Maitland FL Property Search

Maitland FL Homes for Sale

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Available Now in Maitland - Call Us About These Properties!

$140,000
1 Beds 1 Baths Cherrywood Gardens SubDv. 32751 Zip Code
Location is Key! One-story, 1 bedroom, 1 bath Maitland condo is an END UNIT with a spacious 80 sf COVERED FRONT PORCH. The living-dining room combo includes a coat/storage closet & plantation window SHUTTERS. A towel closet is in the hallway, directly across from the bathroom. The primary bedroom is EXPANSIVE with living/office space and features a WALK-IN CLOSET. The bathroom has an updated shower approximately 1 year old. The kitchen includes a DISHWASHER, RANGE, REFRIGERATOR, and a versatile WALK-IN PANTRY/LAUNDRY ROOM with washer/dryer HOOK-UPS that have ample storage space. The roof was replaced in 2019. There are TWO DEDICATED PARKING SPACES along with 2 visitor spaces. WATER, SEWER & TRASH are INCLUDED in the monthly Condo fees. This corner unit is near to the COMMUNITY CLUBHOUSE (available for events) beside the fenced-in POOL space in the quaint 57-unit complex that allows small pets (under 15 lbs). Close to all the conveniences of Maitland City Center, Publix, and Sunrail, and just a quick drive to Park Avenue in Winter Park. Cherrywood Gardens is more than just a place to live; it's a community. Residents have access to a range of amenities, including beautifully landscaped grounds, a sparkling community pool, and communal spaces perfect for gatherings and socializing. Situated in the heart of Maitland, this condo provides easy access to local attractions, shopping, dining, and major highways. Enjoy the convenience of being close to everything while still having a peaceful retreat to call home.

337 Cherrywood Gardens Drive, Maitland

$249,900
2 Beds 2 Baths Visconti SubDv. 32751 Zip Code
WELCOME HOME TO VISCONTI! This STUNNING, 2 Bedroom/2 Full Bath Condominium is located in a Video-Monitored, GATED Community with GORGEOUS WATER VIEWS of Lake Shadow just out back of your building! This unit has recently been updated with a NEW TILE Roof (HOA), Water Heater, Stainless Steel Appliances, MODERN Cabinetry, Crown Molding, FRESH Paint and NEW Lighting Fixtures throughout. This SECOND-Floor, CORNER UNIT features a LIGHT, BRIGHT, AIRY, AND OPEN CONCEPT Living Plan, making it feel even LARGER than it already is! The Living and Dining Great room areas Boasts 9-FOOT Ceilings and an UPDATED Kitchen, complete with Breakfast Bar, Pantry, and Inside Laundry room with FULL-SIZE Washer and Dryer. The DOUBLE MASTER BEDROOMS both have DIRECT-ACCESS en-suite baths, and both are PLENTY large enough for even your BIGGEST furniture. Your OVERSIZED Living room features a Built-in “mini-bar” area that can also be used for additional storage…and speaking of extra storage, there is even a SEPARATE Storage Closet located on your PRIVATE Balcony! The HOA maintains all the green spaces and Landscaping in this BEAUTIFUL Community. It is also PET-FRIENDLY, for your four-legged Family Members! The AMENITIES offered in this Community are SECOND-TO-NONE…featuring TWO Lake side/Lake view Pools, and RESORT-STYLE Clubhouse with a Fitness Center, self-serve Kitchen, nicely-equipped Business Center, Tennis and Basketball Courts, a separate Car Wash area, TWO laundry facilities, Valet Trash Removal Service, Water, and Sewer. This Unit is ABSOLUTELY PERFECT for a PERMANENT Residence, a VACATION Home, or an INCOME-PRODUCING Property! The Community is SO CONVENIENTLY located… just across from the Maitland Police and Fire Departments and is literally MERE MINUTES from I-4, SR-434 and SR-436. You are just a SHORT DRIVE to Cranes Roost Park, and Uptown Altamonte’s Town Center, Mall, Shopping and Restaurants, as well as Downtown Orlando! You are less than an hour’s drive from all the Attractions and just a little over an hour’s drive to some of Florida’s FINEST Beaches. A TRUE DO-NOT-MISS-MUST-SEE!

1420 Lake Shadow Cir Unit 9201, Maitland

$658,000
4 Beds 2 Baths Forest Brook 3rd Sec SubDv. 32751 Zip Code
Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 4 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, bonus room, and modern finishes, it's a haven waiting to transform your lifestyle. Schedule your tour today and embark on the journey to make this exceptional residence your home!

2642 Brookside Court, Maitland

$1,295,000
4 Beds 3.5 Baths Lake Sybelia Cove Ph 01 SubDv. 32751 Zip Code
Luxury and tranquility await in this exclusive Maitland gated community of 19 custom-built homes nestled between Lake Catherine and Lake Sybelia. Rarely comes an opportunity to own in this special gem of a community and here it is! This stunning 4 bedroom 3 1/2 bath pool home is elegantly appointed on nearly a 1/2 acre, and boasts a large circular driveway, side entry garage, ample outdoor living / entertaining space, AND an amazing and plentiful backyard area. Step inside and be immediately struck by the classic wood floors, high ceilings, and neutral and current trending neutral-scale color-scheme throughout. The updated kitchen, bathrooms, and great room addition so thoughtfully designed and implemented makes this one-of-a-kind home very special. The main gathering area of the home boasts high ceilings, lots of windows and natural light, a wood burning fireplace, gourmet kitchen, and formal dining room all open and specifically designed for large gatherings and entertaining. There is a thoughtfully placed bedroom and en-suite bathroom on the main level of the home, as well as a formal living room, den/office, and spacious entry foyer and a half bath with pool access. Upstairs is the grand primary suite with a spacious balcony with stunning lake views. Primary suite has two walk-in closets with closet systems, and a spa-inspired bath with walk-in shower, separate water closet, and dual sinks with extra-spacious vanity. There are two additional bedrooms and a full bath upstairs. The back area has an expanded paver lanai, screened-in pool and additional open patio area for BBQ's and entertaining, private back yard space is plentiful and private. The home has a tankless hot water heater, EV charger in garage and a whole house generator! This home is exceptionally located between I-4, 414, 429, Winter Park, and Downtown Orlando. You can walk to Lake Lily Park, Lake Sybelia, Lake Catherine, Maitland Farmer's Market, and growing Downtown Maitland. Restaurants and grocery also conveniently located as everything is minutes away. Truly an exceptional home in an exceptional location, location, location!

865 Cranes Court, Maitland

$735,000
3 Beds 2.5 Baths Oakland Shores SubDv. 32751 Zip Code
Under contract-accepting backup offers. This gorgeous, move-in ready 3 bedroom, 2.5 bath POOL home is located in Oakland Shores in Maitland, on a beautiful oversized lot. New landscaping and a large circular driveway welcomes you, offering plenty of parking for your guests, with additional parking on the side of the home for a boat or RV. Step inside and you are welcomed by gorgeous hardwood floors and crown molding, with a floor plan that is light and bright. The formal living room leads into your dining room and family room areas with views of your resort style pool area. The expansive sparkling pool is surrounded by a custom pavered patio, with areas for lounging, dining, and relaxing! There’s also plenty of green space, it is completely private and you have lots of room to entertain. The kitchen is beautifully appointed with quartz countertops, white shaker cabinetry, stainless steel appliances, a center island with sink, walk in pantry, and a dining nook with custom seating area. Head down the hallway and you will find a spacious primary bedroom with access to the pool. You will love the huge walk-in closet with custom organizing system, and the spa-like ensuite bath with dual sinks, vanity, garden tub and a separate glass enclosed shower. There are 2 generously sized secondary bedrooms as well, along with an upgraded full bathroom and an upgraded half bathroom. One of the bedrooms is being used as a den / office space, with built in bookshelves and an electric fireplace, and can be easily transformed back into a bedroom if desired. On the opposite end of the home you will find an interior laundry room with built-in cabinets and access to the yard. This unique home also has a large bonus room that is currently being used as an office with its own separate entry, and a large walk-in air conditioned storage room. This space could also be used as a classroom for home schooling, a home gym, or could be converted into a mother-in-law suite. There are plenty of options to make it your own! As an added bonus, the neighborhood of Oakland Shores is great for walking, and you also have deeded access to Lake Faith (non-motorized lake) with a community access point on Lake Shore Drive. The roof and septic tank were replaced in 2017, and the electrical, plumbing and windows have been upgraded as well. This home is centrally located just a short drive to plenty of shopping, dining and all major roadways. You won’t be disappointed!

505 Oak Lane, Maitland

$310,000
3 Beds 2 Baths Hamlet/Maitland SubDv. 32751 Zip Code
Step into a slice of Central Florida paradise where the only rush hour you'll experience is the race to the fridge during a TV show commercial. Single Story home with New Roof 2022, New Plumbing 2021, New Hot Water Heater 2021, New Solar Panels 2022, Neutral wood-look tile throughout plus 3 bedrooms, 2 baths, high ceilings and a garage for your car, all wrapped up with a backyard haven shielded by a concrete block fence. Sun worshipers rejoice; this home is powered by a brand-new solar system, ensuring your utility bills are as light as your ecological footprint. Set in a single entry, cul-de-sac community, where the only passersby are friendly neighbors and the occasional lost pizza delivery guy, this community boasts a park and schools that are the envy of the surrounding areas with highly desired zoned schools of Dommerich Elementary and Maitland Middle. Plus the HS has an Engineering, Science, Technology Magnet program. Forget about the hassle of stairs; your primary bedroom is conveniently located on the ground floor, blending accessibility with luxury. And when it comes to location, you're in the heart of it all – a stone's throw from gourmet bites at Whole Foods, Ruth's Chris, and Fleming's, and a leisurely trip from Winter Park Village's shopping spree potential. With Maitland and Winter Park Sun Rail stations nearby, your adventure radius is unlimited, and with I-4 just around the corner, the sands of the beach and the thrills of theme parks are within easy reach. This home is not just move-in ready; it's a launchpad for living the dream, sustainably, surrounded by convenience and bathed in the Florida sun. Here's to a home that's more than a place to stay; it's where your story leaps off the page, powered by sunshine and a sprinkle of Central Florida magic, all demanding nothing from you but to be lived in and loved. Here, in the heart of Central Florida, your story isn’t just written; it’s lived out loud, bathed in sunlight, and enveloped in a community for owner occupied properties. Welcome to your next chapter; it’s going to be a breathtaking ride.

1077 Hamlet Drive, Maitland

$449,000
3 Beds 2.5 Baths Park Maitland Villas SubDv. 32751 Zip Code
Welcome to your new home! This delightful 3-bedroom, 2.5-bathroom townhome offers the perfect blend of comfort, convenience, and style in a prime location. Situated in a quaint and gated neighborhood, this property is just minutes away from Winter Park's Park Avenue, the heart of Maitland, and the bustling communities of Oviedo and Winter Springs. As you step inside, you'll be greeted by the inviting first floor complete with a formal dining room, living room, kitchen, and half-bath for guests - perfect for entertaining guests or relaxing with loved ones. The kitchen boasts bright cabinets with aesthetic cabinet lighting, creating a warm and welcoming atmosphere, upgraded upgraded beveled countertops, a new Bosch dish washer, and a breakfast bar. The adjacent living room features hardwood floors, recessed lighting, and surround sound speakers. The 2-car garage offers ample storage space with included shelves, and the attic has been upgraded to include a floor which allows you even more storage. Step outside to the fully screened-in patio, updated with charming pavers, where you can unwind and dine alfresco without worrying about pesky Florida bugs. This private outdoor retreat is the perfect spot for morning coffee or evening gatherings with friends and family. Heading up the stairs you'll notice the steps have lighting for at night, and a Stanac stairway chair lift. Upstairs hosts all 3 bedrooms including the luxurious master suite. The updated master bathroom is a sight to behold, featuring a brand new cultured marble shower and vanity crafted from one giant marble slab, as well as a jetted soaking tub for ultimate relaxation! The other two bedrooms are spacious and bright, offering ample space for relaxation or productivity. All 3 bedrooms upstairs offer a custom closet systems. Plus, the convenience of an upstairs laundry room with included washer and dryer adds to the home's functionality. Prepare to be impressed by the abundance of upgrades in this home. From the newer AC unit installed in 2018 to the brand new double pane windows added in 2022, no detail has been overlooked. The roof, maintained by the HOA, is only 4 years old, providing peace of mind for years to come. Additional features include a whole-house water softener and reverse osmosis system in the kitchen sink, ensuring pure and refreshing water throughout the home. The HOA will make this home worry-free for you as they are responsible for replacing the roofs, exterior paint, swimming pool, pond and fountain maintenance, all roof leaks, tree trimming, the front gate and entrance (currently being upgraded), and termite and pest control (tubes in the wall and slab). Don't miss out on the opportunity to call this exceptional townhome yours.

2294 Park Maitland Court, Maitland

$650,000
4 Beds 2 Baths Druid Hills SubDv. 32751 Zip Code
Welcome to your dream home in the Maitland community of Druid Isle, where the timeless elegance of this mid-century gem awaits you. This meticulously remodeled property boasts 4 bedrooms plus an office along with a massive screened outdoor living area. Step inside to discover a home that seamlessly blends modern amenities with classic charm. The kitchen, dining room, family room, and guest bathroom have all been completely renovated, featuring top-of-the-line finishes and fixtures. Energy-efficient windows flood the interior with natural light. Entertain guests in the spacious family room, which opens up to the screen room offering breathtaking views of the lush backyard landscaped with beautiful custom boulders. Enjoy the best of both worlds with tile floors throughout the main living areas and laminate floors in the office, hallway, and bedrooms – there's no carpet here. The kitchen is a chef's delight, featuring gorgeous chiseled edge granite counter tops along with an island, perfect for meal preparation and casual dining. Interior shutters adorn all windows, adding a touch of elegance and privacy to every room. A tankless water heater ensures endless hot water on demand. In 2021, laminate wood floors were added to three bedrooms, and brand new upgrades include a 20,000 watt whole house generator, metal roof, gutters and a replaced screen room. Say goodbye to lawn maintenance hassles – the front lawn is maintenance-free with astro turf, allowing you to spend more time enjoying your beautiful home. Location-wise, this property offers the best of Central Florida living. Situated just minutes away from top-rated schools, Winter Park, and Downtown Orlando, you'll enjoy easy access to shopping, dining, and entertainment options. Don't miss your chance to own this stunning property in one of Maitland's most sought-after neighborhoods. Schedule a showing today and make this house your new home!

1599 Druid Road, Maitland

$2,300,000
4 Beds 3.5 Baths Oaks Of Maitland SubDv. 32751 Zip Code
Presenting a magnificent lakefront retreat boasting timeless elegance, captivating sunset views, and glorious water vistas, perched along the pristine shores of Lake Minnehaha and the Winter Park Chain of Lakes. This classic home is a showplace of lakefront living with open water views from almost every room. Tucked within The Oaks section of Dommerich Estates, where peaceful mornings and tranquil nights offer a haven from the hustle and bustle, this grand home exudes style and class. Enter through a rich mahogany door to a foyer with beautiful rich wood flooring. The eye is instantly drawn to the picturesque windows lining the Great Room-style Living Room with cathedral ceilings and an expansive Florida room beyond, bathed in sunshine and showcasing sweeping lake views. A sparkling lap pool is perfectly suited to provide a refreshing break. The chef’s kitchen with center island cooktop, breakfast nook, custom cabinetry, beverage cooler, and stainless appliances is generous in size and serves as a gathering place for all. A wood-paneled Family Room is easily accessible and offers a cozy escape. On the opposite side of the house on the first floor sits the primary bedroom and den lined with bookshelves. The master suite features sliding glass doors, a large walk-in closet, double vanities, garden tub, and separate shower. Upstairs are three additional bedrooms including one ensuite and two bedrooms with lakefront balconies. A boathouse with pier stands ready to host watersport toys of all kinds. The cleared lakefront provides direct sandy beach access to the lake. Neighborhood features boardwalk access to Maitland Community Park with a playground and tennis courts. Zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High. Come experience living on the Winter Park Chain of Lakes from one of the most desirable locations in Central Florida.

771 Dommerich Drive, Maitland

$1,198,000
4 Beds 2.5 Baths Oakland Shores 1st Add SubDv. 32751 Zip Code
Welcome to this beautiful contemporary lakefront home situated on the picturesque Lake Hope designed by renowned architect Robert A. Koch! The architect carefully placed the home on the lot to maximize the view of the lake but also with the goal of shielding it from the afternoon sun. This house has 5 levels which creates architectural interest to it. With a plethora of recent improvements this home is sure to impress the pickiest of buyers. Some of the recent upgrades include newer redesigned oak wood staircase, replaced double pane & low E windows, newer A/C (2021), water heater (2019), cooktop (2024), oversized paved driveway, completely remodeled kitchen with quartz countertop, remodeled bathrooms, new paint inside and out, new flooring, new glass hurricane doors etc. House was replumbed, electrical panels were upgraded. Huge detached garage can accommodate up to 4 vehicles.  As you enter the home it is hard to miss the beautiful views of Lake Hope which offers not only the breathtaking yet tranquil views of the lake but kayaking, boating, fishing, birds watching etc.   The great room features an abundance of natural light and has incredible views from every angle.The dining room overlooks the living room, which features picture windows, a soaring exposed-beam ceiling and a fieldstone fireplace. Adjacent to the kitchen is a great outdoor entertaining space - circular screened lanai with grill and  brick floor. The primary bedroom is spacious and offers a stunning lake view, has a walk in closet and completely remodeled bathroom. On the upper level there are two bedrooms with remodeled bathroom. House has an outdoor shower and central vacuum. Enjoy the Florida lifestyle in the pool and spa or on the boat. The backyard is very spacious, one can park a boat, RV or built extension or a guest house on it and yet  it offers complete privacy.  This is one of the best locations in the Orlando area close to I 4, RDV Sportsplex, shopping and you are just minutes from excellent dining, easy access to major highways and the highly acclaimed Winter Park's Park Avenue is just 7 minutes by car as well as 12 min drive to downtown Orlando. This special home is surrounded by nature and is part of nature to create the resort-like feelings and at the same time is very centrally located in the City of Maitland.

600 Lake Shore Drive, Maitland

$12,500,000
6 Beds 6.5 Baths Lake Maitland Manor SubDv. 32751 Zip Code
Welcome to Maison Du Lac, nestled within the sought after Winter Park chain of lakes, this magnificent 11,668 sq ft estate presents an unparalleled living experience on 2.73 lush acres. With meticulous attention to detail and an expansive layout, this home offers 5 suites plus an opulent master wing, complete with its own office, sauna, and gym, ensuring privacy and luxury at every turn. Enter through the 14-foot custom iron front door, a statement piece valued over $50K, to discover a world of refined elegance. The main great room, illuminated by a "luxury hotel" crystal chandelier worth over $100K, sets the tone for an interior professionally designed with custom artwork. State-of-the-art energy-saving windows bathe the space in natural light, highlighting the exquisite craftsmanship and state-of-the-art appliances that adorn the home. The master wing is a sanctuary of tranquility, featuring a secret safe room within the master bathroom for ultimate privacy. His and hers massive walk-in closets offer lavish conveniences, including a built-in watch winder and a special shoe closet for her, catering to the most discerning tastes. This estate is an entertainer’s paradise, boasting a summer kitchen, a bar, and entertainment areas designed for hosting memorable gatherings. The brand new, completely rebuilt dock invites leisurely days by the lake, while the 6-car garage accommodates any automotive enthusiast. This residence combines modern convenience with peace of mind, equipped with a state-of-the-art smart home system and an alarm monitoring system. The privacy gates ensure a secluded retreat, making this home a secure haven of luxury. Over $3 million in renovations, including a brand new $350K roof and landscaping exceeding $400K, have transformed this estate into a masterpiece of design and comfort. The enormous walk-in butler pantry and professional interior design elevate the home’s functionality and aesthetic appeal. This estate is more than a home; it’s a lifestyle offering, professional interior designed by MAX Home Design crafted for those who seek the ultimate in luxury, privacy, and lakeside living. Welcome to your exclusive retreat on Lake Maitland, where every detail reflects your desire for the extraordinary.

570 Manor Road, Maitland

$675,000
3 Beds 2 Baths Dommerich Estates 2nd Add SubDv. 32751 Zip Code
There is a reason Dommerich Estates continues to be one of the most sought-after communities in Maitland for decades. Anchored by Lake Minnehaha featuring a community dock giving access to the Winter Park Chain of Lakes, as well as a boardwalk to Maitland Community Park, the walkable lifestyle is what makes this community special. This nearly 1,900 sf 3-bedroom 2 bath home is on an expansive lot with pavered circle drive. Plenty of room to grow and invest as Shawnee is one of the best streets in the Estates. This charming home features a welcoming front porch, dedicated living, dining, and family spaces as well as renovated kitchen and wood floors through living spaces. Renovated kitchen showcases beautiful shaker white 42” cabinets , luxury wood laminate flooring, solid quartzite counter tops, glass tile backsplash, beautiful window with a view from the stainless farmhouse sink, stainless appliances and room for an eat in kitchen table. Dedicated laundry and pantry round out the function making life easy. Family room features built-ins and opens to screened patio out to spacious back yard. Plenty of space to add additional square footage or more outdoor living and pool. Shawnee is zoned for the best schools in the are Dommerich Elementary, Maitland Middle and Winter Park High. Dommerich Elementary was recently awarded the best school in Orange County and ranked #5 at the state level. Dommerich & Maitland Middle share a campus which is a bonus to have your kids in one familiar place from K-8. Maitland is home to fantastic restaurants, incredible parks, Lake Lily and so much more. Don’t miss this unique opportunity.

1646 Shawnee Trail, Maitland

$995,000
5 Beds 3 Baths Hidden Estates SubDv. 32751 Zip Code
Welcome to this beautiful custom-built Maitland home in a park like setting. Gorgeous, elevated lot, beautifully maintained mature landscaping with laurel and live oak trees, hickory and magnolia trees. Two story all block construction with an Old Chicago brick facade. Heavy solid wood doors and detailed trim, crown molding and base boards in quality detail throughout. A large entry foyer opens to almost 3500 sq ft of living space featuring 5 bedrooms and 3 full baths that have been completely remodeled. The floor plan offers a formal living room, dining room and family room with detailed woodwork and a large wood burning old Chicago brick fireplace. The completely remodeled kitchen has a pass thru to the Florida room and great views of the pool-patio and outside landscaping. The Florida room is exceptional with large Anderson windows giving pool and garden views with excellent natural light complimenting the wood floors. Multiple closet storage spaces both upstairs and down. The large, screened pool is finished in pebble tech and surrounded by a paver patio pool deck. The in-pool spa is heated with a new propane pool spa heater. A new driveway has been installed, significantly up sizing to accommodate extra vehicles and parking with the ability to maneuver in and out of the garage with extra vehicles parked in the driveway, second to none. The extensive landscaping is serviced by a 10-zone irrigation system for lawn and landscaping, supplied by a deep well. Take a look at this opportunity as you will find excellent value in a very nice community with a completely updated home that is like new.

208 Flame Avenue, Maitland

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