9,992

Maitland, FL Homes

Section Image
  • /37

    $1,149,900

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,040 Sq Ft

    766 Terra Place, Maitland, FL 32751

    Under contract-accepting backup offers. Virtually Staged. Private Pool Retreat with Two Primary Suites in Terra Place. Nestled in Terra Place, one of Maitland’s best-kept-secret neighborhoods, where every street ends in a cul-de-sac and a community park is just steps away, this custom one-story pool home offers space, privacy, and functionality—with no mandatory HOA. Soaring cathedral ceilings,

    Chris Creegan CREEGAN GROUP

    766 Terra Place, Maitland, FL 32751
  • /3

    $1,375

    Total Monthly Price

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

    1125 Lake Shadow Cir Unit 5-101, Maitland, FL 32751

    Located in the Beautiful Gated Visconti condos in Maitland, FL. Clubhouse and pool amenities, work out room and more.This unit is 1st floor (no stairs) corner unit (More privacy).Washer and dryer included. Water and trash pick up included.No pets allowed.

    1125 Lake Shadow Cir Unit 5-101, Maitland, FL 32751
  • /2

    $650,000

    Sold May 21, 2026

    2600 Mohawk Trail, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,265 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $287/SF
    • 42 Days On Market

    Current Estimated Value $662,076

    Last Listing Agent Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    2600 Mohawk Trail, Maitland, FL 32751
    • /2

      Est $173,628

      Not Listed For Sale

      1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

      Last Sold Summary

      • 7 Days On Market

  • /42

    $519,999

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,344 Sq Ft

    1776 Bobtail Dr, Maitland, FL 32751

    Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes... it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled,

    Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

    1776 Bobtail Dr, Maitland, FL 32751
  • /26

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Condo for Rent

    1000 Winderley Place Unit 128, Maitland, FL 32751

    Welcome to your own tropical retreat! This spacious 2-bedroom, 2-bath residence invites you in with warmth, light, and character.Rich cherry wood floors enhance the living and dining areas, while bathrooms feature elegant travertine stone finishes. The kitchen shines with granite countertops and stainless-steel appliances, while the open layout, cozy fireplace, and oversized sliding doors

    Roxana Barea DOVER INTERNATIONAL CO., INC.

    1000 Winderley Place Unit 128, Maitland, FL 32751
  • /2

    $900,000

    Sold Mar 03, 2026

    1619 Druid Rd, Maitland, FL 32751

    • 5 Beds
    • 4 Baths
    • 3,769 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Below List Price
    • $239/SF
    • 30 Days On Market

    Current Estimated Value $899,830

    Last Listing Agent Mark Adams KELLER WILLIAMS REALTY AT THE PARKS

    1619 Druid Rd, Maitland, FL 32751
    • /51

      Est $275,162

      Not Listed For Sale

      903 Town Cir Unit 194, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1979
      903 Town Cir Unit 194, Maitland, FL 32751

      Last Sold Summary

      • 105 Days On Market

  • /25

    $117,900

    $2K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 658 Sq Ft

    416 Banyon Tree Cir Unit 206, Maitland, FL 32751

    Discover this beautifully maintained 1-bedroom, 1-bath condo in the highly desirable Banyan Tree Condominium of Maitland. Located on the second floor, this unit boasts abundant natural light, a functional layout, and low-maintenance living—perfect for families, first-time buyers, or savvy investors seeking rental income. Enjoy affordable HOA fees ($255.86/month) covering building insurance, pool,

    Yuleana Gil Abreu NEXUS INTERNATIONAL REALTY

    416 Banyon Tree Cir Unit 206, Maitland, FL 32751
  • /13

    $2,100 Per Month

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    310 Clark St, Eatonville, FL 32751

    Property Id: 2587270This spacious home has been renovated including a new kitchen and appliances, and new flooring. The bedrooms are large with ample closet space. The double front door opens into a spacious foyer. To the left are the formal living room, family room, dining room and kitchen. The sliding door in the family room opens into the covered and screened enclosure overlooking the

    310 Clark St, Eatonville, FL 32751
  • /2

    $650,000

    Sold Feb 13, 2026

    1100 Willowbrook Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft
    • Built 1966

    Last Sold Summary

    • 23% Below List Price
    • $219/SF
    • 103 Days On Market

    Current Estimated Value $683,376

    Last Listing Agent Skip Kirst COLLADO REAL ESTATE

    1100 Willowbrook Trail, Maitland, FL 32751
    • /29

      Est $375,916

      Not Listed For Sale

      1840 Rogers Ave, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,458 Sq Ft
      • Built 2024
      1840 Rogers Ave, Maitland, FL 32751

      Last Sold Summary

      • 3 Days On Market

  • /30

    $399,000

    $16K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,103 Sq Ft

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751

    Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

    Veronica Figueroa EXP REALTY LLC

    1994 Kenaston Rd Unit 1994, Maitland, FL 32751
  • /30

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft
    • Apartment for Rent

    1150 Lake Shadow Cir Unit 3102, Maitland, FL 32751

    Coming Up July 1st!!! Live the Florida Resort Life style at the Visconti Condominium. Gated community, community pool, playground, open parking.This 1st floor condo has ceramic flooring throughout, full laundry on site. Come and make this cozy condo your new home. Washer and Dryer arecomplementary appliances.

    Jose Solano FUSION FLORIDA REALTY LLC

    1150 Lake Shadow Cir Unit 3102, Maitland, FL 32751
  • /2

    $465,000

    Sold Jul 25, 2025

    1970 Michael Tiago Cir, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,365 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $197/SF
    • 10 Days On Market

    Current Estimated Value $469,423

    Last Listing Agent Barry Macchione REMAX EXPERTS

    1970 Michael Tiago Cir, Maitland, FL 32751
    • /2

      Est $524,734

      Not Listed For Sale

      229 Quayside Cir Unit C, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,652 Sq Ft
      • Built 1985
      229 Quayside Cir Unit C, Maitland, FL 32751

      Last Sold Summary

      • 92 Days On Market

  • /36

    $850,000

    Open Sat 12PM - 2PM $145K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,459 Sq Ft

    219 Quayside Cir, Maitland, FL 32751

    Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island,

    Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

    219 Quayside Cir, Maitland, FL 32751
  • /18

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Visconti West Condominium - Unit 8304

    1440 Lake Shadow Cir Unit Lake Shadow Cir., Maitland, FL 32751

    1440 Lake Shadow Cir Unit Lake Shadow Cir., Maitland, FL 32751
  • /2

    $255,000

    Sold Sep 29, 2025

    1140 S Orlando Ave Unit J2, Maitland, FL 32751

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1969

    Last Sold Summary

    • $312/SF
    • 0 Days On Market

    Current Estimated Value $251,212

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1140 S Orlando Ave Unit J2, Maitland, FL 32751
    • /12

      Est $393,207

      Not Listed For Sale

      1920 Rogers Ave, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,559 Sq Ft
      • Built 2023
      1920 Rogers Ave, Maitland, FL 32751

      Last Sold Summary

      • 32 Days On Market

  • /53

    $849,900

    $29K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,836 Sq Ft

    2801 Waumpi Trail, Maitland, FL 32751

    Welcome to Dommerich Hills! This fully renovated property delivers clean modern design with real functionality with NO HOA with a paver driveway, and double-door entry set the tone from the start. Inside, a bright open layout is anchored by a statement kitchen featuring sleek cabinetry, stainless steel appliances, and a waterfall island with custom wood detailing. The bathrooms follow with

    Javin Lopez AVANTI WAY REALTY LLC

    2801 Waumpi Trail, Maitland, FL 32751
  • /29

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft
    • Condo for Rent

    361 W Lake Faith Dr Unit 112, Maitland, FL 32751

    Fabulous Lake Front, 3 bedroom, 2 bath condo beautifully renovated. Relax in the spacious great room or sit out on the large screen porch and enjoy the peace and quiet, looking over serene Lake Faith; or grab your canoe, kayak, and paddle board to be on the water. Awesome kitchen with stainless appliances, quartz tops, wood tile floors throughout, Dining room opens to 2nd balcony, great for cross

    Theresa Kincaid CHARLES RUTENBERG REALTY ORLANDO

    361 W Lake Faith Dr Unit 112, Maitland, FL 32751
  • /2

    $1,200,000

    Sold Jul 14, 2025

    960 Brightwater Cir, Maitland, FL 32751

    • 4 Beds
    • 3.5 Baths
    • 3,870 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $310/SF
    • 14 Days On Market

    Current Estimated Value $1,206,133

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    960 Brightwater Cir, Maitland, FL 32751
    • /65

      Est $254,733

      Not Listed For Sale

      804 Park Lake Cir Unit 3, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1972
      804 Park Lake Cir Unit 3, Maitland, FL 32751

      Last Sold Summary

      • 52 Days On Market

  • /31

    $420,000

    $10K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    2154 Fennell St, Maitland, FL 32751

    Under contract-accepting backup offers. Welcome to this meticulously maintained, one-owner home on a quiet corner lot bordering Fennell Park in Winfield. This 3-bedroom, 2-bath split floor plan features a freshly painted interior and new luxury vinyl plank flooring throughout the main areas. Recent upgrades include a 2021 HVAC for peace of mind going into summer. Relax in the oversized family

    Barrett Espinola PARK PLACE REALTY ASSOCIATES

    2154 Fennell St, Maitland, FL 32751
  • /11

    $1,845 Per Month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Maitland - 2 Bedroom, 2 Bathroom - $1,845.00

    2640 Legacy Villas Dr, Maitland, FL 32751

    2/2, 2 Car Garage, Three Story Condominium, Living Room, Dining Room, Kitchen Appliances Included: Stove, Refrigerator, Disposal, Microwave and Dishwasher, Bonus Room, Inside Closet Utility Room with Washer and Dryer Hookups, Walk in Closets, Carpet and Tile Throughout Home, Gated Community with Community Pool, Clubhouse, Fitness Center, Playground, BBQ Grills, Pest Control Included by HOA, Pets

    2640 Legacy Villas Dr, Maitland, FL 32751
  • /2

    $600,000

    Sold Apr 09, 2026

    2462 Markingham Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Below List Price
    • $250/SF
    • 19 Days On Market

    Current Estimated Value $596,288

    Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

    2462 Markingham Rd, Maitland, FL 32751
    • /2

      Est $299,592

      Not Listed For Sale

      466 Citrus Ln, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1983
      466 Citrus Ln, Maitland, FL 32751

      Last Sold Summary

      • 3 Days On Market

  • /65

    $795,000

    $405K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,956 Sq Ft

    570 Dommerich Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Virtually Staged. ONE OF A KIND for Dommerich Estates, this LAKE VIEW Home is designed for soaking in unforgettable sunsets and unwinding after a long day. Located directly across the street from the neighborhood lake lot, you will enjoy unobstructed views of the water, easy access to the boat ramp and fishing dock or launch your canoe or kayak for a

    Shirley Welch BHHS FLORIDA REALTY

    570 Dommerich Dr, Maitland, FL 32751
  • /9

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft
    • Condo for Rent

    2075 Howell Branch Rd Unit 101, Maitland, FL 32751

    ***Move-In Special! Sign a lease by July 15 and receive 25% OFF your second full month's rent!*** Available Now! This charming 2-bedroom, 1-bathroom end unit in Maitland is perfectly situated within walking distance to grocery stores, restaurants, and shopping—and just minutes from Downtown Winter Park, Full Sail University, Rollins College, Advent Health Winter Park, and so much more! This

    Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC

    2075 Howell Branch Rd Unit 101, Maitland, FL 32751
  • /2

    $220,000

    Sold Nov 19, 2025

    3006 Legacy Villas Dr, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 2000

    Last Sold Summary

    • 17% Below List Price
    • $172/SF
    • 73 Days On Market

    Current Estimated Value $220,561

    Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

    3006 Legacy Villas Dr, Maitland, FL 32751
    • /40

      Est $242,304

      Not Listed For Sale

      608 Waverly Ln Unit 408-B, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,328 Sq Ft
      • Built 1980
      608 Waverly Ln Unit 408-B, Maitland, FL 32751

      Last Sold Summary

      • 14 Days On Market

  • /21

    $395,000

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    204 Quayside Cir Unit 304, Maitland, FL 32751

    SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on

    Beatrice Palladino GALLERY PROPERTIES INTERNATIONAL

    204 Quayside Cir Unit 304, Maitland, FL 32751
  • /5

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Branch Way

    2422 Branch Way Unit Carrington Park, Maitland, FL 32751

    2422 Branch Way Unit Carrington Park, Maitland, FL 32751
  • /2

    $475,000

    Sold Apr 24, 2026

    1140 S Orlando Ave Unit C2, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $388/SF
    • 15 Days On Market

    Current Estimated Value $471,618

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

    1140 S Orlando Ave Unit C2, Maitland, FL 32751
    • /31

      Est $266,800

      Not Listed For Sale

      277 W Lake Faith Dr Unit 149, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,403 Sq Ft
      • Built 1974
      277 W Lake Faith Dr Unit 149, Maitland, FL 32751

      Last Sold Summary

      • 46 Days On Market

  • /15

    $119,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    2525 Caper Ln Unit 205, Maitland, FL 32751

    This bright and inviting second floor condo offers an abundance of natural light throughout. The unit features a full size kitchen, a spacious bathroom with a bathtub and shower combination, and a large walk-in closet for ample storage. Located in the well-established Carrington Park community, residents enjoy access to three swimming pools, a fitness center, and convenient on-site laundry

    David Lozano LPT REALTY, LLC

    2525 Caper Ln Unit 205, Maitland, FL 32751
  • /32

    $1,550 Per Month

    • 2 Beds
    • 1 Bath
    • 770 Sq Ft
    • Townhouse for Rent

    190 Ventris Ave W, Maitland, FL 32751

    One or more photo(s) has been virtually staged. This beautiful home is a completely renovated and updated 2-bedroom, 1-bath duplex in Maitland, FL, offering modern finishes throughout! Enjoy a large backyard, private parking and an exterior laundry room for added convenience. This home has spacious and bright bedrooms and a beautifully updated kitchen! Freshly painted, brand-new flooring and a

    Linda Baez DON ASHER & ASSOCIATES, INC.

    190 Ventris Ave W, Maitland, FL 32751
  • /39

    $535,000

    Sold Apr 17, 2026

    1531 Glastonberry Rd, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,575 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $340/SF
    • 18 Days On Market

    Current Estimated Value $532,990

    Last Listing Agent Brandon Frank ROUTE REAL ESTATE

    1531 Glastonberry Rd, Maitland, FL 32751
    • /38

      Est $260,628

      Not Listed For Sale

      235 W Lake Faith Dr Unit 212, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,403 Sq Ft
      • Built 1974
      235 W Lake Faith Dr Unit 212, Maitland, FL 32751

      Last Sold Summary

      • 48 Days On Market

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home