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Maitland, FL Homes for Sale

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  • /39

    $699,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    2338 Tuscarora Trail, Maitland, FL 32751

    ***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with

    Agent Photo

    Timothy Smith

    WHITE WHALE REAL ESTATE

    (321) 329-6311

    2338 Tuscarora Trail, Maitland, FL 32751
  • /32

    $188,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

    Welcome to luxury, comfort, and convenience at this beautifully transformed ground-floor 1-bedroom, 1-bath condo in the gated community of Visconti West. Every square foot speaks to quality and style with its impeccable upgrades. The stylish and functional kitchen dazzles with brand-new appliances including a built-in microwave. The laundry room includes a brand-new washer, dryer, added shelving

    Agent Photo

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (321) 895-9497

    1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751
  • /51

    $1,545,000

    • 5 Beds
    • 3.5 Baths
    • 3,292 Sq Ft

    1453 Lyndale Blvd, Winter Park, FL 32789

    Welcome to this updated and architecturally unique 5-bedroom, 3.5-bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and you’re immediately greeted by gleaming porcelain tile floors, smooth modern non-textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding,

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    (321) 382-3727

    1453 Lyndale Blvd, Winter Park, FL 32789
  • /31

    $449,900

    • 3 Beds
    • 1 Bath
    • 1,848 Sq Ft

    1518 Oranole Rd, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Mortgage savings may be available for buyers of this listing. Welcome to this beautifully updated single-family home in the heart of Maitland, offering 3 bedrooms, 1 bathroom, and 1,848 square feet of comfortable living space. Set on over a quarter of an acre, this property blends modern upgrades with everyday functionality. From the moment you

    David Zambrano REDFIN CORPORATION

    1518 Oranole Rd, Maitland, FL 32751
  • /27

    $412,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    2122 Korat Ln, Maitland, FL 32751

    Rates have DROPPED and with the FREE 1 year interest rate buy down, it's time to BUY. This four-bedroom, two-bath, split-floor plan home is move-in ready and ready for your personal touches. The home offers a large living room, open floor plan kitchen and den all with soaring ceilings. The fourth bedroom is in front of the house and is great for a home office or guest bedroom. The Winfield

    Erik Baum PREMIER SOTHEBYS INT'L REALTY

    2122 Korat Ln, Maitland, FL 32751
  • /56

    $315,900 Open Sat 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    1000 Winderley Place Unit 239, Maitland, FL 32751

    Discover Sun Bay Club – Maitland’s Hidden Gem on Lake Destiny!Behind the iconic blue gates awaits Sun Bay Club, a private 68-residence community nestled along the sparkling shores of Lake Destiny. Perfectly located within Maitland Center North and just 6 miles from downtown Orlando, this neighborhood offers both convenience and serenity.This 2-bedroom, 2-bath second-floor condo blends

    Christopher Nutt GALLERY PROPERTIES INTERNATIONAL

    1000 Winderley Place Unit 239, Maitland, FL 32751
  • /33

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,732 Sq Ft

    939 Versailles Cir, Maitland, FL 32751

    Welcome to Versailles, where timeless architecture meets everyday ease just steps from the shimmering waters of Lake Minnehaha. This beautifully updated home offers peace of mind with a NEWER ROOF, 4-year-old HVAC, NEW IRRIGATION SYSTEM and APPLIANCES approximately 5 years old. Inside, the thoughtfully designed split floor plan ensures privacy for the primary suite, while elegant formal living

    Nicole Dege REDFIN CORPORATION

    939 Versailles Cir, Maitland, FL 32751
  • /54

    $2,895,000

    • 6 Beds
    • 5.5 Baths
    • 6,163 Sq Ft

    604 Minnehaha Ln, Maitland, FL 32751

    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

    Brad Young HOMEVEST REALTY

    604 Minnehaha Ln, Maitland, FL 32751
  • /23

    $209,900

    • 1 Bed
    • 1 Bath
    • 707 Sq Ft

    2627 Maitland Crossing Way Unit 101, Orlando, FL 32810

    Welcome this stunning condominium nestled in the sought-after, gated, community in Orlando, Florida - Bella Terra. This beautifully remodeled 1-bedroom, 1-bathroom home offers a perfect blend of modern elegance and comfortable living, making it an ideal retreat for professionals or anyone seeking a vibrant lifestyle. As you enter, you’ll be greeted by abundant natural light flowing through the

    Martina Leonard CHARLES RUTENBERG REALTY ORLANDO

    2627 Maitland Crossing Way Unit 101, Orlando, FL 32810
  • /36

    $849,000

    • 3 Beds
    • 2 Baths
    • 2,502 Sq Ft

    195 E Faith Terrace, Maitland, FL 32751

    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 facade 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

    Jane Fochler COMPASS FLORIDA LLC

    195 E Faith Terrace, Maitland, FL 32751
  • /45

    $289,900

    • 2 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    335 W Lake Faith Dr Unit S, Maitland, FL 32751

    Welcome to Tranquility and Relaxation in this quiet meticulously maintained Gated Condominium Community- Lake Faith Villas. This beautiful community rests on the shores of Lake Faith in Maitland and is truly a Hidden Gem. This tastefully updated 2 bedroom 2.5 bath 2- Story END UNIT is nestled in a prime location within the community featuring an Updated Spacious Kitchen with beautiful Natural

    Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

    335 W Lake Faith Dr Unit S, Maitland, FL 32751
  • /20

    $779,500

    • 3 Beds
    • 2 Baths
    • 1,813 Sq Ft

    421 Arapaho Trail, Maitland, FL 32751

    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 offers 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

    Steven Koleno BEYCOME OF FLORIDA LLC

    421 Arapaho Trail, Maitland, FL 32751
  • /44

    $845,000

    • 3 Beds
    • 3.5 Baths
    • 2,014 Sq Ft

    183 Orange Place, Maitland, FL 32751

    This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive, you’ll sense the refined lifestyle within. soaring ceilings, abundant

    Christine Bennett EVOLVE PROPERTY GROUP LLC

    183 Orange Place, Maitland, FL 32751
  • /30

    $675,000

    • 3 Beds
    • 3 Baths
    • 2,491 Sq Ft

    955 Gamewell Ave, Maitland, FL 32751

    For a complete REAL walk through of this home find the Video or Virtual Tour button somewhere on this page! Welcome to one of Maitland’s best-kept secrets! Tucked away in a peaceful, no-through street with Maitland Park right across the way, this charming corner-lot home offers the perfect balance of privacy, comfort, and convenience. From your doorstep, you can walk to favorite restaurants,

    Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

    955 Gamewell Ave, Maitland, FL 32751
  • /39

    $669,000

    • 4 Beds
    • 4 Baths
    • 2,651 Sq Ft

    1135 Thunder Trail, Maitland, FL 32751

    Distinctive Dommerich Hills Home with Flexible Floor Plan and Modern Upgrades. Welcome to this truly unique residence in the highly desirable Dommerich Hills neighborhood, where character, thoughtful updates, and a versatile layout come together to create the ideal setting for modern living. Perfectly situated just minutes from Winter Park and Maitland—and zoned for Dommerich Elementary,

    Brian Rotenberger COMPASS FLORIDA LLC

    1135 Thunder Trail, Maitland, FL 32751
  • /54

    $699,000

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft

    814 N Thistle Ln, Maitland, FL 32751

    A mid century modern inspired ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This 4-bedroom 2 bath home was thoughtfully

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    814 N Thistle Ln, Maitland, FL 32751
  • /55

    $700,000

    • 3 Beds
    • 3.5 Baths
    • 2,807 Sq Ft

    1501 Oranole Rd, Maitland, FL 32751

    Seller's Relocation forces sale of elegant pool home in iconic & coveted Bretton Woods. Discover classic charm & modern comfort in this stunning brick ranch, nestled on an expansive lot. New roof, Trane HVAC, ducts & windows ensure peace of mind & energy efficiency. A sun-dappled front yard & welcoming porch lead to a beautifully updated interior w/ engineered hardwood flooring, a gourmet kitchen

    Robert McGinty Legacy Real Estate Partners

    1501 Oranole Rd, Maitland, FL 32751
  • /51

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    1024 Kewannee Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS.

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    1024 Kewannee Trail, Maitland, FL 32751
  • /25

    $650,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,695 Sq Ft

    2491 Lauder Dr, Maitland, FL 32751

    Nestled on a spacious corner lot in the highly sought-after Dommerich/Highland Park neighborhood, this distinctive two-story Mid-Century home offers both character and flexibility. With 5 bedrooms and 3 full baths, the layout is ideal for multigenerational living or accommodating guests with ease. Upstairs, the 5th bedroom serves as a private in-law suite, complete with a walk-in closet, full

    John Forrester KELLER WILLIAMS REALTY AT THE PARKS

    2491 Lauder Dr, Maitland, FL 32751
  • /17

    $614,900

    • 4 Beds
    • 2 Baths
    • 2,101 Sq Ft

    2400 Deloraine Trail, Maitland, FL 32751

    This 4-bedroom, 2-bath corner-lot home in the sought-after Dommerich neighborhood blends mid-century charm with thoughtful updates and room to grow. Set on a .27-acre lot with mature landscaping, a brick-paved walkway, and an oversized driveway, this home offers easy curb appeal and a warm welcome.Inside, vaulted ceilings, exposed beams, and large windows fill the living spaces with

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2400 Deloraine Trail, Maitland, FL 32751
  • /35

    $677,200

    • 3 Beds
    • 3 Baths
    • 2,024 Sq Ft

    609 Lake Shore Dr, Maitland, FL 32751

    Introducing 609 Lake Shore Drive, a captivating 3-bedroom, 3-bathroom residence offering over 2,000 square feet of elegant living in the coveted Maitland area. This pristine home combines the best of modern comfort and timeless design, with a location that places you just minutes from Winter Park, Downtown Orlando, and Altamonte Springs, providing an unrivaled lifestyle of convenience.Step

    Michael Shaw MICHAEL SHAW REAL ESTATE

    609 Lake Shore Dr, Maitland, FL 32751
  • /57

    $665,000

    • 4 Beds
    • 2.5 Baths
    • 3,308 Sq Ft

    448 Stonewood Ln, Maitland, FL 32751

    Welcome home!!! to this spacious 4-bedroom, 3-bathroom POOL home, situated on over a quarter of an acre (0.26) in the well-established Stonewood community. This residence offers everything you have been searching for, along with some remarkable unexpected features. As you approach, you will be greeted by fantastic curb appeal, highlighted by a charming paver driveway leading to the two-car

    Scott Bedsole RE/MAX ASSURED

    448 Stonewood Ln, Maitland, FL 32751
  • /20

    $210,000

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    1140 S Orlando Ave Unit E11, Maitland, FL 32751

    LAKE LIFE!! Welcome to 1140 S. Orlando Ave E11 — a charming lake access condo perfectly nestled on the border of Winter Park and Maitland. Embrace the laid-back Florida lifestyle with Lake Maitland just steps away, offering endless opportunities for paddle boarding, kayaking, boating and relaxing by the water. A brand-new community pool with stunning lakefront vibes to enjoy poolside get

    Abby Green IAD FLORIDA LLC

    1140 S Orlando Ave Unit E11, Maitland, FL 32751
  • /20

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751

    Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751
  • /81

    $695,000

    • 4 Beds
    • 3 Baths
    • 2,218 Sq Ft

    2171 Chippewa Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to 2171 Chippewa Trail—a beautifully maintained 4-bedroom, 3-bathroom pool home located in the highly sought-after Dommerich Hills neighborhood. This spacious residence offers 2,218 square feet of living space and features a brand-new roof and an abundance of natural light streaming through large windows throughout the home.Step into

    Freddy DeCoster GOYAL & DECOSTER REALTY

    2171 Chippewa Trail, Maitland, FL 32751
  • /36

    $218,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751

    Great home in the heart of central florida. Would make an ideal home for a small family or as an rental home in highly popular Maitland. The community features two swimming pools with an onsite gym, club house, tennis courts and a basketball court. Out back, there are spectacular views of Lake Shadow with a walking area and a picnic area to enjoy the scenery. The unit is conveniently located

    Hemant Panchal CORE REAL ESTATE SERVICES LLC

    1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751
  • /65

    $224,900

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1140 S Orlando Ave Unit E1, Maitland, FL 32751

    One or more photo(s) has been virtually staged. RARE opportunity to live in the Premier Lake Maitland Terrace Condo Community. Even more RARE is that it is REMODELED END unit with plenty of natural light and it is on the bottom FIRST level, main FLOOR! No Stairs, easy access to your new home. Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is

    Chris Schiffermiller UNITED REAL ESTATE PREFERRED

    1140 S Orlando Ave Unit E1, Maitland, FL 32751
  • /34

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1150 Lake Shadow Cir Unit 3104, Maitland, FL 32751

    One or more photo(s) has been virtually staged. SELLER'S PREFERRED LENDER IS OFFERING UP TO $2,500 TOWARDS BUYERS CLOSING COSTS PENDING LOAN APPROVAL! Welcome to this stunning 2-bedroom, 2-bathroom FIRST FLOOR condo in the sought-after gated Visconti community! Recently updated with new flooring, smart thermostat and brand new appliances, this home offers both style and comfort. The spacious open

    Gretchen Chevalier ALL REAL ESTATE & INVESTMENTS

    1150 Lake Shadow Cir Unit 3104, Maitland, FL 32751
  • /6

    $235,000

    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    2740 Maitland Crossing Way Unit 2-303, Orlando, FL 32810

    Welcome to this 2 bedrooms, 1 bath condominium in the gated resort style community of Bella Terra in Orlando Florida.This beautiful condo has a nice balcony. Kitchen/Living Room combo. An exterior storage closet off the patio provides space for seasonal decorations, bicycles, etc. AMENITIES ABOUND! This upscale, gated community offers a resort-style community pool, a clubhouse with a fitness

    Gabrielle Garcia FLORIDA HOMES REALTY & MTG

    2740 Maitland Crossing Way Unit 2-303, Orlando, FL 32810
  • /31

    $209,000

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    2717 Maitland Crossing Way Unit 207, Orlando, FL 32810

    Priced to sell !! Welcome to this stunning 2-bedroom, 2-bath condominium in the highly soughtafter,resort-style Bella Terra community. Offering a bright, open floor plan, this home featuresa spacious living area that extends seamlessly onto a private balcony, perfect for relaxing orentertaining. Enjoy the convenience of in-unit laundry and a well-appointed kitchen with allmajor

    Abdullah Akel CHARLES RUTENBERG REALTY ORLANDO

    2717 Maitland Crossing Way Unit 207, Orlando, FL 32810
  • /22

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,205 Sq Ft

    2549 Maitland Crossing Way Unit 306, Orlando, FL 32810

    HUGE PRICE DROP ! MOTIVATED SELLER ! ASK ABOUT HOA CREDITS !!!! Rare opportunity to own a 3 bedroom condo in Gated Bella Terra – Prime location near theme parks and Downtown OrlandoDiscover the perfect blend of comfort, convenience, and easy living in this spacious 3-bedroom, 2-bathroom condo, nestled within the highly sought-after gated Bella Terra community in Maitland. Vaulted ceilings

    Marion Luckman LPT REALTY, LLC

    2549 Maitland Crossing Way Unit 306, Orlando, FL 32810
  • /17

    $219,900

    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    2717 Maitland Crossing Way Unit 205, Orlando, FL 32810

    Welcome to this beautifully renovated condo in the desirable Bella Terra community. Fully updated in 2021, this condo features modern flooring, contemporary fixtures, and a sleek kitchen with stainless steel appliances and dramatic countertops. The open-concept layout connects the living, dining, and kitchen areas for a spacious, airy feel perfect for both everyday living and entertaining. Walk

    Collin Price EXP REALTY LLC

    2717 Maitland Crossing Way Unit 205, Orlando, FL 32810
  • /17

    $550,000

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft

    107 Tangelo Ct, Maitland, FL 32751

    Perfect opportunity to make this your dream home or add to your investment portfolio. This home is located on an 80x100 lot in the heart of Maitland and is walking to distance to Dommerich Elementary and Maitland Middle schools. This property provides loads of potential and offers a fenced backyard and a 2-car garage. Set up your showing today.

    Beth Logullo KELLER WILLIAMS WINTER PARK

    107 Tangelo Ct, Maitland, FL 32751
  • /28

    $575,000

    • 4 Beds
    • 2 Baths
    • 1,909 Sq Ft

    671 Brookside Rd, Maitland, FL 32751

    Experience refined living in this impeccably maintained 4Bd/2Ba pool home with a spacious layout, perfectly situated in a desirable, well-established neighborhood close to shopping, dining and everyday essentials. The customized kitchen is a true showpiece—featuring an expansive pull-out pantry, double pull-out corner cabinet system, built-in spice rack, and a spacious island designed for both

    Doug Woehr COLDWELL BANKER RESIDENTIAL RE

    671 Brookside Rd, Maitland, FL 32751
  • /34

    $585,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft

    2666 Derbyshire Rd, Maitland, FL 32751

    RENOVATIONS OF THE HIGHEST STANDARD!! Sunshine State Home’s experienced design team continues to exceed the expectations of today’s discerning Buyer’s. The renovation of this classic Mid-Century Maitland home brings delightful charm within a highly sought after NON-HOA neighborhood of Indian Hills. The finished product “punches above it’s weight” in every possible way. KITCHEN offers

    Bill Miller RE/MAX CENTRAL REALTY

    2666 Derbyshire Rd, Maitland, FL 32751
  • /27

    $150,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    1125 Lake Shadow Cir Unit 5308, Maitland, FL 32751

    Welcome to Visconti! This gated condominium community offers resort-style living in the heart of desirable Maitland. This top-floor 1-bedroom, 1-bath condo features a bright, open layout with a kitchen that overlooks the combined family and dining area. Sliding glass doors lead to a screened patio, perfect for relaxing and enjoying the Florida weather. The spacious bedroom includes a walk-in

    Milton James COLDWELL BANKER RESIDENTIAL RE

    1125 Lake Shadow Cir Unit 5308, Maitland, FL 32751
  • /24

    $565,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    2632 Derbyshire Rd, Maitland, FL 32751

    **2025 ROOF** | **POOL HOME** Start your new life to one of Orlando's most prestigious suburbs! Located in the heart of Maitland and zoned for great schools! This 4 bedroom, 2 bath home is a sanctuary for a growing family or to start yours. In this stunning home comfort meets timeless charm. Outside you will find a Zen-like screened pool area and a serene back yard lushly landscaped with mature

    Ramses Misel Trillos EXP REALTY LLC

    2632 Derbyshire Rd, Maitland, FL 32751
  • /21

    $850,000

    • 3 Beds
    • 3.5 Baths
    • 2,407 Sq Ft

    1732 Ridgewood Ave Unit S, Maitland, FL 32751

    Discover a unique living experience in this Santa Barbara style townhome condo. Nestled in a sought after neighborhood on the border of Maitland and Winter Park. Inspired by the California architectural charm of Santa Barbara, this property offers a rare blend of style and convenience. Experience a unique lifestyle in a vibrant and sought after location, with proximity to Enzian Theatre and

    Andrea Sider, PA KELLER WILLIAMS WINTER PARK

    1732 Ridgewood Ave Unit S, Maitland, FL 32751
  • /15

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1100 S Orlando Ave Unit 208, Maitland, FL 32751

    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

    Jeff Crandall SHORESTONE PROPERTY GROUP

    1100 S Orlando Ave Unit 208, Maitland, FL 32751
  • /45

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft

    1100 Willowbrook Trail, Maitland, FL 32751

    Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memories, this home is being offered to the market for the first time since 1974 - and offers the opportunity to make it your own for

    Skip Kirst COLLADO REAL ESTATE

    1100 Willowbrook Trail, Maitland, FL 32751

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Why Live in Maitland

Maitland, Florida, is one of Central Florida's oldest municipalities, featuring a growing commercial corridor and several million-dollar lakefront estates. The area is known for its convenient location, close to Walt Disney World Resorts and beaches, yet far enough to avoid the crowds. Maitland offers a variety of outdoor recreational activities, particularly around lakes such as Maitland Lake. The commercial hub along Orlando Avenue includes diverse restaurants, stores, and service businesses. Homes in Maitland, many built in the 1970s and 80s, often feature large interiors and big lots, with mid-century modern styles being prevalent. Lakefront properties, especially around Lake Minnehaha and Lake Sybelia, are more luxurious, with some exceeding the million-dollar mark.

Education in Maitland is served by the highly rated Orange County Public Schools, with students attending Maitland Middle School and Edgewater High School, both of which have strong academic and extracurricular programs. The community is rich in parks, including Covered Bridge Park, Jim Houser Azalea Garden, Fort Maitland Park, and Lake Lilly Park, offering various recreational activities. Maitland Community Park is a favorite for sports enthusiasts with its tennis, basketball, and racquetball courts.

For entertainment, residents enjoy independent films at Enzian Theater, live jazz at Jazz Tastings, and trivia nights at The Cooper Rocket Pub. Shopping at Blackbird Roost and dining at local favorites like Kappy Subs and Antonio's Italian Restaurant are popular activities. Monthly events like Getdown Downtown and the weekly farmer's market at Lake Lily Park add to the community spirit. Maitland is well-connected with the LYNX Transit System and is just a 10-mile drive to downtown Orlando via Highway 4. Nearby healthcare facilities include Advent Health Orlando and Advent Health Altamonte Springs, and the Orlando International Airport is 28 miles away.

Frequently Asked Questions

What is the average home price in Maitland, FL?
Homes for sale in Maitland, FL have an average home price of $783,718.
How many homes have sold over the last 12 months in Maitland, FL?
292 homes have sold in Maitland, FL over the last 12 months.
What are the most popular zip codes in Maitland, FL?
The most popular zip codes in Maitland, FL include 32751, 32789, 32810, 32701 and 32714.
How much do you need to make to afford a house in Maitland?
The median home price in Maitland is $525,000. If you put a 20% down payment of $105,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,600 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $111K a year to afford the median home price in Maitland.
How are the schools in Maitland, FL?
Maitland, FL has highly rated public and private schools. Some of the best schools in Maitland based on Niche Grades are Park Maitland School, Orangewood Christian School and Dommerich Elementary School. Browse all the schools in Maitland, FL to learn more.

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$650,000
Median Townhouse Sale Price
$404,995
Median 2 Bedroom Sale Price
$273,000
Median 1 Bedroom Sale Price
$159,950
Average Price Per Sq Ft
$303
Number of Homes for Sale
101
Last 12 months Home Sales
292
Months of Supply
4.20
Median List Price
$525,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
15%
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