Maitland, FL Homes

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  $430,000

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  2004 Michael Tiago Cir, Maitland, FL 32751

  Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 381-4598

  2004 Michael Tiago Cir, Maitland, FL 32751
• Explore Maitland

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  /64

  $1,370 - $2,379 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
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  $485,500 Sold Mar 11, 2026

  150 Cherrywood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 3 Days On Market

  Current Estimated Value $449,998

  Last Listing Agent Andrew Hess DON HARKINS REALTY LLC

  150 Cherrywood Dr, Maitland, FL 32751
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  /67

  Est $294,826 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

  • 6% Below List Price
  • $245/SF
  • 14 Days On Market

  Last Sold Price $312,000

  Last Listing Agent Tim Swanson CHARLES RUTENBERG REALTY ORLANDO
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  /33

  $680,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  2338 Tuscarora Trail, Maitland, FL 32751

  ***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with

  

  Timothy Smith

  WHITE WHALE REAL ESTATE

  (321) 237-3891

  2338 Tuscarora Trail, Maitland, FL 32751
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  /14

  $6,950 per month

  • 4 Beds
  • 2.5 Baths
  • 2,211 Sq Ft
  • House for Rent

  1420 Lyndale Blvd, Maitland, FL 32751

  LOOK NO FURTHER! This completely remodeled POOL home boast a spacious 4 bedroom's and 2.5 bathroom's that are situated on an oversized corner lot. From the moment you enter the front door, you can notice the large new tile floors, complimented by all custom cabinetry, high end light fixtures and a spacious floor plan. A gourmet kitchen with beautiful, light quartz counters to compliment the navy

  Jason Zinno RE/MAX ASSURED

  1420 Lyndale Blvd, Maitland, FL 32751
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  $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 $291,980

  Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

  305 W Lake Faith Dr Unit H139, Maitland, FL 32751
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  Est $412,414 Not Listed For Sale

  1930 Rogers Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 2024

  1930 Rogers Ave, Maitland, FL 32751

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 4 Days On Market

  Last Sold Price $416,000

  Last Listing Agent Adrian Shipp KELLER WILLIAMS CLASSIC
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  $385,900

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  601 Oranole Rd, Maitland, FL 32751

  Welcome to Your Family's Next Chapter in Beautiful Maitland!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

  

  Kay Shilling

  COLDWELL BANKER REALTY

  (321) 381-4506

  601 Oranole Rd, Maitland, FL 32751
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  $1,670 - $6,351 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
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  $185,000 Sold Jul 30, 2025

  518 Oranole Rd, Maitland, FL 32751

  • 3 Beds
  • 1.5 Baths
  • 1,509 Sq Ft
  • Built 1957

  Last Sold Summary

  • 54% Below List Price
  • $123/SF
  • 2 Days On Market

  Current Estimated Value $355,005

  Last Listing Agent Alexander James CENTURY 21 CARIOTI

  518 Oranole Rd, Maitland, FL 32751
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  Est $1,914,983 Not Listed For Sale

  1100 S Lake Sybelia Dr, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 3,726 Sq Ft
  • Built 1951

  1100 S Lake Sybelia Dr, Maitland, FL 32751

  Last Sold Summary

  • $515/SF
  • 11 Days On Market

  Last Sold Price $1,920,000

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  $995,000 Open Sun 1PM - 1:40PM

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  790 S Lake Sybelia Dr, Maitland, FL 32751

  Rare opportunity to own a private 0.66-acre estate lot in Maitland with deeded direct Lake Sybelia access. 790 S Lake Sybelia Drive offers a unique combination of privacy, land, and lake rights in one of Maitland’s most desirable lake communities. Situated on a secluded flag lot with no HOA, the property includes 12 feet of Lake Sybelia frontage extending approximately 268 feet into the lake,

  

  Lisa Pownall

  LISA REALTY PARTNERS

  (321) 510-6485

  790 S Lake Sybelia Dr, Maitland, FL 32751
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  /22

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft
  • Condo for Rent

  416 Banyon Tree Cir Unit 108, Maitland, FL 32751

  GORGEOUS, SPACIOUS AND MOVE-IN READY! This Beautiful Home Is Offering 3 Bedrooms, 2 baths. The kitchen has been beautifully designed with new counter tops, cabinets and Stainless-Steel Appliances. Large master bedroom with walk-in closet. Beautiful and upgraded Bathroom. Ceramic title throughout. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and

  Yuly Bonilla VENCORP REAL ESTATE

  416 Banyon Tree Cir Unit 108, Maitland, FL 32751
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  $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 $501,767

  Last Listing Agent Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

  449 Forestwood Ln, Maitland, FL 32751
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  Est $460,165 Not Listed For Sale

  1509 Oxford Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Built 1971

  1509 Oxford Rd, Maitland, FL 32751

  Last Sold Summary

  • 5% Below List Price
  • $282/SF
  • 14 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Don Harkins DON HARKINS REALTY LLC
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  /20

  $325,000

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  250 Orange Place, Maitland, FL 32751

  Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (407) 439-2042

  250 Orange Place, Maitland, FL 32751
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  /127

  $1,669 - $2,870 per month

  Dwell Maitland

  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

  8700 Maitland Summit Blvd, Orlando, FL 32810
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  $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
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  /28

  Est $339,423 Not Listed For Sale

  157 Birchwood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Built 1959

  157 Birchwood Dr, Maitland, FL 32751

  Last Sold Summary

  • 3% Below List Price
  • $301/SF
  • 3 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC
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  /37

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  1291 Oxford Rd, Maitland, FL 32751

  Welcome to this thoughtfully updated one-story home in the established community of English Estates, where timeless design and everyday comfort come together. A brick paver driveway leads to the front porch creating an inviting first impression. Inside, the light-filled living room opens effortlessly into the heart of the home. The updated kitchen features granite countertops, beautiful 42-inch

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 677-5820

  1291 Oxford Rd, Maitland, FL 32751
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  /13

  $1,350 per month

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

  1125 Lake Shadow Cir Unit 5311, Maitland, FL 32751

  Great 3rd-floor condo located in a gated community at 1125 Lake Shadow Cir. This well-maintained unit features tile flooring in the wet areas and laminate flooring in the bedrooms and living areas . Enjoy a private balcony and the convenience of an in-unit laundry room. Located in desirable Maitland with easy access to shopping, dining, and major highways. Move-in ready!

  Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  1125 Lake Shadow Cir Unit 5311, Maitland, FL 32751
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  $215,000 Sold Jul 11, 2025

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751

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

  Last Sold Summary

  • 20% Below List Price
  • $136/SF
  • 124 Days On Market

  Current Estimated Value $241,086

  Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
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  Est $475,758 Not Listed For Sale

  1925 Blossom Ln, Maitland, FL 32751

  • 5 Beds
  • 3 Baths
  • 2,399 Sq Ft
  • Built 1971

  1925 Blossom Ln, Maitland, FL 32751

  Last Sold Summary

  • 1% Below List Price
  • $201/SF
  • 119 Days On Market

  Last Sold Price $483,000

  Last Listing Agent Anna Russu RUSSU REALTY & ASSOCIATES PA
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  /55

  $749,900

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft

  106 Oakwood Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Seller motivated! Rare opportunity in Maitland! Fully remodeled pool home and NO HOA — offering modern design, luxury finishes, and true move-in-ready convenience.This completely renovated home features a brand new roof, HVAC, windows, luxury vinyl plank flooring, and a stunning designer kitchen. The open-concept layout is filled with natural

  

  Kikzeny Cartagena

  LPT REALTY, LLC

  (321) 850-2430

  106 Oakwood Dr, Maitland, FL 32751
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  /39

  $1,465 - $6,194 per month

  The Grand Reserve at Maitland Park

  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

  1939 Grand Isle Cir, Orlando, FL 32810
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  $490,000 Sold Mar 31, 2025

  349 Hickory Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $281/SF
  • 48 Days On Market

  Current Estimated Value $480,693

  Last Listing Agent Robert Hamblin LPT REALTY, LLC

  349 Hickory Dr, Maitland, FL 32751
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  Est $501,332 Not Listed For Sale

  1552 East Blvd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1969

  1552 East Blvd, Maitland, FL 32751

  Last Sold Summary

  • 5% Below List Price
  • $317/SF
  • 4 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY
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  /53

  $875,000

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1501 Druid Isle Rd, Maitland, FL 32751

  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 doors open into an expansive

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (689) 260-6048

  1501 Druid Isle Rd, Maitland, FL 32751
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  /25

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Townhouse for Rent

  932 Robinhood Ct, Maitland, FL 32751

  Great duplex in Maitland! Freshly painted, Newer stainless steel kitchen appliances. Tile throughout, screened in porch, on quiet cul-de-sac. Very near Shopping, Restaurants, SunRail boarding literally down the street. 3 Bedrooms, 2 Baths, 2 Car Garage. Lawncare included in rent. Sorry NO Pets.

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  932 Robinhood Ct, Maitland, FL 32751
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  $474,900 Sold May 16, 2025

  1998 Michael Tiago Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 2013

  Last Sold Summary

  • $176/SF
  • 2 Days On Market

  Current Estimated Value $478,424

  Last Listing Agent Ozzie Quiroz COLDWELL BANKER REALTY

  1998 Michael Tiago Cir, Maitland, FL 32751
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  Est $467,223 Not Listed For Sale

  1220 Cheshire Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • Built 1960

  1220 Cheshire Rd, Maitland, FL 32751

  Last Sold Summary

  • 4% Below List Price
  • $292/SF
  • 9 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Nick Holcomb H. & H. REALTY, INC.
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  $700,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  2040 Thunderbird Trail, Maitland, FL 32751

  Under contract-accepting backup offers. Here is your chance to be in the coveted Dommerich neighborhood and have a move in ready 3/2 pool home! This home has been tastefully renovated to include newer front living room Anderson Windows and Sliding Doors. Newer kitchen countertops, NEW ROOF 2025, Second bath updated in 2017, HVAC 2015, Water Heater 2015. The Salt Cell for the pool 2025,

  

  Crystal Grohowski

  CORCORAN PREMIER REALTY

  (689) 356-6487

  2040 Thunderbird Trail, Maitland, FL 32751
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  $1,861 - $4,166 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
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  $230,000 Sold Feb 27, 2026

  1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $168/SF
  • 148 Days On Market

  Current Estimated Value $229,630

  Last Listing Agent Alie Gattis MAINFRAME REAL ESTATE

  1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751
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  Est $1,021,335 Not Listed For Sale

  1002 Versailles Ct, Maitland, FL 32751

  • 5 Beds
  • 3.5 Baths
  • 3,175 Sq Ft
  • Built 1980

  1002 Versailles Ct, Maitland, FL 32751

  Last Sold Summary

  • 2% Above List Price
  • $315/SF
  • 2 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  $419,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,426 Sq Ft

  135 Roosevelt Place, Maitland, FL 32751

  This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2006, ensuring long-lasting durability. A significant renovation in 2017 introduced modern conveniences, including all-new kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully

  Julimar Barreiro Pastrana SERHANT

  135 Roosevelt Place, Maitland, FL 32751
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  /17

  $1,650 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  301 Clark St Unit 2, Maitland, FL 32751

  Cozy and private 2-bedrooms, 1-bath rental located in Maitland. This comfortable unit features a living area and a functional kitchen equipped with a stove and microwave, ideal for convenient everyday living.Rent includes water, electricity, and internet, offering a simple and hassle-free living experience. Conveniently located with easy access to shopping, dining, and major roadways, this

  Laury Cruz Penalo De Gomez MY REALTY GROUP, LLC.

  301 Clark St Unit 2, Maitland, FL 32751
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  $338,000 Sold Oct 27, 2025

  500 Vereen Dr, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $211/SF
  • 83 Days On Market

  Current Estimated Value $328,888

  Last Listing Agent Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

  500 Vereen Dr, Maitland, FL 32751
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  Est $346,224 Not Listed For Sale

  2101 Warrens Ave, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1950

  2101 Warrens Ave, Maitland, FL 32751

  Last Sold Summary

  • 20% Above List Price
  • $131/SF
  • 195 Days On Market

  Last Sold Price $288,000

  Last Listing Agent Denise Roberts ELITE REALTY SERVICES

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