9,826

Maitland, FL Homes

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  • /30

    $211,000

    $5K PRICE DROP Pending
    • 2 Beds
    • 1.5 Baths
    • 1,432 Sq Ft

    814 Park Lake Cir Unit 8, Maitland, FL 32751

    A beautiful affordable condo in Maitland. 2 bedrooms and 1 ½ baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The

    Agent Photo

    Warren Gagne

    NEXTHOME NEIGHBORHOOD REALTY

    814 Park Lake Cir Unit 8, Maitland, FL 32751
  • /18

    $1,125 Per Month

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

    452 Banyon Tree Cir Unit 200, Maitland, FL 32751

    Beautiful updated 1 bedrooms 1 bathrooms with spacious walk in closet on 2nd floor. A Perfect location near Rollins College, UCF, Shops, Florida Hospital, Baldwin Park, Maitland, Downtown Orlando, Winter Park, I-4 and 436 near Full Sail. Carrington Park amenities include three pools, a clubhouse, laundry center, and a playground. Room sizes and square footage should be confirmed by buyers. Make

    Agent Photo

    Cheryl Rozanski

    JC FLORIDA REALTY LLC

    452 Banyon Tree Cir Unit 200, Maitland, FL 32751
  • /2

    $290,000

    Sold Oct 17, 2025

    305 W Lake Faith Dr Unit H139, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Below List Price
    • $167/SF
    • 88 Days On Market

    Current Estimated Value $300,087

    Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

    305 W Lake Faith Dr Unit H139, Maitland, FL 32751
    • /2

      Est $515,874

      Not Listed For Sale

      204 Quayside Cir Unit 601, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1984
      204 Quayside Cir Unit 601, Maitland, FL 32751

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Travis Cepregi KELLER WILLIAMS WINTER PARK

  • /24

    $130,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    476 Banyon Tree Cir Unit 104, Maitland, FL 32751

    Discover comfort, style, and convenience in this beautifully renovated and tastefully furnished first-floor condominium in the centrally located Carrington Park community. This inviting home features brand-new tile flooring throughout and a thoughtfully updated kitchen with wood cabinetry, stainless steel appliances, granite countertops, and a spacious pantry for excellent storage. The generously

    Agent Photo

    Angela Carney

    CORCORAN PREMIER REALTY

    476 Banyon Tree Cir Unit 104, Maitland, FL 32751
  • /58

    Starting at $1,394 Per Month

    • 1 - 3 Beds

    8636 Villa Point, 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

    Arbors at Maitland Summit

    8636 Villa Point, Orlando, FL 32810
  • /2

    $476,500

    Sold Dec 18, 2025

    449 Forestwood Ln, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,532 Sq Ft
    • Built 1978

    Last Sold Summary

    • 31% Below List Price
    • $188/SF
    • 134 Days On Market

    Current Estimated Value $531,876

    Last Listing Agent Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

    449 Forestwood Ln, Maitland, FL 32751
    • /2

      Est $690,059

      Not Listed For Sale

      245 Lake Seminary Cir, Maitland, FL 32751

      • 4 Beds
      • 3 Baths
      • 2,853 Sq Ft
      • Built 1960
      245 Lake Seminary Cir, Maitland, FL 32751

      Last Sold Summary

      • 334 Days On Market

      Last Listing Agent ELIZABETH PONTE PROFESSIONAL REALTY NETWORK IN

  • /54

    $799,900

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,202 Sq Ft

    1501 Druid Isle Rd, Maitland, FL 32751

    LEASE OPTION CONSIDERED for LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard-like entrance with a marble path and asian influenced landscape. Double

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    1501 Druid Isle Rd, Maitland, FL 32751
  • /12

    $1,150 Per Month

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

    551 Flemming Way Unit 201, Maitland, FL 32751

    Welcome home to this cozy and well-maintained 1-bedroom, 1-bathroom second-floor condo located in the desirable Carrington Park community. This charming unit features a spacious walk-in closet, an open and comfortable living area, and a convenient location within the community. The building is situated directly across from the laundry facility, with one of the community pools located

    Agent Photo

    Miranda Azer

    PARKVIEW REAL ESTATE

    551 Flemming Way Unit 201, Maitland, FL 32751
  • /2

    $365,000

    Sold Aug 28, 2026

    110 N Lakewood Cir, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $272/SF
    • 29 Days On Market

    Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

    110 N Lakewood Cir, Maitland, FL 32751
    • /2

      Est $645,073

      Not Listed For Sale

      489 Penny Ln, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,938 Sq Ft
      • Built 1998
      489 Penny Ln, Maitland, FL 32751

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

  • /36

    $385,900

    $64K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft

    601 Oranole Rd, Maitland, FL 32751

    Back on the market with renewed momentum.Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels

    Agent Photo

    Kay Shilling

    COLDWELL BANKER REALTY

    601 Oranole Rd, Maitland, FL 32751
  • /12

    Starting at $1,619

    Total Monthly Price

    • 1 - 3 Beds

    304 Lake Ave, Maitland, FL 32751

    The Adeline features spacious apartment homes with open kitchens, quartz or granite countertops, shaker cabinetry, subway tile backsplashes, wood style flooring, and walk in closets. Residents enjoy a saltwater pool, fitness center, lakeside walking trail, outdoor kitchen and fire pit, pet park, and social clubroom, all in a scenic lakefront setting near shopping, dining, and SunRail access.

    The Adeline

    304 Lake Ave, Maitland, FL 32751
    • /2

      Est $539,809

      Not Listed For Sale

      2220 Derbyshire Rd, Maitland, FL 32751

      • 4 Beds
      • 2 Baths
      • 2,220 Sq Ft
      • Built 1960
      2220 Derbyshire Rd, Maitland, FL 32751

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Ken Pozek REAL BROKER, LLC

  • /45

    $404,800

    $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    1202 Oranole Rd, Maitland, FL 32751

    Virtually Staged. Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath block home offers approximately 1,750 square feet of living space on a .33-acre double corner lot in Maitland. Located across two parcels, the property provides additional outdoor space, added privacy, a partial new wood fence, and a beautiful live oak canopy.Inside, luxury vinyl flooring flows throughout the

    Agent Photo

    Stephanie Anson

    ANSON PROPERTIES LLC

    1202 Oranole Rd, Maitland, FL 32751
  • /73

    Starting at $1,776

    Total Monthly Price

    • 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

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
  • /2

    $239,000

    Sold Oct 14, 2025

    1711 Shadow View Cir, Maitland, FL 32751

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

    Last Sold Summary

    • 16% Below List Price
    • $151/SF
    • 322 Days On Market

    Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE

    1711 Shadow View Cir, Maitland, FL 32751
    • /2

      Est $1,186,477

      Not Listed For Sale

      1353 W Lake Colony Dr, Maitland, FL 32751

      • 4 Beds
      • 3 Baths
      • 3,500 Sq Ft
      • Built 1996
      1353 W Lake Colony Dr, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Scotti Gallegos ALL REAL ESTATE & INVESTMENTS

  • /24

    $159,950

    $38K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751

    Under contract-accepting backup offers. Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner.

    Agent Photo

    Michael Rogers

    INNOVATIVE REALTY, LLC

    1440 Lake Shadow Cir Unit 8305, Maitland, FL 32751
  • /53

    Starting at $1,669 Per Month

    • 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

    Dwell Maitland

    8700 Maitland Summit Blvd, Orlando, FL 32810
  • /2

    $375,000

    Sold Aug 06, 2026

    2150 Tortoise Shell Dr, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1997

    Last Sold Summary

    • 13% Below List Price
    • $248/SF
    • 91 Days On Market

    Current Estimated Value $395,877

    Last Listing Agent Claire Sims LLC LPT REALTY, LLC

    2150 Tortoise Shell Dr, Maitland, FL 32751
    • /2

      Est $426,290

      Not Listed For Sale

      2132 Tortoise Shell Dr, Maitland, FL 32751

      • 4 Beds
      • 2 Baths
      • 1,809 Sq Ft
      • Built 1996
      2132 Tortoise Shell Dr, Maitland, FL 32751

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

  • /19

    $239,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,583 Sq Ft

    1807 Shadow View Cir Unit 1807, Maitland, FL 32751

    Welcome to this beautiful 3-bedroom townhouse in the desirable gated community of Visconti East in Maitland! This spacious townhouse features three levels, an open-concept living and dining area, a well-appointed kitchen, and plenty of natural light. The primary suite and additional bedrooms are located upstairs, along with a convenient laundry area. The third bedroom offers flexibility as a home

    Agent Photo

    Paulo Alves

    COMPASS FLORIDA LLC

    1807 Shadow View Cir Unit 1807, Maitland, FL 32751
  • /37

    Starting at $1,537 Per Month

    • 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

    Grand Reserve at Maitland Park

    1939 Grand Isle Cir, Orlando, FL 32810
  • /2

    $255,000

    Sold Apr 13, 2026

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

    • Land
    • 18,730 Sq Ft
    • $593,023 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 157 Days On Market

    Last Listing Agent Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

    0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
    • /2

      Est $556,150

      Not Listed For Sale

      1758 Bobtail Dr, Maitland, FL 32751

      • 4 Beds
      • 3 Baths
      • 2,304 Sq Ft
      • Built 1997
      1758 Bobtail Dr, Maitland, FL 32751

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

  • /38

    $565,000

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,482 Sq Ft

    2494 Castlewood Rd, Maitland, FL 32751

    Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout.Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated

    Neil Chetram LA ROSA REALTY CW PROPERTIES L

    2494 Castlewood Rd, Maitland, FL 32751
  • /57

    Starting at $1,880 Per Month

    • Studio - 3 Beds

    601 Trelago Way, Maitland, FL 32751

    Bell Trelago welcomes you to a refined lakeside retreat where luxury, comfort, and convenience shape every moment. You can enjoy a relaxed yet sophisticated lifestyle enhanced by thoughtful amenities, beautiful waterfront views, and effortless access to dining, retail, and entertainment. The community blends style and function with elegant finishes, spacious studio, one-, two-, and three-bedroom

    Bell Trelago

    601 Trelago Way, Maitland, FL 32751
  • /2

    $534,900

    Sold Jul 15, 2026

    1230 Hollyridge Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $326/SF
    • 72 Days On Market

    Current Estimated Value $525,495

    Last Listing Agent Stephanie Doucette BOWERBIRD REALTY

    1230 Hollyridge Trail, Maitland, FL 32751
    • /2

      Est $969,933

      Not Listed For Sale

      2106 Tuscarora Trail, Maitland, FL 32751

      • 4 Beds
      • 3 Baths
      • 2,949 Sq Ft
      • Built 1961
      2106 Tuscarora Trail, Maitland, FL 32751

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • /37

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit I14, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy

    Michele Ostrander CHARLES RUTENBERG REALTY ORLANDO

    1140 S Orlando Ave Unit I14, Maitland, FL 32751
  • /89

    Starting at $1,695 Per Month

    • Studio - 3 Beds

    9301 Summit Centre Way, Orlando, FL 32810

    The Tiffany at Maitland West presents an exceptional portrait of sophisticated living in Orlando. Our one-, two-, and three-bedroom apartment residences blend contemporary flair with timeless elegance, featuring stylish interiors and premium finishes. Residents savor resort-style amenities, including a sparkling pool and fitness options, all in a convenient location near shopping, dining, and

    The Tiffany at Maitland West

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

    $5,410,000

    Sold Sep 02, 2026

    2025 Summerland Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,432 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $1,221/SF
    • 0 Days On Market

    Current Estimated Value $3,548,658

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

    2025 Summerland Ave, Winter Park, FL 32789
    • /2

      Est $2,823,856

      Not Listed For Sale

      216 N Lake Sybelia Dr, Maitland, FL 32751

      • 5 Beds
      • 5.5 Baths
      • 4,697 Sq Ft
      • Built 2021
      216 N Lake Sybelia Dr, Maitland, FL 32751

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kevin Acker RE/MAX 200 REALTY

  • /50

    $799,000

    • 3 Beds
    • 5 Baths
    • 3,248 Sq Ft

    233 Flame Ave, Maitland, FL 32751

    A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is

    Andrey Bustamante BUSTAMANTE REAL ESTATE INC

    233 Flame Ave, Maitland, FL 32751
  • /25

    Starting at $1,475

    Total Monthly Price

    • 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

    Courtney At Lake Shadow

    545 S Keller Rd, Orlando, FL 32810
  • /2

    $180,000

    Sold Aug 20, 2026

    450 Cherrywood Gardens Dr, Maitland, FL 32751

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

    Last Sold Summary

    • $199/SF
    • 1 Day On Market

    Current Estimated Value $177,112

    Last Listing Agent Aurora Millado SPHERA REALTY LLC

    450 Cherrywood Gardens Dr, Maitland, FL 32751
    • /2

      Est $3,014,000

      Not Listed For Sale

      640 Old Horatio Ave, Maitland, FL 32751

      • 5 Beds
      • 4 Baths
      • 4,042 Sq Ft
      • Built 2025
      640 Old Horatio Ave, Maitland, FL 32751

      Last Sold Summary

      • 156 Days On Market

      Last Listing Agent Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$515,000
Median Single Family Sale Price
$619,900
Median Townhouse Sale Price
$415,000
Median 2 Bedroom Sale Price
$231,000
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$294
Number of Homes for Sale
88
Last 12 months Home Sales
338
Months of Supply
3.10
Median List Price
$525,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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