEHAHA LANE
The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering a
Living Area:
6163 Sqft.
|
6
Beds,
6
Baths
|
$2,895,000 |
1231 SIDCUP ROAD
Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully upd
Living Area:
1798 Sqft.
|
3
Beds,
2
Baths
|
$545,000 |
2211 Azalea Pl
Luxurious waterfront estate in one of Winter Park’s most prestigious neighborhoods, offering 7,278 SF of elegant living with direct canal access to Lake Maitland. This 5-bedroom, 6.5-bath home features all en-suite bedrooms, including two on the main floor, a gourmet kitchen with Viking appliances
Living Area:
7278 Sqft.
|
5
Beds,
7
Baths
|
$5,495,000 |
2211 AZALEA PLACE
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence
Living Area:
7278 Sqft.
|
5
Beds,
7
Baths
|
$5,495,000 |
1761 LEGION DRIVE
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned desi
Living Area:
4955 Sqft.
|
5
Beds,
6
Baths
|
$3,399,999 |
249 SPARTAN DRIVE
Discover Your Perfect Maitland Retreat!
Tucked away on a quiet dead-end street, this delightful 4-bedroom home offers the perfect blend of comfort, space, and convenience—with no HOA to worry about! Sitting on an oversized .24-acre lot, there's room to create the outdoor paradise you’ve always
Living Area:
1579 Sqft.
|
4
Beds,
2
Baths
|
$345,000 |
1695 E HORATIO AVENUE
Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, No HOA, Top Rated Shools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House is just revita
Living Area:
1939 Sqft.
|
4
Beds,
3
Baths
|
$529,000 |
1640 E ADAMS DRIVE
Behind private gates along the shores of Lake Maitland, this elegant Mizner-style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Chain of Lakes. Encompassing approximately two acres of meticulously manicured grounds framed by soari
Living Area:
8174 Sqft.
|
5
Beds,
8
Baths
|
$10,950,000 |
913 MOSS LANE
***Lease purchase available | Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in th
Living Area:
1887 Sqft.
|
3
Beds,
2
Baths
|
$975,000 |
502 OAK LANE
**NO HOA** **POOL HOME** Welcome to your dream home in one of Central Florida's most sought-after locations!
This exquisite property features 3 bedrooms and 3.5 bathrooms, each meticulously designed to provide a serene living experience. The home boasts an open floorplan with 1,966 square feet o
Living Area:
1966 Sqft.
|
3
Beds,
4
Baths
|
$658,800 |
755 CRANES COURT
One or more photo(s) has been virtually staged. NEW PRICE! Discover your private oasis in the heart of Maitland, perfectly tucked away on a quiet cul-de-sac within an exclusive gated enclave of only 19 custom homes. Ideally positioned between Lake Sybelia and Lake Catherine, this one-owner estate bl
Living Area:
4566 Sqft.
|
5
Beds,
5
Baths
|
$1,419,000 |
255 W GEORGE AVENUE
Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative ston
Living Area:
4814 Sqft.
|
5
Beds,
4
Baths
|
$1,700,000 |
140 E FAITH TERRACE
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
Living Area:
2748 Sqft.
|
4
Beds,
3
Baths
|
$525,000 |
214 CHERRYWOOD DRIVE
One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Fresh, modern, and move-in ready in Maitland’s sought-after 32751. Sleek curb appeal welcomes you with a charcoal exterior, palm-studded front yard, and a wide driveway leading to a covered carport
Living Area:
1178 Sqft.
|
3
Beds,
2
Baths
|
$335,000 |
2661 VIA TUSCANY
CALLING HIGHEST AND BEST BY 09/26/2025!!
SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMS
Introducing a Unique, Stunning Modern Home
A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ce
Living Area:
4636 Sqft.
|
4
Beds,
5
Baths
|
$6,600,000 |
2550 VENETIAN WAY
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, d
Living Area:
4875 Sqft.
|
4
Beds,
5
Baths
|
$2,499,000 |
1451 LYNDALE BOULEVARD
**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor!
Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home,
Living Area:
3853 Sqft.
|
6
Beds,
4
Baths
|
$1,999,993 |
