Maitland, FL Homes

• 

  

  

  /53

  $850,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,299 Sq Ft

  141 Dommerich Dr, Maitland, FL 32751

  Under contract-accepting backup offers. (Price drop by $236,000) Welcome to Your New Home in Dommerich Estates, Maitland, FLNestled in the sought-after, no-HOA community of Dommerich Estates, this beautifully custom-built 4-bedroom, 3.5-bath home offers an exceptional blend of comfort, style, and functionality. From the moment you arrive, the inviting curb appeal, side-entry garage, and

  

  Sanjeev Malik

  EXP REALTY LLC

  (321) 414-4775

  141 Dommerich Dr, Maitland, FL 32751
• 

  

  

  /36

  $1,759 - $7,398 per month

  The Village at Lake Lily

  1-3 Beds

  925 S Orlando Ave, Maitland, FL 32751

  The Village at Lake Lily offers the finest luxury apartment living in the Cultural Corridor of Downtown Maitland. Our newly renovated apartment homes are complete with California-style islands, stunning granite countertops, complete stainless steel or GE black appliance packages and two modern cabinet finishes to choose from are just the start. Our amenities package offers relaxing spaces that

  925 S Orlando Ave, Maitland, FL 32751
• 

  

  /2

  $465,000 Sold Jul 25, 2025

  • 2,365 Sq Ft
  • $197/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2012

  1970 Michael Tiago Cir, Maitland, FL 32751

  Luxury Townhome located in Maitland within the gated community of Maitland Village Townhomes. This 4 Bedroom 2.5 Bath two story Townhome is original owner since built in 2012. This Townhome features Granite counters throughout to include the spacious kitchen and in all baths, Crown Molding throughout, inside laundry room and has a first floor Primary Bedroom with Primary bath and a private Lanai.

  Barry Macchione REMAX EXPERTS

  1970 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /2

  Est $637,340 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,105 Sq Ft

  1616 Oranole Rd, Maitland, FL 32751

  1616 Oranole Rd, Maitland, FL 32751
• 

  

  

  /47

  $565,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  2654 Derbyshire Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Seller moving! Priced to sell! Nestled in the heart of Maitland, this 4 bedroom, 2 bath home is a sanctuary for those who demand the finest in life. Step into this stunning home, lovingly restored with attention to detail by the current owner, where modern comfort meets timeless charm. Inside discover meticulously updated spaces, where you will find a

  

  Liz Morales

  FUSION FLORIDA REALTY LLC

  (321) 352-4550

  2654 Derbyshire Rd, Maitland, FL 32751
• 

  

  /18

  $1,375 per month

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • Condo for Rent

  1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751

  This third floor, 1 bedroom, 1 bathroom condo is located in the gated community of Visconti in Maitland near local shops, restaurants, schools, the RDV Sportsplex, Maitland Boulevard, and I-4. Features include a spacious living room with vaulted ceilings, a lovely kitchen, a spacious bedroom with walk-in closet, laundry room, and balcony with storage room. The Visconti Community offers a variety

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
• 

  /2

  $422,000 Sold Jul 24, 2025

  • 1,508 Sq Ft
  • $280/SF
  • 88 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  410 Sandspur Rd, Maitland, FL 32751

  The seller is ready to move quickly – this is a great opportunity for buyers! LOCATION! LOCATION! LOCATION! Nestled on a generous lot with beautiful mature landscaping, this charming Maitland home offers endless potential to create the modern living space you are looking for. Homes in this area move FAST, and with this unbeatable combination of location, convenience, and potential—this one won’t

  Roberto Irizarry LPT REALTY, LLC

  410 Sandspur Rd, Maitland, FL 32751
• 

  

  /16

  Est $161,414 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10304, Maitland, FL 32751

  1400 Lake Shadow Cir Unit 10304, Maitland, FL 32751
• 

  

  /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. Bundled service pricing available for buyers. Connect with the listing agent for details. 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

  David Zambrano REDFIN CORPORATION

  1518 Oranole Rd, Maitland, FL 32751
• 

  

  /57

  $1,422 - $2,049 per month

  Arbors at Maitland Summit

  1-3 Beds

  8636 Villa Point Dr, Orlando, FL 32810

  Arbors at Maitland Summit offers charming one-, two-, and three-bedroom apartment homes for rent just north of Orlando in Maitland, FL. Each pet-friendly apartment features a spacious layout, private patio or balcony, and upgraded finishes - including quartz countertops, stainless steel appliances, and wood plank flooring - in select homes. Take advantage of unique community amenities to

  8636 Villa Point Dr, Orlando, FL 32810
• 

  /2

  $525,000 Sold Jul 24, 2025

  • 2,289 Sq Ft
  • $229/SF
  • 361 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1963

  1030 Gregory Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of living space, this home offers a unique blend of modern updates and timeless charm. The open floor plan features a cozy living room with a fireplace that separates the bonus room, providing a versatile space for a formal dining area, playroom, study, or

  Kelly De Rivero FLORIDA HOMES REALTY & MTG

  1030 Gregory Dr, Maitland, FL 32751
• 

  

  /25

  Est $679,314 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  2222 Chippewa Trail, Maitland, FL 32751

  2222 Chippewa Trail, Maitland, FL 32751
• 

  

  /47

  $615,000

  • 4 Beds
  • 2 Baths
  • 2,359 Sq Ft

  2350 Derbyshire Rd, Maitland, FL 32751

  There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling

  Chad Vaughan REAL BROKER, LLC

  2350 Derbyshire Rd, Maitland, FL 32751
• 

  

  /20

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Townhouse for Rent

  912 Robinhood Ct, Maitland, FL 32751

  Maitland Living near Shopping, Restaurants, Lake Lily, SunRail boarding literally down the street. 3 Bedrooms, 2 Baths, Open Kitchen, 2 Car Garage

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  912 Robinhood Ct, Maitland, FL 32751
• 

  /2

  $425,000 Sold Jul 21, 2025

  • 2,263 Sq Ft
  • $188/SF
  • 0 Days On Market

  • Built 1964

  14 Bel Air St, Maitland, FL 32751

  Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making

  Joshua Carnes OCALA PROPERTY MANAGEMENT

  14 Bel Air St, Maitland, FL 32751
• 

  

  /30

  Est $466,319 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,193 Sq Ft

  2027 Michael Tiago Cir, Maitland, FL 32751

  2027 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /25

  $900,000

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  1850 Shawnee Trail, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a

  David Navarro LIGHTHOUSE PROPERTY GRP INC

  1850 Shawnee Trail, Maitland, FL 32751
• 

  

  /127

  $1,554 - $3,185 per month

  Dwell Maitland

  1-2 Beds

  8700 Maitland Summit Blvd, Orlando, FL 32810

  Located just 10 minutes from downtown Orlando, Florida, Dwell Maitland Apartments by The Klein Company is a completely unique experience in 21st century luxury apartment living. Everywhere you want to be is within easy reach. Situated just 1 mile from I-4, Dwell Maitland offers an easy commute to major corporate centers, shopping and dining. Dwell is located directly adjacent to the RDV

  8700 Maitland Summit Blvd, Orlando, FL 32810
• 

  /2

  $678,500 Sold Jul 18, 2025

  • 2,167 Sq Ft
  • $313/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1970

  1921 Geronimo Trail, Maitland, FL 32751

  This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath.The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for

  Kayla Watson COMPASS FLORIDA LLC

  1921 Geronimo Trail, Maitland, FL 32751
• 

  

  /17

  Est $193,630 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  500 Banyon Tree Cir Unit 104, Maitland, FL 32751

  500 Banyon Tree Cir Unit 104, Maitland, FL 32751
• 

  

  /59

  $615,000

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  2460 Worthington Rd, Maitland, FL 32751

  NEW PRICE!!! Stunning home in Maitland's English Estates neighborhood! PRE-INSPECTED - MOVE IN READY - HOME WARRANTY INCLUDED!!! Completely remodeled by Maru Design Studio, this beautiful 3-bedroom, 2 bath home features an open layout with high-end designer finishes throughout. Luxury vinyl plank flooring has been installed in every room of the home to create seamless transitions into each living

  Leah Bonich KELLY PRICE & COMPANY LLC

  2460 Worthington Rd, Maitland, FL 32751
• 

  

  /14

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,051 Sq Ft
  • Apartment for Rent

  496 Banyon Tree Cir Unit 204, Maitland, FL 32751

  Discover this charming 2-bedroom, 2-bathroom apartment in Maitland, offering the ideal blend of convenience and comfort. Its prime location provides easy access to supermarkets, stores, Full Sail University, and a variety of local amenities including parks, restaurants, and entertainment.Step into a spacious living area perfect for relaxation and entertaining. The apartment comes fully

  Antonio Velazquez LPT REALTY, LLC

  496 Banyon Tree Cir Unit 204, Maitland, FL 32751
• 

  /2

  $630,000 Sold Jul 18, 2025

  • 1,736 Sq Ft
  • $363/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  2318 Mohawk Trail, Maitland, FL 32751

  Charming 3-Bedroom, 2-Bath Pool Home – Your Private Oasis Awaits!Welcome to this beautifully maintained home, offering the perfect blend of comfort and functionality. Nestled in a quiet, desirable neighborhood, this property boasts an updated kitchen with stainless steel appliances, white plantation shutters, lush landscaping, and spacious living areas filled with natural light.Step

  Marina Munoz OUTLET REALTY

  2318 Mohawk Trail, Maitland, FL 32751
• 

  

  /46

  Est $456,854 Not Listed For Sale

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

  2030 Michael Tiago Cir, Maitland, FL 32751

  2030 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /27

  $414,900

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

  2122 Korat Ln, Maitland, FL 32751

  Why buy a three-bedroom home when you can have a fourth bedroom for the same price? 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
• 

  

  /37

  $2,132 - $3,967 per month

  Perla Gem Lake

  1-3 Beds

  100 Boucle Jeanne Cir, Maitland, FL 32751

  Drink in the waterfront views. Drop your kayak in for an evening cruise. Dip your toes in the saltwater pool. When you’re here, every day feels like a waterside retreat. Only it’s not a vacation, it’s your home. With nature-inspired interior design, multiple outdoor living spaces and direct lake access, Perla Gem Lake is luxury lakeside living.

  100 Boucle Jeanne Cir, Maitland, FL 32751
• 

  /2

  $740,000 Sold Jul 18, 2025

  • 2,195 Sq Ft
  • $337/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  986 Stonewood Ln, Maitland, FL 32751

  Welcome Home to the sought-after Stonewood Community of Maitland, FL! This beautifully modernized 4-bedroom, 2.5-bathroom residence boasts 2,200 square feet of living space on a spacious 15,000 square foot lot. Recent upgrades include interior renovation in 2015. New Custom Salt Pool with oversized sun-shelf, deck jets and bubbler, and paver patio in 2016. Two System HVAC's 2015. New Roof in

  Steven Luppert COMPASS FLORIDA LLC

  986 Stonewood Ln, Maitland, FL 32751
• 

  

  /44

  Est $443,387 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,259 Sq Ft

  2005 Michael Tiago Cir, Maitland, FL 32751

  2005 Michael Tiago Cir, Maitland, FL 32751
• 

  

  /78

  $2,999,000 New Construction

  • 5 Beds
  • 4 Baths
  • 4,042 Sq Ft

  640 Old Horatio Ave, Maitland, FL 32751

  PRICE IMPROVEMENT!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent residence features 5 bedrooms, a bonus room, pool with a relaxing spa and brand new covered boat dock. Your journey begins in the grand two-story foyer featuring elegant lighting choices which are sure

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  640 Old Horatio Ave, Maitland, FL 32751
• 

  

  /39

  $3,300 per month

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • House for Rent

  2132 Falkner Rd, Maitland, FL 32751

  Welcome to this spacious 3-bedroom, 2-bathroom pet-friendly home located at 2132 Falkner Rd in Maitland, FL. Offering 1,600 sq. ft. of comfortable living space, this beautifully maintained property features a fully equipped kitchen with a refrigerator, range oven, and dishwasher.Enjoy thoughtful touches throughout, including ceiling fans, window coverings, and a separate dining room. Both

  Marilyn Garcia EXP REALTY LLC

  2132 Falkner Rd, Maitland, FL 32751
• 

  /2

  $870,000 Sold Jul 18, 2025

  • 2,222 Sq Ft
  • $392/SF
  • 39 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1954

  446 Piney Croft Ln, Maitland, FL 32751

  This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite

  Beverly Dodds KELLER WILLIAMS REALTY AT THE PARKS

  446 Piney Croft Ln, Maitland, FL 32751
• 

  

  /22

  Est $177,856 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  2333 Coawood Ct Unit 103, Maitland, FL 32751

  2333 Coawood Ct Unit 103, Maitland, FL 32751
• 

  

  /46

  $825,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  125 White Oak Cir, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to 125 White Oak Circle—a rare opportunity to own a beautifully renovated 4-bedroom, 2.5-bath home offering 2,524 square feet of refined living space in one of Maitland’s most peaceful and desirable neighborhoods. Tucked near the tranquil shores of Lake Sybelia, this meticulously maintained 1/3-ACRE CORNER-LOT residence combines timeless

  Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  125 White Oak Cir, Maitland, FL 32751
• 

  

  /39

  $1,633 - $4,352 per month

  Luna at Lake Shadow

  1-3 Beds

  2200 Flagler Promenade Way, Maitland, FL 32751

  Theres a special appeal to living lakeside. An almost magical draw that brings clarity and calmness to the forefront. Where resolutions are revealed... Troubles washed away. The lake remains familiar, reliable, trustworthy. Always there, welcoming you home. Come find the serene lifestyle youve been dreaming of here at Luna at Lake Shadow. Featuring spacious one, two and three bedroom apartments

  2200 Flagler Promenade Way, Maitland, FL 32751
• 

  /2

  $1,050,000 Sold Jul 18, 2025

  • 3,785 Sq Ft
  • $277/SF
  • 373 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1996

  858 Creston Dr, Maitland, FL 32751

  New Price!! New Exterior Paint!! Welcome to this beautiful traditional/transitional home that has warm and inviting spaces with upgraded designer touches througout. The open concept floor plan features soaring 13-foot ceilings and great natural lighting. This home has undergone extensive updates while sparing no expense that is reflected in the stunning appointments throughout. Entering the home,

  Erin Wanner STOCKWORTH REALTY GROUP LLC

  858 Creston Dr, Maitland, FL 32751
• 

  

  /11

  Est $449,546 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1100 S Orlando Ave Unit 704, Maitland, FL 32751

  1100 S Orlando Ave Unit 704, Maitland, FL 32751
• 

  

  /74

  $2,485,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,949 Sq Ft

  705 N Lake Sybelia Dr, Maitland, FL 32751

  Under contract-accepting backup offers. Completed New Construction 2024 | Lakefront Luxury | Below Appraised Value: This extraordinary custom lakefront residence was built by Dave Konkol & is elevated on a 0.56-acre corner lot w/ approximately 112’ of lake frontage. Featuring a crisp stucco exterior, impact windows & remote-operated screened porches, the home is surrounded by professionally

  Padgett McCormick KELLY PRICE & COMPANY LLC

  705 N Lake Sybelia Dr, Maitland, FL 32751
• 

  

  /7

  $1,647 per month

  • 2 Beds
  • 2.5 Baths
  • 1,206 Sq Ft
  • Townhouse for Rent

  440 Banyon Tree Cir Unit 200, Maitland, FL 32751

  This 2 bedroom 2 bathroom condo is located centrally in Maitland but on the border of Casselberry and Winter Park. It is zoned Lake Howell High school and not far from UCF. It was completely remodeled with kitchen cabinets and tile floors, appliances and granite counter-tops, light fixtures and fans. Both bathrooms have been remodeled with floors shower tile, cabinet with granite tops and much

  Joseph Adkins THE REALTY FACTOR INC

  440 Banyon Tree Cir Unit 200, Maitland, FL 32751
• 

  /2

  $410,000 Sold Jul 18, 2025

  • 2,538 Sq Ft
  • $162/SF
  • 476 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1960

  326 Banyan Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome to this beautifully updated home. The living room welcomes you with a cozy fireplace and a neutral color paint scheme that creates a spacious feel. The kitchen is a chef's dream, featuring all stainless steel appliances. New flooring throughout the home adds to the fresh look, complementing

  Karen Albright OPENDOOR BROKERAGE LLC

  326 Banyan Dr, Maitland, FL 32751
• 

  

  /16

  Est $182,329 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  2305 Haywood Ct Unit 101, Maitland, FL 32751

  2305 Haywood Ct Unit 101, Maitland, FL 32751

Showing Results 1 - 40, Page 1 of 18