Maitland, FL Homes

• 

  

  /2

  Est $290,173

  Not Listed For Sale

  1140 S Orlando Ave Unit F16, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1969

  1140 S Orlando Ave Unit F16, Maitland, FL 32751

  Last Sold Summary

  • 290 Days On Market

  Last Listing Agent Kathy Davis ELITE REAL ESTATE PROFESSIONAL
• 

  

  

  /14

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft

  1711 Grove St Unit 519, Maitland, FL 32751

  Virtually Staged. Rare updated 2/2 | | Top-Rated SchoolsWelcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High.Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced

  Steven Koleno BEYCOME OF FLORIDA LLC

  1711 Grove St Unit 519, Maitland, FL 32751
• 

  

  /2

  $359,706

  Sold Feb 10, 2026

  2464 Derbyshire Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 1963

  Last Sold Summary

  • 16% Below List Price
  • $193/SF
  • 68 Days On Market

  Current Estimated Value $530,345

  Last Listing Agent Jennifer Vilayvong VYLLA HOME

  2464 Derbyshire Rd, Maitland, FL 32751
• 

  

  

  /67

  Est $259,876

  Not Listed For Sale

  1140 S Orlando Ave Unit B15, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1964

  1140 S Orlando Ave Unit B15, Maitland, FL 32751

  Last Sold Summary

  • 166 Days On Market

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
• 

  

  

  /47

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  812 Park Lake Cir Unit 7, Maitland, FL 32751

  Virtually Staged. Welcome to this beautifully updated two-story townhouse in the heart of Maitland, offering a well arranged floor plan, stylish finishes, and exceptional functionality. Featuring three bedrooms and two and a half bathrooms, the thoughtfully designed layout separates the living room from the kitchen and dining area, creating distinct yet connected spaces that feel open, organized,

  Gregory Alexander TRIDENT REALTY

  812 Park Lake Cir Unit 7, Maitland, FL 32751
• 

  /2

  $250,000

  Sold Mar 31, 2026

  1140 S Orlando Ave Unit K10, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1966

  Last Sold Summary

  • $306/SF
  • 0 Days On Market

  Current Estimated Value $249,372

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1140 S Orlando Ave Unit K10, Maitland, FL 32751
• 

  /2

  Est $270,224

  Not Listed For Sale

  1140 S Orlando Ave Unit K17, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1966

  1140 S Orlando Ave Unit K17, Maitland, FL 32751

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY
• 

  

  /34

  $465,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  106 S Lakewood Cir, Maitland, FL 32751

  Do you enjoy boating, fishing, and relaxing days on the water just moments from home? This beautiful three bedroom two bath block home offers private access to Lake of the Woods in Maitland Florida! Inside you will find; porcelain wood-plank tile flooring flows throughout, providing a clean, modern look with easy maintenance, major improvements including a 2026 HVAC, 2019 roof, PEX plumbing,

  Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

  106 S Lakewood Cir, Maitland, FL 32751
• 

  /2

  $960,000

  Sold Aug 19, 2026

  119 Hollie Ct, Maitland, FL 32751

  • Land
  • 12,632 Sq Ft
  • $3,310,345 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 13 Days On Market

  Current Estimated Value $978,273

  Last Listing Agent Drew Belani COMPASS FLORIDA LLC

  119 Hollie Ct, Maitland, FL 32751
• 

  /2

  Est $366,315

  Not Listed For Sale

  1000 S Orlando Ave Unit A6, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1964

  1000 S Orlando Ave Unit A6, Maitland, FL 32751

  Last Sold Summary

  • 194 Days On Market

  Last Listing Agent Cristina Kaufman ALL REAL ESTATE & INVESTMENTS
• 

  

  /12

  $184,900

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  895 Park Lake Cir Unit 75, Maitland, FL 32751

  Look at that NEW Price! You decide to move in Now and upgrade as you go, benefitting from this below market price point, or Fix it up as little or as much as you want and keep the added Equity. 2 Bedroom, 1.5 Bath Townhouse with Living and Dining Rooms, Single Car Garage, Inside Laundry Room, and Oversized Fenced Patio. Located between 17-92 & I-4 with short commute to Winter Park, Downtown

  Christopher Dapore DAPORE REALTY INC

  895 Park Lake Cir Unit 75, Maitland, FL 32751
• 

  /2

  $230,000

  Sold Aug 07, 2026

  1140 S Orlando Ave Unit G8, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1967

  Last Sold Summary

  • $282/SF
  • 0 Days On Market

  Current Estimated Value $273,038

  Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  1140 S Orlando Ave Unit G8, Maitland, FL 32751
• 

  /2

  Est $305,729

  Not Listed For Sale

  1000 S Orlando Ave Unit A5, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1964

  1000 S Orlando Ave Unit A5, Maitland, FL 32751

  Last Sold Summary

  • 370 Days On Market

  Last Listing Agent Joann Beck BECK REALTY LLC
• 

  

  /29

  $235,000

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,635 Sq Ft

  18 Eaton St, Maitland, FL 32751

  Under contract-accepting backup offers. LOOK LOOK LOOK THE OPPORTUNITY WE HAVE BEEN WAITING ON!! YES ITS HERE!4-bedroom, 1.5-bath concrete block home featuring a one-story layout and 1,635 square feet of living space. The home offers a living room, family room, indoor laundry room, and ceramic tile flooring throughout. Whether you're an investor or a buyer looking to renovate and add your

  Denise San Miguel REALTY LYNK INC

  18 Eaton St, Maitland, FL 32751
• 

  /2

  $2,475,000

  Sold Mar 16, 2026

  604 Minnehaha Ln, Maitland, FL 32751

  • 6 Beds
  • 5.5 Baths
  • 6,163 Sq Ft
  • Built 2006

  Last Sold Summary

  • 23% Below List Price
  • $402/SF
  • 170 Days On Market

  Current Estimated Value $2,557,267

  Last Listing Agent Brad Young HOMEVEST REALTY

  604 Minnehaha Ln, Maitland, FL 32751
• 

  /2

  Est $386,100

  Not Listed For Sale

  1140 S Orlando Ave Unit K15, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1966

  1140 S Orlando Ave Unit K15, Maitland, FL 32751

  Last Sold Summary

  • 194 Days On Market

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES
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  /39

  $650,000

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

  1501 Oranole Rd, Maitland, FL 32751

  Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods.Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special

  Austin Wittman CHARLES RUTENBERG REALTY ORLANDO

  1501 Oranole Rd, Maitland, FL 32751
• 

  /2

  $150,000

  Sold Jan 06, 2026

  1140 S Orlando Ave Unit I5, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1971

  Last Sold Summary

  • 25% Below List Price
  • $184/SF
  • 140 Days On Market

  Current Estimated Value $173,380

  Last Listing Agent Patricia Sierra EXP REALTY LLC

  1140 S Orlando Ave Unit I5, Maitland, FL 32751
• 

  /2

  Est $323,092

  Not Listed For Sale

  1000 S Orlando Ave Unit A24, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1964

  1000 S Orlando Ave Unit A24, Maitland, FL 32751

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Joann Beck BECK REALTY LLC
• 

  

  /39

  $725,000

  $44K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,654 Sq Ft

  2462 Carolton Rd, Maitland, FL 32751

  HONEY STOP THE CAR! This Maitland POOL home has EVERYTHING you need and MORE under one roof! Welcome to one of Maitland's most desirable neighborhoods English Estates. This 6 Bedroom, 3 Bathroom estate offers over 2,600 square feet of living space with a Split Bedroom Floor Plan and a Private Pool. This home is Move-In ready and provides comfort with modern style and top of the line updates by

  JoAnna Browning MAINFRAME REAL ESTATE

  2462 Carolton Rd, Maitland, FL 32751
• 

  /2

  $2,650,000

  Sold Nov 14, 2025

  591 Dommerich Dr, Maitland, FL 32751

  • 5 Beds
  • 4.5 Baths
  • 4,547 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $583/SF
  • 44 Days On Market

  Current Estimated Value $2,632,522

  Last Listing Agent Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

  591 Dommerich Dr, Maitland, FL 32751
• 

  /2

  Est $497,271

  Not Listed For Sale

  202 Quayside Cir Unit 201, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Built 1984

  202 Quayside Cir Unit 201, Maitland, FL 32751

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Francis Gilman KELLER WILLIAMS WINTER PARK
• 

  

  /45

  $355,000

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  2401 Legacy Lake Dr Unit 2401, Maitland, FL 32751

  Under contract-accepting backup offers. All roads lead to Visconti East! Located in Maitland, bordering nearby scenic Winter Park (Park Ave./ Rollins College) this distinctive 3 story, 4 Bed/2.5 Bath townhome is situated directly off of I-4 and SR414, within 10 minutes to Downtown Orlando, Park Avenue, and close access to SR429, Winter Garden, and North Orlando. This home offers a one-of-a-kind

  Trace Christian, III COLDWELL BANKER REALTY

  2401 Legacy Lake Dr Unit 2401, Maitland, FL 32751
• 

  /2

  $725,000

  Sold Jul 17, 2026

  570 Dommerich Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,956 Sq Ft
  • Built 1963

  Last Sold Summary

  • 40% Below List Price
  • $245/SF
  • 111 Days On Market

  Current Estimated Value $819,617

  Last Listing Agent Shirley Welch BHHS FLORIDA REALTY

  570 Dommerich Dr, Maitland, FL 32751
• 

  

  /39

  Est $425,949

  Not Listed For Sale

  1140 S Orlando Ave Unit K9, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1966

  1140 S Orlando Ave Unit K9, Maitland, FL 32751

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Lisa Shear FANNIE HILLMAN & ASSOCIATES
• 

  

  /36

  $960,000

  • Land
  • 28,314 Sq Ft
  • $1,476,923 per Acre

  790 S Lake Sybelia Dr, Maitland, FL 32751

  A truly unique opportunity to own well over half an acre of ultra-private property, set far back from the road, with 12 feet of deeded Lake Sybelia frontage and access. This charming, updated, cottage-style home offers 3 bedrooms plus a den, 2.5 bathrooms, and plenty of separate flex space for entertaining, both inside and out. The family room is light and bright with skylights, terracotta-look

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  790 S Lake Sybelia Dr, Maitland, FL 32751
• 

  /2

  $540,000

  Sold Jan 27, 2026

  2525 Native Ct, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1966

  Last Sold Summary

  • 14% Below List Price
  • $241/SF
  • 33 Days On Market

  Current Estimated Value $593,967

  Last Listing Agent Jennifer Johnson Perez COLDWELL BANKER REALTY

  2525 Native Ct, Maitland, FL 32751
• 

  

  /50

  Est $329,791

  Not Listed For Sale

  1000 S Orlando Ave Unit A26, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1964

  1000 S Orlando Ave Unit A26, Maitland, FL 32751

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent David Perez COLDWELL BANKER REALTY
• 

  

  /80

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  631 Lake Catherine Dr, Maitland, FL 32751

  Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophisticated luxury meets serene waterfront living in one of Maitland's most coveted locations. This meticulously renovated residence, rebuilt down to the studs, represents the pinnacle of modern Florida elegance and is offered at $1,795,000. Positioned on an elevated lot overlooking the sparkling waters of Lake

  Kelly Price KELLY PRICE & COMPANY LLC

  631 Lake Catherine Dr, Maitland, FL 32751
• 

  /2

  $490,000

  Sold Dec 23, 2025

  515 W Faith Terrace, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Below List Price
  • $222/SF
  • 75 Days On Market

  Current Estimated Value $496,359

  Last Listing Agent Chris Creegan CREEGAN GROUP

  515 W Faith Terrace, Maitland, FL 32751
• 

  

  /31

  Est $366,620

  Not Listed For Sale

  1000 S Orlando Ave Unit A4, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 1964

  1000 S Orlando Ave Unit A4, Maitland, FL 32751

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Laura Napoleon KELLER WILLIAMS WINTER PARK
• 

  

  /15

  $2,150,000

  New Construction Pending

  • 5 Beds
  • 4.5 Baths
  • 4,004 Sq Ft

  101 Whitecaps Cir, Maitland, FL 32751

  Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  101 Whitecaps Cir, Maitland, FL 32751
• 

  /2

  $243,000

  Sold Mar 09, 2026

  806 Town Cir Unit 156, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 1,575 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Below List Price
  • $154/SF
  • 68 Days On Market

  Current Estimated Value $250,802

  Last Listing Agent Liz Amor Pagan WATSON REALTY CORP

  806 Town Cir Unit 156, Maitland, FL 32751
• 

  /2

  Est $242,462

  Not Listed For Sale

  1140 S Orlando Ave Unit J6, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1969

  1140 S Orlando Ave Unit J6, Maitland, FL 32751

  Last Sold Summary

  • 115 Days On Market

  Last Listing Agent Miriam Furey EXP REALTY LLC
• 

  

  /30

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft

  1010 Winderley Place Unit 149, Maitland, FL 32751

  This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious

  Hafid Boujidi PROVINCE INTERNATIONAL, LLC

  1010 Winderley Place Unit 149, Maitland, FL 32751
• 

  /2

  $735,000

  Sold Jun 04, 2026

  2809 Waumpi Trail, Maitland, FL 32751

  • 5 Beds
  • 3 Baths
  • 2,330 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $315/SF
  • 18 Days On Market

  Current Estimated Value $722,506

  Last Listing Agent Farhad Haniff EXP REALTY LLC

  2809 Waumpi Trail, Maitland, FL 32751
• 

  

  /34

  Est $285,475

  Not Listed For Sale

  1140 S Orlando Ave Unit H12, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1966

  1140 S Orlando Ave Unit H12, Maitland, FL 32751

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES
• 

  

  /17

  $1,199,000

  $100K PRICE DROP

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

  2491 Lauder Dr, Maitland, FL 32751

  Completely reimagined and renovated, this artfully crafted stunning 5-bedroom, 4-bath residence offers approximately 2,695 square feet of on a spacious corner lot in one of Maitland's most desirable established neighborhoods. The home features an exceptional blend of modern design, luxury finishes, and functional living spaces, including a sparkling pool and expansive outdoor entertaining

  Bob Holston, Jr HOLSTON PROPERTIES & DEV., INC

  2491 Lauder Dr, Maitland, FL 32751
• 

  /2

  $228,000

  Sold Feb 04, 2026

  1601 Grove St Unit 552, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $210/SF
  • 92 Days On Market

  Current Estimated Value $221,044

  Last Listing Agent Chris Creegan CREEGAN GROUP

  1601 Grove St Unit 552, Maitland, FL 32751
• 

  

  /34

  Est $202,933

  Not Listed For Sale

  1140 S Orlando Ave Unit E3, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft
  • Built 1971

  1140 S Orlando Ave Unit E3, Maitland, FL 32751

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

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