Maitland, FL Homes

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  /44

  Est $150,234 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

  • 2% Above List Price
  • $140/SF
  • 5 Days On Market

  • Last Sold Price $147,500
  • Jun 17, 2024

  Last Listing Agent Tom Young EMPIRE NETWORK REALTY
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  /30

  $399,000

  • 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
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  /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 $545,713

  Last Listing Agent Brandon Frank YOUNG REAL ESTATE

  1531 Glastonberry Rd, Maitland, FL 32751
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  /11

  Not Listed For Sale

  2520 Caper Ln Unit 102, Maitland, FL 32751

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

  2520 Caper Ln Unit 102, Maitland, FL 32751

  Last Sold Summary

  • $195/SF
  • 56 Days On Market

  • Last Sold Price $148,000
  • Sep 01, 2023

  Last Listing Agent Danay Lay OLYMPUS EXECUTIVE REALTY INC
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  /36

  $895,000

  • 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
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  /2

  $525,000 Sold Jun 26, 2025

  510 W Faith Terrace, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1960

  Last Sold Summary

  • $314/SF
  • 7 Days On Market

  Current Estimated Value $502,459

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  510 W Faith Terrace, Maitland, FL 32751
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  /17

  Est $182,649 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

  • 13% Below List Price
  • $232/SF
  • 27 Days On Market

  • Last Sold Price $210,000
  • May 17, 2024

  Last Listing Agent Becky Martin KELLY RIGHT REAL ESTATE
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  /32

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  2113 Falkner Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, nestled in the desirable community of Maitland. Recently installed laminate flooring and a freshly painted interior enhance the home’s comfort and style—perfect for Central Florida living.Step inside to a bright, open-concept layout where the kitchen and living areas

  Heather Travis LOCAL LIVING REALTY GROUP

  2113 Falkner Rd, Maitland, FL 32751
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  /2

  $525,000 Sold Jan 22, 2026

  1220 Winston Rd, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Above List Price
  • $305/SF
  • 3 Days On Market

  Current Estimated Value $511,937

  Last Listing Agent Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

  1220 Winston Rd, Maitland, FL 32751
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  /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
  • Dec 11, 2023

  Last Listing Agent Cheryl Geluso RE/MAX
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  /53

  $864,900

  • 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
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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 $968,851

  Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

  1630 Chinook Trail, Maitland, FL 32751
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  /18

  Est $218,971 Not Listed For Sale

  416 Banyon Tree Cir Unit 108, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft
  • Built 1973

  416 Banyon Tree Cir Unit 108, Maitland, FL 32751

  Last Sold Summary

  • 11% Below List Price
  • $174/SF
  • 10 Days On Market

  • Last Sold Price $245,000
  • Aug 15, 2023

  Last Listing Agent Yuly Bonilla VENCORP REAL ESTATE
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  /65

  $925,000

  • 4 Beds
  • 3 Baths
  • 2,956 Sq Ft

  570 Dommerich Dr, Maitland, FL 32751

  One or more photo(s) has been 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 peaceful paddle

  Shirley Welch BHHS FLORIDA REALTY

  570 Dommerich Dr, Maitland, FL 32751
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  $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 $1,158,026

  Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

  1750 Cheyenne Trail, Maitland, FL 32751
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  /30

  Est $270,498 Not Listed For Sale

  291 W Lake Faith Dr Unit 142, Maitland, FL 32751

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft
  • Built 1974

  291 W Lake Faith Dr Unit 142, Maitland, FL 32751

  Last Sold Summary

  • 4% Below List Price
  • $194/SF
  • 59 Days On Market

  • Last Sold Price $282,500
  • Oct 12, 2023

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES
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  /21

  $425,000

  • 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
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  /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 $313,323

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

  1000 Winderley Place Unit 142, Maitland, FL 32751
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  /22

  Est $288,500 Not Listed For Sale

  1140 S Orlando Ave Unit 1, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft
  • Built 1969

  1140 S Orlando Ave Unit 1, Maitland, FL 32751

  Last Sold Summary

  • 18% Below List Price
  • $429/SF
  • 16 Days On Market

  • Last Sold Price $350,000
  • Dec 28, 2023

  Last Listing Agent Melissa Latty GRACE REALTY, INC.
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  /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
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  /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 $419,169

  Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

  637 Magnolia Dr, Maitland, FL 32751
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  /21

  Est $198,625 Not Listed For Sale

  428 Banyon Tree Cir Unit 102, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1973

  428 Banyon Tree Cir Unit 102, Maitland, FL 32751

  Last Sold Summary

  • 9% Below List Price
  • $136/SF
  • 186 Days On Market

  • Last Sold Price $219,000
  • Jun 14, 2024

  Last Listing Agent Tom Graves FUN HOMES
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  /33

  $458,500

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

  204 Quayside Cir Unit 504, Maitland, FL 32751

  Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen

  Allison Hunter LUXE HUNTER REAL ESTATE

  204 Quayside Cir Unit 504, Maitland, FL 32751
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  /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 $594,841

  Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

  107 Tangelo Ct, Maitland, FL 32751
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  /2

  Est $143,430 Not Listed For Sale

  440 Banyon Tree Cir Unit 102, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  440 Banyon Tree Cir Unit 102, Maitland, FL 32751

  Last Sold Summary

  • 10% Above List Price
  • $108/SF
  • 215 Days On Market

  • Last Sold Price $130,000
  • Apr 14, 2025

  Last Listing Agent Augusto Osorio LoKation Real Estate
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  /71

  $528,000

  • 4 Beds
  • 2 Baths
  • 1,909 Sq Ft

  653 Green Meadow Ave, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Location, Location, Welcome to your new 4 BED 2 BATH home tucked away on a quiet cul-de-sac street in the desirable Maitland community of "Forest Brook"This one-of-a-kind home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes youwith a grand Foyer, Formal Living and Dinng rooms, open family

  Deanna Chance A+ REALTY PROFESSIONALS, INC

  653 Green Meadow Ave, Maitland, FL 32751
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  /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 $500,446

  Last Listing Agent Veronica Figueroa EXP REALTY LLC

  Unlisted Address
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  /40

  Est $756,451 Not Listed For Sale

  21 Minnehaha Cir, Maitland, FL 32751

  • 5 Beds
  • 2 Baths
  • 2,371 Sq Ft
  • Built 1961

  21 Minnehaha Cir, Maitland, FL 32751

  Last Sold Summary

  • 9% Above List Price
  • $293/SF
  • 41 Days On Market

  • Last Sold Price $695,000
  • Jan 05, 2024

  Last Listing Agent Taylor Paris FLORIDA HOMES REALTY & MORTGAGE
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  /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
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  /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 $511,499

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

  113 Gem Lake Dr, Maitland, FL 32751
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  /52

  Not Listed For Sale

  3102 Legacy Lake Dr, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • Built 2000

  3102 Legacy Lake Dr, Maitland, FL 32751

  Last Sold Summary

  • $169/SF
  • 76 Days On Market

  • Last Sold Price $289,000
  • Feb 05, 2024

  Last Listing Agent Matthew Matin CLOCK TOWER REALTY
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  /30

  $629,000

  • 5 Beds
  • 2 Baths
  • 2,360 Sq Ft

  2642 Brookside Ct, Maitland, FL 32751

  Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and

  Giancarlo Chavez EMPIRE NETWORK REALTY

  2642 Brookside Ct, Maitland, FL 32751
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  /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
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  Not Listed For Sale

  1140 S Orlando Ave Unit I16, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1971

  1140 S Orlando Ave Unit I16, Maitland, FL 32751

  Last Sold Summary

  • $300/SF
  • 70 Days On Market

  • Last Sold Price $245,000
  • Apr 25, 2024

  Last Listing Agent Desi Wehrs OPENDOOR BROKERAGE LLC
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  $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
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  /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 $296,941

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

  1000 Winderley Place Unit 143, Maitland, FL 32751
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  /50

  Est $709,864 Not Listed For Sale

  206 Quayside Cir Unit 203, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Built 1985

  206 Quayside Cir Unit 203, Maitland, FL 32751

  Last Sold Summary

  • 11% Below List Price
  • $664/SF
  • 3 Days On Market

  • Last Sold Price $799,000
  • May 17, 2023

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  /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
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  /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 $664,615

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

  1055 Thunder Trail, Maitland, FL 32751
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  Not Listed For Sale

  1140 S Orlando Ave Unit D1, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1964

  1140 S Orlando Ave Unit D1, Maitland, FL 32751

  Last Sold Summary

  • $429/SF
  • 47 Days On Market

  • Last Sold Price $350,000
  • Nov 21, 2024

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

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