Orange, FL Homes

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  /35

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,024 Sq Ft

  609 Lake Shore Dr, Maitland, FL 32751

  Introducing 609 Lake Shore Drive, a captivating 3-bedroom, 3-bathroom residence offering over 2,000 square feet of elegant living in the coveted Maitland area. This pristine home combines the best of modern comfort and timeless design, with a location that places you just minutes from Winter Park, Downtown Orlando, and Altamonte Springs, providing an unrivaled lifestyle of convenience.Step

  Michael Shaw MICHAEL SHAW REAL ESTATE

  609 Lake Shore Dr, Maitland, FL 32751
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  /55

  $1,803 - $3,413 per month

  Maitland City Centre

  1 - 2 Beds

  160-190 Independence Ln, Maitland, FL 32751

  .custom-read-more #more {display: none;} Indulge in the upscale lifestyle you deserve—our spacioushomes in the heart of Maitland have everything you need to make it happen.High-end amenities, elegant interiors, and an excellent location in the NorthOrlando area blend together to create a carefree experience. So check out ourMaitland luxury apartments and find the home

  160-190 Independence Ln, Maitland, FL 32751
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  /2

  $470,000 Sold Jul 09, 2025

  • 1,870 Sq Ft
  • $251/SF
  • 240 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  2657 Queen Mary Place, Maitland, FL 32751

  This charming home has recently been updated with a new HVAC system (Ac system), New Hot Water Heater, New Epoxy Garage Flooring and Fresh Paint. Located in Brittany Gardens a Gated Community in Maitland featuring Florida Style homes built in the Mid 1990's on quaint lots. Highly sought after due to its' mature landscaping, manicured lawns, and architechtural style.....This home is ideal for

  Erin Tompkins COLDWELL BANKER RESIDENTIAL RE

  2657 Queen Mary Place, Maitland, FL 32751
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  /46

  Est $300,265 Not Listed For Sale

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

  1000 Winderley Place Unit 144, Maitland, FL 32751

  1000 Winderley Place Unit 144, Maitland, FL 32751
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  /33

  $625,000

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

  2201 Sunderland Rd, Maitland, FL 32751

  Welcome to your beautifully renovated corner-lot oasis in the desirable English Estates community of Maitland! This stunning 3-bedroom, 2-bathroom POOL home offers the perfect blend of modern upgrades, indoor-outdoor living, and an unbeatable location. Step inside and be greeted by an abundance of natural light and a spacious, comfortable floor plan. The upgraded kitchen features sleek GRANITE

  Shannon Chamoun KELLER WILLIAMS TAMPA CENTRAL

  2201 Sunderland Rd, Maitland, FL 32751
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  /11

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,051 Sq Ft
  • Condo for Rent

  550 Flemming Way Unit 200, Maitland, FL 32751

  FOR RENT EXCELLENT CONDO IN MAITLAND!!!This 2 bedrooms 2 bathrooms 1,050 square feet Carrington park condo. open floor plan kitchen to living room combo. The kitchen provides a big island perfect for entertaining. The property has ceramic tile trough-out the unit. The master bedroom is spacious and provides a walk-in closet. There is private balcony. The community has three pools, playground and

  Georgina Pinango ROMAN'S PRO REALTY LLC

  550 Flemming Way Unit 200, Maitland, FL 32751
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  /2

  $295,000 Sold Jul 03, 2025

  • 952 Sq Ft
  • $310/SF
  • 370 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1964

  1000 S Orlando Ave Unit A5, Maitland, FL 32751

  Million $$ views from first floor unit in charming 3-story mid-century 38 unit community on Lake Maitland, the largest of the WP Chain of Lakes. This 2 bdrm 2 bath lakefront condo is adjacent to historic Fort Maitland Park, and across from beautiful Lake Lily, the heart of Maitland's Cultural Corridor, which features concerts, the Maitland Art Festival and numerous community events. It's a

  Joann Beck BECK REALTY LLC

  1000 S Orlando Ave Unit A5, Maitland, FL 32751
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  /11

  Est $121,073 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  2422 Branch Way Unit 200, Maitland, FL 32751

  2422 Branch Way Unit 200, Maitland, FL 32751
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  /42

  $310,000

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

  1618 Gulfview Dr Unit 417, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  1618 Gulfview Dr Unit 417, Maitland, FL 32751
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  /44

  $1,653 - $2,782 per month

  400 North Apartments

  1 - 3 Beds

  400 N Orlando Ave, Maitland, FL 32751

  Welcome to 400 North Modern Living in Maitland, FLExperience upscale apartment living at 400 North, where contemporary design meets everyday convenience in the heart of Maitland, near Orlando. Our pet-friendly community features spacious floor plans, resort-style amenities, and easy access to shopping, dining, and major highways. Live close to everything while enjoying the comfort of

  400 N Orlando Ave, Maitland, FL 32751
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  /2

  $977,500 Sold Jul 02, 2025

  • 2,809 Sq Ft
  • $348/SF
  • 10 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1965

  2450 Mcintosh Way, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Situated on one of the most desirable streets in Dommerich is this magnificent 5 Bed|3 Bath estate updated to offer the perfect blend of space & style! A gracious front porch accented with soft blue shutters against fresh paint provides a peek of what a treasure this home is. The foyer opens to 2 functional, yet distinct living areas. At the front

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  2450 Mcintosh Way, Maitland, FL 32751
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  /13

  Est $158,273 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751
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  /44

  $589,900

  • 4 Beds
  • 2.5 Baths
  • 2,649 Sq Ft

  2344 Derbyshire Rd, Maitland, FL 32751

  Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Welcome to this one-of-a-kind gem in the Maitland neighborhood of English Estates. Originally built in 1961 as the builder's modelhome, this sprawling 2,649-square-foot ranch-style home has been tastefully and thoughtfully updated, offering a seamless blend of mid-century charm and modern

  Justin Core EXP REALTY LLC

  2344 Derbyshire Rd, Maitland, FL 32751
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  /35

  $2,490 per month

  • 3 Beds
  • 2.5 Baths
  • 1,855 Sq Ft
  • Townhouse for Rent

  1397 Benevolent St, Maitland, FL 32751

  This luxurious end townhome unit, is a Tuscan-stye townhome in this upscale gated, lake community , “Montacino” in a very desirable section of Maitland. 3 bedroom, 2 1⁄2 bath with office/den and a second floor loft.. The spacious primary bedroom has a walk in closet and a set of French doors which lead out onto the upstairs private Lanai. The on-suite is large, with garden tub, shower and his and

  Scott Butts KIMBRIDGE REALTY, LLC

  1397 Benevolent St, Maitland, FL 32751
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  /2

  $323,000 Sold Jul 02, 2025

  • 1,538 Sq Ft
  • $210/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  1000 Winderley Place Unit 140, Maitland, FL 32751

  RARE and RENOVATED 3-BED / 2-BATH FIRST FLOOR Condo in GATED SUNBAY CLUB! Convenient and easy access from parking directly in front of the dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Living and Dining Area flank your path to the 2025 RENOVATED KITCHEN with eating nook with separate pantry and interior laundry closets.

  Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 140, Maitland, FL 32751
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  /42

  Est $226,882 Not Listed For Sale

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

  1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751
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  /35

  $655,000

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  489 Penny Ln, Maitland, FL 32751

  Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully

  Erin Tompkins COLDWELL BANKER RESIDENTIAL RE

  489 Penny Ln, Maitland, FL 32751
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  /35

  $1,495 - $2,820 per month

  The Tiffany at Maitland West

  1 - 3 Beds

  9301 Summit Centre Way, Orlando, FL 32810

  Submerge yourself into our culture. This resort-style, all-inclusive residential apartment community will take care of it all for you. 1-2 and 3-bedroom apartment homes feature beautiful, modern fixtures and appliances. Grey faux wood tile adorns the kitchen and living spaces. Cabinets that are a gorgeous, modern, two-toned zebra pattern with more storage space than you'd expect. Most units

  9301 Summit Centre Way, Orlando, FL 32810
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  /2

  $750,000 Sold Jul 02, 2025

  • 2,050 Sq Ft
  • $366/SF
  • 103 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  2337 Worthington Rd, Maitland, FL 32751

  A rare opportunity to own a private compound spanning nearly half an acre across an oversized double lot in one of Maitland’s most coveted locations. This is an estate of distinction—rare, refined, and without equal. Located just minutes from both Downtown Winter Park and Downtown Orlando, this is a rare opportunity. There is nothing else like this on the market.

  Ahmad Hassan COMPASS FLORIDA LLC

  2337 Worthington Rd, Maitland, FL 32751
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  /12

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

  1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751
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  /44

  $619,900

  • 3 Beds
  • 2.5 Baths
  • 1,873 Sq Ft

  2020 Geronimo Trail, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to 2020 Geronimo Trail—an inviting 3-bedroom, 2.5-bath mid-century ranch-style pool home nestled in one of Maitland’s most beloved neighborhoods. Built in 1961, this home has been lovingly cared for by just three owners in its entire lifetime—a true testament to pride of ownership. Set on a .22-acre lot with mature trees and a spacious

  Justin Pekarek ORLANDO PROPERTY ADVISORS

  2020 Geronimo Trail, Maitland, FL 32751
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  /10

  $1,400 per month

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

  Unlisted Address

  Charming 1-Bedroom Condo in Prime Location!Welcome to 100-472 Banyan Tree—a beautifully maintained 1-bedroom, 1-bathroom condo perfect for comfortable living or investment. This unit offers a bright and open living space, a functional kitchen, and a spacious bedroom with ample closet space. Enjoy access to community amenities and a convenient location near shops, dining, and major highways.

  Ana Pena ANA PENA REALTY CORP

  Unlisted Address
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  /2

  $550,000 Sold Jul 01, 2025

  • 1,754 Sq Ft
  • $314/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  2040 Mohawk Trail, Maitland, FL 32751

  Located in sought- after Dommerich Hills neighborhood, this classic ranch home offers endless possibilities.The ideal layout includes large living room with wood burning fireplace, spacious bedrooms with generous closets and an abundant amount of natural light throughout. The home has been well cared for by same owner for 50 years with recent updates including 2019 roof and newer HVAC. The

  Nicole Seybold FANNIE HILLMAN & ASSOCIATES

  2040 Mohawk Trail, Maitland, FL 32751
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  /11

  Est $369,269 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  1000 Winderley Place Unit 153, Maitland, FL 32751

  1000 Winderley Place Unit 153, Maitland, FL 32751
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  /20

  $215,000

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E11, Maitland, FL 32751

  LAKE LIFE!! Welcome to 1140 S. Orlando Ave E11 — a charming lake access condo perfectly nestled on the border of Winter Park and Maitland. Embrace the laid-back Florida lifestyle with Lake Maitland just steps away, offering endless opportunities for paddle boarding, kayaking, boating and relaxing by the water. A brand-new community pool with lake views is currently under construction, with a

  Abby Green IAD FLORIDA LLC

  1140 S Orlando Ave Unit E11, Maitland, FL 32751
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  /35

  $1,795 - $4,129 per month

  The Parker at Maitland Station Apartments

  1 - 3 Beds

  955 N Orlando Ave, Maitland, FL 32751

  Connect to what matters at The Parker at Maitland Station, Orlando's newest luxury apartment community. Located at the historic Parker Lumber Yard site, our Maitland, FL apartments provide easy access to the very best dining,shopping, jobs and outdoor activities Central Florida has to offer. The Parker at Maitland Station Apartments focuses on the old school friendliness while setting new

  955 N Orlando Ave, Maitland, FL 32751
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  /2

  $905,000 Sold Jul 01, 2025

  • 2,428 Sq Ft
  • $373/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  1441 Sunnyside Dr, Maitland, FL 32751

  Amazing opportunity to live in a ONE STORY home nestled between Winter Park and Maitland. This 4/2.5 is located in one of the best neighborhoods and just off of Park Avenue. Tons of natural light flows throughout the entire home. The cozy family room with beautiful built-ins opens up to the kitchen featuring light and bright cabinetry, granite countertops and a center island with room for

  Lisa Fleming FANNIE HILLMAN & ASSOCIATES

  1441 Sunnyside Dr, Maitland, FL 32751
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  /19

  Est $243,136 Not Listed For Sale

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

  1548 Gulfview Dr Unit 445, Maitland, FL 32751

  1548 Gulfview Dr Unit 445, Maitland, FL 32751
• 

  

  /20

  $215,000

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

  1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751

  Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  1325 Lake Shadow Cir Unit 12303, Maitland, FL 32751
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  /58

  $3,995 per month

  • 4 Beds
  • 2.5 Baths
  • 3,316 Sq Ft
  • House for Rent

  2514 Tuscarora Trail, Maitland, FL 32751

  JUST REDUCED! Welcome to your dream home in the highly sought-after Dommerich Estates. This stunning 4-bedroom lakefront property offers a perfect blend of luxury and comfort. Enjoy the beautifully resurfaced pool, ideal for relaxation and entertaining against the backdrop of serene lake views. Inside, you will find a spacious designer kitchen complete with modern finishes and top-of-the-line

  Melissa Dietz Levering TRUSTHOME PROPERTIES INC

  2514 Tuscarora Trail, Maitland, FL 32751
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  /2

  $530,000 Sold Jun 30, 2025

  • 1,460 Sq Ft
  • $363/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  1201 Manchester Rd, Maitland, FL 32751

  Completely transformed with intention and precision, 1201 Manchester Road is a rare offering where style meets substance in one of Maitland’s most desirable residential pockets. Set on an oversized corner lot .26 Acres, just minutes from Lake Lily Park, Park Avenue in Winter Park, and the Enzian Theater, the location blends quiet neighborhood living with prime access to the city’s best.Step

  Ahmad Hassan COMPASS FLORIDA LLC

  1201 Manchester Rd, Maitland, FL 32751
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  /26

  Est $278,100 Not Listed For Sale

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

  1939 Legacy Cove Dr Unit 1939, Maitland, FL 32751

  1939 Legacy Cove Dr Unit 1939, Maitland, FL 32751
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  /50

  $669,000

  • 3 Beds
  • 3.5 Baths
  • 1,966 Sq Ft

  502 Oak Ln, Maitland, FL 32751

  **NO HOA** **POOL HOME** Welcome to your dream home in one of Central Florida's most sought-after locations! This exquisite property features 3 bedrooms and 3.5 bathrooms, each meticulously designed to provide a serene living experience. The home boasts an open floorplan with 1,966 square feet of light and bright living space, highlighted by beautiful 24x24 porcelain tile that is a show

  Sonia Dublis COLDWELL BANKER REALTY

  502 Oak Ln, Maitland, FL 32751
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  /62

  $1,977 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Condo for Rent

  1776 Pembrook Dr, Orlando, FL 32810

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  1776 Pembrook Dr, Orlando, FL 32810
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  /2

  $830,000 Sold Jun 30, 2025

  • 1,901 Sq Ft
  • $437/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  2004 Mohawk Trail, Maitland, FL 32751

  Fully renovated Dommerich home in Maitland on a wrapping corner lot has been completely redesigned with entertaining at the forefront. A spacious reshape of the kitchen and living spaces create a large gathering space for ease and function with windows out to backyard yard retreat. This custom kitchen features 42-inch white shaker cabinetry with quartzite counters, enjoy a generous center island

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2004 Mohawk Trail, Maitland, FL 32751
• 

  

  /22

  Est $288,220 Not Listed For Sale

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

  1714 Gulfview Dr Unit 427-C, Maitland, FL 32751

  1714 Gulfview Dr Unit 427-C, Maitland, FL 32751
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  /36

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751

  Great home in the heart of central florida. Would make an ideal home for a small family or as an rental home 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

  Hemant Panchal CORE REAL ESTATE SERVICES LLC

  1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751
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  /26

  $2,195 per month

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Condo for Rent

  1817 Shadow View Cir Unit 1817, Maitland, FL 32751

  For Lease! Available Sept 1st 2025. 3 bedroom and 2.5 bathroom unit with 2 Car Garage at Visconti in Maitland area. Water is included. This gated community offers residents access to a fitness center, clubhouse, community pool, playground, and tennis courts. Great location, convenient for commuting, very close to all major highways I-4, SR 429, SR 414, and SR 436 & SR 434. Please contact for more

  Vijay Luthra PROPERTY INVESTMENT BROKERS

  1817 Shadow View Cir Unit 1817, Maitland, FL 32751
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  /2

  $160,000 Sold Jun 30, 2025

  • 672 Sq Ft
  • $238/SF
  • 56 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2000

  1400 Lake Shadow Cir Unit 10105, Maitland, FL 32751

  Upgraded one-bedroom, one bath Condo in the gated community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and

  Simon Colak USCO CAPITAL GROUP

  1400 Lake Shadow Cir Unit 10105, Maitland, FL 32751
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  /40

  Est $343,968 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,563 Sq Ft

  1010 Winderley Place Unit 131, Maitland, FL 32751

  1010 Winderley Place Unit 131, Maitland, FL 32751

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