Maitland Real Estate Search

Maitland Homes for Sale

With an incredible location in the Orlando Metro Area, the small community of Maitland, Florida, is a great place to live in Orange County. Roughly six miles north of Orlando and eighty-one miles northeast of Tampa, Maitland homes are in proximity to many exciting attractions, including a senior center, a public library, and several art centers. Likewise, there are many outstanding recreation opportunities in Maitland, such as swimming, boating, baseball, hiking, biking, fishing, soccer, and water sports. These opportunities are found at places like Nina Canal in Covered Bridge Park on Old Horatio Avenue and Bellamy Park on Kentucky Avenue. Lake Sybelia Point’s Homer Hough Park is another great example, as is Hill Park on Hillcrest Avenue.

Specific points of interest near Maitland homes include the RDV Sportsplex, Maitland Community Park, the Enzian Theater, Waterhouse Carpentry Museum, and the Maitland Art Center. Maitland residents also enjoy easy access to multiple modes of transportation, including the nearby Orlando International Airport. As one of Central Florida’s oldest incorporated municipalities, Maitland also encompasses a gorgeous historic corridor consisting of heritage homes in the heart of the community and stretching out and into the Lake Catherine and Lake Lily areas. 

The attractions, services, and amenities in Maitland collectively add to the appeal of the city’s housing options. Real estate in Maitland is diverse and includes attached housing like apartments and condos, as well as semi-detached options like townhomes. Likewise, you’ll find an array of detached single-family homes for sale in Maitland of many floor plans, styles, sizes, and ages. For specific details about available properties in Maitland, Florida, please connect with us today, and we will happily help you with your Maitland home search.

Our website features the best Maitland real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Newest Maitland Homes and Condos for Sale

4 Beds 3 Baths Maitland Club Rep SubDv. 32751 Zip Code
Welcome to your dream home in the prestigious Maitland Club gated community! This updated single-family gem boasts 4 bedrooms, 3 bathrooms, and a 2-car garage on a spacious 0.41-acre lot. With a total of 2,603 square feet, there’s room for everyone to enjoy. Step inside this well-maintained home, and you’ll immediately notice the stunning ceramic tile floors in the living and kitchen areas, creating a welcoming and easy-to-maintain atmosphere. The bedrooms feature cozy wood laminate flooring for added warmth. The master bedroom offers a serene view of the pool, and the kitchen is a chef’s delight with stainless steel appliances and elegant granite countertops. Walk-in closets and French doors lead to the patio and pool area, perfect for outdoor entertaining. But that’s not all - this property is loaded with modern amenities! A Generac 25,000 KW Standby Generator, installed in 2021 with 8 years of warranty remaining, ensures your comfort, powering the entire house, including the AC. There’s also a 500lb propane submersible tank for extended generator use. Enjoy year-round swimming with the Pentair Pool LP Propane Gas Pool Heater, installed in 2020, which can heat up the pool in under 4 hours. The professionally landscaped yard is equipped with landscape lighting, and electrical outlets, cleverly located in the majestic oak trees in the front yard, making holiday lighting a breeze. A Ring Alarm system with cameras provides added security. Step outside to the outdoor pool terrace, where you’ll find an Insignia Beverage Cooler, outdoor speakers, and a Samsung 36’ TV for ultimate relaxation. The garage is a car enthusiast’s dream with stainless steel appliances, including an additional stainless steel French door refrigerator, a standalone ice machine, and a freezer chest. In the kitchen, you’ll find all stainless steel appliances, including a Samsung Family HUB Refrigerator. The living room is equipped with a 65’ Sharp LED HD TV and a Bose Surround Sound System. The master bedroom offers custom California Closets in both his and her walk-in closets, along with a Samsung 55’ LED HD TV. For your convenience, a step stool ladder is tucked away in the master bedroom closet. The office includes a fireproof safe, and the guest bedroom features a TCL 42’ HD TV. Even the kids’ room has custom California Closets! Outdoors, the very private patio features a screened pool and a deck box with treated wood to match the custom wood ceiling, creating an oasis for family events and relaxation. Don’t miss this opportunity – schedule your showing today and make this incredible property your own! Fun, luxury, and modern living await you in this Maitland masterpiece. Plus, the long driveway can easily accommodate your guests for hosting parties, adding to the charm of this exceptional home.

864 Brightwater Circle, Maitland

2 Beds 1.5 Baths Lake Maitland Terrace Apts Condo SubDv. 32751 Zip Code
Welcome home to the highly sought-after Lake Maitland Terrace community! This delightful 2-bedroom, 1.5-bathroom, 1st Floor condo offers a perfect blend of comfort, convenience, and a touch of Florida paradise. This unit boasts a large screened in front porch and easy access to the community pool, fishing pier, and all the amenities you desire. As you step inside, you'll immediately appreciate the open and airy layout of this condo. The living area is bathed in natural light and offers a welcoming ambiance for relaxation and entertainment. The adjoining kitchen is both functional and stylish, featuring granite countertops, ample storage, and a breakfast bar. The two generously-sized bedrooms provide comfortable retreats, with the primary bedroom offering a convenient en-suite half bathroom. The second bedroom features beautiful built-in shelves and access to your own washer/dryer. A full bathroom with a tub/shower combination serves the needs of both residents and guests alike. The Lake Maitland Terrace community is renowned for its exceptional amenities. Take a dip in the sparkling pool, soak up the sun on the deck, or head to the fishing pier for some tranquil angling moments. With lake access, water enthusiasts will find plenty to explore, from boating to kayaking. This condo is ideally situated just a stone's throw away from shopping centers, restaurants, and the charming Park Avenue district. Enjoy the convenience of being near everything you need, from boutique shops to gourmet dining experiences. The community clubhouse is perfect for gatherings, celebrations, and social events. Host parties, meet your neighbors, or simply unwind in this inviting space. Don't miss this fantastic opportunity to own a piece of Maitland's picturesque living. Schedule a showing today and make this wonderful condo your new home!

1140 S Orlando Avenue Unit 8, Maitland

3 Beds 3.5 Baths Ultra Vista Condo SubDv. 32751 Zip Code
*** LOCATION ***LOCATION****LOCATION**** PET FRIENDLY!!!! Ready to be IMPRESSED??? Hurry to see this RARELY available townhome style home in the Ultra Vista Condos. Ultra Vista is a community consisting of 10 Townhouses and 16 Condos in a Tropical setting. The moment you walk up to the front door, you will feel a sense of peace and calm walking thru your private garden. When you step inside, you realize you're in your own secluded piece of paradise located just minutes from everything. ( Downtown Winter Park ,UCF, OIA and so much more, just minutes away). You will be living in the heart of it all, while still maintaining a peaceful serene slice of Old Florida. This stunning home backs up to the Lake Howell Creek and conservation area. Enjoy the view of nature while sitting with a good book on your large private back porch. This beautiful, stylish home not only has ~~TWO~~ Full ~~Master~~ Bedrooms, one downstairs and one upstairs, but you also still have a third traditional bedroom upstairs which could easily be a home office. And the BEST part .....ALL THREE bedrooms have their own FULL bath! Walk in CLOSETS galore. The master upstairs even has an adorable little porch to enjoy a morning coffee. **So much storage in this home.** The open floor plan with expansive volume ceilings in the great room make this home so open and airy. The wood burning fireplace makes for a cozy time during the cooler days of Floridas mild winters. ****So much natural light*** . The kitchen and adjoining bonus room ( currently a breakfast area ) along with the formal dining room make every space of the downstairs so usable and comfortable for entertaining. And wait until you see the beautiful flooring thruout. This home is clearly a showpiece waiting for its new owner. Step thru the French doors off of the dining area to discover a view of the Howell Creek reserve and nature area. Kick back and enjoy all of the benefits of owning a condo in such an amazing community. Everything is taken care of for you from exterior landscaping and maintenance, the roof and the beautiful pool and dog park along with the deck for all to use overlooking Howell Creek. And the BEST part …. @@@@@@ No restrictions on your pets ( other than it must be a domestic pet - so sorry, no giraffes ) @@@@ in the complex. Finally , the perfect place for you and your Best FURRY friend!!! Set up your showing today! ( Please note - video recording equipment on site)

1988 Kenaston Road, Maitland

4 Beds 5 Baths Stonehill SubDv. 32751 Zip Code
Beautiful Stone Hill home located in convenient Maitland, just a half-mile to the new SunRail station. This four-bedroom, five-bath home is quite the showplace, boasting wood flooring laid in a herringbone pattern in the entryway and custom millwork. Eight foot French doors open the office with painted built-ins and lighting fixtures. Across is the generously sized Dining Room with custom wood wall panels and an oval niche offering the perfect area for holiday entertaining. The gourmet style kitchen with double island (one with a three-inch solid walnut top) features GE Monogram appliances with an Advantium oven, French door convection oven, induction cooktop, pot filler, integrated refrigerator/freezer, quartzite countertops, marble mosaic backsplash, custom inset cabinetry, double faced gas fireplace and stacked stone hearth. From the kitchen and into the adjoining family room, the vaulted ceiling reaches 12 feet plus and looks out to the covered pool area. The butler's pantry features a stone countertop with an antique mirrored backsplash. The downstairs master bedroom continues with wood flooring, updated paint, fixtures and interior shutters. The renovated master bath features custom millwork, marble/porcelain tile and a large soaking tub that peers onto an oversized natural, stone encased walk-in shower. Owner's closets feature custom built-ins. Up the stairs, the open loft, with newer lighting, is spacious, and offers a creative place for little ones. Three more generous guest bedrooms all have newer paint, carpet and fixtures. One of the guest baths has a split vanity with French doors leading to a wrought-iron balcony offering commanding street views. Downstairs is complete with a covered lanai and two water features that offer tranquil sounds while gazing to the tropical palms and flora. The spa offers a relaxing opportunity to melt stress away as the covered lanai features custom outdoor drapes and palm ceiling fans to add to that cabana feel. Pool notables include a newer pump/salt generator and spa heater. Adjoining the pool/courtyard is a guest apartment with a separate entrance just over the three-car garage. This studio suite has newer paint, flooring, as well as a newer HVAC system. Natural light abodes in this guest/office area. This studio/flex space can also be used as a separate gym or art studio. A tasteful, English-raised garden outside of the back gate features three raised areas with full sun exposure and irrigation. Other notable updates include Lennox air conditioning system, LED lighting throughout, custom millwork, a newer garage door opener, slip-resistant garage floor tiles, and speakers throughout the first floor and poolside. With proximity to Maitland City Centre, Winter Park shops, restaurants and I-4, this could be your location-driven destination. Make your private showing appointment today.

146 Stone Hill Drive, Maitland

3 Beds 2 Baths Roosevelt Place SubDv. 32751 Zip Code
This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2006, ensuring long-lasting durability. A significant renovation in 2017 introduced modern conveniences, including all-new kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully left in the house for future use. Two electric fireplaces provide cozy ambiance, and a fully functional wood fireplace offers additional charm and warmth if the buyer wishes to restore it. The property also received a host of exterior enhancements in 2017 and 2018, including a paver patio, fence, and a newly installed drain field for the septic system. The well pump was replaced around the same time. A relatively new Kinetico Premier water system, though exact installation date eludes memory, comes with operational paperwork for easy use. Further updates in 2020 include new windows in the garage and three bedrooms, a generator switch box, and new electrical panels. The attic received fresh insulation, and the ducts were professionally cleaned, ensuring energy efficiency. To top it all off, a brand-new shed was added in 2022, providing ample storage space for your convenience. This meticulously maintained property is a true gem, offering both modern amenities and peace of mind for years to come. Don't miss the chance to make it your own!

135 Roosevelt Pl, Maitland

3 Beds 2 Baths Winfield SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Perfect starter home nestled in the heart of Maitland’s coveted Winfield neighborhood! Boasting an incredible location this 3BD/2BA home is not only a great first home or investment, there is also room to grow! Manicured landscaping invites you to come inside and make yourself at home and the high ceilings, natural light and flowing floor plan allow you to do just that. Start your tour in the formal dining space, flexible to use as a family room, home office or anything else you might need! The EAT-IN KITCHEN offers stainless steel appliances, a closet pantry for ample storage, ISLAND and breakfast bar seating making entertaining a breeze. The generous LIVING ROOM delivers wood laminate floors, VAULTED CEILING and a WALL OF SLIDING GLASS DOORS for more great light and access to a large patio. Your PAVERED PATIO overlooks a FULLY-FENCED BACKYARD—providing a perfect canvas for outdoor gatherings and leisurely afternoons! Ideal SPLIT BEDROOMS deliver a spacious PRIMARY SUITE with its own access to the patio, chic modern color palette and a private EN-SUITE bath complete with a WALK-IN CLOSET, dual sink vanity, soaking tub and separate shower. The two additional bedrooms share a second full bath. Roof is 2017 and A/C is 2015. Situated in Winfield, this residence offers more than just a charming home; it grants access to a vibrant community and an array of amenities. The proximity to RDV Sportsplex ensures fitness and recreational pursuits are within arm's reach, while the thriving Maitland Business district offers a host of shopping, dining, and entertainment options. Explore the neighboring Winter Park, renowned for its cultural offerings and scenic parks, or venture into the bustling city of Orlando for a taste of urban excitement. The Altamonte Mall is a short drive away, providing a diverse shopping experience for all tastes and preferences. Commuting is a breeze with easy access to I-4 and SR 414, ensuring you're well-connected to the wider Central Florida region. With its blend of functional design, modern upgrades, and a fenced backyard this property is poised to provide years of cherished memories for its new owners! Easy to show - call today to schedule your tour!

2150 Tortoise Shell Drive, Maitland

5 Beds 3 Baths Maitland Isle SubDv. 32751 Zip Code
Perfectly placed on a meticulously manicured Lake Maitland canal-front lot, this five-bedroom, three-bath home offers 3,881 square feet of living area with a total of 5,157 square footage located in Maitland Isle community. Warm, welcoming and adorned with fine modern finishes, the open and light-filled living spaces ensure effortless entertaining. A chef-inspired kitchen with stainless steel appliances, gas range, warming drawer, wood cabinets, large pantry and granite countertops will ignite countless culinary creations, while an adjacent dining area facilitates intimate gatherings. A cozy gas fireplace in the living area provides a quiet and comfortable haven. There are four bedrooms located on the first floor with two full baths, one of which is an en suite and the other a Jack and Jill. The large main suite is on the second floor offering views of Lake Maitland, two walk-in closets and is accompanied by a lavish master bath that includes a large soaking tub, ample separate shower and dual vanities with granite countertops. Serenity abounds in the home’s private outdoor space when you open to this 50 ft canal front home that includes a saltwater pool, heated spa (2018), new pavers (2018), coping (2018), outdoor shower and plenty of room to host family and friends. The backyard is an oasis with a private setting, and the yard is beautifully landscaped with mature landscaping and zoysia grass. This home offers endless updated features. The appointments include wood plantation shutters, custom built-ins throughout, closet storage systems, water heater (2019), A/C System (2017) with humidity control, gas dryer, gas water heater, repainted inside, rebuilt in 2000. Outside, this home offers a beautiful brick drive with a 3 car garage and additional boat storage. The home offers a beautiful boathouse, with lift and a large wood deck for fishing, as well as experiencing peace and relaxation with the serene canal. With access to Lake Maitland and the Winter Park Chain of Lakes, this exquisite residence presents an exceptional waterfront lifestyle. Zoned for A-rated and highly sought-after Maitland Middle School and Winter Park High School. Discover the epitome of waterfront luxury living in Maitland Isle. Embrace the Florida dream lifestyle, perfectly balancing luxury, convenience, and natural beauty. Schedule a viewing today and explore the endless possibilities that await you in this extraordinary property.

190 Shell Point W, Maitland

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