Maitland, FL Homes

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  /31

  $495,000

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

  204 Quayside Cir Unit 504, Maitland, FL 32751

  Wake up to shimmering lake views and end your day with breathtaking Florida sunsets in this beautifully maintained 2 bedroom, 2 bathroom condo residence. The moment you step off the elevator and enter, you are welcomed by a bright open concept living space filled with natural light and oversized new glass sliding doors leading to your private enclosed patio. The kitchen features upgraded

  Allison Hunter LUXE HUNTER REAL ESTATE

  204 Quayside Cir Unit 504, Maitland, FL 32751
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  $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 $498,441

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

  1220 Winston Rd, Maitland, FL 32751
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  /29

  Est $195,884 Not Listed For Sale

  1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft
  • Built 2000

  1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751

  Last Sold Summary

  • 12% Below List Price
  • $248/SF
  • 124 Days On Market

  Last Sold Price $223,000

  Last Listing Agent Vanessa Scotland, PA SERHANT
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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

  $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 $966,423

  Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

  1630 Chinook Trail, Maitland, FL 32751
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  /34

  Est $292,816 Not Listed For Sale

  810 Town Cir Unit 158, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Built 1975

  810 Town Cir Unit 158, Maitland, FL 32751

  Last Sold Summary

  • 23% Below List Price
  • $243/SF
  • 7 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Morgan Seefried KELLER WILLIAMS WINTER PARK
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  /5

  $699,000

  • Land
  • 0.46 Acre
  • $1,519,565 per Acre

  800 Thompson Ave, Maitland, FL 32751

  SELLER FINANCING AVAILABLE. Seize the opportunity to bring your dream home to life on this extraordinary oversized vacant lakefront lot situated on the serene 82-acre Lake Sybella in Maitland. Embrace the tranquil beauty of this 0.46-acre parcel tucked away on a secluded dead-end street, providing the perfect canvas for your custom oasis. The City of Maitland has given the green light to a

  Orlando Montero ALPHA R.E. OF CENTRAL FL LLC

  800 Thompson Ave, Maitland, FL 32751
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  /2

  $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 $1,179,821

  Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

  1750 Cheyenne Trail, Maitland, FL 32751
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  /33

  Est $272,701 Not Listed For Sale

  800 Town Cir Unit 153, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Built 1975

  800 Town Cir Unit 153, Maitland, FL 32751

  Last Sold Summary

  • 17% Below List Price
  • $211/SF
  • 54 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Tom Graves FUN HOMES
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  /52

  $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

  $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 $318,606

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

  1000 Winderley Place Unit 142, Maitland, FL 32751
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  /11

  Not Listed For Sale

  0 Lake Howell Rd Unit MFRO6116578, Maitland, FL 32751

  0 Lake Howell Rd Unit MFRO6116578, Maitland, FL 32751

  Last Sold Summary

  • 6 Days On Market

  Last Sold Price $196,000

  Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE 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

  $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 $412,811

  Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

  637 Magnolia Dr, Maitland, FL 32751
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  /19

  Est $408,250 Not Listed For Sale

  517 W Faith Terrace, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1963

  517 W Faith Terrace, Maitland, FL 32751

  Last Sold Summary

  • 9% Above List Price
  • $243/SF
  • 47 Days On Market

  Last Sold Price $374,500

  Last Listing Agent Becki Douglas MAINFRAME REAL ESTATE
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  /49

  $885,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft

  781 Goldwater Ct, Maitland, FL 32751

  Exclusive Dommerich opportunity to own a true 5 Bedroom, 3 Bath home PLUS a dedicated office—an almost impossible combination to find in this celebrated neighborhood. Situated on a quiet, private-feeling cul-de-sac on over 1/3 acre, this home offers space, function, and timeless charm to love for years to come. This enclave of Dommerich is special - with neighbors often gathering and enjoying

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  781 Goldwater Ct, 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 $592,929

  Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

  107 Tangelo Ct, Maitland, FL 32751
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  /44

  Est $156,906 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

  • 6% Above List Price
  • $140/SF
  • 5 Days On Market

  Last Sold Price $147,500

  Last Listing Agent Tom Young EMPIRE NETWORK REALTY
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  /54

  $720,000

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

  206 Quayside Cir Unit 103, Maitland, FL 32751

  Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes.Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy

  Donnamarie Ebanks COLDWELL BANKER REALTY

  206 Quayside Cir Unit 103, 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 $511,403

  Last Listing Agent Veronica Figueroa EXP REALTY LLC

  Unlisted Address
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  /28

  Est $310,171 Not Listed For Sale

  2361 Sierra Ln Unit 15, Maitland, FL 32751

  • 2 Beds
  • 2.5 Baths
  • 1,323 Sq Ft
  • Built 1982

  2361 Sierra Ln Unit 15, Maitland, FL 32751

  Last Sold Summary

  • 5% Below List Price
  • $246/SF
  • 5 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Tami Klein FANNIE HILLMAN & ASSOCIATES
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  /47

  $529,900

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft

  2319 Hunterfield Rd, Maitland, FL 32751

  *Back on market - Buyer & Seller Unable to Reach Final Terms. Their loss, your opportunity!* Situated on desirable corner lot in the lovely English Estates, this beautifully remodeled 4BR/2BA home blends style & comfort. An open floor plan, LVP flooring throughout (no carpet), & abundant windows create a bright atmosphere w/ natural light. At the heart of the home is a stunning eat-in kitchen w/

  Lauren Souto Misty Morrison Real Estate

  2319 Hunterfield Rd, 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 $508,342

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

  113 Gem Lake Dr, Maitland, FL 32751
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  /22

  Est $287,668 Not Listed For Sale

  546 Finchley Rd Unit 546, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1982

  546 Finchley Rd Unit 546, Maitland, FL 32751

  Last Sold Summary

  • 5% Above List Price
  • $164/SF
  • 44 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Maryann Stelton FANNIE HILLMAN & ASSOCIATES
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  /43

  $1,225,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,292 Sq Ft

  67 Cypress Ln, Maitland, FL 32751

  Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths.Step inside to discover hardwood floors flowing

  Kelly Price KELLY PRICE & COMPANY LLC

  67 Cypress Ln, 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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  /34

  Est $793,073 Not Listed For Sale

  1100 S Orlando Ave Unit 712, Maitland, FL 32751

  • 3 Beds
  • 3.5 Baths
  • 2,366 Sq Ft
  • Built 1973

  1100 S Orlando Ave Unit 712, Maitland, FL 32751

  Last Sold Summary

  • 3% Below List Price
  • $347/SF
  • 51 Days On Market

  Last Sold Price $820,000

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  /37

  $225,000

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

  2837 Shadow View Cir, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Updated & Move-In Ready Maitland Condo with Office/Flex Room & Rare 2-Car Garage — New Carpet, Paint & Appliances (2026) Beautifully updated three-level condo offering exceptional space, modern finishes, and a rare 2-car garage in a gated Maitland community. Features 2 bedrooms, 2 bathrooms, and a dedicated office/flex room—ideal for remote work or

  Nilufer Rohleder COLDWELL BANKER REALTY

  2837 Shadow View Cir, 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 $296,360

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

  1000 Winderley Place Unit 143, Maitland, FL 32751
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  /15

  Est $261,946 Not Listed For Sale

  1113 Grove St Unit 152, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1974

  1113 Grove St Unit 152, Maitland, FL 32751

  Last Sold Summary

  • 3% Below List Price
  • $168/SF
  • 2 Days On Market

  Last Sold Price $269,000

  Last Listing Agent Christopher Kellom ARK REALTY LLC
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  /37

  $175,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  2423 Branch Way Unit 207, Maitland, FL 32751

  Excellent Seminole County location! Welcome to this spacious 3-bedroom, 2-bath condo in the peaceful Carrington Park community, offering over 1,400 square feet of comfortable living. Located on the second floor, this freshly painted unit features an open, light-filled floor plan where the kitchen, dining, and living areas flow seamlessly together, highlighted by a bright kitchen with stainless

  Hailey Franklin MORRIS REALTY AND INVESTMENTS

  2423 Branch Way Unit 207, 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 $656,071

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

  1055 Thunder Trail, Maitland, FL 32751
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  /17

  Est $185,273 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

  • 12% Below List Price
  • $232/SF
  • 27 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Becky Martin KELLY RIGHT REAL ESTATE
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  /19

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 1,939 Sq Ft

  1695 E Horatio Ave, Maitland, FL 32751

  Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, No HOA, Top Rated Shools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House is just revitalized with a new fresh interior Stone Eagle Color Paint, Roof replaced in 2024, AC replaced in 2022,

  Tuan Nguyen VISTA REALTY INVESTMENT

  1695 E Horatio Ave, Maitland, FL 32751
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  /2

  $740,000 Sold Jul 18, 2025

  986 Stonewood Ln, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $337/SF
  • 30 Days On Market

  Current Estimated Value $701,279

  Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

  986 Stonewood Ln, Maitland, FL 32751
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  /18

  Est $245,675 Not Listed For Sale

  887 Park Lake Cir Unit 4, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Built 1972

  887 Park Lake Cir Unit 4, Maitland, FL 32751

  Last Sold Summary

  • 4% Below List Price
  • $172/SF
  • 115 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Samantha Hafner DON ASHER & ASSOCIATES, INC.
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  /32

  $605,000

  • 4 Beds
  • 3 Baths
  • 3,308 Sq Ft

  448 Stonewood Ln, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  448 Stonewood Ln, Maitland, FL 32751
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  /2

  $507,500 Sold Dec 04, 2025

  702 Green Meadow Ave, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,621 Sq Ft
  • Built 1969

  Last Sold Summary

  • 17% Below List Price
  • $194/SF
  • 181 Days On Market

  Current Estimated Value $527,199

  Last Listing Agent Cheryl Geluso RE/MAX ASSURED

  702 Green Meadow Ave, 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

  Last Listing Agent Cheryl Geluso RE/MAX
• 

  

  /19

  $205,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  1150 Lake Shadow Cir Unit 3305, Maitland, FL 32751

  This 3rd Floor 2-bedroom, 2-bath condo in the sought-after gated community of Visconti. The open layout creates a perfect for relaxing, entertaining, or working from home. You’ll love the convenience of in-unit laundry and the charm of your own private patio, perfect for morning coffee or evening unwinding. Visconti offers resort-style living with stunning landscaping, a welcoming clubhouse, and

  John Tsesmelis CASTLE ROCK REALTY & MANAGEMENT INC

  1150 Lake Shadow Cir Unit 3305, Maitland, FL 32751

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