Courtesy: CREEGAN GROUP
407-622-1111
Short Sale. Short sale. Welcome to this beautifully renovated home, boasting three generous bedrooms, 2 full baths and a large bonus room with it's own mini-split AC unit! Upon entering, you will notice how bright this home is, lots of natural light and neutral colors throughout make this house appealing to all decorating styles. The whole house was completely renovated, including kitchen, both bathrooms, roof, electrical, plumbing, windows, water heater and AC in 2022! The kitchen is gorgeous with stainless steel appliances and stunning granite countertops. Are you ready for maintenance free living? This Maitland home is located close to I-4, amazing Winter Park and Maitland shopping, restaurants and events. Just 30 min to Disney and about 45 min from the beach! The local community offers a public pool just one street away as well as a monthly Farmers Market. Call for your showing today!
Courtesy: EXP REALTY LLC
888-883-8509
Nestled in the heart of Maitland, just 3 miles from the charming Park Avenue in Winter Park, this beautifully updated 3-bedroom, 3.5-bathroom home offers a perfect blend of modern convenience, comfort, and style. With its prime location, this home is ideal for those who appreciate the best of both worlds—peaceful residential living with easy access to the vibrant dining, shopping, and entertainment options nearby. The property is also situated in a highly-rated Seminole County school district, making it a great choice for families seeking top-notch education. As you step inside, you’ll immediately appreciate the thoughtful updates and attention to detail throughout the home. Recent renovations have transformed this property into a turn-key masterpiece that offers not only aesthetic appeal but long-term value. In 2024, the home was given a complete overhaul in key areas to ensure optimal performance and comfort. The brand-new roof provides durability and peace of mind, while the upgraded air conditioning system—also installed in 2024—comes with a 10-year manufacturer warranty. The new AC ensures a cool, comfortable environment year-round, no matter the Florida heat. In addition, the entire plumbing system was re-done in 2024, offering improved efficiency and reliability. Electrical updates include a new breaker box and AC breaker box, both installed this year, along with brand-new switches and receptacles throughout the home. These modern upgrades ensure not only a safer living environment but also a home that’s ready for today’s tech-driven lifestyle. The home’s interior shines with beautiful, newly-installed flooring throughout. On the lower level, you’ll find premium wood flooring, which comes with a 30-year warranty. The upper floor is finished with luxurious vinyl plank flooring, which boasts a lifetime warranty for long-lasting quality and durability. The downstairs wet areas have been updated with stylish, easy-to-maintain tile, adding a practical yet chic touch. One of the most impressive upgrades is the new energy-efficient casement, double-pane Low-E windows. These high-quality windows not only enhance the home’s curb appeal but also provide superior insulation, reducing outside noise and improving energy efficiency. Lighting is another area where this home excels. The entire house has been updated with sleek recessed LED can lighting, brightening the space while reducing energy consumption. Additionally, new LED light fixtures in the kitchen and closets add a modern touch and contribute to the home’s overall ambiance. Beyond the incredible updates inside, the home’s location offers an unbeatable lifestyle. You’re just minutes away from Winter Park’s iconic Park Avenue, which features an eclectic mix of boutiques, restaurants, cafes, and cultural attractions. Whether you’re enjoying a leisurely afternoon of shopping, dining at one of the many fine restaurants, or strolling through the scenic Winter Park Chain of Lakes, everything you need is just a short drive away. This home offers a fantastic opportunity for anyone looking for a move-in-ready, low-maintenance property with modern upgrades and a prime location. Whether you’re a young family, a professional couple, or anyone in between, 1994 Kenaston Rd is a home that caters to your lifestyle and provides the perfect space to create lasting memories.
Courtesy: LOKATION
954-545-5583
OWNER FINANCING!! price just REDUCED. Centrally located updated condo, in close proximity to winter park, shopping, and restaurants. A shopping plaza is right next door, and within short walking distance. This larger 2-bedroom condo has just been painted and is nice and clean, new flooring, new Kitchen, renovated bathrooms. Relax on the spacious, screen enclosed porch with nice open view. Carrington Park is a well-appointed community consisting of 2 story brick buildings, and has a fitness center, community pools and a playground. Come and have a look at this great unit, and community.
Courtesy: AG REALTY SERVICES LLC
407-374-7295
Amazing opportunity for developers, residential builders, or those seeking a personal private estate! This unique lakeview and lakefront property features approximately +/-8 acres of usable land within the City of Maitland in Orange County. It consists of several contiguous parcels and Rights-of-Way, designated as a Traditional Neighborhood and zoned RS-2. Previously, the owner submitted a Planned Development application for a 35 single-family home gated community composed of 13 conjoined units (city duplexes) and 9 lakeview single home lots, which the new buyer can continue if they wish. This versatile property can be utilized for various purposes and offers the option to be sold as separate parcels, providing multiple opportunities. One of the last remaining large in-fill tracts in the area, it boasts nearly 766 feet of frontage overlooking Lake Seminary. Don’t miss out on this exceptional opportunity!
Courtesy: PROFESSIONAL REALTY NETWORK IN
904-716-7027
Looking for a Micro Ranch? This fits the bill. Plenty of land for your garden, chickens, and pool if you want. Be the architect of your dream yard that will provide all that is needed for you to survive any disaster. Don’t miss this updated 4/3 + office with dual masters or mother-in-law suite, originally built for Reverend Woody, located on almost an acre corner lot. You can see beautiful Lake Seminary across the street from the huge family room window. The new custom kitchen features beautiful light cabinets with quartz countertops, new Whirlpool appliances including a separate beverage cooler, huge island, and detailed moldings. The owner's bedroom wing boasts a sitting room and a huge closet with custom built-ins. This home has been meticulously maintained with a new roof (2016), plumbing, A/C, electrical panel, and Anderson double-pane windows. New over capacity septic system, and whole house water filtration system. The open floor plan is an entertainer's dream, complemented by full-house wood-look plank tile flooring. Additionally, there's a fifth room off the open great room that is currently used as an office. The .91-acre yard is a family oasis front and back. Expansive front yard beckons a family to play tag, soccer, or croque! Walk out the back sliders and face beautiful trees, fenced in yard, and Bar-B-Que patio. There is room for a pool. Purchase of this property includes deeded access to skiable Lake Seminary !and use of the recreational area. This lake is the deemed to be the most pristine in central Florida! Plus, there's a commercial grade Scag zero turn riding mower in the garage that's negotiable, so if your significant other doesn’t think you're sexy, maybe they'll think your tractor is.
Courtesy: LPT REALTY, LLC
877-366-2213
The community features 2 swimming pools, a gym, tennis and basketball courts, and beautiful views of Lake Shadow. Conveniently located just minutes from major shopping, entertainment, and Interstate 4. Call today to schedule your private tour!
Courtesy: REALTY ONE GROUP MVP
800-896-8790
Price Improvement! **NO HOA** **POOL HOME** Welcome to your dream home in one of Central Florida's most sought-after school district! This luxurious 4-bedroom, 2-bathroom single-story pool home is a masterpiece of modern living. Boasting a brand new roof and AC, this residence spans over 2,100 sqft of meticulously designed space. Step inside to discover an open and airy floor plan that seamlessly integrates the living, dining, and kitchen areas, ideal for both daily living and entertaining guests. The chef-inspired kitchen is a culinary paradise, featuring brand new Samsung appliances, shaker style cabinets, and stunning granite countertops. Every detail of this home has been carefully updated, from the new vinyl flooring throughout to the completely renovated bathrooms and fresh interior and exterior paint. Enjoy peace of mind with a new electrical panel, dual/combo breakers, and tamper-resistant outlets. Outside, your private oasis awaits with an oversized pool complemented by a new pool pump, perfect for cooling off during Florida summers. The enclosed patio with separate air conditioning provides additional space for relaxation or gatherings. Located in the top-rated school district of Dommerich Elementary, Maitland Middle, and Winter Park High, this home ensures your family receives the best education Central Florida has to offer. Every aspect of this property exudes quality and comfort. Don't miss your chance to own this exceptional home where luxury meets functionality. Schedule your showing today and make this your new address for a lifetime of memories!
Courtesy: SCOTT ALAN ROBERTS
407-468-0885
This is a well-maintained Townhouse located in Maitland. The seller has resided in the property for 47 years and there are no deferred maintenance issues. Owner has upgraded the unit to include lifetime warranty (transferable) energy efficient windows in 2017. Solid surface countertops in kitchen and bathrooms along with complete kitchen remodel 10 years ago. May of 2024, owner had new electrical panel replaced both outside and in. Park Lake Townhouses is a well-maintained, quiet community close to I4, downtown Maitland and Winter Park, and Orlando. Community features include a private dock on Park Lake, a swimming pool for owners and guests, and beautiful oak tree ’ed courtyards. This Townhouse is truly something to see. Seller is having paint prep work, including wall paper removal completed. Offering a credit to get painting completed with buyers custom colors prior to closing.
Courtesy: RE/MAX ASSURED
800-393-8600
Ideal property to build professional office suites in a developed area of Maitland Square. This 3,000 square foot lot could accommodate a 6,000 square foot office building. In the heart of Maitland Center, giving you access from both Fennell Street & Keller Road into the complex. Talk about location, just minutes to Maitland Blvd and I-4 Interchange. It is also conveniently located near the 414 to connect you to 429. Don't miss out!
Courtesy: SPIN REAL ESTATE LLC
813-675-0916
Looking for a location for your day care, school or business? This former day care features a 0.92 acre corner lot, over 7,000 sqft of space, largecommon area/classrooms, full kitchen, laundry area and plenty of room for storage. Building needs TLC but has so much potential you won’tbelieve it! Property like this is in SHORT SUPPLY!!! MUST SEE TODAY!! ** Buyer to do due diligence and verify property information. **
Courtesy: FLORIDA HOMES REALTY & MTG
904-996-9115
Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of living space, this home offers a unique blend of modern updates and timeless charm. The open floor plan features a cozy living room with a fireplace that separates the bonus room, providing a versatile space for a formal dining area, playroom, study, or breakfast nook. The kitchen, with a direct open door to the bonus room, is perfect for entertaining and family gatherings with ample open space connected to a dining area in front of the double sliding door to the covered patio and pool, as well as the living room. The home's layout is designed for comfort and privacy, with four bedrooms and 2 full bathrooms conveniently located on the right side and a fifth bedroom with a half bath on the left, ideal for guests or a live-in relative. Enjoy the beauty of porcelain tile throughout, complemented by new travertine tile in the foyer. Recent updates include freshly painted interiors and exteriors, a new refrigerator, microwave, and 2 new bathroom sinks. Outdoor living is a delight with a large screened-in pool, replastered, and freshly painted pool deck in October 2023, perfect for relaxing and entertaining. The expansive patio and covered porch offer protected spaces for dining and lounging, rain or shine. Enhanced by new landscaping, exterior lighting, and motion/security lights, the home's exterior is as inviting as the interior. Practical features include a spacious shed for additional storage (15.9'x9.3'), a fully fenced yard, and a 2-car garage with a built-in closet and laundry area. An efficient AC unit installed in 2018 ensures year-round comfort, and the septic tank was serviced in May 2024 for peace of mind. The roof is fairly new from 2016. Located just 15 minutes from Winter Park and Downtown Orlando, easy access to 414, the expressway, and I-4, and a little over an hour to the beach, this beautiful home offers both convenience and tranquility. Don't miss out on the opportunity to own this meticulously maintained and updated property.
Courtesy: REALTY AND COMPANY INT., LLC
407-999-5060
Short Sale. Amazing ground floor, corner commercial space located in the Maitland Exchange. Conveniently located near I-4, Winter Park, Maitland Blvd and the Maitland Sunrail Station. Space exists as a shell affording for the new owner the opportunity to customize the space to their own business. Building has plenty of parking! Call today to see the space in person or virtually!
Courtesy: BECK REALTY LLC
407-256-6369
Million $$ views from first floor unit in charming 3-story mid-century 38 unit community on Lake Maitland, the largest of the WP Chain of Lakes. This 2 bdrm 2 bath lakefront condo is adjacent to historic Fort Maitland Park, and across from beautiful Lake Lily, the heart of Maitland's Cultural Corridor, which features concerts, the Maitland Art Festival and numerous community events. It's a short walk to the Enzian, restaurants, and Maitland's Sunday's Farmer's Market. Also it's only minutes to Winter Park shopping, restaurants, museums, and Central Park which abounds with festivals, concerts, parades and a Saturday farmer's market. This beautiful lakefront community features a lovely courtyard, pool, kayak racks, covered parking. New roof, paint and the milestone inspection and structural integrity reserve study have been completed. Enjoy easy living and breathtaking sunrises and waterfront living from this conveniently located condo community.
Courtesy: OXFORD REALTY, INC.
407-629-1222
Attractively priced! Beautiful custom built SINGLE STORY Mediterranean home nestled at the end of a quiet cul-de-sac in a private gated community with staffed gatehouse! The spacious floor plan accommodates MULTI GENERATION FAMILIES and many guests! Th residence is constructed of concrete block, timeless design, excellent craftsmanship, and a stunning open floor plan which seamlessly flows through classic Palladian doors out to a spacious outdoor living environment - completely covered and screened including a 31' terrace under permanent roof with skylights and oversized salt-water swimming pool and spa! A graceful circular drive leads to covered entry and 8' double doors opening to an exquisite interior with soaring ceilings and wood floors throughout interior. 4 bedroom suites are on one floor -each with private bath, and distanced from each other for maximum privacy! The 2nd floor offers flexible space – a 33' 5th bedroom with sitting area/playroom or guest suite. The spacious 21' Primary Bedroom with sitting area features 2 walk-in closets, French doors open to Terrace/Pool area, and a 16' Bathroom with His & Hers Vanities, beautiful Quartz counters, and 3 linen closets. Large window and doors offer an abundance of natural light and a cheerful interior. The Home-Office or Study with storage closet is located toward the front of the floor plan. The eat-in Kitchen boasts tall white cabinets, abundance of storage, sprawling counter tops, all appliances, 2 full-size convection ovens, a desk and 2 oversized pantries! Charming breakfast area offers a pool view and double French doors to the Terrace for convenient alfresco meals. Kitchen opens to a bright and cheerful 21’ Family Room with many tall windows, high ceilings, Wet Bar and 21’ wall of custom shelving (and TV) with storage cabinets below. Laundry Room is spacious and includes washer, dryer, deep sink, 2 closets, wall cabinets and built-in ironing board. Classic Palladian-styled French doors span the rear of this beautiful home and open to grand outdoor pool/terrace area all, of which is screened allowing for doors to remain open to Terrace and entire Pool with brick pavers. Enjoy swimming laps in an oversized salt-water Pool with adjoining Spa. 3-car garage is oversized with extended length and 3 storage closets. The house is framed by a mature landscape and a privacy hedge across the rear and down both sides. Several Churches in the immediate area and a private school – and only 15 minutes to Altamonte Mall, restaurants, Advent Health hospital and Winter Park. Only 3 minutes to access Interstate 4; however, you can avoid the highway and access downtown Orlando business and medical centers within 20-25 minutes from Wymore Road! Community gatehouse is staffed 24/7 and offers a beautiful entry, playground, pickle ball, basketball and tennis courts. This is a one-of-a-kind custom built and designed Mediterranean residence offering concrete block construction, double-paned windows and doors, excellent quality and classic timeless architecture in sought-after convenient location. Truly a beautiful family home and a beautiful lifestyle!
Courtesy: STOCKWORTH REALTY GROUP LLC
407-909-5900
New Price!! New Exterior Paint!! Welcome to this beautiful traditional/transitional home that has warm and inviting spaces with upgraded designer touches througout. The open concept floor plan features soaring 13-foot ceilings and great natural lighting. This home has undergone extensive updates while sparing no expense that is reflected in the stunning appointments throughout. Entering the home, you will be embraced by the stately open foyer, living room with great views of the sparkling pool and lushly landscaped backyard, along with the dining /great room area that has tray ceilings and distinguished wainscoting and crown moldings. The chef’s kitchen boasts quartz counter tops and new appliances that include stainless-steel refrigerator, double oven, cook top, microwave and quiet touch dishwasher. This beautiful kitchen connects seamlessly with the large yet cozy family room with gas fireplace, desk, built in shelves, and glass doors that lead to an oversized covered lanai perfect for entertianing overlooking the heated pool and spa. The primary retreat wing of the house has a separate study or nursery room with large closet and also offers tranquil views of the backyard oasis. The spa like bathroom comes with porcelain tile floors, a free-standing garden tub, separate walk-in shower, walk-in closet, two separate vanities with quartz counter tops, and private lavatory. Heading upstairs you will find the oversized bonus room (27 x 22) that provides plenty of room for all your needs and comes with a full bath that features a tub and shower combo and additonal storage closet. The 3 car garage has ample space for cars and toys, and very large/ oversized corner lot which can be fenced is perfect for pets or children to play in! Other notable upgrades include new pool heater, fresh interior paint, light fixtures and child safety pool fence. Maitland Club is a highly sought after guard gated subdivision that provides community tennis court and playground and is conveniently located near great dining, shopping, medical offices with easy I-4 access.
Courtesy: EXP REALTY LLC
888-883-8509
New kitchen and bathrooms cabinets. Welcome to your new home in the heart of the serene Park Lake Woods community! This delightful two-bedroom unit freshly painted awaits its new owner. Perfectly positioned for those seeking both tranquility and convenience, this property offers a convenient location near Winter Park, generously sized bedrooms with walk in closets and no carpet, private patio and garage! This property has been meticulously appraised to ensure a fair and attractive value; this home presents an excellent opportunity for buyers looking to invest. Schedule a viewing today and discover the endless possibilities awaiting you in this opportunity.
Courtesy: LPT REALTY, LLC
877-366-2213
Incredible opportunity to own one of the oldest homes in Maitland. This charming 2-bedroom, 1-bathroom Florida vernacular-style home, built in 1886, sits on a half-acre lot in the heart of Maitland just one home from Lake Sybelia. The original windows, doors, high ceilings and brick street out front give this home so much character, with a large screened-in back porch perfect for relaxing and catching refreshing lake breezes. Out back behind the butterfly garden, you’ll find a small guest cottage, or mother-in-law suite, converted from what was originally a chicken coop in the early 1900s. Notably, the shower of the detached guest cottage has a glass ceiling. Your guests will appreciate having their own full kitchen, driveway entrance and parking area. The home was RE-WIRED in 2020 and has had a TERMITE BOND for decades. This home is one of a dying breed and many of its contemporaries have been wiped away to make room for modern construction. Many of the homes around it are new and large and the neighborhood is an eclectic mix. Those who appreciate its rustic allure will recognize the unique opportunity it presents. Bring your vision and creativity to breathe new life into this historic gem in one of the most fantastic neighborhoods in Central Florida.
Courtesy: OPENDOOR BROKERAGE LLC
480-462-5392
One or more photo(s) has been virtually staged. Welcome to this beautifully updated home. The living room welcomes you with a cozy fireplace and a neutral color paint scheme that creates a spacious feel. The kitchen is a chef's dream, featuring all stainless steel appliances. New flooring throughout the home adds to the fresh look, complementing the updated interior and exterior paint. Enjoy entertaining on the covered patio overlooking the private in-ground pool. A fenced-in backyard provides added privacy. This home is a must-see with its modern updates and appealing outdoor amenities.
Courtesy: MIAMI TANGO INVESTMENTS REALTY
786-464-8803
Excellent investment opportunity! 1 bedroom 1 bathroom condo is now available at Carrington Park Condominiums. Beautiful Community, Convenient location, shopping, dining and the beach, What more could you ask for? Located right on the edge of Maitland and Winter Park. Currently rented at $1150 through August 31 2025. Immediate cash flow, do not walk, run!!!
Courtesy: RE/MAX 200 REALTY
407-629-6330
Welcome to this charming two-story Maitland townhouse featuring a spacious living room/dining room combo, perfect for entertaining guests or relaxing with family. A galley kitchen offers ample counter and cabinet space, ideal for preparing delicious meals. Adjacent to the kitchen, you'll find a convenient laundry closet with a washer and dryer, as well as a pantry for additional storage. Step outside to the private courtyard/patio through the one-car garage, a fenced-in oasis perfect for unwinding after a long day. The first floor also includes a versatile bedroom/office/flex space with sliding glass doors that open to the courtyard/patio. This home features a convenient stair lift, providing easy access to the second floor. A full bath with a walk-in shower is conveniently located nearby, making it great for guest use. Upstairs, you'll discover dual master bedrooms, each offering its own unique features. One master suite boasts a screened balcony with a tranquil green space view and an en suite bath with a tub/shower combination. The secondary master bedroom features a completely updated en suite bath with a modern sink and a fully tiled walk-in shower. Take advantage of the sparkling community pool for a refreshing dip on warm days. This property offers easy access to 17-92, I-4, downtown Maitland, and Winter Park. Enjoy great local dining and shopping options, including Trader Joe’s, Bucca di Beppo, Sixty Vines, and much more! Don't miss the opportunity to make this beautiful townhouse your very own.
Courtesy: HOME WISE REALTY GROUP, INC.
407-712-2000
Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character but in need of some TLC. Beautifully arched high ceiling along with a fireplace in the formal living room. The Florida room is surrounded by glass sliding doors that open to a wooden patio with French doors, countless windows, gracious screened front porch and additional awning covered porches surrounding the home and huge master bedroom. don't miss this opportunity as large developers have purchased most all properties surrounding this listing. use your imagination to make this house a home.
Courtesy: Beycome of Florida LLC
Steven Koleno
Wow! The Maitland address you want with a price you can afford. Your HGTV dream-come-true home is ready. Natural light highlights all of the beauty of the open floor plan, on-trend kitchen design, new flooring, and modern barn doors. Resort-style pool is open, inviting and ready for fun. Roof is no worry â 2019! Isnât it all about location? Transportation is a breeze â major connector roads (to I-4) are nearby and the Maitland Sunrail train station is close, too. Work from home in the office area. On weekends, bike to Lake Lily Farmerâs Market or Park Ave. in Winter Park along a scenic route! Shopping options are endless, and you have Seminole County schools, too! Now is the time to snap up a great home. Don't wait until the rates drop and the tsunami of buyers and multiple offers starts up again. Lower rates will be there for you, too.
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The data relating to real estate for sale on this Website come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this broker are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Some properties that appear for sale on this website may no longer be available. |
Maitland is located in Florida. Maitland, Florida has a population of 19,154. Maitland is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Maitland, Florida is $84,289. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Maitland is 35.5 years.
The average high temperature in July is 92.1 degrees, with an average low temperature in January of 49.1 degrees. The average rainfall is approximately 52 inches per year, with 0 inches of snow per year.
