Maitland, FL Homes

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  /36

  $775,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,643 Sq Ft

  1771 Cheyenne Trail, Maitland, FL 32751

  Under contract-accepting backup offers. Beautifully updated pool home in the sought-after Dommerich/Maitland community. Fresh 2025 exterior paint, new roof and gutters (2025), updated columns, shutters and front door (2021), plus new French doors (2024) create standout curb appeal. Inside, warm wood floors lead to an open living space anchored by a classic brick fireplace. The renovated 2022

  Anne Rogers ANNE ROGERS REALTY GROUP INC

  1771 Cheyenne Trail, Maitland, FL 32751
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  /16

  $2,299 per month

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • House for Rent

  2310 Sunderland Rd, Maitland, FL 32751

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2443.90. That covers your base rent, $2299.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2310 Sunderland Rd, Maitland, FL 32751
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  $270,000 Sold Jul 17, 2025

  531 Wigman Dr, Maitland, FL 32751

  • 4 Beds
  • 1.5 Baths
  • 1,301 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $208/SF
  • 9 Days On Market

  Current Estimated Value $281,343

  Last Listing Agent Anthony Figueroa LLC OUTLET REALTY

  531 Wigman Dr, Maitland, FL 32751
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  /19

  Est $1,464,431 Not Listed For Sale

  940 S Lake Sybelia Dr, Maitland, FL 32751

  940 S Lake Sybelia Dr, Maitland, FL 32751

  Last Sold Summary

  • 8% Above List Price
  • 75 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES
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  /62

  $575,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,551 Sq Ft

  572 Green Meadow Ct, Maitland, FL 32751

  Nestled within the established community of Forest Brook, on a quiet cul-de-sac, you will find an immaculately kept pool home that is ready for a new owner to enjoy! This mid-century design boasts gorgeous, vaulted hardwood ceilings, charm & character throughout, as well as natural light. As you enter the home you are immediately greeted by an atrium/music room with multiple glass walls &

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  572 Green Meadow Ct, Maitland, FL 32751
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  /24

  $1,390 per month

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

  1125 Lake Shadow Cir Unit 5203, Maitland, FL 32751

  Welcome home to 1125 Lake Shadow Circle Unit#5203, a second floor 1 bedroom 1 bath condo in the Visconti community! The home features an open floor plan feel with the kitchen overlooking the dining and living room. The kitchen has brand new appliances including refrigerator, range and dishwasher. The living room is spacious and overlooks the dining area and kitchen. Through the kitchen, leads

  Paula Wells PRIMAC GROUP, INC

  1125 Lake Shadow Cir Unit 5203, Maitland, FL 32751
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  /2

  $275,000 Sold Sep 23, 2025

  1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751

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

  Last Sold Summary

  • 8% Below List Price
  • $200/SF
  • 83 Days On Market

  Current Estimated Value $275,434

  Last Listing Agent Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

  1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751
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  /33

  Est $293,501 Not Listed For Sale

  436 Poplar Ct, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Built 1983

  436 Poplar Ct, Maitland, FL 32751

  Last Sold Summary

  • 5% Below List Price
  • $261/SF
  • 6 Days On Market

  Last Sold Price $308,500

  Last Listing Agent Nick Romero CHARLES RUTENBERG REALTY ORLANDO
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  /49

  $469,000 Pending

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

  2319 Falmouth Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to this wonderful 3 bedroom, 2 bathroom mid-century home with amazing curbside appeal in the desirable English Estates neighborhood. This home is located on a generous corner lot with a brick paver walkway flanked by beautifully manicured landscape and an impressively large camphor tree. The light blue front door adds a touch of charm and elegance

  Lisa Gould KELLER WILLIAMS WINTER PARK

  2319 Falmouth Rd, Maitland, FL 32751
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  /16

  $2,122 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 $2350/mo12-Month+ Stay base rent: starts at $2122/moLanding's apartments at The Tiffany at

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

  $524,900 Sold Aug 26, 2025

  2621 Queen Mary Place, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1998

  Last Sold Summary

  • $246/SF
  • 1 Day On Market

  Current Estimated Value $522,056

  Last Listing Agent Michael Rains, P.A. ADAIR REALTY INC

  2621 Queen Mary Place, Maitland, FL 32751
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  /31

  Est $357,129 Not Listed For Sale

  1010 Winderley Place Unit 143, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,651 Sq Ft
  • Built 1999

  1010 Winderley Place Unit 143, Maitland, FL 32751

  Last Sold Summary

  • 3% Below List Price
  • $224/SF
  • 16 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Troy Hensley BHHS FLORIDA REALTY
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  /2

  $265,000

  • Land
  • 0.27 Acre
  • $981,481 per Acre

  0 Mechanic St, Maitland, FL 32751

  Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,

  Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

  0 Mechanic St, Maitland, FL 32751
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  /37

  $3,950 per month

  • 3 Beds
  • 2 Baths
  • 2,368 Sq Ft
  • House for Rent

  820 Mojave Trail, Maitland, FL 32751

  Charming Mid-Century Ranch in Dommerich Estates with Private PoolWelcome to this classic 3-bedroom, 2-bathroom mid-century ranch in the desirable Dommerich Estates neighborhood. Offering 2,368 square feet of comfortable living space, this home blends vintage character with practical updates.Step inside to find original terrazzo floors throughout and a front living room with a distinctive

  Kelly Price KELLY PRICE & COMPANY LLC

  820 Mojave Trail, Maitland, FL 32751
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  /2

  $855,000 Sold Jan 07, 2026

  939 Versailles Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $313/SF
  • 72 Days On Market

  Current Estimated Value $885,150

  Last Listing Agent Nicole Dege REDFIN CORPORATION

  939 Versailles Cir, Maitland, FL 32751
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  /46

  Est $264,426 Not Listed For Sale

  1000 Winderley Place Unit 144, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Built 1982

  1000 Winderley Place Unit 144, Maitland, FL 32751

  Last Sold Summary

  • 2% Below List Price
  • $212/SF
  • 4 Days On Market

  Last Sold Price $270,000

  Last Listing Agent James Lacovara FLORIDA ONE REAL ESTATE LLC
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  /5

  $279,800

  • Land
  • 0.43 Acre
  • $650,698 per Acre

  0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

  Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

  Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

  0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
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  /8

  $800 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  14 Bel Air St, Maitland, FL 32751

  Property Id: 2158362Enjoy living in a beautiful House. This cozy home is decorated with modern touches while providing the basic necessities. All that’s missing is you!The kitchen is equipped with a fridge, sink, oven, stovetop, as well as basic cookware. It’s the perfect spot for you to cook at home and save money.The surrounding location is near highways, making it the

  14 Bel Air St, Maitland, FL 32751
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  /2

  $267,500 Sold May 23, 2025

  1000 Winderley Place Unit 237, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $230/SF
  • 24 Days On Market

  Current Estimated Value $268,104

  Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 237, Maitland, FL 32751
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  /11

  Est $116,530 Not Listed For Sale

  2422 Branch Way Unit 200, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Built 1973

  2422 Branch Way Unit 200, Maitland, FL 32751

  Last Sold Summary

  • 10% Below List Price
  • $236/SF
  • 19 Days On Market

  Last Sold Price $130,000

  Last Listing Agent Ada Sanchez HOME BUYER HELPER REAL ESTATE LLC
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  /28

  $239,000

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft

  1550 Gulfview Dr Unit 444B, Maitland, FL 32751

  Now is your chance...3 BR 3 BA Townhome great location close to I-4 and 17/92, Community pool, newer roof (4 yrs) Quiet dead end StreetEnter through gate or garage door. Back door opens to laundry room with brand new water heater, brand new garage dooropener and a washer and dryer, then into the galley kitchen with a new stainless steel fridge. You have a dining room living room combo and

  Tom Graves FUN HOMES

  1550 Gulfview Dr Unit 444B, Maitland, FL 32751
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  /29

  $3,590 per month

  • 4 Beds
  • 3 Baths
  • 2,676 Sq Ft
  • House for Rent

  1511 E Horatio Ave, Maitland, FL 32751

  Stunning home with Luxury finishes located in one of Central Florida's most desirable areas. This 4 bedroom 3 bathroom home is the perfect blend of modern space with a cozy home feeling. There is lots of space to entertain, both indoors and outdoors with a great fenced in yard. Don't miss this opportunity to reside in comfort and elegance. Call or text today to schedule a showing.

  Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

  1511 E Horatio Ave, Maitland, FL 32751
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  /2

  $545,000 Sold Sep 10, 2025

  1758 Bobtail Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,304 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Below List Price
  • $237/SF
  • 69 Days On Market

  Current Estimated Value $540,884

  Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

  1758 Bobtail Dr, Maitland, FL 32751
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  /13

  Est $160,614 Not Listed For Sale

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

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

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

  Last Sold Summary

  • 5% Below List Price
  • $251/SF
  • 136 Days On Market

  Last Sold Price $169,000

  Last Listing Agent Courtney Davis ABSOLUTE REALTY GROUP, LLC
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  /41

  $1,449,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 4,280 Sq Ft

  1256 Wellington Terrace, Maitland, FL 32751

  HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to

  Lisa Gould KELLER WILLIAMS WINTER PARK

  1256 Wellington Terrace, Maitland, FL 32751
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  /17

  $2,122 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 $2313/mo12-Month+ Stay base rent: starts at $2122/moLanding's apartments at The Tiffany at

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

  $197,000 Sold Feb 03, 2026

  1140 S Orlando Ave Unit E1, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1971

  Last Sold Summary

  • 21% Below List Price
  • $241/SF
  • 272 Days On Market

  Last Listing Agent Chris Schiffermiller UNITED REAL ESTATE PREFERRED

  1140 S Orlando Ave Unit E1, Maitland, FL 32751
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  /42

  Est $201,208 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

  • 10% Below List Price
  • $213/SF
  • 21 Days On Market

  Last Sold Price $223,000

  Last Listing Agent Imran Nazer PREMIUM REALTY ADVISORS LLC
• 

  

  /19

  $650,000 Pending

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

  1000 Kewannee Trail, Maitland, FL 32751

  Under contract-accepting backup offers. WELCOME TO YOUR DOMMERICH HOME - This tastefully updated Mid Century ranch is perfectly positioned on a gentle rise above the tree lined streets of Dommerich, offering both charm and modern functionality. As you enter the foyer, you are immediately welcomed by the clean lines and modern touches of the decor. The imported Italian tile and Terrazzo floors

  David Teller ABSOLUTE REALTY GROUP, LLC

  1000 Kewannee Trail, Maitland, FL 32751
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  /55

  $1,599 per month

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

  1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751

  Great home in the heart of central florida. Woud make an ideal home for a small family in highly popular Maitland. The community features two swimming pools with an onsite gym, club house, tennis courts and a basketball court. Out back, there are spectacular views of Lake Shadow with a walking area and a picnic area to enjoy the scenery. The unit is conveniently located close to I-4 with major

  Hemant Panchal CORE REAL ESTATE SERVICES LLC

  1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751
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  /2

  $825,000 Sold Sep 30, 2025

  125 White Oak Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $327/SF
  • 17 Days On Market

  Current Estimated Value $820,168

  Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  125 White Oak Cir, Maitland, FL 32751
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  /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

  Last Listing Agent Cherry Bian ENGINE REALTY INC
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  /44

  $529,500 Pending

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

  721 Gamewell Ave, Maitland, FL 32751

  Welcome to one of Maitland’s most unique and captivating pool homes — perfectly positioned just steps from downtown Maitland and Lake Lily Park.This stunning 4-bedroom, 2-bath residence combines architectural character with everyday livability. Soaring vaulted ceilings and expansive windows flood the home with natural light, creating a sun-drenched family room that feels both grand and

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  721 Gamewell Ave, Maitland, FL 32751
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  /15

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,015 Sq Ft
  • House for Rent

  31 Bel Air St, Eatonville, FL 32751

  Step into comfort and convenience with this 3-bedroom, 2.5-bath home that offers room to live and relax. Featuring both a welcoming living room and a separate family room, this layout provides the perfect balance of gathering spaces and cozy retreats.The kitchen and common areas flow seamlessly, making everyday living easy and enjoyable. A dedicated laundry room with washer and dryer

  31 Bel Air St, Eatonville, FL 32751
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  /2

  $647,000 Sold Oct 31, 2025

  955 Gamewell Ave, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 2,491 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $260/SF
  • 20 Days On Market

  Current Estimated Value $648,704

  Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

  955 Gamewell Ave, Maitland, FL 32751
• 

  /2

  Est $155,742 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

  Last Listing Agent Justin Recca INNOVATIVE REALTY, LLC
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  /32

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,754 Sq Ft

  1111 Audubon Way, Maitland, FL 32751

  Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space where timeless craftsmanship meets peaceful waterfront living.A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the

  Melissa Shipp KELLER WILLIAMS ADVANTAGE REALTY

  1111 Audubon Way, Maitland, FL 32751
• 

  

  /23

  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Condo for Rent

  1408 Lake Shadow Cir Unit 1304, Maitland, FL 32751

  Minutes away from the Maitland business center, I-4, Winter Park and downtown Orlando. Beautiful 2 bedroom 2 bathroom condominium in the gated community of Visconti. The first floor condominium offers community amenities include a resort style pool, fitness center, valet trash service, car wash, basketball and tennis courts.

  Matthew Angell VIDA REAL ESTATE SERVICES LLC

  1408 Lake Shadow Cir Unit 1304, Maitland, FL 32751
• 

  /2

  $1,920,000 Sold Mar 19, 2025

  1100 S Lake Sybelia Dr, Maitland, FL 32751

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

  Last Sold Summary

  • 2% Below List Price
  • $515/SF
  • 11 Days On Market

  Current Estimated Value $1,934,989

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

  1100 S Lake Sybelia Dr, Maitland, FL 32751
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  /2

  Est $250,306 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

  • $175/SF
  • 162 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Carolyn Dickinson JBM REALTY LLC

Showing Results 121 - 160, Page 4 of 18