Refine Search
Map
Sort by
$647,000
3 Beds ⋅ 3 Baths ⋅ Greenwood Gardens Sec 02 Rep 01 SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to one of Maitland’s best-kept secrets! Tucked away in a peaceful, no-through street with Maitland Park right across the way, this charming corner-lot home offers the perfect balance of privacy, comfort, and convenience. From your doorstep, you can walk to favorite restaurants, coffee shops, and the Brightline station, while Lake Lily Farmers Market, Downtown Maitland, and vibrant Winter Park are only minutes away. Step inside and you’ll be greeted by a spacious open layout, filled with natural light and designed for easy living. Wood-look tile flows seamlessly throughout, offering both style and low maintenance. The large living room centers around a cozy wood-burning fireplace, creating the perfect gathering spot for family and friends. The kitchen is a true standout with warm wood cabinetry, granite countertops, stainless steel appliances, and a sleek tile backsplash. Just off the kitchen, an enormous bonus room adds incredible flexibility—use it as a second living area, playroom, home gym, theater, or anything your lifestyle requires. The split floor plan ensures privacy for the oversized primary suite, which includes ample space for a sitting area or home office, a huge walk-in closet, and a spa-inspired bath with dual sinks and a glass-enclosed tile shower. Two additional generously sized bedrooms share a full bath with a tub/shower combo, while a third full bath with a walk-in shower provides added convenience for family or guests. Practicality meets comfort with a large indoor laundry room complete with folding space, plus a two-car side-entry garage with an epoxy floor. Sliding doors open to the fenced backyard with a covered patio—ideal for entertaining or enjoying Florida’s sunshine in peace. Recent updates include a new roof (2023), fresh interior paint, and a newer AC system, giving you peace of mind for years to come. All of this is in a prime Maitland location with quick access to I-4, highly rated schools (both public and private), and endless parks, trails, and activities. This home offers the lifestyle you’ve been waiting for—don’t miss the opportunity to make it yours!

955 Gamewell Avenue, Maitland
$255,000
Acreage & Unrec SubDv. ⋅ 32751 Zip Code
Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

Lake Howell Road, Maitland
$915,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code
One-story home in Dommerich Hills within walking distance to Dommerich Elementary and Maitland Middle schools. Move-in ready with wonderful pool. Beautifully landscaped.

2021 Chippewa Trail, Maitland
$395,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code
SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

204 Quayside Circle Unit 304, Maitland
$2,550,000
Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

125 Whitecaps Circle, Maitland
$178,900
2 Beds ⋅ 2 Baths ⋅ Cherrywood Gardens SubDv. ⋅ 32751 Zip Code
Welcome to Cherrywood Gardens! This charming 2-bedroom, 1.5-bath condominium offers 953 sq. ft. of comfortable living space in the heart of Maitland. Step inside to find an inviting living and dining room combo, a bright kitchen with included appliances, and a primary suite with a walk-in closet. Enjoy your mornings on the front porch or take advantage of the community’s amenities, including a pool & clubhouse. Association fees cover water, sewer, trash, exterior maintenance, and grounds upkeep—making for worry-free living. Located near top-rated schools, shopping, dining, and major roadways, this home provides both comfort and convenience. Whether you’re a first-time buyer, downsizing, or looking for an investment, this condo is a great opportunity to own in a desirable Maitland community.

107 Cherrywood Gardens Drive Unit 8, Maitland
$552,000
4 Beds ⋅ 4 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code
Distinctive Dommerich Hills Home with Flexible Floor Plan and Modern Upgrades. Welcome to this truly unique residence in the highly desirable Dommerich Hills neighborhood, where character, thoughtful updates, and a versatile layout come together to create the ideal setting for modern living. Perfectly situated just minutes from Winter Park and Maitland—and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High—this home combines charm with convenience in one of Central Florida’s most sought-after locations. The spacious two-story design features four bedrooms plus a flexible bonus room, two full bathrooms, and two half baths. The main-level primary suite offers both privacy and comfort, complete with direct access to the backyard retreat. Upstairs, dual staircases provide easy flow to additional bedrooms and extensive hidden storage that spans the length of the home. The bonus room, outfitted with a Murphy bed and an adjacent half bath, is perfect for guests, a home office, or a fifth bedroom option. At the heart of the home, the chef’s kitchen is as functional as it is stylish, boasting gas appliances, butcher block counters with pop-up outlets, spice and oil niches, appliance hideaways, a pet nook, and a convenient pass-through window to the outdoor entertaining space. A butler’s pantry with beer and wine fridge, commercial-grade washer and dryer, and built-in bar elevate both everyday living and entertaining. Recent updates bring peace of mind: new roof (2022), HVAC (2019), windows (2021), garage door, tankless gas water heater, water softener, and new city sewer connection. Gas lines for the dryer, grill, or generator add extra efficiency. Outdoors, enjoy the Florida lifestyle in a private setting with a deck, gazebo, outdoor shower, and pergola-covered seating area. A private well feeds the irrigation system, keeping the landscaping lush year-round, while a cedar façade enhances curb appeal and architectural detail. This is not a cookie-cutter home—it’s a property designed for those who appreciate creativity, comfort, and functionality. With its top-rated schools, prime location, and a floor plan built for today’s needs, this Dommerich Hills treasure is a rare opportunity. Schedule your private showing today—homes like this don’t come along often.

1135 Thunder Trail, Maitland
$390,000
3 Beds ⋅ 2 Baths ⋅ Bucher Hgts SubDv. ⋅ 32751 Zip Code
Welcome! This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living area includes three bedrooms and one and a half baths. a stunning kitchen (remodeled 2025), open floor plan, cozy Florida Room, and vinyl fenced backyard provide the perfect background to enjoy every day and a versatile space to accommodate your needs, and ideal for entertaining guests. Additional updates include a new HVAC system (2023), along with complete electrical rewiring featuring updated boxes, outlets, switches and fixtures. Location is a key advantage where convenience defines this neighborhood. Lake Sybelia Elementary is one block away, and primary services and a variety of shopping plazas are just minutes away, ensuring quick access to all your daily needs. For outdoor adventures, the Sandspur Bike Trail is also one block away, while Lake Sybelia and many other parks are close by, while Downtown Winter Park and the surrounding areas offer many quality choices for dining, entertainment, and shopping, providing a list of places to explore within a short distance. Quick access to I-4 makes commuting effortless, whether for work or exploring the greater Orlando area. This combination of recent improvements, desirable features, and prime location creates a prime opportunity just waiting for you. Schedule your private showing today to experience all that this beautiful home and location have to offer.

731 Bucher Road, Maitland
$507,200
3 Beds ⋅ 2 Baths ⋅ Coffins Sub SubDv. ⋅ 32751 Zip Code
Build Your Dream Home in Prime Maitland Location! A rare opportunity awaits at 1550 Ridgewood Avenue — located just steps from the Enzian Theater, Park Maitland School, and minutes from Whole Foods Market. Zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School, this property offers the perfect foundation for your next custom build. With a lot size of 77' x 111' (and the potential to extend to 77' x 136'), this site provides flexibility and vision. Collect rental income from the existing home as you plan your future project. Whether you envision a luxury single-family residence or a high-end duplex, the possibilities are endless. This property is also listed as a pre-construction opportunity, with a preferred builder and architect already designing a one-of-a-kind custom home concept tailored for this parcel. Don’t miss the chance to create something exceptional in one of Central Florida’s most desirable locations.

1550 Ridgewood Avenue, Maitland
$236,000
3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo Cb 2/52 SubDv. ⋅ 32751 Zip Code
PRICE REDUCED!!! Rare opportunity for a "Jewel of Park Lake" spacious 3 bedroom, 2 bath villa with beautiful wooded view in the desirable Park Lake community of Maitland. MOVE-IN READY!!! Assigned/dedicated Parking. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Altamonte Springs and downtown Orlando. HVAC replaced in 2021. NEW Appliances flooring and paint in 2025. Exterior painted and replaced roof in 2024 and newly paved in 2025. Primary Suite with en suite bathroom. Private Courtyard accessible from Primary Suite and bedroom #2. Room features too numerous to mention but include window treatments, kitchen to dining pass-through, ceiling fans, stainless appliances, granite counter-tops, walk-in closets, bathroom exhaust fans, vent fans, recessed lighting, rain shower, etc. See floor plan for layout and dimensions (NO WARRANTIES AS TO ACCURACY - CONFIRM FOR BUYER). Recent re-roof, exterior paint and fences by Condo Association. MUST SEE!!!

1503 Grove Street Unit 559, Maitland
$361,200
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

2570 Derbyshire Road, Maitland
$150,000
1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
This third floor, 1 bedroom, 1 bathroom condo is located in the gated community of Visconti in Maitland near local shops, restaurants, schools, Maitland Boulevard, and I-4. Features include a spacious living room with vaulted ceilings, a lovely kitchen, a large bedroom with walk-in closet, laundry room, and balcony with a storage room. The Visconti community offers a variety of amenities to include a resort style swimming pool, clubhouse with business center, gym, basketball and tennis courts, a playground, and a car wash area.

1125 Lake Shadow Circle Unit 5305, Maitland
$310,000
3 Beds ⋅ 2 Baths ⋅ Thompson Sub SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully renovated 3 bedroom, 2 bathroom home with 1,306 square feet of living space, perfectly situated on a spacious .15-acre lot in Maitland. From the moment you arrive, you’ll love the gorgeous curb appeal, manicured landscaping, and two-car garage. Step inside to find brand-new luxury vinyl plank flooring flowing throughout. The modern kitchen boasts stainless steel appliances, quartz countertops, and sleek finishes, making it the perfect space to gather and entertain. Each bedroom offers large windows, ceiling fans, and abundant natural light, while the updated bathrooms feature contemporary vanities and tile-lined showers for a spa-like feel. Enjoy the Florida lifestyle on the covered back porch overlooking the spacious backyard, ideal for hosting gatherings or simply relaxing at sunset. Living in Maitland means access to top-rated schools, beautiful parks, a vibrant dining scene, cultural attractions, and convenient proximity to Winter Park and downtown Orlando.

840 Mulberry Street, Maitland
$995,000
3 Beds ⋅ 3 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
BACK ON THE MARKET!! Welcome to 1630 Chinook Trail, a fully renovated custom patio-style home making its market debut. Designed by builder Phil Kerr and architect Alan Berman, this home features French doors from nearly every room opening to a sparkling pool. Inside you’ll find 3 bedrooms plus a den, guest suite with walk-in closet and ensuite bath, and a 4th bedroom converted into a spacious master closet that can easily be re-converted. The open floor plan boasts a chef’s kitchen with a 10-ft island, 2 dishwashers, double-wide fridge, double ovens with convection, pot filler, and gas range. Additional highlights include a gas fireplace, Nuvo sound system, tankless water heater, energy-efficient windows, and a 2-car garage with workshop space. Outdoors enjoy a travertine front patio, fenced backyard with deck and tree fort, and a resort-style pool with travertine decking and water feature. This home has deeded lake access and a private boat ramp into Lake Minnehaha and walking distance to top-rated schools and Maitland Community Park.

1630 Chinook Trail, Maitland
$375,125
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland
$230,000
4 Beds ⋅ 2 Baths ⋅ Visconti West Condominium SubDv. ⋅ 32751 Zip Code
This rare 4-bedroom, 2-bath first-floor end-unit condo presents an exceptional opportunity in the gated community of Visconti West in Maitland, Florida—perfect timing for holiday-season buyers. Offering true resort-style living with the convenience of ground-floor access, this light-filled home features an open, functional floor plan designed for comfort and flexibility. Inside, you’ll find luxury vinyl plank flooring, 5-inch baseboards, and freshly painted interiors that create a clean, modern feel throughout. The updated kitchen includes newer countertops, sink, and disposal, while the primary bathroom has been tastefully refreshed with a modern vanity, classic subway tile, updated lighting, and a new toilet—making this condo truly move-in ready. Enjoy low-maintenance living with outstanding community amenities just steps away, including a resort-style swimming pool, scenic walking paths with tranquil lake views, a fully equipped fitness center, tennis courts, and basketball courts. Whether you’re starting your day with a walk by the water or unwinding poolside, Visconti West offers a lifestyle that feels like a vacation year-round. Ideally located in Maitland, this condo is minutes from shopping, dining, major roadways, and everything Central Florida has to offer. With its rare 4-bedroom layout, first-floor end-unit location, recent upgrades, and new attractive price, this home is an excellent option for a primary residence, second home, or investment property. Schedule your private showing today and take advantage of this value-packed opportunity before the holidays pass.

1460 Lake Shadow Circle Unit 7107, Maitland
$939,000
5 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. 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 connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and privacy. Re-roofed in 2023, this expansive 5 bedroom, 3 1/2 bath residence offers 4,144 HSF, and WHOLE HOUSE WATER SOFTNER, showcases a versatile TWO-LEVEL design, perfectly suited for refined living and gracious entertaining. The main level opens with a foyer leading into a bright, open living and dining area, where CEILING FANS throughout the main level add comfort and elegance. From here, step out onto the COVERED UPPER DECK with sweeping views of the SCREENED POOL, TROPICAL GARDEN, and serene backyard retreat - an ideal setting for morning coffee or evening gatherings. At the heart of the home, the GOURMET KITCHEN blends style and functionality with SOLID WOOD CABINETRY, a built-in WINE REFRIGERATOR and WINE RACK, granite countertops, and a CENTER ISLAND with SEATING, and REVERSE OSMOSIS WATER SYSTEM under the DOUBLE SINK. The adjacent laundry room offers exceptional storage, keeping household essentials organized. For added convenience , a two-car garage with built-in cabinets and workshop area, adjoins the spacious laundry room that has granite counters and washer and dryer. Also on the main level , adjacent to the primary bedroom with en-suite bath, a bedroom has been thoughtfully converted into a large closet featuring a CUSTOM CLOSET system, providing abundant space for wardrobe organization. Both levels feature inviting WOOD-BURNING FIREPLACES that add ambiance to the living spaces. On the lower level, a spacious family room, kitchenette, study/library/office, two bedrooms, full bath and half bath provide the perfect complement to easy living. Along the hallway, built-in wood shelving creates a refined showcase for books, art, or personal collections. While one bedroom includes a custom built in desk- ideal for work or study, a second bedroom adds flexibility for creative projects. This level opens onto the screened pool and patio area, designed for seamless indoor-outdoor living. Outside, tropical plantings, METERED IRRIGATION, and a winding private walkway leads along the soft murmur of the BORDERING CREEK. An added bonus is the storage room located below the kitchen which is approximately 375 sq.ft. Whether hosting guests or enjoying a quiet evening, this private oasis offers the ultimate backdrop for relaxed Florida living. Enjoy the opportunity to join the Dommerich Beach Civic Association with membership options including access to a private picnic area, boat ramp, canoe and kayak storage, and unforgettable evening sunsets. With its rare combination of design, flexible spaces, and an idyllic setting , this residence presents a unique opportunity to experience the very best of Maitland and Central Florida living. All this is convenient to some of Central Florida's finest schools, shopping, restaurants, parks, entertainment, businesses and more!

791 Sequoia Trail, Maitland
$352,500
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code
+++ AMAZING REHAB OPPORTUNITY IN MAITLAND WITH DEEDED LAKE ACCESS +++ HERE IS A GREAT CHANCE TO OWN IN BEAUTIFUL MAITLAND ON A STREET WITH ONLY 9 HOUSES, NO HOA, AND A BOAT RAMP (FOR RESIDENTS ONLY) ONTO 58 ACRE LAKE SEMINARY! PRICED WITH NEEDED RENOVATIONS IN MIND, THIS SOLID BLOCK HOME IS WAITING TO BE RETURNED TO PRISTINE CONDITION. MANY OF THE HOMES ON THIS STREET HAVE BEEN COMPLETELY RENOVATED. THIS HOME HAS 3 BEDROOM AND 2 FULL BATHS. THE KITCHEN AND UTILITY ROOM ARE LARGE AND ALL BEDROOMS ARE GOOD SIZE. THE LARGE FAMILY ROOM BOASTS A BRICK WOOD BURNING FIREPLACE. THE BACKYARD HAS A BEAUTIFUL IN-GROUND GUNITE AND CONCRETE POOL WITH THE ORIGINAL BRICK PAVER PATIO! HOME IS LOCATED MINUTES TO DOWNTOWN WINTER PARK AND I-4 RAMP.

106 Oakwood Drive, Maitland
$400,000
3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code
Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms, 2 bathrooms, and a bright open layout with stylish updates throughout. Enjoy fresh interior paint, updated flooring, and modern touches in both the kitchen and baths. The timeless exterior offers great curb appeal with fresh paint, dark shutters, and stone accents. A spacious backyard provides plenty of room for entertaining, gardening, or play, while the oversized driveway and attached two-car garage add convenience. Ideally located near schools, shopping, and local amenities, this home is perfect for first-time buyers or those looking to downsize but still want their privacy.

380 Banyan Drive, Maitland
$500,000
3 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Located in the heart of Maitland on a quiet cul-de-sac, this 3 bedroom, 2 bath single-story ranch home is a hidden gem. Light and bright with clean lines, this charming, renovated home is in move-in condition. The functional kitchen features stainless steel appliances, tile backsplash, ample cabinetry, a breakfast bar and an adjoining dining area overlooking the living room. With a wall of windows, the spacious living area is the heart of the home. The primary suite includes a walk-in closet, while the ensuite bath showcases a tiled shower updated vanity, lighting and fixtures. Two secondary bedrooms overlook the front yard and share a hall bath with dual sinks and a tub/shower combo. Outdoor living is a delight with an open-air covered patio, built-in grill, and a fenced back yard accented with flowering foliage. There is plenty of room to add a pool. Additional highlights include a long driveway with ample parking, a shed, a storage room off the patio and a whole-home water purification system. Conveniently located near I-4, Winter Park, SunRail, Maitland Farmer's Market and local area restaurants. Recent improvements include a dishwasher and water heater in 2025, 3-ton AC in 2022 and windows in 2020. Septic system to be replaced in September 2025. This property combines charm, function and location in one exceptional package. Welcome home!

170 E Faith Terrace, Maitland
$579,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout. Step inside to discover a warm, inviting layout with bamboo wood and tile flooring in all the main living areas and freshly painted interiors that create a crisp, modern feel. The kitchen features a peninsula with seamless flow to the dining and living rooms, along with an updated backsplash that highlights the home’s timeless design and provides a perfect gathering spot for family and friends. The primary suite features a spacious bathroom with a new vanity, walk in shower and a dreamy walk-in closet with plenty of natural light. A generously sized Florida room overlooks the pool area and has been recently equipped with a new split AC system—perfect for lounging, working out, or working from home all year long. Recent upgrades include a roof (2022), new HVAC system (2025), and full repiping with an updated electrical panel (2022). Additional improvements include hurricane-rated smart garage doors and openers (2023), dual-pane windows for energy efficiency, and a new pool pump and filter tank (2024). The backyard is fully fenced and showcases lush, mature landscaping, creating a private and serene outdoor escape. Exterior maintenance is a breeze with recently installed gutters and a new front yard smart irrigation system. Bonus—this home sits on a conservation lot! No rear neighbors!! With its midcentury charm, modern updates, and major systems already in place, this move-in-ready home is the perfect blend of style and function. Just minutes from parks such as Kewannee, shopping, and top-rated schools, it offers the best of Maitland and Seminole County living. <iframe src="https://www.zillow.com/view-imx/ca9004b4-036a-46c6-adbf-3df42117962d?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

1434 Winston Road, Maitland
$470,000
4 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
Sold Entry Only

2506 Chinook Trail, Maitland
$849,000
4 Beds ⋅ 3 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code
sold data only

811 Collie Lane, Maitland
$2,475,000
6 Beds ⋅ 6 Baths ⋅ Packwoods Plan/Maitland SubDv. ⋅ 32751 Zip Code
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 almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright and airy—sunlight does the work here. A direct foyer sightline leads you to a rear wall of French doors that draw in a calm, even glow of natural light across heart-of-pine floors and disciplined millwork: raised-panel wainscot, multi-step crown molding, and architectural beams. Those doors open to a full-length covered lanai; beyond, a heated saltwater pool and spa step down to a deep backyard and a private dock with a covered boat slip and adjoining lounge deck. The kitchen is built to perform so life feels easy. Morning coffee, weeknight pasta, Saturday crowds, it handles all of it. Sub-Zero refrigeration with additional refrigerator drawers, a Thermador six-burner gas range, two dishwashers, and a warming drawer. Granite counters surround a prep island with rinse sink; the peninsula takes the laptops and late plates. A dry bar with wine cooler ties to the dining room for effortless pours and keeps glassware close at hand. Just off the family room, the primary suite claims a quiet corner and opens to the lanai; coffee at sunrise, warm light at day’s end. A large custom walk-in closet answers storage; the bath finishes the suite with tumbled marble, Kohler fixtures, and a cast-iron vintage tub. At the center of the first floor, a deliberate service run keeps daily life organized: powder bath, temperature-controlled wine cellar, a straight sightline to the first of two laundry rooms and the garage entry ending at a private interior stair to a secluded in-law/guest suite with its own full bath. It’s independent, quiet, and ideal for long stays or live-in support. The main stair brings you to a second level arranged with intent. One wing holds three bedrooms around a shared bath. An office corridor carries you to the lake-view great room under a coffered ceiling; triple French doors open to the full-length upper veranda. Another bedroom on this wing enjoys its own veranda access with a full bath close by. Above it all, the third floor is a generous, flexible loft fit for a screening room, billiards or game lounge, studio, gym, or a collector’s library with practical storage tucked to the edges. Quiet systems match the craft: Cat-5 wiring, surround sound, central vacuum, and two laundry rooms. Recent updates keep the essentials current: new HVACs (2020, 2021) and a new dock (2024). Zoned for Maitland Middle and Winter Park High, this home is tuned to everyday rhythm: water out back, light throughout, spaces that work the way you live. From lanai shade to the last light on the lake, it delivers on its promise—an honest, crafted place where the architecture serves the life it keeps.

604 Minnehaha Lane, Maitland
$975,000
4 Beds ⋅ 3 Baths ⋅ Floridahaven SubDv. ⋅ 32751 Zip Code
This 2436 square foot single family home has 3 bedrooms and 2.5 bathrooms. This home is located at 360 Lake Seminary Cir, Maitland, FL 32751.

360 Lake Seminary Circle, Maitland
$569,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
***PRIVATE COMMUNITY BOAT RAMP with Access to the Maitland & Winter Park CHAIN-OF-LAKES!*** Don’t miss this opportunity to own this beautifully renovated 3-bedroom, 2-bath home in highly desirable DOMMERICH ESTATES. Enjoy the waterfront lifestyle just steps away from your front door offering a private community boat ramp, fishing pier, picnic tables, built-in grills, social events and endless sunset views from the shoreline of Lake Minneola. Just outside the community amenities you are sure to enjoy and explore the multiple resident parks with canopied tree walking/biking trails, playgrounds, tennis courts, lush gardens and so much more. As you step into the foyer, you’re welcomed by a bright, open-concept floor plan with a tranquil ambiance. Expansive NEW WINDOWS and SLIDING GLASS DOORS throughout the main living areas flood the home with natural light and offer stunning panoramic views. Seamless indoor/outdoor living is made easy with direct access to the private patio from both the dining room and Florida room—perfect for entertaining family and friends. The bedroom quarters are tucked away down a private hallway off the living room. Newly renovated bathroom features timeless white subway tile, a quartz countertop vanity, and an oversized storage closet of the hallway. The owner’s suite, located at the end of the hall, offers a peaceful retreat with a walk-in closet and private patio access through sliding glass doors—creating your own personal oasis. ***UPGRADES INCLUDE: New Roof & Gutters 2025, Water Heater 2025, Interior & Exterior Paint 2025, Updated Landscaping 2025, Windows & Doors 2025, Newly Renovated Kitchen with New Appliances, Underground Public Utilities and so much more!*** Come experience the active lifestyle and charm of one of Maitland’s most sought-after neighborhoods!

555 Arapaho Trail, Maitland
$705,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 1st Add SubDv. ⋅ 32751 Zip Code
Situated on a lush corner lot in the highly sought-after Dommerich neighborhood, this spacious pool home welcomes you with an open foyer and bamboo flooring throughout the formal living areas. To the left, a large formal living room with exposed beams and large windows flows into the dining room, which leads through a doorway to the kitchen. Or, head straight from the foyer into the expansive eat-in kitchen featuring white cabinetry, stone countertops, stainless steel appliances, and a striking island topped with reclaimed Southern oak pine sourced from a vintage bowling alley. The kitchen opens to a breakfast nook and family room with tile flooring, a half bath, French doors to the backyard, and abundant natural light. Down the hall, two generously sized bedrooms feature wood-look tile, and a third bedroom—currently used as an office—offers a walk-in closet and glass doors to the family room. The oversized primary suite, rare for this neighborhood, includes backyard access, a huge walk-in closet, and a spa-style bathroom with double vanities, soaking tub, and large walk-in shower. Outside, the fenced yard is private and lush with mature landscaping, a pool, and a pavered patio. The home was renovated in 2014 down to the studs, including new windows, bamboo flooring in the formal areas, roof, electrical, and plumbing. The AC was replaced in 2020. Located within the neighborhood and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this home offers the convenience of walking or biking to school, and a short drive to downtown Winter Park as well as easy access to all that Maitland has to offer.

2501 Mohawk Trail, Maitland
$765,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
This beautifully updated 4 bedroom, 3 bathroom home offers a perfect blend of modern upgrades and charm, situated in the highly sought-after Dommerich neighborhood. No detail has been overlooked in this move-in ready property, with all major systems having been replaced, including: 2023 AC, 2019 roof, replumbed with PVC, new hot water heater, & upgraded electric panel. The open floor plan has a spacious master suite addition by NuDesign, created for ultimate comfort. The renovated kitchen has white cabinetry, sleek GE stainless steel appliances, and granite countertops that seamlessly complement the oversized pantry wall. The kitchen flows into a versatile family room (currently used as a dining room by the owners). The heart of the home is the formal living room featuring a brick wood-burning fireplace and French doors that lead out to the covered patio and screened saltwater pool—ideal for relaxing or entertaining year-round. Enjoy a spacious deck with pavers and plenty of room for lounging. The floor plan includes the original 3-bedroom, 2-bath layout + master suite expansion, offering a sitting space, large walk-in closet, and a spacious bathroom with glass shower. French doors lead out to the pool area, extending the living space to the outdoors. Additional features include wood flooring in all bedrooms plus living/family rooms, updated tile in the kitchen/dining rooms, hurricane shutters and plantation shutters, new double-paned windows, and freshly painted exterior in 2023. This home is connected to sewer, and the cast iron waste lines were coated in 2023 with a lifetime, transferrable warranty for the new owner. Great, convenient location, walking distance to Dommerich Elementary and Maitland Middle School, and zoned for Winter Park High School.

808 Ponca Trail, Maitland
$2,770,000
5 Beds ⋅ 6 Baths ⋅ Poors Add SubDv. ⋅ 32751 Zip Code
Exquisite Lakeview pool home, built in 2021, combines modern elegance and timeless style. Located in the heart of Maitland, with front-row seats to unforgettable sunsets over Lake Sybelia! This Five bedroom, Five and a half bath residence boasts 4,697 square feet of tastefully designed living space. Inside you’re met by a grand foyer and airy layout flooded with natural light, soaring ceilings, wide-plank hardwood floors, custom window treatments, and designer finishes throughout. The gourmet kitchen is an entertainer's delight-equipped with top-of-the-line Wolf and Sub-zero appliances, Taj Mahal quartzite, stunning 12-foot waterfall island, 48” 8 burner gas range with pot filler, large walk-in pantry, with butler’s pantry adjoining the kitchen and dining— the open concept design is perfect for both entertaining and every day living. The living room’s quartz-accented fireplace and sleek glass folding doors provide a seamless flow between indoor and outdoor living. Retreat to the primary suite's spa-inspired bathroom with custom designed walk-in closet, dual vanities, soaking tub and double walk-through shower. A sleek cable railing staircase leads to four generously sized Bedrooms-three with ensuite baths, four bathrooms, a designated Office and versatile Loft/Flex space. Enjoy breathtaking lake views whether working or unwinding! Equally impressive is the beautifully landscaped outdoor living space, with expansive covered lanai, multiple lounge areas, fully equipped summer kitchen, gas fire pit and luxurious salt-water pool and spa. Property features smart home technology, custom closets systems, remote controlled window treatments, surround sound, full-house generator, 500 lb propane tank, 3 car garage with epoxy flooring and so much more! A short walk to Lake Lily and the Maitland Farmers Market, and minutes to Winter Park and I-4. This exceptional home combines refined luxury with an unbeatable location. Don’t miss out on this rare find!

216 N Lake Sybelia Drive, Maitland
$508,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code
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 updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home features an open layout with custom details such as designer sconces, a fluted accent wall, and an abundance of natural light throughout. The spacious primary suite includes a spa inspired bathroom designed to feel like a private retreat. Step outside to a fully fenced backyard oasis complete with a sparkling pool and outdoor shower, perfect for entertaining or relaxing in total privacy. Located in a no flood zone, this property offers peace of mind and lifestyle convenience. Just minutes from I-4, the Altamonte Mall, and a short walk or bike ride to the scenic Kawannee Trail, this location provides easy access to everything Orlando has to offer. This is a rare opportunity to own a stunning home in a well established neighborhood. Schedule your private showing today.

1231 Sidcup Road, Maitland