Orange, FL Homes

• 

  

  

  /55

  $985,000 Pending

  • 5 Beds
  • 4 Baths
  • 2,953 Sq Ft

  111 Woodstream Ct, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a

  Heather Meglino BHHS FLORIDA REALTY

  111 Woodstream Ct, Maitland, FL 32751
• 

  

  

  /37

  $2,123 - $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

  $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
• 

  

  

  /15

  Est $110,172 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  551 Flemming Way Unit 101, Maitland, FL 32751

  551 Flemming Way Unit 101, Maitland, FL 32751
• 

  

  

  /32

  $419,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,426 Sq Ft

  135 Roosevelt Place, Maitland, FL 32751

  This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2006, ensuring long-lasting durability. A significant renovation in 2017 introduced modern conveniences, including all-new kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully

  Julimar Barreiro Pastrana SERHANT

  135 Roosevelt Place, Maitland, FL 32751
• 

  

  /18

  $3,395 per month

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft
  • House for Rent

  2330 Mohawk Trail, Maitland, FL 32751

  Nice Dommerich property. Well insulated in the heart of the community. Wonderful open kitchen with granite countertops and a very private fenced in backyard with lawn service included! Very clean 3 bedroom 2 1/2 bath, all bedrooms on same wing. This home also features a wood burning fireplace. *Bonus Amenity Included* - All RE/MAX 200 Realty Property Management Division residents are enrolled in

  Shawn Beard RE/MAX 200 REALTY

  2330 Mohawk Trail, 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
• 

  

  /18

  Est $112,155 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  2517 Caper Ln Unit 205, Maitland, FL 32751

  2517 Caper Ln Unit 205, Maitland, FL 32751
• 

  

  /45

  $585,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,767 Sq Ft

  2632 Derbyshire Rd, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to 2632 Derbyshire Road in the Charming Indian Hills Neighborhood of Maitland, FL!This is your opportunity to move into the highly desirable and established Indian Hills community—where comfort, style, and location come together effortlessly. This beautifully updated 4-bedroom, 2-bath home is situated on a spacious corner lot just over a

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  2632 Derbyshire Rd, Maitland, FL 32751
• 

  

  /20

  $1,965 - $4,338 per month

  The Adeline

  1 - 3 Beds

  304 Lake Ave, Maitland, FL 32751

  Find the perfect balance of sophistication and relaxation at The Adeline in urban Maitland. Our community offers 1, 2, and 3 bedroom residences with modern features and luxurious amenities. Whether you live alone, are happy in love, or enjoy having roommates, feel at home in our elegant, French-inspired units. In the heart of the Greater Orlando area, The Adeline provides a warm, engaging

  304 Lake Ave, Maitland, FL 32751
• 

  /2

  $425,000 Sold Jul 17, 2025

  • 1,125 Sq Ft
  • $378/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  1100 S Orlando Ave Unit 206, Maitland, FL 32751

  Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. 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 Interstate-4 from Lee Road or Maitland Blvd. The

  David Francetic COLDWELL BANKER RESIDENTIAL RE

  1100 S Orlando Ave Unit 206, Maitland, FL 32751
• 

  

  /24

  Est $155,347 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,051 Sq Ft

  488 Banyon Tree Cir Unit 202, Maitland, FL 32751

  488 Banyon Tree Cir Unit 202, Maitland, FL 32751
• 

  

  /51

  $654,000

  • 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
• 

  

  /19

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • House for Rent

  110 Gem Lake Dr, Maitland, FL 32751

  Fantastic Maitland lakefront location! This home sits on a large lot overlooking Lake Gem. As you enter the home, you are greeting by expansive lake views and gorgeous wood floors. There is a separate dining room, as well as an eat-in area off the spacious kitchen with updated appliances. Off the living room, you can descend to the walkout basement that can be used as a game room, tv room, or

  James Rouadi CARLISLE REALTY, LLC

  110 Gem Lake Dr, Maitland, FL 32751
• 

  /2

  $270,000 Sold Jul 17, 2025

  • 1,301 Sq Ft
  • $208/SF
  • 9 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1965

  531 Wigman Dr, Maitland, FL 32751

  Seller will assist with closing costs. Come see your dream home in the Maitland area! This beautifully maintained residence at 531 Wigman Drive offers the perfect combination of comfort, style, and location. This home boasts four bedrooms and one and a half bathrooms, ideal for families or those seeking space to live and entertain. Live minutes away from Winter Park without paying Winter Park

  Anthony Figueroa LLC OUTLET REALTY

  531 Wigman Dr, Maitland, FL 32751
• 

  

  /15

  Est $144,031 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft

  476 Banyon Tree Cir Unit 104, Maitland, FL 32751

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

  

  /7

  $730,000

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

  500 Lisa Ln, Maitland, FL 32751

  Rare Opportunity in Hidden Estates – Sold "AS-IS" this Mid-Century Gem sits on Expansive Corner Lot. Here is your chance to own a mid-century pool home in one of Maitland’s most coveted neighborhoods—Hidden Estates with home values around a million. Perfectly positioned on a stunning 3⁄4 acre corner lot, this four-bedroom, three-bath residence offers nearly 3,000 square feet of living space and

  Valda Branch-Duncan NORTHSTAR FIRST PROPERTIES LLC

  500 Lisa Ln, Maitland, FL 32751
• 

  

  /39

  $1,312 - $3,328 per month

  The Grand Reserve at Maitland Park

  1 - 4 Beds

  1939 Grand Isle Cir, Orlando, FL 32810

  The Grand Reserve at Maitland Park is one of the finest apartment home communities in Central Florida. Featuring 1, 2, 3 & 4 bedroom apartment homes, and an award winning Management and Maintenance team to ensure a quality living environment for you and your family. Located in Orlando's prestigious Maitland area, you will have a superb location with convenient access to all Central Florida's

  1939 Grand Isle Cir, Orlando, FL 32810
• 

  /2

  $810,000 Sold Jul 15, 2025

  • 2,090 Sq Ft
  • $388/SF
  • 24 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  2520 Chanute Trail, Maitland, FL 32751

  Come look at this beautifully remodeled pool home in the highly sought-after Dommerich Hills neighborhood in Maitland. The kitchen is a chef's dream, with high-end appliances, plenty of cabinet space, a custom corner seating area, a massive 9 ft center island, and so much more. As you enter through your custom French front doors, you are welcomed by a pleasant seating/reading room that looks into

  Jonathan Maggio KELLER WILLIAMS REALTY AT THE PARKS

  2520 Chanute Trail, Maitland, FL 32751
• 

  

  /25

  Est $322,407 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  437 Poplar Ct, Maitland, FL 32751

  437 Poplar Ct, Maitland, FL 32751
• 

  

  /30

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft

  1004 Gregory Dr, Maitland, FL 32751

  Immaculate three bedroom, two bathroom home located in the highly desirable Druid Hills neighborhood. This home boasts warmth and charm. Impeccably designed, this home offers the farmhouse style you have been searching for. From the custom kitchen cabinetry to the roof, no detail has been left unattended. Upon entering through the front door you are immediately immersed by the charm of this home.

  Nicholas Giovanetti KELLY PRICE & COMPANY LLC

  1004 Gregory Dr, Maitland, FL 32751
• 

  

  /15

  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft
  • House for Rent

  7907 Birman St, Maitland, FL 32751

  Amazing 3 bedroom 2 full bathroom gorgeous pool home in desirable Winfield of Maitland. This home features beautiful wood-like tile throughout, as well as neutral interior colors. Gourmet kitchen has solid wood cabinets paired with upgraded granite counters, and comes fully stocked with stainless steel appliances. Back yard offers luxurious private pool with unheated spa, and yard is fully fenced

  Courtney Davis ABSOLUTE REALTY GROUP, LLC

  7907 Birman St, Maitland, FL 32751
• 

  /2

  $221,000 Sold Jul 15, 2025

  • 1,353 Sq Ft
  • $163/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1972

  1020 Grove St Unit 29, Maitland, FL 32751

  This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4! Recent updates include a new AC (2025) , updated electrical panel, and a new tankless water heater, for energy efficiency. The stylish kitchen features granite countertops, stainless appliances and a striking glass mosaic backsplash. Both spacious bedrooms are

  Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  1020 Grove St Unit 29, Maitland, FL 32751
• 

  

  /28

  Est $312,986 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft

  1979 Water Ln, Maitland, FL 32751

  1979 Water Ln, Maitland, FL 32751
• 

  

  /31

  $699,900

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

  2338 Tuscarora Trail, Maitland, FL 32751

  With over $60k in upgrades, this beautiful 4-bedroom, 2-bathroom lakeside retreat is tucked away in the highly sought-after Dommerich Hills community! Enjoy living next to the tranquil waters of Lake Waumpi and a peaceful conservation area, offering a rare blend of natural beauty and everyday comfort. Surrounded by mature trees and set on over a 1-acre lot, the backyard is a true sanctuary,

  Megan Hedrick Mark Spain Real Estate

  2338 Tuscarora Trail, Maitland, FL 32751
• 

  

  /29

  $1,660 - $2,887 per month

  Brickstone Maitland Summit Apartments

  1 - 3 Beds

  9000 Summit Centre Way, Orlando, FL 32810

  Brickstone Maitland Summit is the apartment youve been looking for in Orlando, FL. With comfortable and spacious one-, two-, and three-bedroom apartments complete with upgraded finishes, private patios, and available attached garages, youre guaranteed to find a place to live with a lifestyle to love. Whats more, you'll love our quaint lakeside community with a sparkling pool, 24-hour fitness

  9000 Summit Centre Way, Orlando, FL 32810
• 

  /2

  $305,000 Sold Jul 15, 2025

  • 1,538 Sq Ft
  • $198/SF
  • 135 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  1000 Winderley Place Unit 143, Maitland, FL 32751

  NEWLY ‘ACTIVE’. . . . RENEWED AND REFRESHED . . . AND BACK ON THE MARKET WITH EXCITING NEW UPDATES! NEWLY PAINTED INTERIOR, NEWLY UPDATED MASTER BATH, AND FRESH FRONT AND REAR EXTERIOR UPDATING! If you thought all condos were pretty much the same boring 4 walls, THINK AGAIN! This secluded little jewel is UNIQUE and CONTEMPORARY with TONS OF CHARACTER, and VERY AFFORDABLE!

  Sandi Peery RE/MAX TOWN & COUNTRY REALTY

  1000 Winderley Place Unit 143, Maitland, FL 32751
• 

  

  /19

  Est $1,459,957 Not Listed For Sale

  940 S Lake Sybelia Dr, Maitland, FL 32751

  940 S Lake Sybelia Dr, Maitland, FL 32751
• 

  

  /25

  $695,000

  • 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
• 

  

  /22

  $1,725 per month

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Condo for Rent

  1150 Lake Shadow Cir Unit 3206, Maitland, FL 32751

  This beautiful two-bedroom, two bath 1,048 sqft condo is located in the gated community of Visconti in Maitland. Located on the second floor, the condominium features an open and expansive feeling with the living room opening to the patio through the oversized sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite of appliances including the refrigerator,

  Justin Recca INNOVATIVE REALTY, LLC

  1150 Lake Shadow Cir Unit 3206, Maitland, FL 32751
• 

  /2

  $1,200,000 Sold Jul 14, 2025

  • 3,870 Sq Ft
  • $310/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  960 Brightwater Cir, Maitland, FL 32751

  Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with

  Kelly Price KELLY PRICE & COMPANY LLC

  960 Brightwater Cir, Maitland, FL 32751
• 

  

  /33

  Est $304,527 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  436 Poplar Ct, Maitland, FL 32751

  436 Poplar Ct, Maitland, FL 32751
• 

  

  /37

  $679,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,532 Sq Ft

  449 Forestwood Ln, Maitland, FL 32751

  STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and

  Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

  449 Forestwood Ln, Maitland, FL 32751
• 

  

  /25

  $1,465 - $2,806 per month

  Courtney At Lake Shadow

  1 - 3 Beds

  545 S Keller Rd, Orlando, FL 32810

  Stylishly modern. Great location. A perfect home for you. The Courtney at Lake Shadow, a luxury apartment community in Orlando, Florida, offers open-concept layouts in a variety of pet-friendly 1, 2 & 3 bedroom floor plans. Enjoy your gourmet kitchen – stir up more than coffee. It’s fully equipped and ready for you to make fantastic meals for friends or craft home-cooked meals solo. Plus, each

  545 S Keller Rd, Orlando, FL 32810
• 

  /2

  $215,000 Sold Jul 11, 2025

  • 1,583 Sq Ft
  • $136/SF
  • 124 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751

  One or more photo(s) has been virtually staged. LARGE PRICE ADJUSTMENT!!! MOTIVATED SELLER!! Discover luxurious resort-style living in this beautifully maintained 3-bedroom, 2.5-bath condo in the prestigious gated community of Visconti East. This elegant home showcases premium finishes throughout, featuring rich hardwood floors in the main living areas and fresh neutral carpeting in the

  Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
• 

  

  /27

  Est $318,863 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  1000 Winderley Place Unit 246, Maitland, FL 32751

  1000 Winderley Place Unit 246, Maitland, FL 32751
• 

  

  /17

  $645,000

  • 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
• 

  

  /11

  $1,875 per month

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Condo for Rent

  2423 Branch Way Unit 201, Maitland, FL 32751

  Move-in ready! This generously sized 3-bedroom, 2-bath condo offers 1,428 square feet of comfortable living space on the 2nd floor. Located in the heart of Maitland, Seminole County, the home is just minutes from shopping, top-rated schools, and major roadways for an easy commute. Enjoy access to a community pool, perfect for relaxing and entertaining. This condo is a must-see!

  Paula Wells PRIMAC REALTY, INC

  2423 Branch Way Unit 201, Maitland, FL 32751
• 

  /2

  $239,000 Sold Jul 10, 2025

  • 816 Sq Ft
  • $293/SF
  • 115 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1969

  1140 S Orlando Ave Unit J6, Maitland, FL 32751

  PRICE IMPROVEMENT...Lakefront Condo in Maitland’s Jupiter Building – First-Floor Unit with access to Scenic Lake Views.Welcome to lakefront living in the desirable Lake Maitland Terrace community! This beautifully maintained first-floor, 2-bedroom, 1.5-bath condo in the Jupiter Building offers the perfect blend of comfort, convenience, and lifestyle. The updated kitchen features maple

  Miriam Furey EXP REALTY LLC

  1140 S Orlando Ave Unit J6, Maitland, FL 32751
• 

  

  /31

  Est $400,322 Not Listed For Sale

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

  1010 Winderley Place Unit 143, Maitland, FL 32751

  1010 Winderley Place Unit 143, Maitland, FL 32751

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