Maitland, FL Homes for Sale

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  /36

  $385,900

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  601 Oranole Rd, Maitland, FL 32751

  Welcome to Your Family's Next Chapter in Beautiful Maitland!Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout

  

  Kay Shilling

  COLDWELL BANKER REALTY

  (321) 381-4506

  601 Oranole Rd, Maitland, FL 32751
• Explore Maitland

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  /33

  $430,000

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  2004 Michael Tiago Cir, Maitland, FL 32751

  Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 381-4598

  2004 Michael Tiago Cir, Maitland, FL 32751
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  /39

  $235,000

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

  2549 Maitland Crossing Way Unit 106, Orlando, FL 32810

  Welcome to Bella Terra, a highly sought-after gated community offering resort-style living in a prime location! This beautifully updated first-floor 3-bedroom, 2-bath condo offers the perfect blend of comfort, style, and convenience. Enjoy easy, no-stairs access and ground-level living at its finest. Each bedroom includes a walk-in closet, and the modern kitchen features granite countertops,

  

  Yusuf Gencay

  RE/MAX Town & Country Realty

  (321) 472-5734

  2549 Maitland Crossing Way Unit 106, Orlando, FL 32810
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  /55

  $749,900 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft

  106 Oakwood Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Rare opportunity in Maitland! Fully remodeled pool home with access to skiable Lake Seminary and NO HOA — offering modern design, luxury finishes, and true move-in-ready convenience.This completely renovated home features a brand new roof, HVAC, windows, luxury vinyl plank flooring, and a stunning designer kitchen. The open-concept layout is

  

  Kikzeny Cartagena

  LPT REALTY, LLC

  (321) 850-2430

  106 Oakwood Dr, Maitland, FL 32751
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  /53

  $875,000

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1501 Druid Isle Rd, Maitland, FL 32751

  LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (689) 260-6048

  1501 Druid Isle Rd, Maitland, FL 32751
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  /69

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  790 S Lake Sybelia Dr, Maitland, FL 32751

  Rare opportunity to own a private 0.66-acre estate lot in Maitland with direct Lake Sybelia access. 790 S Lake Sybelia Drive offers a unique combination of privacy, land, and lake rights in one of Maitland’s most desirable lake communities. Situated on a secluded flag lot with no HOA, the property includes 12 feet of Lake Sybelia frontage extending approximately 268 feet into the lake, providing

  

  Lisa Pownall

  LISA REALTY PARTNERS

  (321) 510-6485

  790 S Lake Sybelia Dr, Maitland, FL 32751
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  /20

  $325,000

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  250 Orange Place, Maitland, FL 32751

  Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (407) 439-2042

  250 Orange Place, Maitland, FL 32751
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  /37

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  1291 Oxford Rd, Maitland, FL 32751

  Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 677-5820

  1291 Oxford Rd, Maitland, FL 32751
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  /35

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,617 Sq Ft

  2217 Pembrook Dr, Orlando, FL 32810

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2217 Pembrook Drive in Orlando, FL 32810, a charming 4 bedroom, 2 bathroom home designed for comfortable living and easy entertaining. This well maintained property features a spacious dining and family room

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 485-6435

  2217 Pembrook Dr, Orlando, FL 32810
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  /47

  $315,900

  • 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
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  /30

  $160,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13206, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Water views, brand-new mechanicals, and the best price in the building. This 1-bedroom, 1-bath condo at Visconti is offered at $9,000 less than the only comparable unit in the same building — and comes with a new Goodman 2-ton, 14.3 SEER HVAC system (2025), new water heater with expansion tank (2026), and a refreshed kitchen featuring new shaker

  Trevin Perez REDFIN CORPORATION

  1275 Lake Shadow Cir Unit 13206, Maitland, FL 32751
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  /34

  $169,000

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft

  1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751

  Immediately available! This refreshed 1-bedroom, 1-bath ground-floor condominium with a deeded 1-car garage is the one you’ve been waiting for in the desirable gated community of Visconti West. Tucked away in the back of the community, this home offers a peaceful retreat with a private patio and tranquil surroundings. Step inside to a bright, airy interior featuring all-tile flooring and an open

  Juan Castro REDFIN CORPORATION

  1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751
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  /20

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1033 Hamlet Dr, Maitland, FL 32751

  This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

  Bennie Olivo BOX REAL ESTATE LLC

  1033 Hamlet Dr, Maitland, FL 32751
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  /41

  $1,390,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,280 Sq Ft

  1256 Wellington Terrace, Maitland, FL 32751

  HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to

  Lisa Gould KELLER WILLIAMS WINTER PARK

  1256 Wellington Terrace, Maitland, FL 32751
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  /55

  $335,000 Open Sun 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1000 S Orlando Ave Unit B25, Maitland, FL 32751

  Highly desirable Maitland Harbour, a boutique 38-residence lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern

  Padgett McCormick KELLY PRICE & COMPANY LLC

  1000 S Orlando Ave Unit B25, Maitland, FL 32751
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  /31

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  602 Villa Cir Unit 543, Maitland, FL 32751

  Experience the pinnacle of worry-free living in this stunningly renovated, single-story villa located in the highly desirable Park Lake community of Maitland. This home has been meticulously updated with a focus on efficiency and modern luxury, featuring brand-new energy-efficient sliding glass doors (2025), new Roof, new solid wood bedroom and closet doors, New plantation shutters (2024), new AC

  Odel Ximinies COLDWELL BANKER REALTY

  602 Villa Cir Unit 543, Maitland, FL 32751
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  /100

  $1,349,000

  • 4 Beds
  • 5 Baths
  • 4,149 Sq Ft

  51 Oakleigh Ln, Maitland, FL 32751

  WELCOME TO THIS FULLY RENOVATED LUXURY RESIDENCE IN THE HIGHLY DESIRABLE OAKLEIGH SUBDIVISION IN MAITLAND, offering OVER 4,149 SQ FT OF BEAUTIFULLY UPDATED LIVING SPACE on a 0.36-ACRE LOT WITH A PRIVATE POOL, designed for both elegance and everyday comfort. Originally built in 1972 and COMPLETELY MODERNIZED, this SINGLE-STORY ESTATE FEATURES 4 BEDROOMS AND 5 FULL BATHROOMS, including TWO

  Ricardo Adames LA ROSA REALTY CW PROPERTIES L

  51 Oakleigh Ln, Maitland, FL 32751
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  /50

  $1,199,000

  • 5 Beds
  • 3.5 Baths
  • 4,144 Sq Ft

  791 Sequoia Trail, Maitland, FL 32751

  Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along apeaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and

  David Van Wormer VANWORMER REALTY & DEVELOPMENT

  791 Sequoia Trail, Maitland, FL 32751
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  /45

  $255,000

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

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

  SELLER MOTIVATED. 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

  Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

  335 W Lake Faith Dr Unit S, Maitland, FL 32751
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  /38

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,403 Sq Ft

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751

  Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  353 W Lake Faith Dr Unit 116, Maitland, FL 32751
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  /52

  $774,900

  • 3 Beds
  • 2.5 Baths
  • 2,441 Sq Ft

  312 Macarthur Place, Maitland, FL 32751

  NEW ROOF, NEWER AC, and NO HOA—this beautifully maintained home on a quiet cul-de-sac offers comfort, charm, and an unbeatable location. Nestled just steps from Lake Sybelia. This property provides a peaceful, scenic setting while still being close to all that Maitland has to offer, including popular local restaurants, shops, and community spots. A short drive takes you to the vibrant dining,

  Sean David REAL BROKER, LLC

  312 Macarthur Place, Maitland, FL 32751
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  /44

  $799,000

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

  183 Orange Place, Maitland, FL 32751

  HUGE Price Reduction!! There is simply nothing that compares to this deal! 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,

  Christine Bennett EVOLVE PROPERTY GROUP LLC

  183 Orange Place, Maitland, FL 32751
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  /49

  $900,000

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft

  781 Goldwater Ct, Maitland, FL 32751

  Exclusive Dommerich opportunity to own a true 5 Bedroom, 3 Bath home PLUS a dedicated office—an almost impossible combination to find in this celebrated neighborhood. Situated on a quiet, private-feeling cul-de-sac on over 1/3 acre, this home offers space, function, and timeless charm to love for years to come. This enclave of Dommerich is special - with neighbors often gathering and enjoying

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  781 Goldwater Ct, Maitland, FL 32751
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  /36

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  2837 Shadow View Cir, Maitland, FL 32751

  Updated & Move-In Ready Maitland Condo with Office/Flex Room & Rare 2-Car Garage — New Carpet, Paint & Appliances (2026) Beautifully updated three-level condo offering exceptional space, modern finishes, and a rare 2-car garage in a gated Maitland community. Features 2 bedrooms, 2 bathrooms, and a dedicated office/flex room—ideal for remote work or additional living space. Interior highlights

  Nilufer Rohleder COLDWELL BANKER REALTY

  2837 Shadow View Cir, Maitland, FL 32751
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  /37

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  2514 Tuscarora Trail, Maitland, FL 32751

  “Discover the advantage of owning one of Tuscarora Trail’s premier homesites—where space, privacy, and lifestyle come together, all within the highly sought-after Dommerich school district, supporting both today’s living and tomorrow’s resale value. ” Nestled on a serene lakeside setting in the heart of Maitland, this beautifully upgraded 4-bedroom, 2.5-bath home offers more than just square

  Tom Noelke NOELKE REALTY

  2514 Tuscarora Trail, Maitland, FL 32751
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  /60

  $965,000

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  535 Pawnee Trail, Maitland, FL 32751

  Welcome to your dream home! This beautifully updated 4-bedroom, 3 bath residence is in one of the area's most desirable neighborhoods. Enjoy a perfect blend of comfort, style, and functionality, complete with modern renovations and exceptional outdoor living spaces. This corner lot home with multiple picturesque windows provides an abundance of natural light! Generously sized bedrooms provide

  Shirley Welch BHHS FLORIDA REALTY

  535 Pawnee Trail, Maitland, FL 32751
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  /29

  $227,000

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1175 Lake Shadow Cir Unit 4302, Maitland, FL 32751

  Spacious 4-bedroom, 2-bath condo located in the highly desirable Visconti community in Maitland. This well-appointed home features vaulted ceilings that enhance the open, airy feel and showcase a fantastic view. The thoughtfully designed floor plan offers comfortable living with minimal upkeep, making it ideal for both owner-occupants and investors. Residents of Visconti enjoy resort-style

  Michael Marrone COLDWELL BANKER REALTY

  1175 Lake Shadow Cir Unit 4302, Maitland, FL 32751
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  /33

  $824,900

  • 3 Beds
  • 2 Baths
  • 2,375 Sq Ft

  2040 Geronimo Trail, Maitland, FL 32751

  Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  2040 Geronimo Trail, Maitland, FL 32751
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  /21

  $869,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,681 Sq Ft

  320 White Oak Cir, Maitland, FL 32751

  ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have brick pavers with plenty of room for extra lounging. Lots of Room for everyone, including

  Susan Filebark OVERSTREET REAL ESTATE INC

  320 White Oak Cir, Maitland, FL 32751
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  /74

  $234,000

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft

  1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751

  Experience true resort-style living at its finest in this lovely 4-bedroom, 2-bath condominium in the beautiful, gated community Visconti West. As you enter the home, you are welcomed by an open and spacious floor plan filled with abundant natural light, vaulted ceilings and decorative cutouts. Enjoy a split-plan layout that offers comfort and privacy for family and guests. The kitchen features a

  Julie Ruh COLDWELL BANKER REALTY

  1175 Lake Shadow Cir Unit 4308, Maitland, FL 32751
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  /32

  $225,000

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

  1325 Lake Shadow Cir Unit 12202, Maitland, FL 32751

  *SELLER MOTIVATED* Welcome to this beautifully maintained 2-bedroom, 2-bath condominium offering comfort, style, and convenience in a desirable gated community. As you walk in, you will notice the Luxury vinyl Flooring flows throughout the home, complementing the open-concept living and dining areas—perfect for both everyday living and entertaining. The well-appointed kitchen features updated

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1325 Lake Shadow Cir Unit 12202, Maitland, FL 32751
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  /31

  $899,000 Open House 3/29

  • 5 Beds
  • 4 Baths
  • 2,966 Sq Ft

  1135 Thunder Trail, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Dommerich Hills Pool Home | Oversized Lot | No HOA Tucked into the highly sought-after Dommerich Hills neighborhood, this beautifully updated pool home offers the kind of space, charm, and lifestyle that’s becoming harder to find in Maitland. Sitting on an oversized lot with no HOA, the home provides nearly 3,000 square feet of thoughtfully designed

  Angela Worachek DALTON WADE INC

  1135 Thunder Trail, Maitland, FL 32751
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  /52

  $790,000

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  109 Minnehaha Cir, Maitland, FL 32751

  RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha AND the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers an oversized .34-acre homesite that is

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  109 Minnehaha Cir, Maitland, FL 32751
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  /36

  $895,000

  • 4 Beds
  • 4 Baths
  • 2,995 Sq Ft

  310 White Oak Cir, Maitland, FL 32751

  Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  310 White Oak Cir, Maitland, FL 32751
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  /94

  $869,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,305 Sq Ft

  351 White Oak Cir, Maitland, FL 32751

  Welcome to 351 White Oak Drive in Maitland, a beautifully reimagined residence where modern elegance meets everyday comfort. This completely renovated 4-bedroom, 2-bath home is essentially brand new, showcasing refined finishes and thoughtful upgrades throughout. The heart of the home is a gourmet kitchen designed to impress, featuring sleek cabinetry, premium surfaces, and an open layout perfect

  Edward Johnston COLDWELL BANKER REALTY

  351 White Oak Cir, Maitland, FL 32751
• 

  

  /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
• 

  

  /28

  $235,000

  • 4 Beds
  • 2 Baths
  • 1,313 Sq Ft

  2537 Maitland Crossing Way Unit 308, Orlando, FL 32810

  Leased condo until 12/31/2026 for $1,800 a month. Beautiful top floor unit with breathtaking pond view over looking to the West with a sunset view as well. Spacious Livingroom and dinning area with a high ceiling. Nice balcony size with a good amount of walk-in storage space in the balconey. Amazing wood looking tiles throughout and brand new cozy carpets in the bedrooms. 2 Bedrooms has a walk-in

  Hadi Bakhsh EXP REALTY LLC

  2537 Maitland Crossing Way Unit 308, Orlando, FL 32810
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  /49

  $229,000

  • 4 Beds
  • 2 Baths
  • 1,313 Sq Ft

  2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810

  Charming 4-Bedroom, 2-Bathroom Home in a Prime Location – Priced to Sell! This beautifully maintained 4-bedroom, 2-bathroom home is perfectly positioned in one of the most desirable neighborhoods. Offering plenty of space for family living, this property boasts a spacious layout, ideal for both relaxation and entertaining4 spacious bedrooms – perfect for families or those needing extra

  Nene Khan KELLER WILLIAMS LEGACY REALTY

  2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810
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  /2

  $265,000

  • Land
  • 0.27 Acre
  • $981,481 per Acre

  0 Mechanic St, Maitland, FL 32751

  Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,

  Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

  0 Mechanic St, Maitland, FL 32751
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  /53

  $585,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  1230 Hollyridge Trail, Maitland, FL 32751

  Dommerich Woods gem! Tucked away on a cul-de-sac street in one of Maitland’s most sought-after neighborhoods, this beautifully updated 3-bedroom, 2-bath block home is the one you’ve been waiting for. Move-in ready and genuinely charming from the moment you walk in. The open floor plan feels airy and welcoming, with vaulted ceilings and natural light pouring through every room. The living room

  Stephanie Doucette BOWERBIRD REALTY

  1230 Hollyridge Trail, Maitland, FL 32751

Showing Results 1 - 40, Page 1 of 4

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.

Learn more about living in Maitland

Frequently Asked Questions

What is the average home price in Maitland, FL?

Homes for sale in Maitland, FL have an average home price of $725,105.

Are home prices dropping in Maitland?

Yes, home prices in Maitland are down 3% in the last 12 months.

How many homes have sold over the last 12 months in Maitland, FL?

333 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 6.22%, your estimated principal and interest payment would be $2,580 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. Learn how much home you can afford with our Home Affordability Calculator.

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, Dommerich Elementary School and Orangewood Christian School. Browse all the schools in Maitland, FL to learn more.

Home Trends in Maitland, FL

On average, homes in Maitland, FL sell after 73 days on the market compared to the national average of 55 days. The median sale price for homes in Maitland, FL over the last 12 months is $500,000, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$500,000

Median Single Family Sale Price

$616,450

Median Townhouse Sale Price

$396,000

Median 2 Bedroom Sale Price

$255,000

Median 1 Bedroom Sale Price

$160,000

Average Price Per Sq Ft

$299

Number of Homes for Sale

90

Last 12 months Home Sales

333

Months of Supply

3.20

Median List Price

$525,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

10%