Orange, 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
• 

  Explore Maitland

• 

  

  

  /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

  $599,000 Sold Aug 01, 2025

  • 1,649 Sq Ft
  • $363/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  1639 Choctaw Trail, Maitland, FL 32751

  Welcome to this beautifully renovated 3 bedroom, 2 bathroom pool home, nestled in the prestigious Dommerich Estates neighborhood in Maitland. This home combines classic midcentury charm with modern updates, offering the perfect balance of comfort and easy living.As you enter the home, you will find an updated kitchen with quartz counters, wood cabinets, stainless steel appliances. stone

  Nathalie Steinberg COLDWELL BANKER RESIDENTIAL RE

  1639 Choctaw Trail, Maitland, FL 32751
• 

  

  

  /16

  Est $164,862 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. 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
• 

  

  /22

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • 1,051 Sq Ft
  • Condo for Rent

  562 Flemming Way Unit 204, Maitland, FL 32751

  Freshly updated 2 bedroom 1 bathroom condo in Maitland, in the Carrington Park subdivision. Right next to shopping at Casselberry Commons! This home features beautiful vinyl flooring throughout, updated kitchen with, and a remodeled bathroom. Washer and dryer included. Move-in ready.

  Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

  562 Flemming Way Unit 204, Maitland, FL 32751
• 

  /2

  $235,000 Sold Aug 01, 2025

  • 1,521 Sq Ft
  • $155/SF
  • 133 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1956

  6 Barnard Ct, Maitland, FL 32751

  Investor or Rehab Special! Lots of potential with this mid-century gem. Great location on a dead-end street just a short distance to 17/92 and all of the action that Maitland has to offer including the Maitland Farmer's Market, Community Park, Maitland Art Center, Enzian Theater, and the Maitland Art Festival at Lake Lily. Plenty of restaurant and grocery options in close proximity as well as

  Brian Opre THE REAL ESTATE PRINCIPLE, INC

  6 Barnard Ct, Maitland, FL 32751
• 

  

  /25

  Est $687,816 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
• 

  

  /54

  $1,309 - $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

  $550,000 Sold Aug 01, 2025

  • 1,593 Sq Ft
  • $345/SF
  • 127 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1973

  2654 Derbyshire Rd, Maitland, FL 32751

  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 Zen-like screened porch and a serene back

  Liz Morales FUSION FLORIDA REALTY LLC

  2654 Derbyshire Rd, 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
• 

  

  /25

  $1,650 per month

  • 2 Beds
  • 1.5 Baths
  • 905 Sq Ft
  • Condo for Rent

  450 Cherrywood Gardens Dr, Maitland, FL 32751

  Nicely updated and well maintained 2 bedroom, 1.5 bathroom condo in Maitland. Home features tiled floors in common areas, laminate in bedrooms, granite countertops in kitchen and bathrooms, and an inside utility room with washer/dryer hook-ups. Two reserve parking spots and guest parking available. Located minutes from I4 and a short drive to Winter Park. Close to shopping, restaurants and more.

  Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

  450 Cherrywood Gardens Dr, Maitland, FL 32751
• 

  /2

  $970,000 Sold Jul 31, 2025

  • 2,826 Sq Ft
  • $343/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  91 Minnehaha Cir, Maitland, FL 32751

  An exceptional four-bedroom two-bath home rests on over 1/3 of an acre, corner lot, in the established community of Minnehaha Shores in Maitland. Lake views and across from the private deeded neighborhood lake lot which provides access to Lake Minnehaha and the Winter Park Chain of Lakes. This home offers generous living spaces spanning over 2,826 square feet with open kitchen into family room,

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  91 Minnehaha Cir, 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
• 

  

  /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

  $315,000 Sold Jul 31, 2025

  • 1,182 Sq Ft
  • $266/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  410 Citrus Ln, Maitland, FL 32751

  Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch,

  Mary Harmening ROAM FLORIDA REALTY LLC

  410 Citrus Ln, 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

  $413,000

  • 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
• 

  

  /20

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • House for Rent

  319 Eaton St, Maitland, FL 32751

  Welcome to 319 Eaton St, a beautifully maintained home featuring spacious living areas, modern finishes, and abundant natural light. Located in a nice neighborhood, this property offers convenient access to local amenities, parks.

  William Jusme MILLENNIUM REALTY CENTER LLC

  319 Eaton St, Maitland, FL 32751
• 

  /2

  $343,500 Sold Jul 30, 2025

  • 1,265 Sq Ft
  • $272/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  1980 Water Ln, Maitland, FL 32751

  Beautifully renovated and ideally located on the Maitland/Winter Park border, this 3-bedroom, 2-bath oasis is ready to welcome you home. Spacious rooms meet modern styling throughout the nearly 1,300-square-foot space, which boasts a desirable split layout, luxury vinyl plank flooring, and a host of upgrades, including a new roof, water heater, garbage disposal, and AC. The expansive living area

  Moe Mossa SAVVY AVENUE, LLC

  1980 Water 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
• 

  

  /29

  $1,591 - $2,957 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

  $170,000 Sold Jul 30, 2025

  • 672 Sq Ft
  • $253/SF
  • 11 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2000

  1125 Lake Shadow Cir Unit 5109, Maitland, FL 32751

  Welcome to easy living in this beautifully maintained first-floor, one-bedroom, one-bathroom condo, offering comfort, convenience, and resort-style amenities. Step inside to discover high ceilings, an abundance of natural light, and durable, stylish vinyl flooring throughout. The spacious bedroom includes a walk-in closet, and the oversized indoor laundry room provides plenty of space for storage

  Leah Marshall UNITED REAL ESTATE PREFERRED

  1125 Lake Shadow Cir Unit 5109, 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
• 

  

  /23

  $2,450 per month

  • 3 Beds
  • 1.5 Baths
  • 1,509 Sq Ft
  • House for Rent

  518 Oranole Rd, Maitland, FL 32751

  Nestled in the heart of Maitland, this charming single-family home offers a fantastic rental opportunity. The 3 bedroom property is situated on an expansive double lot, providing a rare sense of privacy and a huge backyard perfect for relaxing or entertaining. Inside, you'll find a well-maintained residence with a classic layout and plenty of natural light. The home is just a short distance from

  Alexander James CENTURY 21 CARIOTI

  518 Oranole Rd, 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
• 

  

  /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
• 

  

  /103

  $1,589 - $9,567 per month

  Trelago Apartments

  Studio - 3 Beds

  601 Trelago Way, Maitland, FL 32751

  The best way to enjoy life in Maitland, is from a vibrant lakefront community that replicates the indulgent atmosphere of a five-star resort. Trelago Apartments offers that, and much more. From the ultra-spacious one, two- & three-bedroom floor plans to the exceptional amenities, every feature of our Maitland apartments is designed to take your comfort to the next level. Your unique experience

  601 Trelago Way, 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 $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
• 

  

  /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
• 

  

  /17

  $2,395 per month

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • House for Rent

  2150 Tortoise Shell Dr, Maitland, FL 32751

  Well-maintained 3 BED 2 BATH home in the Winfield subdivision located just off Maitland Summit Boulevard. Centrally located in Maitland. As you step inside, you will immediately be captivated by the grandeur of the vaulted ceilings, which create an open and airy ambiance throughout the home. ceramic tile flooring, dining/living room combo, a large fenced patio, and a spacious 2-car garage. This

  Raul Aleman BAHIA INTERNATIONAL REALTY

  2150 Tortoise Shell Dr, Maitland, FL 32751
• 

  /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
• 

  

  /21

  Est $317,253 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1000 Winderley Place Unit 126, Maitland, FL 32751

  1000 Winderley Place Unit 126, Maitland, FL 32751

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