9,936

Maitland, FL Homes

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  • /52

    $669,000

    • 4 Beds
    • 2.5 Baths
    • 2,265 Sq Ft

    2600 Mohawk Trail, Maitland, FL 32751

    Dommerich Hills – Maitland Positioned in the heart of Maitland, this inviting single-story home in the highly desirable Dommerich Hills community combines comfort, character, and location. Offered for the first time in 60 years, this property reflects true pride of ownership and long-term care. Set on a spacious .24-acre lot, the home offers 4 bedrooms, 2.5 baths, and 2,265 sq. ft. of living

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    2600 Mohawk Trail, Maitland, FL 32751
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 1303, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1977/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    (628) 899-1143

    9301 Summit Centre Way Unit 1303, Orlando, FL 32810
  • /2

    $820,000 Sold Feb 18, 2026

    2270 Deloraine Trail, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Below List Price
    • $410/SF
    • 15 Days On Market

    Current Estimated Value $812,532

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2270 Deloraine Trail, Maitland, FL 32751
    • /42

      Est $205,855 Not Listed For Sale

      1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

      Last Sold Summary

      • 8% Below List Price
      • $213/SF
      • 21 Days On Market
      • Last Sold Price $223,000
      • Dec 29, 2023

      Last Listing Agent Imran Nazer PREMIUM REALTY ADVISORS LLC

  • /50

    $1,100,000

    • 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
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 1313, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1892/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    (628) 227-5327

    9301 Summit Centre Way Unit 1313, Orlando, FL 32810
  • /2

    $2,770,000 Sold Sep 11, 2025

    216 N Lake Sybelia Dr, Maitland, FL 32751

    • 5 Beds
    • 5.5 Baths
    • 4,697 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $590/SF
    • 3 Days On Market

    Current Estimated Value $2,680,548

    Last Listing Agent Kevin Acker RE/MAX 200 REALTY

    216 N Lake Sybelia Dr, Maitland, FL 32751
    • /12

      Not Listed For Sale

      1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

      Last Sold Summary

      • $235/SF
      • 5 Days On Market
      • Last Sold Price $158,000
      • Oct 06, 2023

      Last Listing Agent Cherry Bian ENGINE REALTY INC

  • /31

    $719,000

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    1511 E Horatio Ave, Maitland, FL 32751

    Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant

    Gustavo Vargas FLORIDA REALTY INVESTMENTS

    1511 E Horatio Ave, Maitland, FL 32751
  • /11

    $1,850 Per Month

    • 3 Beds
    • 1 Bath
    • 1,409 Sq Ft
    • House for Rent

    523 Oak Ave, Maitland, FL 32751

    Nestled in a peaceful, wooded setting in desirable Maitland, this charming 3-bedroom, 1-bath home offers a comfortable layout and convenient location. The home features both a spacious living room and a separate family room, providing plenty of space for relaxing, entertaining, or working from home. A dedicated laundry room with washer and dryer hookups adds everyday convenience, while the

    (321) 472-2422

    523 Oak Ave, Maitland, FL 32751
  • /2

    $970,000 Sold Sep 04, 2025

    2031 Chippewa Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,385 Sq Ft
    • Built 1961

    Last Sold Summary

    • $407/SF

    Current Estimated Value $933,941

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2031 Chippewa Trail, Maitland, FL 32751
    • /2

      Est $154,891 Not Listed For Sale

      1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751

      Last Sold Summary

      • 6% Below List Price
      • $246/SF
      • 1 Day On Market
      • Last Sold Price $165,000
      • Nov 13, 2024

      Last Listing Agent Justin Recca INNOVATIVE REALTY, LLC

  • /18

    $495,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1106 Charming St, Maitland, FL 32751

    Welcome to this beautiful Mediterranean-style townhome in the exclusive, gated community of Montacino in Maitland, Florida. Updated 3 bedroom, 2.5 bath home overlooking Lake Charity. Expansive views of the lake are seen from the front porch, two bedrooms and the dining room. Separate dining room with tons of natural light. Open concept kitchen with updated cabinets and stainless steel appliances.

    Stephen Hachey FLAT FEE MLS REALTY

    1106 Charming St, Maitland, FL 32751
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 2313, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1977/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    (628) 227-6546

    9301 Summit Centre Way Unit 2313, Orlando, FL 32810
  • /2

    $700,000 Sold Jun 02, 2025

    1641 E Horatio Ave, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,618 Sq Ft
    • Built 1957

    Last Sold Summary

    • $267/SF
    • 22 Days On Market

    Current Estimated Value $728,756

    Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

    1641 E Horatio Ave, Maitland, FL 32751
    • /2

      Est $396,058 Not Listed For Sale

      1000 Winderley Place Unit 152, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,970 Sq Ft
      • Built 1985
      1000 Winderley Place Unit 152, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $207/SF
      • 2 Days On Market
      • Last Sold Price $407,000
      • Mar 31, 2025

      Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  • /44

    $759,000

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    1761 Tippicanoe Trail, Maitland, FL 32751

    Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a

    Jeff Clark COLDWELL BANKER REALTY

    1761 Tippicanoe Trail, Maitland, FL 32751
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 1223, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1977/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    (628) 250-5806

    9301 Summit Centre Way Unit 1223, Orlando, FL 32810
  • /2

    $647,000 Sold Apr 15, 2026

    1000 Kewannee Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1963

    Last Sold Summary

    • $317/SF
    • 3 Days On Market

    Current Estimated Value $638,735

    Last Listing Agent David Teller ABSOLUTE REALTY GROUP, LLC

    1000 Kewannee Trail, Maitland, FL 32751
    • /2

      Est $236,845 Not Listed For Sale

      808 Park Lake Cir Unit 5, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 1,432 Sq Ft
      • Built 1972
      808 Park Lake Cir Unit 5, Maitland, FL 32751

      Last Sold Summary

      • 5% Below List Price
      • $175/SF
      • 162 Days On Market
      • Last Sold Price $250,000
      • Jan 24, 2025

      Last Listing Agent Carolyn Dickinson JBM REALTY LLC

  • /39

    $745,000 Pending

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

    2809 Waumpi Trail, Maitland, FL 32751

    Under contract-accepting backup offers. Completely Remodeled 2026 | Single-Story | Split Floorplan | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, a marble backsplash, and new stainless steel Fisher & Paykel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED

    Farhad Haniff EXP REALTY LLC

    2809 Waumpi Trail, Maitland, FL 32751
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 4303, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1977/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    (415) 653-0687

    9301 Summit Centre Way Unit 4303, Orlando, FL 32810
  • /2

    $230,000 Sold Nov 14, 2025

    1825 Shadow View Cir, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,583 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $145/SF
    • 110 Days On Market

    Current Estimated Value $245,001

    Last Listing Agent Chuck Lemire PLATINUM REAL ESTATE

    1825 Shadow View Cir, Maitland, FL 32751
    • /2

      Est $251,421 Not Listed For Sale

      1615 Grove St Unit 545, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,087 Sq Ft
      • Built 1979
      1615 Grove St Unit 545, Maitland, FL 32751

      Last Sold Summary

      • 5% Below List Price
      • $242/SF
      • 17 Days On Market
      • Last Sold Price $263,500
      • Apr 18, 2025

      Last Listing Agent Eric Soto TC ORLANDO HOMES LLC

  • /52

    $774,900 Pending

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

    312 Macarthur Place, Maitland, FL 32751

    Under contract-accepting backup offers. 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

    Sean David REAL BROKER, LLC

    312 Macarthur Place, Maitland, FL 32751
  • /16

    $1,650 Per Month

    • 3 Beds
    • 1 Bath
    • 1,309 Sq Ft
    • House for Rent

    136 Thompson Ave, Maitland, FL 32751

    All Bridge Homes listings are pet-friendly and offer easy self-tours schedule yours today! This home comes with high-speed internet at an exclusive group rate. This service includes 24/7 premium support and setup to help you get connected at move-in. This charming 3 bedroom, 1 bath home is ready for you to call home! Perfectly located on a large corner lot with a full wrap around

    (321) 878-8133

    136 Thompson Ave, Maitland, FL 32751
  • /2

    $529,500 Sold Mar 24, 2026

    721 Gamewell Ave, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1976

    Last Sold Summary

    • $290/SF
    • 4 Days On Market

    Current Estimated Value $525,073

    Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    721 Gamewell Ave, Maitland, FL 32751
    • /67

      Est $296,444 Not Listed For Sale

      1000 Winderley Place Unit 241, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,275 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 241, Maitland, FL 32751

      Last Sold Summary

      • 5% Below List Price
      • $245/SF
      • 14 Days On Market
      • Last Sold Price $312,000
      • Mar 12, 2025

      Last Listing Agent Tim Swanson CHARLES RUTENBERG REALTY ORLANDO

  • /50

    $745,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,221 Sq Ft

    150 Seneca Trail, Maitland, FL 32751

    Under contract-accepting backup offers. In the heart of Dommerich, this thoughtfully renovated mid-century pool home offers deeded access to the Winter Park Chain of Lakes & a well-executed floor plan designed for everyday living. Set on a .20-acre lot measuring 79’ x 111’, the home balances indoor comfort with outdoor livability, beginning with a welcoming front entry that opens to a casual

    Padgett McCormick KELLY PRICE & COMPANY LLC

    150 Seneca Trail, Maitland, FL 32751
  • /11

    $1,825 Per Month

    • 3 Beds
    • 1 Bath
    • 1,110 Sq Ft
    • House for Rent

    2500 Carver Ave, Orlando, FL 32810

    Property Id: 1402948 Welcome to your dream rental home! This delightful 3-bedroom, 1-bathroom haven has undergone a charming renovation, ensuring a clean and inviting atmosphere. Nestled in a friendly neighborhood, it's the perfect place to call home.Step into the cozy living area that radiates warmth and hospitality. Explore three generously sized bedrooms, offering flexibility

    (321) 320-7361

    2500 Carver Ave, Orlando, FL 32810
  • /2

    $235,000 Sold Jan 29, 2026

    613 Orange Tree Ct Unit 507, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $187/SF
    • 10 Days On Market

    Current Estimated Value $234,240

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    613 Orange Tree Ct Unit 507, Maitland, FL 32751
    • /2

      Est $396,700 Not Listed For Sale

      1000 S Orlando Ave Unit 6, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft
      • Built 1964
      1000 S Orlando Ave Unit 6, Maitland, FL 32751

      Last Sold Summary

      • 16% Below List Price
      • $499/SF
      • 42 Days On Market
      • Last Sold Price $475,000
      • Feb 21, 2025

      Last Listing Agent Loralee Rider RIDER REALTY, LLC

  • /50

    $759,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,159 Sq Ft

    1170 Willowbrook Trail, Maitland, FL 32751

    Towering oaks and Spanish moss flowing in the breeze set the stage for this oasis in the heart of Maitland. This charming 4 bedroom, 2 bath abode with a tropical courtyard pool has been lovingly updated with luxe finishes and features. Step inside the covered airy breezeway where travertine pavers surround the screen enclosed pool deck and the true front door entrance. Beautiful crown moulding

    Steven Ritz KELLER WILLIAMS WINTER PARK

    1170 Willowbrook Trail, Maitland, FL 32751
  • /20

    $1,775 Per Month

    • 1 Bed
    • 1 Bath
    • 872 Sq Ft
    • Townhouse for Rent

    1618 Legacy Park Dr, Maitland, FL 32751

    Property Id: 136498Very Nice!! Large 1 br 2 story condo with garage located in the quiet gated resort style community of Visconti in Maitland. There are 2 large swimming pools, car washing station, fitness center, game room, tennis and basketball courts.Has newly updated kitchen with new cabinets, granite counter tops and all new stainless steel appliances. All rooms have ceiling

    (321) 204-1225

    1618 Legacy Park Dr, Maitland, FL 32751
  • /2

    $490,000 Sold Jun 20, 2025

    1171 Covewood Trail, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Below List Price
    • $239/SF
    • 2 Days On Market

    Current Estimated Value $515,600

    Last Listing Agent Rhonda Chesmore KELLY PRICE & COMPANY LLC

    1171 Covewood Trail, Maitland, FL 32751
    • /2

      Est $380,479 Not Listed For Sale

      294 Macarthur Place, Maitland, FL 32751

      294 Macarthur Place, Maitland, FL 32751

      Last Sold Summary

      • 5% Below List Price
      • 121 Days On Market
      • Last Sold Price $400,000
      • Apr 30, 2025

      Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  • /37

    $749,000

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

    2514 Tuscarora Trail, Maitland, FL 32751

    To Buyer “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

    Tom Noelke NOELKE REALTY

    2514 Tuscarora Trail, Maitland, FL 32751
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 4307, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1977/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    (415) 494-8937

    9301 Summit Centre Way Unit 4307, Orlando, FL 32810
  • /2

    $150,000 Sold Jul 31, 2025

    539 Clark St, Maitland, FL 32751

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1951

    Last Sold Summary

    • 25% Below List Price
    • $160/SF
    • 70 Days On Market

    Current Estimated Value $150,255

    Last Listing Agent Alvin Moore MOREHOUSE REALTY INC

    539 Clark St, Maitland, FL 32751
    • /2

      Est $293,292 Not Listed For Sale

      914 Park Lake Cir Unit 33, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,496 Sq Ft
      • Built 1972
      914 Park Lake Cir Unit 33, Maitland, FL 32751

      Last Sold Summary

      • 12% Below List Price
      • $224/SF
      • 112 Days On Market
      • Last Sold Price $335,000
      • Mar 07, 2025

      Last Listing Agent Kim Foy SOUTHERN TRADITIONS REALTY LLC

Showing Results 81 - 120, Page 3 of 18

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