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$613,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code
Elegant lakefront on the shores of Lake Maitland! Experience timeless refinement in this exquisitely renovated lakefront condominium, where bespoke craftmanship meets modern luxury. Every detail has been thoughtfully curated - from the custom millworker and intricate moldings to the tailored built-ins that evoke charm of a grand London flat. Light filled living spaces open to serene lake views, creating an atmosphere of both grace and tranquility. The gourmet kitchen is a study in elegance and function, featuring hand finished cabinetry, premium appliances, and stone surfaces. Gracious living room flows seamlessly into a charming sunroom, featuring French doors and classic brick flooring. The primary suite offers a peaceful, retreat with lake views, spa-inspired finishes and impeccable attention to detail. With rich textures, layered lighting, and designer finishes throughout, this home balances sophistication and warmth in perfect measure. Located in an exclusive building with exceptional amenities including pool, spa, clubhouse, a BOAT SLIP and 1 covered carport space. This residence embodies elevated lakefront living, with distinctive character. Call today for your private viewing of this exquisite condo. Please note there is a $640 transfer fee for boat slip paid at closing by Buyer.

204 Quayside Circle Unit 202, Maitland
$792,150
3 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code
Perfectly positioned on the tranquil shores of Lake Seminary, this beautiful home offers the ultimate lakefront lifestyle in the heart of Maitland. From the moment you arrive, the home’s refreshed landscaping and elegant façade set the tone for what awaits inside. Step through the doors and you’re greeted by open living spaces accented by engineered hardwood floors, stylish finishes, and large windows that frame breathtaking views of the lake. The kitchen is a showcase of both function and design, featuring stainless steel appliances, generous counter space, and an open layout perfect for both entertaining and everyday living. The living room takes full advantage of the home’s lakefront setting, offering panoramic water views. The primary suite serves as a private retreat, featuring a large bathroom with dual vanities, a walk-in shower, and a spacious closet. Outdoors, the expansive backyard offers endless possibilities, whether you envision a custom pool, extended patio, or simply space to unwind and entertain with stunning lake views. An above-ground hot tub and patio overlook the glistening lake, creating the perfect setting to unwind while enjoying kayaking, boating, and fishing right from your own backyard. Set on nearly an acre of pristine land, the property features a rare combination of privacy, space, and stunning water views all just minutes from Maitland’s vibrant dining scene and major roadways, this home offers the perfect blend of lakeside tranquility and everyday convenience.

195 E Faith Terrace, Maitland
$779,500
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
Welcome to this charming, move-in ready home nestled in the desirable, family-friendly Dommerich neighborhood. Featuring 3 bedrooms, 2 full bathrooms, and an open-concept living area filled with natural light, this home has the perfect blend of comfort and style. Featuring 2 additional dedicated office rooms, ideal for remote work or creative space, this home is ideal for modern living. The updated kitchen boasts stainless steel appliances, marble countertops, and ample cabinet space. Step into an open, light-filled interior with brand new flooring throughout and breathtaking floor-to-ceiling windows that has panoramic views of the sparkling saltwater pool. In the cooler months enjoy your own wood burning fireplace. Outside, enjoy a spacious paver driveway, a large 2-car garage, and a private backyard oasis. Major upgrades include a brand new roof (2025), ensuring peace of mind for years to come. Additional upgrades include recessed lighting, new flooring throughout, marble bathroom tiling, energy-efficient windows, new paver driveway and fresh interior/exterior paint. Enjoy private boat ramp access to the Winter Park Chain of Lakes. Zoned for A-rated Dommerich Elementary, Maitland Middle School and Winter Park High School. Walking distance to the Maitland Community Park, Maitland Social and the Maitland City Center. Minutes from Winter Park’s Park Avenue, known for its exquisite shopping and dining. Don’t miss out on this opportunity!

421 Arapaho Trail, Maitland
$400,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association fees include access to the lakefront docks (boat slips assigned on availability basis and free of charge), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, assigned and guest parking, laundry room on each floor, cable and internet through Spectrum, plus water, sewer and trash. Elevator has secured access to your floor.

1100 S Orlando Avenue Unit 208, Maitland
$251,500
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Live on Lake Maitland, part of the Winter Park Chain of Lakes, for just $250,000! This 2-bedroom, 1.5-bath condo in Lake Maitland Terrace is one of the most desirable units in the community, offering 816 square feet and a prime second-floor corner location with a screened-in front porch. Inside, you’ll find spacious living areas with bamboo flooring, plantation shutters, and abundant natural light. The porch extends your living space and is the perfect spot to quietly sip your morning coffee. Thoughtful upgrades set this home apart. The washer and dryer are conveniently located in the hallway, preserving closet space in both bedrooms. The primary bedroom features a true walk-in closet, and both bedrooms include custom closet systems that maximize storage and style. Opportunities to live on the Winter Park Chain of Lakes at this price point are incredibly rare. With its generous layout, upgraded features, and unbeatable location, this condo is a standout that won’t last long.

1140 S Orlando Avenue Unit F9, Maitland
$255,000
1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Step inside this beautifully reimagined Lake Maitland Terrace condo, where every detail has been thoughtfully updated for style and function. Renovated in 2021, this spacious one-bedroom residence embraces a modern design with clean lines, custom finishes, and a touch of industrial character from the exposed ceiling piping. The open layout features a bright great room that flows seamlessly into the kitchen, designed with both cooking and entertaining in mind. Highlights include Caesarstone quartz countertops, a mirrored backsplash, a farmhouse sink, KraftMaid soft-close cabinetry, and an oversized island with seating. Premium appliances such as a KitchenAid convection oven with induction cooktop, Bosch dishwasher, French-door refrigerator, and in-unit washer and dryer add convenience and sophistication. Originally configured as a two-bedroom, the condo has been transformed into a larger one-bedroom retreat but can easily be converted back if desired. The bathroom offers a tub/shower combination and an extra-wide pedestal sink. Enjoy a low-maintenance lifestyle with resort-style amenities, including a community pool, shuffleboard courts, fishing pier, and access to Lake Maitland and the Chain of Lakes. The unbeatable location puts you within walking distance of the Enzian Theater and Lake Lily, while Winter Park Village, Park Avenue, and A-rated schools are just minutes away.

1140 S Orlando Avenue Unit J2, Maitland
$535,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code
RARE OPPORTUNITY – Enjoy lakefront living with a PRIVATE BOAT SLIP on the Winter Park chain of lakes in this top-floor penthouse condo. The Moorings on Lake Maitland, one of Central Florida’s most coveted waterfront communities. This spacious 2-bedroom, 2-bath residence offers soaring vaulted ceilings, breathtaking lake views, and your own assigned private boat slip—a rare find on the Winter Park Chain of Lakes. Step inside to an abundance of natural light and a thoughtfully designed floor plan with no upstairs neighbors, ensuring maximum privacy and quiet. The large living area opens to a glass-enclosed sunroom with panoramic views of Lake Maitland—perfect for morning coffee or relaxing at sunset. The kitchen is bright and functional, featuring a breakfast nook and walk-in pantry. The split-bedroom layout offers privacy and flexibility. The primary suite includes a handicap-accessible bath, generous closet space, and tranquil lake views. The guest bedroom and full second bath are perfect for visitors or a home office. The laundry is conveniently located tucked off the main hall, and with custom closets in both bedrooms the amount of storage is great. For larger items the unit includes a locking storage closet on the landing, and is perfect for bikes, golf clubs, holiday decorations etc. The unit comes with one reserved covered parking space and plenty of guest parking. The complex has a newly renovated pool, hot tub & clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this rare top-floor condo offers an unbeatable combination of comfort, convenience, and waterfront access. Live the Florida lake lifestyle—schedule your private showing today!

202 Quayside Circle Unit 404, Maitland
$475,000
4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Charming and Spacious Townhome in Maitland! Welcome to 1938 Michael Tiago a beautifully maintained 4-bedroom, 2.5 bathroom home located in the desirable Maitland Village Community with a POND VIEW and END UNIT. This stunning property offers a perfect blend of classic charm and modern convenience, making it an ideal place to call home. As you approach this inviting residence, you’ll notice the lush landscaping and curb appeal that instantly sets the tone for what’s inside. Step into the spacious living area, where natural light pours in through large windows, creating a warm and inviting atmosphere. The open-concept floor plan seamlessly flows into the dining area and kitchen, making this space perfect for both everyday living and entertaining guests. Crown molding enhances the rooms adding just that right touch! Custom Plantation Shutters adorn all the windows downstairs & upstairs. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample cabinet space for all your culinary needs. A walk in panty is another feature of the kitchen. Whether you're preparing a weeknight meal or hosting a dinner party, this kitchen will exceed your expectations. The primary suite is generously sized and offers a peaceful retreat, complete with a private en-suite bathroom featuring a dual vanity, soaking tub, and a separate walk-in shower. Two additional well-appointed bedrooms provide plenty of space for family. The fourth bedroom featuring French Doors is located downsttairs...it can also be used as an office if needed. The Loft upstairs is light & bright and would make a great office or home school area. The Tile Roof brings long lasting peace of mind. This is an End Unit which allows for more light to filter thru from outside. Hot Water Heater is new. New Stainless Steel Dishwasher & Disposal are being installed. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, sprinklers, streetlights, community pool, clubhouse, gate access and management services. Your low HOA fee takes care of all the yard work so you can enjoy the Community Pool. This makes living here "totally carefree living at its best". Other highlights include tile & engineered wood flooring throughout downstairs, a covered porch with a pond view, no neighbor on one side and a 2-car garage that has 2-car EV-ready. Located just minutes from shopping, dining, and major roadways, this home offers the convenience of being close to everything while providing a quiet, serene neighborhood feel. Don't miss your chance to own this charming Maitland home. Schedule a showing today and make 1938 Michael Tioga your new address!

1938 Michael Tiago Court, 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
$899,000
4 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code
This beautifully updated residence, nestled on a desirable corner lot in the tranquil Maitland Isle Subdivision, offers nearly 2,900 square feet of refined living with four bedrooms and two and a half baths. The home enjoys private lake access to Lake Maitland on the Winter Park Chain of Lakes, combining natural beauty with everyday convenience. Designed with a split, open floor plan filled with abundant natural light, it showcases a completely renovated kitchen (2020) featuring a large island with granite countertops, wood cabinetry and stainless steel appliances. Upstairs, the spacious primary suite is a private retreat with its own balcony overlooking the pool and backyard, while the lushly landscaped grounds include mango, avocado and tangerine trees, creating a serene tropical escape. Recent updates elevate this home’s appeal, including new carpet (2025), a pool cleaner (2025), one A/C unit (2025), plantation shutters (2025), dishwasher (2025), new windows (2024), a car charger installation (2024), washing machine (2024) and attic insulation (2022). Additional enhancements include renovated baths, luxury vinyl plank flooring, updated exterior doors, outdoor fencing and energy-efficient solar panels (2018) that provide approximately $250 per month in electricity savings. The roof, pool equipment, and more have also been thoughtfully upgraded for peace of mind. Perfectly positioned within an excellent school district—Lake Sybelia Elementary, Maitland Middle and Winter Park High—this home is close to Maitland City Center, Park Avenue, and local dining, parks and recreation. Combining comfort, modern updates and an exceptional location, this Maitland Isle property is an outstanding opportunity in one of the area’s most sought-after neighborhoods.

121 Mariner Way, Maitland
$825,000
4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstairs also includes a bedroom and bathroom perfect for in laws to stay the weekend! The upstairs includes the master suite, 2 additional bedrooms, another bathroom, a multi-function room perfect for movie night or workouts, and a well appointed laundry room. The master suite is a true retreat, showcasing a walk-in closet and a spa-like ensuite with a deep soaking tub and a spacious walk-in shower. It also features a large walk in closet, and an extra nook area for an office or nursery. Enjoy evenings on the sprawling patio, or cozy up by the fireplace indoors. Your outdoor oasis features a saltwater heated pool, a covered entertainment area, and a fire pit for memorable nights under the stars. The lush yard provides plenty of space for gardening and outdoor activities. Located near Kewannee Park, enjoy nature trails, playgrounds, and more, all within a quick bike ride. The nearby downtown Winter Park offers delightful dining and shopping. With easy access to I-4 and local attractions, this home is perfectly positioned for convenience. This family-friendly property includes SMART home features, energy-efficient windows, solar panels, and ample parking for your boat or RV. Come see how this spacious home can elevate your lifestyle.

1888 Derbyshire Road, 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
$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
$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
$160,500
1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Wake up to views of the gentle shimmer of Lake Shadow in this beautifully refreshed 1-bedroom, 1-bath top-floor condominium in the desirable GATED COMMUNITY of Visconti West. Tucked away on the 3rd (top) floor, this home offers a PEACEFUL RETREAT with no neighbors above and sweeping water views from both the bedroom and your PRIVATE BALCONY. Step inside to a fresh, airy interior with BRAND NEW CARPET and an open floor plan designed for both relaxation and entertaining. The Kitchen is a modern delight, featuring STAINLESS STEEL APPLIANCES, solid surface countertops, a sleek backsplash, and a breakfast bar—perfect for lingering over morning coffee or casual meals with friends. Just off the Kitchen, a separate Laundry Room with washer and dryer adds convenience. The Living Room flows naturally to the COVERED, SCREENED-IN BALCONY, where the lake provides a tranquil backdrop to your morning routine or evening unwind. Enjoy the added bonus of a STORAGE CLOSET on the balcony, perfect for keeping seasonal decor or outdoor gear. The spacious Bedroom with a generous WALK-IN CLOSET, feels like a personal sanctuary with a large window framing the water and soft natural light filling the space. Life at Visconti West means RESORT-STYLE AMENITIES at your doorstep—swim in the sparkling pool, stay active in the fitness center, meet friends at the clubhouse, or enjoy the playground and sports courts. Water service and VALET TRASH are included in your HOA, giving you more time to enjoy the things you love. Perfectly situated near I-4 and SR-414, you’re minutes from DOWNTOWN MAITLAND, the charm of WINTER PARK VILLAGE, scenic CRANES ROOST PARK, and the dining and shopping of UPTOWN ALTAMONTE. With Downtown Orlando just 15 minutes away, you’ll have the best of both worlds—serene lakefront living and vibrant city access. Don’t miss this opportunity for TOP-FLOOR PRIVACY, gorgeous lake views, and a vibrant community—schedule your private showing today!

1400 Lake Shadow Circle Unit 10306, 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
$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
$190,000
3 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
OWNER MOTIVATED! PRICED TO SELL!! Resort style living in this sought after gated community located near the Maitland Exchange. A rare find to have a 3 bedroom with Dual Master suites, 2 full baths located on the 2nd floor in Building 7 just steps away from the 2 Lakefront Pools, Fitness Room and a well appointed Clubhouse for special events. This unit features a fully equipped kitchen with granite countertops, all the appliances, a dedicated pantry and a separate closet with a full size Washer/Dryer. This spacious Floor plan features two Master Suites with ceiling fans and generous sized Walk-in Closets. The Living Room has built -in shelves, ceiling fan and sliding glass doors to access the screened in balcony. There is also a separate storage closet located on the balcony. Monthly fees include: Water, Sewer, Valet trash pick-up just outside your front door, Pest control, Termite Bond & Building insurance which takes care of the roof and exterior maintenance. The many amenities include: a car wash kiosk, lighted tennis and basketball courts, playground, Clubhouse, Fitness room and 2 Resort style pools surrounded by Tropical Landscaping. This is a pet friendly community! See attachments for more info on Visconti West. Prime location with easy access to I-4 for a quick commute downtown or to the beaches, convenient to the RDV Sports Complex, Restaurants, Shopping and more. Call and schedule your private showing today!

1460 Lake Shadow Circle Unit 7204, Maitland
$555,000
2 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook Trail, Maitland
$1,920,000
4 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code
Experience the ultimate in lake lifestyle living with this beautifully renovated four-bedroom, three-bath home located on the canal to Lake Maitland — one of the most desirable lakes on the Winter Park Chain-of-Lakes. Tucked away on a quiet cul-de-sac just one house from open water, this home offers the perfect blend of waterfront serenity and access to vibrant city amenities. Inside, the residence has been thoughtfully updated over the past six years, preserving its character while incorporating modern finishes. Refinished original hardwood floors flow through the main living areas, and the remodeled kitchen features quartz countertops, a glass backsplash, a Wolf gas cooktop, and opens to a bright, sunlit family room with three sets of French doors that lead to the pool, side deck, and expansive outdoor living areas. The spacious living room and a stylish media/den with a striking marble accent wall provide comfortable spaces to relax or entertain. The primary suite features French doors to the pool and a luxurious en-suite bath with a soaking tub, large glass shower, dual sinks, and a showstopping glass walk-in closet. Two additional bedrooms share a Jack-and-Jill bath, and a fourth bedroom with a full bath adds flexibility. Outdoor living takes center stage with a completely renovated pool featuring a HeatWave heating and cooling system and a sand-blasted marble deck. A generous covered lanai offers plenty of space to relax, grill, and entertain, and includes a 20x15-foot SunSetter motorized awning with LED lighting for shade and ambiance. Enjoy canal-front lounging on the WearDeck composite deck, or hop on your boat or Jet Ski from the covered boathouse with hoist lift and floating dock. Recent upgrades include a new Bosch A/C system (2024) with 10-year warranty and a new roof (2019) with transferrable warranty. Located minutes from Park Avenue in downtown Winter Park, this home also offers quick access to Maitland’s cultural corridor with its growing list of restaurants, Lake Lily Park, the Maitland Public Library, and the popular Lake Lily Farmers’ Market. This is a rare opportunity to enjoy the best of waterfront living in an unbeatable Central Florida location.

210 Shell Point W, Maitland
$275,000
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Stunning first-floor 2-bedroom, 2-bathroom condo with lake view in Maitland! Fully renovated and upgraded, this unit also includes a dedicated carport space. Located in the beautiful, gated community of Visconti West, this open floor plan features a modern kitchen seamlessly connected to the great room, split bedrooms, an interior laundry closet, and a screened-in patio overlooking Lake Shadow. Enjoy an abundance of natural light, stylish shutters, new ceiling fans, and wood-look porcelain plank tile flooring throughout. Additional upgrades include all new stainless-steel appliances, granite countertops, new soft close cabinets, a new AC unit, a new water heater, updated bathroom tub tile, new toilets, new lighting, and fresh paint. This like-new condo is ideally situated with access to fantastic community amenities, including a community pool, walking trail, clubhouse, picnic areas, playground and more! Move-in ready and waiting for you!

1440 Lake Shadow Circle Unit 8102, Maitland
$2,650,000
5 Beds ⋅ 5 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code
Stunning waterfront residence on Lake Minnehaha, part of the celebrated Winter Park Chain of Lakes! This spacious 5-bedroom, 4.5-bath home is designed for luxurious lakefront living and effortless entertaining. The gourmet kitchen is a chef’s dream, featuring a Thermador 6-burner gas range, GE Monogram side-by-side refrigerator and freezer, Bosch dishwasher, wine refrigerator, and a separate prep area with additional GE oven and dishwasher. The expansive first-floor primary suite offers lake views, a spa-style bath with custom cabinetry, an oversized shower, and a dedicated shoe closet. An additional first-floor bedroom with a private ensuite bath is ideal for guests or in-laws. Upstairs, you’ll find three additional bedrooms, two full baths, and a private office with serene views. Enjoy Florida living year-round with a resort-style outdoor space that includes a covered lanai, sparkling pool and spa, fire pit, and a covered boat dock. Bring your ski boat and jet skis — your backyard is a waterfront playground. Plantation shutters throughout add a classic touch to the interior. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Rare opportunity to live on the water in one of Central Florida’s most sought-after communities!

591 Dommerich Drive, Maitland
$524,900
3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code
Welcome to 2621 Queen Mary Place where charm, comfort, and location come together in one perfect Maitland home. Tucked at the end of a quiet cul-de-sac in the gated Brittany Gardens community, this beautifully maintained 3-bedroom, 2-bath home offers over 2,100 sq ft of thoughtfully designed living space. Freshly updated and move-in ready, the home features brand-new flooring, abundant natural light, and elegant touches throughout from crown molding and recessed lighting to custom built-ins. The kitchen is a true standout, with Silestone countertops, modern appliances, generous cabinetry, a functional island, and a sunny bay window breakfast nook. The private primary suite includes a walk-in closet, dual sinks, and a spacious walk-in shower. A smart split-bedroom layout ensures added privacy, with two guest bedrooms and a full bath on the opposite side of the home. Additional highlights include: Laundry room conveniently located off the primary bath 2-car garage with 20 ft ceilings and extra storage. Manicured neighborhood with mature trees and gated access Community access to Howell Creek, Lake Waumpi, and scenic green spaces All just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer. This is more than a home, it’s a lifestyle. Come see it in person to truly appreciate what makes it special.

2621 Queen Mary Place, Maitland
$1,350,000
4 Beds ⋅ 2 Baths ⋅ Maitland Point SubDv. ⋅ 32751 Zip Code
The home you’ve been searching for has officially hit the market! Welcome to 2047 Howell Branch Road, the four bedroom, two bath home offering 2960 square feet of pure comfort. The beautiful exterior with its striking curb appeal will immediately draw you in before you even set foot inside. Entering through the foyer, you will feel a welcoming ambiance being flanked by a home office on one side and a multi purpose room on the other, flowing right into the wide open living spaces straight ahead. The family room features a brick fireplace, high cathedral ceilings and so much natural light seamlessly connecting to the kitchen, which has been updated to perfection. The large island has a beautiful stainless farmhouse sink and the cooktop encompassed inside the whitewashed brick nook will tempt even the most novice chef into whipping up an extravagant meal. The abundant natural light reflects off the stunning countertops and decorative mirrored backsplash adorning additional countertop space and even more cabinet storage for all of your culinary supplies. The dining area sits right next to the kitchen, centered around a beautiful bay window and wooden beamed ceiling with an artistically designed chandelier. The split floor plan is tastefully done with the master off to one side featuring a large ensuite bathroom with dual closets, a seating area, a large tub and walk in shower. To the other side of the living space is a hallway with the additional three bedrooms, a bathroom, the indoor laundry room with garage access and a flight of stairs leading up to the loft overlooking the downstairs that can be used in a number of creative ways. Exiting through either the main living area or the dining room, you will walk out onto a beautifully redone patio featuring marble tile under cover with a large ceiling fan. The backyard of this home is something out of your imagination, fully encompassed by a newer wood fence and featuring a fire pit and a hand constructed tree house with ninja warrior vibes, not to mention the newly installed heated pool featuring a sizeable sun shelf and color-changing lights to keep the fun going well into the evening hours. The sheer size of the backyard alone will have you continuously coming up with ways to take the fun outdoors. With neighborhood lake access, zoning for top rated schools and close proximity to everything the cities of Maitland and Winter Park have to offer, this is the one you won’t want to miss. Schedule your life-changing showing today!

2047 Howell Branch Road, Maitland
$476,500
4 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code
“Back on the market due to buyer financing. No fault of the seller.” STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!

449 Forestwood Lane, Maitland
$150,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Be the first to explore this brand new to the market, first time available in years. Discover the perfect blend of comfort, convenience and charm in this unit waiting for your personal touches. With some tlc you will enjoy a great first floor unit in a desirable location. Whether you are a first time buyer or looking to downsize, unit I5 offers an exceptional opportunity to your own space in a sought-after community. Enjoy the close proximity to shopping, dining and scenic outdoor.

1140 S Orlando Avenue Unit I-5, Maitland
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Versailles SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer & this property qualifies for a credit up to $17,250 through the seller's preferred lender | Welcome to Versailles, where timeless style meets a top to bottom 2025 RENOVATION that redefines luxury living! Taken down to the studs and rebuilt with intention, this private POOL HOME is the one you have been waiting for. Major mechanical updates include: FULL REWIRE & ELECTRICAL (2025) | ALL NEW PLUMBING (2025) | WATER HEATER (2025) | Most windows replaced with HIGH END SLIDING GLASS DOORS (2025) | FRESH EXTERIOR PAINT (2025) | NEW ROOF (2023) | A/C (2014). Inside, the layout is bright, open and effortlessly liveable evidenced in the soaring ceilings and architectural details – including wood beam accents, a dramatic floor to ceiling fireplace, and a catwalk style second floor that creates an elevated yet inviting vibe. The great room connects the family room, kitchen, and dining areas, all with views to the pool and backyard thanks to an entire back wall of windows and sliding doors. OPTIONAL 4TH BEDROOM IS THE FORMAL LIVING ROOM AND CAN BE ENCLOSED AS THE BUYER DESIRES FOR OFFICE/ 4TH BEDROOM NEEDS. The magazine worthy kitchen is equal parts chic and functional featuring solid wood two-tone cabinetry, an OVERSIZED ISLAND WITH BAR SEATING, high end appliances (including an INDUCTION COOKTOP!), and a CUSTOM WALK-IN PANTRY for all your storage needs. Just off the dining area, a cozy sunken living room adds additional versatile space for everyday living or entertaining. Your MAIN FLOOR OWNER’S SUITE is a spectacular retreat; light filled and spacious with a CUSTOM DESIGNED WALK-IN CLOSET and spa-caliber bathroom delivering ZERO ENTRY DUAL MOEN SHOWERS with digital temperature and pressure controls, and sleek finishes throughout. Upstairs, two generous bedrooms and a large guest bath with a free standing acrylic soaking tub and separate shower offer comfort and style for family or guests. Also noteworthy; your laundry room is outfitted with smart, space saving solutions that include a state of the art combination washer/dryer and abundant storage. Outside, your PRIVATE BACKYARD OASIS awaits – a large open air pool with brand new pavers and lush landscaping, all fully fenced on a .30 ACRE LOT with a covered lanai – plus mature trees, a convenient circular driveway and endless curb appeal to round out the exterior. Additional highlights; light-toned ENGINEERED HARDWARD FLOORS and UPGRADED TILE THROUGHOUT, ideal split bedroom layout, attic storage in the garage, an optional HOA and you are ZONED FOR TOP-RATED SCHOOLS. Lake Minnehaha is visible just across the street and you are only minutes from Maitland Blvd, I-4, 436 and the area’s best shopping, dining, several parks and tons of recreation. Style, substance and location, this home is the total package. Schedule your tour today and come experience quiet luxury with a modern edge in your new Maitland pool home!

941 Versailles Circle, Maitland
$970,000
4 Beds ⋅ 2 Baths ⋅ Minnehaha Shores SubDv. ⋅ 32751 Zip Code
An exceptional four-bedroom two-bath home rests on over 1/3 of an acre, corner lot, in the established community of Minnehaha Shores in Maitland. Lake views and across from the private deeded neighborhood lake lot which provides access to Lake Minnehaha and the Winter Park Chain of Lakes. This home offers generous living spaces spanning over 2,826 square feet with open kitchen into family room, dedicated dining and sitting rooms, Florida room and bonus/office space that transitions through seamless sliding glass doors to backyard that brings in the outside. Neutral finishes endure with gorgeous blonde oak wood floors throughout, custom kitchen that showcases custom cabinetry, stainless appliances, marble counters, a large center island with bar seating, and a peek through opening over an undermount sink to the greenery of the outside landscape. Additionally, home highlights include vaulted ceilings in living and flex room. The Florida room is flanked with windows allowing soft natural light into the space. A back flex space has tongue and groove ceiling detail and vaulted, all overlooking back paved patio ideal for entertaining with room to grow. The primary suite is spacious with a large walk-in closet and bath includes modern style with floating cabinetry, double sinks, and walk-in shower with seamless glass enclosure and chic tile selections. The secondary bath is fully renovated with stylish marble graphic tile, double herringbone subway tile and double sinks. The three secondary bedrooms feature recessed lights and ceiling fans, spacious walk-in closets with organization systems and plush carpet. Home includes the function of a large indoor laundry with ample storage and drop zone from oversized two-car garage. Every detail accounted for, improvements include new exterior and interior paint, refinished front door, HVAC with whole house dehumidifier (2024), HVAC ducts and seven returns replaced (2019), foam insulation, water heater (2024), plumbing (2020), electrical panel (2019) generator plug installed, roof (2015) and RO filter system under kitchen sink. Professional landscaping package includes lighting, zoned irrigation well system, designer window treatments, exterior driveway and patio pavers, epoxy floor in garage, EV charger plug ready, designer lighting and electrical fixtures, windows and doors replaced (2015), recessed lighting and more. Minnehaha Shores is pristine with access to Maitland Social, and Minnehaha Park connects to the community with tennis courts and playground, and a deeded lake lot includes fishing pier and boat ramp. Schools are fantastic, zoned for Lake Sybelia, Maitland Middle and Winter Park High School. Maitland is home to the Enzian, Lake Lily, fantastic restaurants and shopping, and close to all major roadways. This home is a rare find, meticulously renovated.

91 Minnehaha Circle, Maitland