Lake Cherokee Homes

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  /100

  $3,499,000

  • 6 Beds
  • 7 Baths
  • 6,261 Sq Ft

  614 Lake Ave, Orlando, FL 32801

  Exquisite Queen Anne Victorian Estate on Historic Honeymoon Row – Overlooking Lake CherokeeWelcome to one of Orlando’s architectural treasures—an 1884 Queen Anne Victorian estate on iconic Honeymoon Row, offering panoramic views of Lake Cherokee. Set on one of Downtown Orlando’s largest residential lots, this rare property blends historic charm with modern sophistication, offering a

  Tom Buitenhuis OLDE TOWN BROKERS INC

  614 Lake Ave, Orlando, FL 32801
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  Explore Lake Cherokee

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  /14

  $1,725 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  616 Palmer St Unit A, Orlando, FL 32801

  Primo historic location. Downtown living two bedrooms one bath, hardwood floors. Plenty of parking. Minutes to downtown, SODO, Hospitals, Grocery stores, 408 & I4 Great schools. Walk to beautiful Parks, Lakes or bike to Lake EOLA. Shared laundry room. Approved pets permitted. New grey shag carpets in bedrooms. Owner pays water. Quite simply a lovely Urban place to live.

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  616 Palmer St Unit A, Orlando, FL 32801
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  /2

  $580,000 Sold Aug 18, 2025

  • 2,055 Sq Ft
  • $282/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1920

  604 Cherokee Dr, Orlando, FL 32801

  Get Busy Living in one of Orlando's most desirable historic downtown neighborhoods Lake Cherokee/Delaney Park and on one of downtown’s most desirable streets Cherokee Drive! This property is the definition of “LOCATION, LOCATION, LOCATION”! Sitting between Lake Cherokee Park, Lake Davis Park and Delaney Park this Spanish revival home is ready for a renovation within its current floorplan or a

  Steve Schiffer OLDE TOWN BROKERS INC

  604 Cherokee Dr, Orlando, FL 32801
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  /48

  Est $696,228 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,237 Sq Ft

  562 S Osceola Ave Unit 26, Orlando, FL 32801

  562 S Osceola Ave Unit 26, Orlando, FL 32801
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  /67

  $1,495,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,145 Sq Ft

  450 Cherokee Dr, Orlando, FL 32801

  Under contract-accepting backup offers. Historic charm meets elevated modern design at an improved price of $1,495,000. This fully renovated 1928 bungalow is ideally situated on a .23-acre corner lot directly across from Lake Cherokee, offering uninterrupted lake and park views. In 2020, the owners partnered with Ted Maines Interiors and Skolfield Homes for a comprehensive, design-forward

  Padgett McCormick KELLY PRICE & COMPANY LLC

  450 Cherokee Dr, Orlando, FL 32801
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  /2

  $475,000 Sold Jun 20, 2025

  • 2,993 Sq Ft
  • $159/SF
  • 157 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1921

  545 Margaret Ct, Orlando, FL 32801

  Auction Property. This historic property is within a short walking distance of downtown. Cul-de-sac with a basement and In-law apartment. The house is in the heart of the Cherokee Historic District. One block from beautiful Lake Cherokee. A must-see! The house has ENORMOUS POTENTIAL! Don't miss this chance.

  Deon Paul VYLLA HOME

  545 Margaret Ct, Orlando, FL 32801
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  /35

  Est $710,430 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,210 Sq Ft

  323 Ponce de Leon Place, Orlando, FL 32801

  323 Ponce de Leon Place, Orlando, FL 32801
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  /39

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  622 Bourne Place, Orlando, FL 32801

  An exquisite, meticulously renovated historic residence, ideally situated in one of the city's most sought-after neighborhoods and school districts—just a block from the picturesque shores of Lake Cherokee and Lake Davis. This elegant two-story home, originally constructed in 1935, showcases timeless architectural charm with its authentic millwork, classic built-ins, rich hardwood floors, and a

  Maryann Stelton FANNIE HILLMAN & ASSOCIATES

  622 Bourne Place, Orlando, FL 32801
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  /2

  $2,727,000 Sold Jun 18, 2025

  • 4,434 Sq Ft
  • $615/SF
  • 66 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1949

  507 Palmer St, Orlando, FL 32801

  Step into your private urban oasis in the historic Lake Cherokee neighborhood, right in the heart of downtown Orlando. Nestled on a full-acre corner lot, this stunning mid-century modern ranch-style home offers the perfect blend of luxury, comfort, and convenience. Just a short walk to the Dr. Phillips Center, Lake Eola, Thornton Park, restaurants, and downtown’s vibrant business district, this

  Carole Waller PARK PLACE REAL ESTATE

  507 Palmer St, Orlando, FL 32801
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  /23

  Est $181,094 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft

  623 Delaney Ave Unit 5, Orlando, FL 32801

  623 Delaney Ave Unit 5, Orlando, FL 32801
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  /37

  $589,000

  • 2 Beds
  • 2.5 Baths
  • 1,886 Sq Ft

  568 S Osceola Ave Unit 15, Orlando, FL 32801

  Welcome to 568 S Osceola Avenue — a beautifully updated 2-bedroom, 2.5-bathroom condo offering a rare blend of modern design, serene nature, and walkable city living. Tucked within a quiet, tree-lined community along Lake Cherokee, this stunning multi-level home showcases a refined interior with elegant finishes throughout.Step inside to find an open-concept main floor featuring wide-plank

  Brett Jaffee, Jr KELLER WILLIAMS WINTER PARK

  568 S Osceola Ave Unit 15, Orlando, FL 32801
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  /2

  $600,000 Sold Jun 11, 2025

  • 2,237 Sq Ft
  • $268/SF
  • 28 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1983

  351 Agnes St, Orlando, FL 32801

  Timeless Appeal & Enduring Charm in Orlando’s Historic Lake Cherokee District with a NEW PRICE!Nestled along a picturesque tree-lined brick street steps from Lake Cherokee, in the highly sought-after Lake Cherokee Historic District, this charming end-unit townhome offers timeless character and contemporary conveniences. Boasting 2 bedrooms and 2.5 baths, with a spacious open floor plan featuring

  Lisa Shear FANNIE HILLMAN & ASSOCIATES

  351 Agnes St, Orlando, FL 32801
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  /31

  Est $506,059 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  574 S Osceola Ave Unit 11, Orlando, FL 32801

  574 S Osceola Ave Unit 11, Orlando, FL 32801
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  /45

  $1,049,000

  • 6 Beds
  • 4 Baths
  • 3,113 Sq Ft

  530 S Eola Dr, Orlando, FL 32801

  STUNNING DOWNTOWN ORLANDO HOME WITH INCOME-PRODUCING APARTMENT530 S Eola Drive, Orlando, FL 32801$1,049,000 | 6 Bed | 4 Bath | Study | 3,113 sq ft?? EXCEPTIONAL INVESTMENT OPPORTUNITYThis completely modernized 1924 historic home in Lake Cherokee District offers the perfect combination of luxury living and income generation. The property features a 750 sq ft detached garage

  Stephen Hachey FLAT FEE MLS REALTY

  530 S Eola Dr, Orlando, FL 32801
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  /2

  $2,200,000 Sold May 16, 2025

  • 6,337 Sq Ft
  • $347/SF
  • 32 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1922

  721 Delaney Ave, Orlando, FL 32801

  This stunning Lake Cherokee estate is an example of what historic preservation should be: honoring the home’s architectural past while making updates that reflect modern living. Awarded the Mayor’s Outstanding Residential Property of the Year, this 1922 Colonial Revival home offers 5,137 sq ft across four levels, including an 857 sq ft air-conditioned basement. The renovated kitchen (2020) is a

  Vanessa Loomie CORCORAN PREMIER REALTY

  721 Delaney Ave, Orlando, FL 32801
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  /34

  Est $516,411 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  540 S Osceola Ave Unit 36, Orlando, FL 32801

  540 S Osceola Ave Unit 36, Orlando, FL 32801
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  /67

  $2,050,000

  • 4 Beds
  • 3.5 Baths
  • 4,722 Sq Ft

  522 Cherokee Dr, Orlando, FL 32801

  Stunning completely remodeled, historic Mediterranean home and guest house in the heart of Downtown Orlando’s desirable Lake Cherokee neighborhood! This unique luxury residence, built in 1925 and meticulously updated, spans 4,722 SF and is surrounded by majestic live oaks, offering a perfect blend of timeless craftsmanship and modern elegance. The foyer opens to the formal living room with a

  Jennifer Sloan KELLY PRICE & COMPANY LLC

  522 Cherokee Dr, Orlando, FL 32801
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  /2

  $670,000 Sold Apr 16, 2025

  • 1,583 Sq Ft
  • $423/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1945

  429 E Gore St, Orlando, FL 32806

  Welcome to this beautifully renovated 1940’s bungalow in the heart of Delaney Park, on one of the most desirable brick streets in the area. This amazing downtown Orlando home is just steps away from beautiful Lake Davis, Lake Cherokee, and Delaney Park, providing a perfect location for a peaceful and tranquil lifestyle while still being close to all that downtown offers. This home has been

  Julie Bowyer KELLER WILLIAMS REALTY AT THE PARKS

  429 E Gore St, Orlando, FL 32806
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  /15

  Est $174,537 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft

  627 Delaney Ave Unit 14, Orlando, FL 32801

  627 Delaney Ave Unit 14, Orlando, FL 32801
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  /32

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  338 E Anderson St, Orlando, FL 32801

  Welcome to 338 E Anderson St, a beautifully updated 3-bedroom, 2-bath Colonial located in Orlando’s Historic District and zoned for the top-rated Blankner K-8 and Boone High School. This home offers a perfect balance of historic character and modern upgrades including a NEW ROOF, updated electrical and plumbing, fresh exterior paint, and a full-year renewed termite bond.Just steps from

  Jessica Clayton PALMANO GROUP RE BROKERAGE LLC

  338 E Anderson St, Orlando, FL 32801
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  /2

  $290,000 Sold Apr 16, 2025

  • 870 Sq Ft
  • $333/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1916

  416 E Anderson St, Orlando, FL 32801

  BACK ON THE MARKET. Give the listing agent a call for details. GREAT OPPORTUNITY!! Located in historic area near downtown. This charming historic bungalow could be added to since it is zoned R2. Separate garage needs major repairs and the home needs a new roof. The kitchen has been upgraded and could possibly be added to as an addition. We even have a current report from a

  Kathy Gayle SAND DOLLAR REALTY GROUP INC

  416 E Anderson St, Orlando, FL 32801
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  /2

  Est $922,762 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,572 Sq Ft

  514 S Eola Dr, Orlando, FL 32801

  514 S Eola Dr, Orlando, FL 32801
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  /24

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  505 S Eola Dr, Orlando, FL 32801

  Charming Income-Producing Home Near Lake Eola – 32801. Welcome to this beautifully maintained and versatile property, perfectly located in the heart of Downtown Orlando’s highly sought-after 32801 zip code, just steps from Lake Eola. This dual-unit multi-family residence offers excellent income potential or multi-generational living options, featuring: a spacious 2-bedroom, 1-bathroom unit on the

  Olga Petrova CHOICE ONE REALTY LLC

  505 S Eola Dr, Orlando, FL 32801
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  /2

  $675,000 Sold Apr 09, 2025

  • 2,372 Sq Ft
  • $285/SF
  • 304 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1982

  576 S Osceola Ave Unit 16, Orlando, FL 32801

  Step into refined luxury and unparalleled comfort with this exceptional 3 bed/ 3 bath lakefront residence. The attention to detail is evident from the moment you arrive, END UNIT offering expansive views of the lush garden, private drive, and the serene beauty of Lake Cherokee. As you step inside, you're greeted by an abundance of natural light streaming through the strategically placed windows,

  Jennifer Sloan KELLY PRICE & COMPANY LLC

  576 S Osceola Ave Unit 16, Orlando, FL 32801
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  /42

  Est $933,457 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,480 Sq Ft

  729 Euclid Ave, Orlando, FL 32801

  729 Euclid Ave, Orlando, FL 32801
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  /2

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,391 Sq Ft

  522 S Osceola Ave, Orlando, FL 32801

  Very rare opportunity to purchase a duplex or single family home in the Lake Cherokee area of downtown Orlando. Currently being rented as a duplex with a tenant on each floor, but could be converted to a single family home. Easy access to the 408, I-4 and downtown. Old world charm that gives you the best of both worlds, and potential income to boot!

  Craig Kesler OPTIMA REAL ESTATE

  522 S Osceola Ave, Orlando, FL 32801
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  /2

  $2,100,000 Sold Mar 17, 2025

  • 4,214 Sq Ft
  • $498/SF
  • 9 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1988

  717 Euclid Ave, Orlando, FL 32801

  Welcome to this stunning 4-bedroom, 4.5-bath home nestled in the charming Lake Cherokee Historic District. Situated on over an acre of beautifully landscaped grounds, this home is one of only three properties on the serene Lake Cherokee, offering unparalleled privacy and picturesque views. The property boasts exceptional curb appeal, featuring a circular driveway that leads to a 3-car garage. The

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  717 Euclid Ave, Orlando, FL 32801
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  /100

  Est $2,005,310 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 5,531 Sq Ft

  331 Cherokee Dr, Orlando, FL 32801

  331 Cherokee Dr, Orlando, FL 32801
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  /70

  $1,800,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,202 Sq Ft

  824 S Osceola Ave, Orlando, FL 32801

  Under contract-accepting backup offers. Step into timeless elegance with this gorgeous 1925 estate home located on a charming brick-lined street in the highly sought-after Lake Cherokee District. Featuring 5 bedrooms, 4.5 bathrooms, and nearly 3,600 square feet of living space, this character-filled home includes a detached 1,009 SF guest house, a resort-style pool, and countless high-end

  Naf Zaman THE FIRM RE

  824 S Osceola Ave, Orlando, FL 32801
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  /2

  $162,500 Sold Feb 05, 2025

  • 625 Sq Ft
  • $260/SF
  • 88 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  623 Delaney Ave Unit 8, Orlando, FL 32801

  Welcome to 623 Delaney Avenue, Unit 8, located in the historic and desirable Lake Cherokee neighborhood of Orlando, FL. This charming 1-bedroom, 1-bathroom unit offers 625 square feet of modern living space. Enjoy the convenience of having a washer/dryer in-unit for ultimate ease. Situated near Lake Cherokee Park, Dr. Phillips Performing Arts Center, Delaney Park, and Lake Lucerne, you'll have a

  Drew Belani COMPASS FLORIDA LLC

  623 Delaney Ave Unit 8, Orlando, FL 32801
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  /57

  Est $1,024,433 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,627 Sq Ft

  513 S Osceola Ave, Orlando, FL 32801

  513 S Osceola Ave, Orlando, FL 32801
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  /2

  $697,000 Sold Jan 24, 2025

  • 1,654 Sq Ft
  • $421/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1925

  332 Agnes St, Orlando, FL 32801

  Come see this adorable home! It has all the character and charm that can only be found in a historic home. Relax on your breezy front porch just a few steps from Lake Cherokee. You'll find some excellent features you would expect from this type of home: fireplace, crown molding and hardwood floors throughout. Downstairs you will find a large family room; formal dining room; kitchen with wood

  Michael Reedy LPT REALTY, LLC

  332 Agnes St, Orlando, FL 32801
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  /45

  Est $676,881 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  437 E Gore St, Orlando, FL 32806

  437 E Gore St, Orlando, FL 32806
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  /2

  $1,650,000 Sold Jan 06, 2025

  • 2,653 Sq Ft
  • $622/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1925

  516 Cherokee Dr, Orlando, FL 32801

  This exceptional 2,563 sq ft home, originally built in 1925, showcases the timeless beauty of Spanish Mission architecture and has been completely remodeled to offer the perfect balance of historic charm and modern luxury. Lovingly maintained and thoughtfully restored, this one-of-a-kind residence is located perfectly between Lake Cherokee and Lake Davis, just across from Cherokee Park, offering

  Jennifer Sloan KELLY PRICE & COMPANY LLC

  516 Cherokee Dr, Orlando, FL 32801
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  /54

  Est $1,622,172 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,710 Sq Ft

  442 Cherokee Dr, Orlando, FL 32801

  442 Cherokee Dr, Orlando, FL 32801
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  /2

  $625,000 Sold Jan 03, 2025

  • 2,284 Sq Ft
  • $274/SF
  • 60 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1983

  347 Agnes St, Orlando, FL 32801

  Rarely on the market - This fabulous 2 bedroom, 2.5 bath townhome is located just south of downtown Orlando in the historic district of Lake Cherokee. PLANTATION OAKS offers six lucky homeowners an opportunity to live in a unique and charming home just steps from the lake and close to downtown, Dr. Phillips, Orlando Health Medical and all entry/exit roads for Orlando. This home features 2284sf

  Sandra Jones FANNIE HILLMAN & ASSOCIATES

  347 Agnes St, Orlando, FL 32801
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  /63

  Est $755,975 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,875 Sq Ft

  635 Bourne Place, Orlando, FL 32801

  635 Bourne Place, Orlando, FL 32801
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  /2

  $505,000 Sold Dec 30, 2024

  • 1,718 Sq Ft
  • $294/SF
  • 11 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1925

  612 E Anderson St, Orlando, FL 32801

  **This property qualifies for a closing cost credit up to $3,700 through the Seller’s preferred lender.**Look no further than this amazing long-term investment opportunity to add to your portfolio! The downstairs unit features 2-bedrooms and 2-bathrooms, and the upstairs unit has 2-bedrooms and 1-bathroom and is currently rented out. The downstairs unit provides access through the front door and

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  612 E Anderson St, Orlando, FL 32801
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  /2

  Est $419,863 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  340 E Anderson St, Orlando, FL 32801

  340 E Anderson St, Orlando, FL 32801
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  /2

  $180,000 Sold Nov 15, 2024

  • 625 Sq Ft
  • $288/SF
  • 21 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  627 Delaney Ave Unit 15, Orlando, FL 32801

  A prime opportunity to experience downtown living at it's best. Nestled in the charming and historic Lake Cherokee neighborhood, this recentlyrenovated 1 bedroom, 1 bathroom condo offers the perfect blend of modern updates and a desirable location. You’ll be just a short stroll from the scenic Lake Cherokee Park, Dr. Phillips Performing Arts Center, Delaney Park, Lake Lucerne, and the vibrant

  Ash Sharma CHARLES RUTENBERG REALTY ORLANDO

  627 Delaney Ave Unit 15, Orlando, FL 32801

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