1,336

Homes for Sale near Lake Highland Preparatory School

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  • /52

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789

    Welcome to The Cloisters, an exclusive lakefront enclave located in the heart of Winter Park, offering a rare combination of walkability, lakefront serenity, and bespoke design. Situated on the fourth floor, this fully reimagined residence is the result of a meticulous, full-scale renovation by W Designs LTD and has never been occupied. A striking entry sets the tone with a black-and-white

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789
  • /64

    $619,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,170 Sq Ft

    823 La Salle Ave, Orlando, FL 32803

    One or more photo(s) has been virtually staged. Price reduction! Stop and take in the latest in modern new construction. Located in the desirable Colonial Town neighborhood, this ultra-modern single-family home combines custom design, energy efficiency, and thoughtful functionality throughout. Spanning 1,180 square feet, this two-story residence offers three bedrooms and three full bathrooms. The

    Roger Ollanketo SMART SOLUTIONS REALTY LLC

    823 La Salle Ave, Orlando, FL 32803
  • /3

    $250,000

    • 2 Beds
    • 1 Bath
    • 818 Sq Ft

    1996 Indiana Ave, Winter Park, FL 32789

    Investors/builders, here is your next project. This oversized lot (6,957 sf) on a dead-end street is perfect for our next investment opportunity. With a Winter Park address, this lot contains a spectacular location. In the bustling area of College Park/Winter Park, this lot sits near the main campus of Advent Health, the museums of Orlando, shopping on Park Avenue, and fine dining at the new

    Herb Baird, Jr MARKET CONNECT REALTY LLC

    1996 Indiana Ave, Winter Park, FL 32789
  • /27

    $379,990

    • 4 Beds
    • 3 Baths
    • 1,916 Sq Ft

    561 N Dollins Ave, Orlando, FL 32805

    Discover this beautifully updated home centrally located in the heart of Orlando. Recently refreshed with a brand-new roof, fresh interior paint, and new flooring throughout, this move-in–ready property blends modern style with everyday comfort. Step into the stunning new kitchen, featuring sleek cabinetry, contemporary finishes, and quartz countertops that make both cooking and entertaining a

    Constantin Florean FUTURE HOME REALTY INC

    561 N Dollins Ave, Orlando, FL 32805
  • /14

    $360,000

    • 6 Beds
    • 2 Baths
    • 1,652 Sq Ft

    4640 College Dr, Orlando, FL 32811

    Welcome to 4640 College Drive - a modern - bult gem. This meticulously maintained 6 bedroom, 2 bathroom home offers 1652 sq. feet of inviting living space. Built in 2015 and designed with both style and functionality in mind. You'll enjoy comfortable living without compromise. The home presents a promising investment, and strong rental income potential and notable equality growth. Whether you're

    Seth Farmer WEICHERT REALTORS HALLMARK PROPERTIES

    4640 College Dr, Orlando, FL 32811
  • /55

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,049 Sq Ft

    210 Hibiscus Ct, Orlando, FL 32801

    Tucked in the heart of one of Orlando’s most iconic neighborhoods, Lake Eola Heights, this custom 3-bedroom, 2.5-bath home is a modern interpretation of historic charm. Built in 2022, every detail was thoughtfully curated—from wide-plank wood floors and an open-concept layout to finishes that blend timeless character with contemporary comfort. The bright, open kitchen is both stylish and

    Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

    210 Hibiscus Ct, Orlando, FL 32801
  • /67

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,158 Sq Ft

    150 E Robinson St Unit 2102, Orlando, FL 32801

    The VUE at Lake Eola – Unit 2102 | Luxury 3 Bed / 3 Bath SW Corner Stunning Lake & Skyline Views | Professionally Renovated | Move-In Ready Step into urban elegance with this southwest corner unit at The VUE, Downtown Orlando’s premier high-rise. Floor-to-ceiling windows frame panoramic views of Lake Eola, the city skyline, sunsets, fireworks, and even rocket launches, filling the space with

    Thomas Williams URBANISTA BROKERS

    150 E Robinson St Unit 2102, Orlando, FL 32801
  • /4

    $99,000

    • Land
    • 2.15 Acres
    • $46,047 per Acre

    0 E Colonial Dr Unit MFRO6233805, Orlando, FL 32820

    Seize the opportunity to develop a substantial property on the highly visible East Colonial Drive corridor in Orlando, Florida (Zip Code 32820). This generous 2.15-acre vacant residential lot offers significant space and excellent road access, making it an ideal canvas for a custom estate home. Enjoy the privacy and potential of over an acre while benefiting from proximity to major conveniences,

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 E Colonial Dr Unit MFRO6233805, Orlando, FL 32820
  • /16

    $145,000

    • 1 Bed
    • 1 Bath
    • 661 Sq Ft

    525 Conway Rd Unit 54, Orlando, FL 32807

    First Floor!!! One Bedroom with extra Studio/ Den area. Porch Overlooks the park Gardens to one of the three Community Pools. Lake Underhill Park is right across the street. Great area near theme parks, downtown Orlando, International Airport, and major expressways.HOA includes Basic Cable, Water, Onsite Laundry Facilities, and three Pools.

    Delfina Tata PROFESSIONAL PROPERTY MGMT & L

    525 Conway Rd Unit 54, Orlando, FL 32807
  • /32

    $535,000

    • 3 Beds
    • 3 Baths
    • 1,866 Sq Ft

    115 E Concord St Unit 3, Orlando, FL 32801

    PRICE REDUCTION !!! under appraised value. Largest Townhome at this Price PT in Downtown. Charming 3-Bed, 3-Bath Townhome in Historic Lake Eola HeightsThis stunning, recently built townhome in the highly sought-after Lake Eola Heights neighborhood offers the perfect blend of luxury and convenience in the heart of downtown Orlando. Crafted by the renowned David Weekley Homes team, known for

    Keith Brauman WEICHERT REALTORS HALLMARK PROPERTIES

    115 E Concord St Unit 3, Orlando, FL 32801
  • /25

    $425,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    2102 Ashland Blvd, Orlando, FL 32808

    One or more photo(s) has been virtually staged. Brand-New Construction Home in Orlando — NO HOA!Welcome to this stunning 4-bedroom newly built home, thoughtfully designed with modern living in mind. The gourmet kitchen showcases brand-new stainless steel appliances, quartz countertops, a stylish subway tile backsplash, double sink, spacious island, and soft-close cabinetry—perfect for

    Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

    2102 Ashland Blvd, Orlando, FL 32808
  • /3

    $199,000

    • Land
    • 0.14 Acre
    • $1,421,429 per Acre

    4330 Rixey St, Orlando, FL 32803

    Great location just outside of Baldwin Park. Newer homes surround this infill vacant lot. Zoned R-2A to build a single-family home and a 500 sq. ft. garage apartment. A+ rated Winter Park SCHOOL DISTRICT!

    Katherine Kinchla RUTH JAMES FL

    4330 Rixey St, Orlando, FL 32803
  • /50

    $1,375,000 Open Sun 12PM - 3PM

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

    2015 Summerfield Rd, Winter Park, FL 32792

    Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places you close to Rollins College, Winter Park High, and the cultural center of Winter Park FL. Inside, natural light moves through open living spaces finished with wide porcelain tile floors. The

    Christina Fata REAL BROKER, LLC

    2015 Summerfield Rd, Winter Park, FL 32792
  • /27

    $222,900

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft

    5866 La Costa Dr, Orlando, FL 32807

    Location! Price! Location! Take advantage of this opportunity for the right price and the right location. 2bedroom 2 full bath under $230K offers an open floor plan, specious kitchen complete with all the appliances. Split floor plan, indoor laundry room along with a Florida room offering additional living space. New roof in 2023, newer HVAC and hot water heater. Low HOA fee includes lawn

    Carmen Aridas RE/MAX PRIME PROPERTIES

    5866 La Costa Dr, Orlando, FL 32807
  • /24

    $319,000

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    1014 N Solandra Dr, Orlando, FL 32807

    Welcome to this charming 3-bedroom, 1-bath home located in a highly convenient area of Orlando with no HOA. This property features a bright living space, a functional kitchen layout, and comfortable bedrooms ideal for relaxation or working from home. The spacious backyard provides endless possibilities, perfect for entertaining, gardening, or future expansion. With easy access to major roads,

    Luismira Diaz Rodriguez LPT REALTY, LLC

    1014 N Solandra Dr, Orlando, FL 32807
  • /31

    $569,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft

    1725 Oakmont Ln, Orlando, FL 32804

    Welcome to this beautifully maintained and thoughtfully updated home in the heart of College Park, offering walkability to the all the shops and restaurants in Ivanhoe Village and Edgewater Drive.This three-bedroom, two-bathroom residence blends timeless charm with modern comfort, featuring freshly refinished hardwood floors, a new roof (Nov 2025), updated electric panels (2023), a new water

    Beth Hobart MAINFRAME REAL ESTATE

    1725 Oakmont Ln, Orlando, FL 32804
  • /46

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    950 Lenmore Ct, Orlando, FL 32812

    Expect to be impressed with this charming, updated home in the sought after Greenview at Dover community. With high-end upgrades & a resort-style private backyard, this home has the WOW factor on many levels. It starts with great curb appeal – beautifully landscaped front, updated roof (2020) and decorative tile entry walkway greet you upon arrival. Layout features kitchen in front, living &

    Chris Bessette KELLER WILLIAMS CLASSIC

    950 Lenmore Ct, Orlando, FL 32812
  • /20

    $3,300,000

    • Land
    • 6.52 Acres
    • $506,135 per Acre

    4171 N Orange Blossom Trail, Orlando, FL 32804

    You are facing an exceptional investment opportunity. This lot is strategically located in an area of expansion along Orange Blossom Trail (OBT), where several new residential developments are underway. With lake access on both sides, the property offers outstanding potential for the construction of over 100 residential units. This is a high-return project, supported by financial feasibility

    Mercia Sousa ACCORD REAL ESTATE SERVICES

    4171 N Orange Blossom Trail, Orlando, FL 32804
  • /11

    $916,050 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,662 Sq Ft

    Lot #21 Karolina Ave, Winter Park, FL 32789

    Pre-Construction. To be built. Step into a life where charm meets convenience in the heart of Winter Park. This brand-new 4-bedroom, 3.5-bath, 2,662 sq. ft. home is situated on a 6,748 sq. ft. lot and is a thoughtfully designed masterpiece, blending elegant country charm with the comfort and functionality today’s homeowners crave. One of three consecutive custom builds — each with its own

    Laura Hope COMPASS FLORIDA LLC

    Lot #21 Karolina Ave, Winter Park, FL 32789
  • /28

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,068 Sq Ft

    2190 Patterson Ave, Orlando, FL 32811

    Move in ready. This beautiful 3 bedroom plus office or den, 1 bath home was fully renovated in 2020 and offers modern updates, a bright interior and a large private yard, all minutes from downtown Orlando and major commuter routes. Inside, every surface feels fresh and practical. The open floorplan connects the living and dining areas with a newly renovated kitchen featuring granite countertops,

    Crystal Adams RE/MAX INNOVATION

    2190 Patterson Ave, Orlando, FL 32811
  • /2

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft

    1721 Grand St, Orlando, FL 32805

    Price Drop! Attention investors! This property is a fantastic opportunity to add to your portfolio. Located in the heart of Orlando, this home offers significant potential but needs substantial renovation to reach its full value. With its prime location near major highways, shopping, dining, and entertainment, the possibilities are endless. Whether you’re looking to fix and flip or create

    Julian Wiggins COLDWELL BANKER REALTY

    1721 Grand St, Orlando, FL 32805
  • /4

    $3,000,000

    • Land
    • 9.73 Acres
    • $308,325 per Acre

    3604 W New Hampshire St, Orlando, FL 32808

    This 9.73+ acres property is just minutes away from Downtown Orlando ,in the erea experiencing exponential growth. A new vision, known as "The Packing District," has been approved by the City of Orlando. This visionary plan aims to revitalize the surrounding area with new residential and commercial developments, including flex spaces, retail outlets, and more. The project encompasses areas from

    Julia Nikulina COLDWELL BANKER REALTY

    3604 W New Hampshire St, Orlando, FL 32808
  • /24

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,715 Sq Ft

    217 Spencer St, Orlando, FL 32839

    Welcome to 217 Spencer St, a charming 3-bedroom, 2-bath pool home in one of Orlando’s most convenient and desirable non-HOA neighborhoods. This 1,700 sqft mid-century residence blends classic character with modern updates, including a brand new roof, new A/C, and beautifully updated kitchen and bathrooms. Enjoy multiple living spaces, from the cozy brick fireplace in the family room to the

    Collin Price EXP REALTY LLC

    217 Spencer St, Orlando, FL 32839
  • /35

    $1,149,000

    • 4 Beds
    • 3.5 Baths
    • 2,894 Sq Ft

    2512 N Westmoreland Dr, Orlando, FL 32804

    This is a gorgeous, turn key home that is like new construction in the best part of College Park. The home has barely been lived in since being purchased new at the end of 2019. No detail of this home has gone unnoticed, since the home was purchased. Many upgrades and additions have been made by the owner. Walk to restaurants, bars and grocery store. Close to all of the schools for those with

    John Sechser ATTORNEY'S REALTY, LLC

    2512 N Westmoreland Dr, Orlando, FL 32804
  • /50

    $594,400

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    3430 N Westmoreland Dr, Orlando, FL 32804

    I am encouraging you to HURRY and show this home to your clients! A lot of home for the money in this market. Home has been updated and is a very healthy home. This is one you can be excited to show! Gorgeous kitchen, Pella windows with custom frames so they are white inside and black on the outside. Brand new appliances to compliment a kitchen island any chef would love. Beautiful hardwood

    Barry Metcalf REALTY TECH INC

    3430 N Westmoreland Dr, Orlando, FL 32804
  • /2

    $359,000

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    715 Mercado Ct, Orlando, FL 32807

    Nice residential property, Great location, no HOA.

    Clarissa Obregon HOUSESTAR REALTY GROUP INC

    715 Mercado Ct, Orlando, FL 32807
  • /17

    $749,000

    • Land
    • 0.3 Acre
    • $2,496,667 per Acre

    623 Concord St, Orlando, FL 32801

    Located 30 feet from the $2 billion dollar Creative Village project, this .30 acre property is one of the last undeveloped pieces of land neighboring Downtown Orlando’s biggest development project. Currently zoned MU-1, the property supports a wide variety of land uses including Multifamily, Medical/Dental Office, Hospital/Clinic, Daycare, Bar/Nightclub, Restaurant and Retail. Consisting of two

    John Goggin STOCKWORTH REALTY GROUP

    623 Concord St, Orlando, FL 32801
  • /25

    $475,000

    • 2 Beds
    • 2 Baths
    • 760 Sq Ft

    875 W Lyman Ave, Winter Park, FL 32789

    Don't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 bath bungalow showcases an open floorplan with high-vaulted ceilings in the main living areas, plenty of natural light, and a separate indoor laundry room. The paver patio on the side of the home offers a nice added space for dining and entertainment. It is one out of only a handful of lots to have a view of

    Joey Bruno CHARLES RUTENBERG REALTY ORLANDO

    875 W Lyman Ave, Winter Park, FL 32789
  • /12

    $244,900

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    3149 W Washington St, Orlando, FL 32805

    Fall in love with this beautifully updated 2-bedroom, 1-bathroom home! Perfectly located among brand-new homes, close to main roads and Downtown Orlando. This beauty features a brand-new architectural roof, new kitchen cabinets, quartz countertops, stainless steel appliances, a new air-conditioning system, water-resistant laminate floors, new 5-inch baseboards, new doors, a fully renovated

    Julio Chauca LA ROSA REALTY CW PROPERTIES L

    3149 W Washington St, Orlando, FL 32805
  • /54

    $194,999

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft

    2900 S Semoran Blvd Unit 1, Orlando, FL 32822

    *******LOCATION! LOCATION! LOCATION!******Welcome to this beautifully updated 2-bedroom, 2-bathroom ground-floor condo located in the sought-after Wimbledon Condominium community. This spacious 1,099 sq ft unit features a modern open-concept layout with a living room/dining room combo, perfect for entertaining or relaxing. Step into comfort with brand new laminate flooring throughout the bedrooms

    Mercedes Feliciano PREMIUM PROPERTIES R.E SERVICE

    2900 S Semoran Blvd Unit 1, Orlando, FL 32822
  • /19

    $234,900

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    4101 Fairview Vista Point Unit 131, Orlando, FL 32804

    Waterfront First Floor Property on Lake Fairview in the College Park Region of Downtown Orlando. Get ready to live the Lake Life that you have surely Dreamed of in this spacious 2 bedroom with two 2 full baths with a Screened In Patio. As you step inside this Condo it has all of the upgrades and luxury feel the neighbors love. All New Flooring flowing throughout. All New Kitchen Cabinets with

    Richard Rutledge CHARLES RUTENBERG REALTY ORLANDO

    4101 Fairview Vista Point Unit 131, Orlando, FL 32804
  • /42

    $575,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,710 Sq Ft

    6430 Curtis St, Orlando, FL 32807

    Move-In Ready New Construction Home – No HOA! Step into this stunning new construction home featuring an open-concept floor plan designed for modern living and effortless entertaining. The spacious gourmet kitchen boasts luxury quartz countertops, a large beautiful island perfect for quick meals or gathering with guests, 42” tall cabinets with crown molding, modern lighting, and brand-new

    Lorenzo White WHITE BRIDGE REALTY LLC

    6430 Curtis St, Orlando, FL 32807
  • /40

    $184,750

    • 2 Beds
    • 2.5 Baths
    • 1,273 Sq Ft

    4252 Player Cir Unit 125, Orlando, FL 32808

    Investors and Owner Occupied welcome! INVESTORS: Lease in place until April 2026 $1850. Owner Occupy: Tenant is willing to move over to another unit owned by sellers. Perfect for family or just roommates: 2-STORY TOWNHOUSE WITH 2 LARGE BEDROOM SUITES EACH WITH PRIVATE BATHS PLUS HALF BATH WITH POOL AND CLUBHOUSE! Fully maintenance free. This Townhome style condo is nestled inside community of

    Lolita Olivieri FLORIDA GLOBAL PROPERTIES LLC

    4252 Player Cir Unit 125, Orlando, FL 32808
  • /22

    $539,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,163 Sq Ft

    1975 Risby Aly, Orlando, FL 32803

    First-floor Extra Suite with private bath offers flexible living space. Open kitchen, great room & dining area ideal for entertaining. Kitchen with Soapstone Mist quartz island, pendant lighting & floating shelves. Wall oven provides added ease for everyday meals. Primary bath with dual sinks & glass shower enclosure.

    K. Hovnanian Homes Builder
    1975 Risby Aly, Orlando, FL 32803
  • /25

    $210,000

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    1140 S Orlando Ave Unit E11, Maitland, FL 32751

    Rare Opportunity for Lakeside Living!This beautifully maintained 1-bedroom, 1-bath, 612 sq. ft. condo is nestled in the highly sought-after Lake Maitland Terrace community—perfectly positioned on Lake Maitland, the largest lake in the Winter Park Chain of Lakes. Enjoy the ultimate lakefront lifestyle with fishing, kayaking, canoeing, and water-skiing just steps from your door. The community

    Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

    1140 S Orlando Ave Unit E11, Maitland, FL 32751
  • /19

    $125,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    525 Conway Rd Unit 189, Orlando, FL 32807

    **ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Updated 1bed/1 bath corner downstairs/end unit with plenty of natural light. Granite countertops in kitchen & bath. Stainless steel appliances & lots of new cabinets. Private patio & storage area. Assigned parking, walk to pool. Laundry room on site.

    MAYOLET BORNAS MAYOLET REALTY LLC

    525 Conway Rd Unit 189, Orlando, FL 32807
  • /11

    $130,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    334 Scottsdale Square Unit 334, Winter Park, FL 32792

    CASH ONLY. Desirable Winter Park Location with highly rated schools! Down the street Full Sail University, close to famous Park Ave, Rollins College, short drive to UCF and International Airport. Leased until 09/30/2026 to Long term tenant paying $1600 a month willing to stay. This spacious well maintained property features an amazing open floor plan with a full bedroom and bathroom downstairs,

    John Sheynkman CHARLES RUTENBERG REALTY ORLANDO

    334 Scottsdale Square Unit 334, Winter Park, FL 32792
  • /25

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,517 Sq Ft

    3522 Price Ave, Orlando, FL 32806

    Welcome to 3522 Price Avenue – a beautifully updated Orlando home that blends comfort, style, and convenience.This bright and airy 3-bedroom, 2-bathroom home features modern updates throughout and an abundance of natural light that fills every space. Double Pane windows added in 2018. Step inside to find tile flooring flowing through the main living areas and brand-new carpet in all bedrooms

    Jenni Owens KELLER WILLIAMS WINTER PARK

    3522 Price Ave, Orlando, FL 32806
  • /22

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,131 Sq Ft

    1509 E Gore St, Orlando, FL 32806

    One or more photo(s) has been virtually staged. Located in the highly sought-after Lake Davis Heights neighborhood, this Orlando bungalow has been completely renovated from top to bottom. Recent renovations include a new roof, HVAC system, complete replumbing with updated drain lines and fixtures, new electrical system, attic insulation, quartz countertops, custom cabinetry, premium flooring, new

    Jessica Clayton PALMANO GROUP RE BROKERAGE LLC

    1509 E Gore St, Orlando, FL 32806
  • /40

    $474,990

    • 3 Beds
    • 2 Baths
    • 1,818 Sq Ft

    33 S Ortman Dr, Orlando, FL 32805

    LAKEFRONT Living Minutes from Downtown Orlando! Bring Your Boat! LOCATION, LOCATION, LOCATION! Just minutes from Downtown Orlando, this rare lakefront gem sits directly on the skiable 264-acre Lake Mann and includes its own newly renovated private dock—perfect for boating, fishing, and enjoying the Florida sunshine. This beautifully maintained 3-bedroom, 2-bath home sits behind a GATED ENTRY on

    Anna Cheng Cheung FLORIDA TOP REALTY

    33 S Ortman Dr, Orlando, FL 32805

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