9,918

Maitland, FL Homes

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  • /2

    $995,000 Sold Oct 27, 2025

    1630 Chinook Trail, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 2,742 Sq Ft
    • Built 1966

    Last Sold Summary

    • $363/SF
    • 33 Days On Market

    Current Estimated Value $966,423

    Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

    1630 Chinook Trail, Maitland, FL 32751
    • /29

      Est $195,884 Not Listed For Sale

      1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 898 Sq Ft
      • Built 2000
      1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751

      Last Sold Summary

      • 12% Below List Price
      • $248/SF
      • 124 Days On Market

      Last Sold Price $223,000

      Last Listing Agent Vanessa Scotland, PA SERHANT

  • /39

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    1100 S Orlando Ave Unit 306, Maitland, FL 32751

    TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet

    Frank Benevento COLDWELL BANKER REALTY

    1100 S Orlando Ave Unit 306, Maitland, FL 32751
  • /2

    $1,165,000 Sold Feb 17, 2026

    1750 Cheyenne Trail, Maitland, FL 32751

    • 5 Beds
    • 3 Baths
    • 2,868 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $406/SF
    • 22 Days On Market

    Current Estimated Value $1,179,821

    Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    1750 Cheyenne Trail, Maitland, FL 32751
    • /34

      Est $292,816 Not Listed For Sale

      810 Town Cir Unit 158, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1975
      810 Town Cir Unit 158, Maitland, FL 32751

      Last Sold Summary

      • 23% Below List Price
      • $243/SF
      • 7 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Morgan Seefried KELLER WILLIAMS WINTER PARK

  • /5

    $699,000

    • Land
    • 0.46 Acre
    • $1,519,565 per Acre

    800 Thompson Ave, Maitland, FL 32751

    SELLER FINANCING AVAILABLE. Seize the opportunity to bring your dream home to life on this extraordinary oversized vacant lakefront lot situated on the serene 82-acre Lake Sybella in Maitland. Embrace the tranquil beauty of this 0.46-acre parcel tucked away on a secluded dead-end street, providing the perfect canvas for your custom oasis. The City of Maitland has given the green light to a

    Orlando Montero ALPHA R.E. OF CENTRAL FL LLC

    800 Thompson Ave, Maitland, FL 32751
  • /2

    $315,000 Sold Feb 20, 2026

    1000 Winderley Place Unit 142, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 23 Days On Market

    Current Estimated Value $318,606

    Last Listing Agent Sandi Peery RE/MAX TOWN & COUNTRY REALTY

    1000 Winderley Place Unit 142, Maitland, FL 32751
    • /33

      Est $272,701 Not Listed For Sale

      800 Town Cir Unit 153, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1975
      800 Town Cir Unit 153, Maitland, FL 32751

      Last Sold Summary

      • 17% Below List Price
      • $211/SF
      • 54 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Tom Graves FUN HOMES

  • /52

    $534,900 Pending

    • 5 Beds
    • 3 Baths
    • 2,592 Sq Ft

    778 Lake Howell Rd, Maitland, FL 32751

    This stunning 5 bedroom, 3 bath home in Maitland, FL has been professionally staged to show off all its amazing upgrades. From a brand new roof to luxury vinyl planking and carpet, a kitchen cabinet with an island on wheels, granite counters, sink, and faucet, stainless steel appliances, HVAC and mini-split, interior and exterior paint, vanities for all 3 bathrooms, 5 ceiling fans, and a

    Ronald Gentile ORLANDO REO PROF I INC

    778 Lake Howell Rd, Maitland, FL 32751
  • /2

    $395,000 Sold Nov 20, 2025

    637 Magnolia Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • Built 1968

    Last Sold Summary

    • 18% Below List Price
    • $213/SF
    • 89 Days On Market

    Current Estimated Value $412,811

    Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

    637 Magnolia Dr, Maitland, FL 32751
    • /11

      Not Listed For Sale

      0 Lake Howell Rd Unit MFRO6116578, Maitland, FL 32751

      0 Lake Howell Rd Unit MFRO6116578, Maitland, FL 32751

      Last Sold Summary

      • 6 Days On Market

      Last Sold Price $196,000

      Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  • /50

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft

    223 Quayside Cir Unit C, Maitland, FL 32751

    Welcome to refined living in The Moorings! This beautifully updated 3-bedroom, 2.5-bath townhouse offers 1,734 square feet of thoughtfully designed space in one of Maitland's most sought-after communities. The open layout showcases soaring ceilings and gleaming engineered wood floors throughout, creating an inviting atmosphere filled with natural light.The heart of the home is a stunning

    Kelly Price KELLY PRICE & COMPANY LLC

    223 Quayside Cir Unit C, Maitland, FL 32751
  • /2

    $600,000 Sold Nov 10, 2025

    107 Tangelo Ct, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft
    • Built 1956

    Last Sold Summary

    • 9% Above List Price
    • $330/SF
    • 4 Days On Market

    Current Estimated Value $592,929

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    107 Tangelo Ct, Maitland, FL 32751
    • /19

      Est $408,250 Not Listed For Sale

      517 W Faith Terrace, Maitland, FL 32751

      • 4 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1963
      517 W Faith Terrace, Maitland, FL 32751

      Last Sold Summary

      • 9% Above List Price
      • $243/SF
      • 47 Days On Market

      Last Sold Price $374,500

      Last Listing Agent Becki Douglas MAINFRAME REAL ESTATE

  • /49

    $885,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 2,550 Sq Ft

    781 Goldwater Ct, Maitland, FL 32751

    Exclusive Dommerich opportunity to own a true 5 Bedroom, 3 Bath home PLUS a dedicated office—an almost impossible combination to find in this celebrated neighborhood. Situated on a quiet, private-feeling cul-de-sac on over 1/3 acre, this home offers space, function, and timeless charm to love for years to come. This enclave of Dommerich is special - with neighbors often gathering and enjoying

    Erin Baker FANNIE HILLMAN & ASSOCIATES

    781 Goldwater Ct, Maitland, FL 32751
  • /2

    $526,000 Sold May 30, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Above List Price
    • $313/SF
    • 1 Day On Market

    Current Estimated Value $511,403

    Last Listing Agent Veronica Figueroa EXP REALTY LLC

    Unlisted Address
    • /44

      Est $156,906 Not Listed For Sale

      2407 Branch Way Unit 101, Maitland, FL 32751

      • 2 Beds
      • 1 Bath
      • 1,051 Sq Ft
      • Built 1973
      2407 Branch Way Unit 101, Maitland, FL 32751

      Last Sold Summary

      • 6% Above List Price
      • $140/SF
      • 5 Days On Market

      Last Sold Price $147,500

      Last Listing Agent Tom Young EMPIRE NETWORK REALTY

  • /54

    $720,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    206 Quayside Cir Unit 103, Maitland, FL 32751

    Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes.Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy

    Donnamarie Ebanks COLDWELL BANKER REALTY

    206 Quayside Cir Unit 103, Maitland, FL 32751
  • /2

    $500,000 Sold Dec 16, 2025

    113 Gem Lake Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • Built 1939

    Last Sold Summary

    • 13% Below List Price
    • $325/SF
    • 642 Days On Market

    Current Estimated Value $508,342

    Last Listing Agent Darryl Donkel HOME WISE REALTY GROUP, INC.

    113 Gem Lake Dr, Maitland, FL 32751
    • /28

      Est $310,171 Not Listed For Sale

      2361 Sierra Ln Unit 15, Maitland, FL 32751

      • 2 Beds
      • 2.5 Baths
      • 1,323 Sq Ft
      • Built 1982
      2361 Sierra Ln Unit 15, Maitland, FL 32751

      Last Sold Summary

      • 5% Below List Price
      • $246/SF
      • 5 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Tami Klein FANNIE HILLMAN & ASSOCIATES

  • /47

    $529,900

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft

    2319 Hunterfield Rd, Maitland, FL 32751

    *Back on market - Buyer & Seller Unable to Reach Final Terms. Their loss, your opportunity!* Situated on desirable corner lot in the lovely English Estates, this beautifully remodeled 4BR/2BA home blends style & comfort. An open floor plan, LVP flooring throughout (no carpet), & abundant windows create a bright atmosphere w/ natural light. At the heart of the home is a stunning eat-in kitchen w/

    Lauren Souto Misty Morrison Real Estate

    2319 Hunterfield Rd, Maitland, FL 32751
  • /2

    $178,900 Sold Nov 26, 2025

    107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751

    • 2 Beds
    • 1.5 Baths
    • 953 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Above List Price
    • $188/SF
    • 5 Days On Market

    Last Listing Agent Francis Zipeto KELLER WILLIAMS CLASSIC

    107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751
    • /22

      Est $287,668 Not Listed For Sale

      546 Finchley Rd Unit 546, Maitland, FL 32751

      • 4 Beds
      • 2 Baths
      • 1,672 Sq Ft
      • Built 1982
      546 Finchley Rd Unit 546, Maitland, FL 32751

      Last Sold Summary

      • 5% Above List Price
      • $164/SF
      • 44 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Maryann Stelton FANNIE HILLMAN & ASSOCIATES

  • /43

    $1,225,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,292 Sq Ft

    67 Cypress Ln, Maitland, FL 32751

    Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths.Step inside to discover hardwood floors flowing

    Kelly Price KELLY PRICE & COMPANY LLC

    67 Cypress Ln, Maitland, FL 32751
  • /2

    $305,000 Sold Jul 15, 2025

    1000 Winderley Place Unit 143, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • Built 1982

    Last Sold Summary

    • 6% Below List Price
    • $198/SF
    • 135 Days On Market

    Current Estimated Value $296,360

    Last Listing Agent Sandi Peery RE/MAX TOWN & COUNTRY REALTY

    1000 Winderley Place Unit 143, Maitland, FL 32751
    • /34

      Est $793,073 Not Listed For Sale

      1100 S Orlando Ave Unit 712, Maitland, FL 32751

      • 3 Beds
      • 3.5 Baths
      • 2,366 Sq Ft
      • Built 1973
      1100 S Orlando Ave Unit 712, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $347/SF
      • 51 Days On Market

      Last Sold Price $820,000

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

  • /37

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    2837 Shadow View Cir, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Updated & Move-In Ready Maitland Condo with Office/Flex Room & Rare 2-Car Garage — New Carpet, Paint & Appliances (2026) Beautifully updated three-level condo offering exceptional space, modern finishes, and a rare 2-car garage in a gated Maitland community. Features 2 bedrooms, 2 bathrooms, and a dedicated office/flex room—ideal for remote work or

    Nilufer Rohleder COLDWELL BANKER REALTY

    2837 Shadow View Cir, Maitland, FL 32751
  • /2

    $650,000 Sold Jun 30, 2025

    1055 Thunder Trail, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,351 Sq Ft
    • Built 1968

    Last Sold Summary

    • $276/SF

    Current Estimated Value $656,071

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

    1055 Thunder Trail, Maitland, FL 32751
    • /15

      Est $261,946 Not Listed For Sale

      1113 Grove St Unit 152, Maitland, FL 32751

      • 4 Beds
      • 2.5 Baths
      • 1,600 Sq Ft
      • Built 1974
      1113 Grove St Unit 152, Maitland, FL 32751

      Last Sold Summary

      • 3% Below List Price
      • $168/SF
      • 2 Days On Market

      Last Sold Price $269,000

      Last Listing Agent Christopher Kellom ARK REALTY LLC

  • /37

    $175,000

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

    2423 Branch Way Unit 207, Maitland, FL 32751

    Excellent Seminole County location! Welcome to this spacious 3-bedroom, 2-bath condo in the peaceful Carrington Park community, offering over 1,400 square feet of comfortable living. Located on the second floor, this freshly painted unit features an open, light-filled floor plan where the kitchen, dining, and living areas flow seamlessly together, highlighted by a bright kitchen with stainless

    Hailey Franklin MORRIS REALTY AND INVESTMENTS

    2423 Branch Way Unit 207, Maitland, FL 32751
  • /2

    $740,000 Sold Jul 18, 2025

    986 Stonewood Ln, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,195 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $337/SF
    • 30 Days On Market

    Current Estimated Value $701,279

    Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

    986 Stonewood Ln, Maitland, FL 32751
    • /17

      Est $185,273 Not Listed For Sale

      329 Cherrywood Gardens Dr Unit 329, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 905 Sq Ft
      • Built 1974
      329 Cherrywood Gardens Dr Unit 329, Maitland, FL 32751

      Last Sold Summary

      • 12% Below List Price
      • $232/SF
      • 27 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Becky Martin KELLY RIGHT REAL ESTATE

  • /19

    $529,000

    • 4 Beds
    • 2.5 Baths
    • 1,939 Sq Ft

    1695 E Horatio Ave, Maitland, FL 32751

    Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, No HOA, Top Rated Shools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House is just revitalized with a new fresh interior Stone Eagle Color Paint, Roof replaced in 2024, AC replaced in 2022,

    Tuan Nguyen VISTA REALTY INVESTMENT

    1695 E Horatio Ave, Maitland, FL 32751
  • /2

    $507,500 Sold Dec 04, 2025

    702 Green Meadow Ave, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,621 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $194/SF
    • 181 Days On Market

    Current Estimated Value $527,199

    Last Listing Agent Cheryl Geluso RE/MAX ASSURED

    702 Green Meadow Ave, Maitland, FL 32751
    • /18

      Est $245,675 Not Listed For Sale

      887 Park Lake Cir Unit 4, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,486 Sq Ft
      • Built 1972
      887 Park Lake Cir Unit 4, Maitland, FL 32751

      Last Sold Summary

      • 4% Below List Price
      • $172/SF
      • 115 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Samantha Hafner DON ASHER & ASSOCIATES, INC.

  • /32

    $605,000

    • 4 Beds
    • 3 Baths
    • 3,308 Sq Ft

    448 Stonewood Ln, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    448 Stonewood Ln, Maitland, FL 32751
  • /2

    $150,000 Sold Oct 24, 2025

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft
    • Built 2000

    Last Sold Summary

    • 6% Below List Price
    • $223/SF
    • 32 Days On Market

    Current Estimated Value $149,283

    Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
    • /30

      Not Listed For Sale

      0 S Lake Destiny Rd Unit O6003665, Maitland, FL 32751

      0 S Lake Destiny Rd Unit O6003665, Maitland, FL 32751

      Last Sold Summary

      • 406 Days On Market

      Last Sold Price $620,000

      Last Listing Agent Cheryl Geluso RE/MAX

  • /19

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1150 Lake Shadow Cir Unit 3305, Maitland, FL 32751

    This 3rd Floor 2-bedroom, 2-bath condo in the sought-after gated community of Visconti. The open layout creates a perfect for relaxing, entertaining, or working from home. You’ll love the convenience of in-unit laundry and the charm of your own private patio, perfect for morning coffee or evening unwinding. Visconti offers resort-style living with stunning landscaping, a welcoming clubhouse, and

    John Tsesmelis CASTLE ROCK REALTY & MANAGEMENT INC

    1150 Lake Shadow Cir Unit 3305, Maitland, FL 32751
  • /2

    $380,000 Sold Sep 17, 2025

    2041 Warrens Ave, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,549 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $245/SF
    • 101 Days On Market

    Current Estimated Value $373,182

    Last Listing Agent Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

    2041 Warrens Ave, Maitland, FL 32751

Showing Results 241 - 280, Page 7 of 18

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