Maitland, FL Homes for Sale with Garage

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  /26

  $332,000

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft

  500 Vereen Dr, Maitland, FL 32751

  Beautiful corner lot home in the growing Maitland community - sitting on an over 9000 square-foot lot!! This home has been elegantly designed, with modern finishes! Upon arrival, you will find an ample corner lot with plenty of space, and a 2 car garage off to the side. Upon entry, you will see a truly spacious open floor plan, with the view of the new kitchen, separate dining area, and ample

  Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

  500 Vereen Dr, Maitland, FL 32751
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  /77

  $1,395,000

  • 6 Beds
  • 4 Baths
  • 3,996 Sq Ft

  1653 Cheyenne Trail, Maitland, FL 32751

  Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes.The interior offers an inviting layout, including a large primary suite

  Anna Lohr URBANISTA BROKERS

  1653 Cheyenne Trail, Maitland, FL 32751
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  /33

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,579 Sq Ft

  249 Spartan Dr, Maitland, FL 32751

  Discover Your Perfect Maitland Retreat!Tucked away on a quiet dead-end street, this delightful 4-bedroom home offers the perfect blend of comfort, space, and convenience—with no HOA to worry about! Sitting on an oversized .24-acre lot, there's room to create the outdoor paradise you’ve always dreamed of, whether that means a lush garden, playground, or even a pool.Step inside to find

  Stacy Bergmark CREEGAN GROUP

  249 Spartan Dr, Maitland, FL 32751
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  /31

  $399,990

  • 3 Beds
  • 2.5 Baths
  • 1,751 Sq Ft

  1277 Blessing St, Maitland, FL 32751

  This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed.

  Andy Lockhart KELLER WILLIAMS WINTER PARK

  1277 Blessing St, Maitland, FL 32751
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  /59

  $254,800

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

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751

  Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE.Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite

  Jayesh Khatri RE/MAX INNOVATION

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751
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  /38

  $949,900

  • 4 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  1905 Old Club Point, Maitland, FL 32751

  Nestled on a quiet, tree-lined cul-de-sac and a short walk to A rated Dommerich Elementary school, this well-maintained 4 bedroom, 3.5 bath pool home in the desired neighborhood of Cove Colony offers 3,115 sq ft of well-designed living space on a spacious .41-acre lot. From the moment you arrive, you are greeted by a vaulted entrance and sparkling fountain that sets a tone of elegance and

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  1905 Old Club Point, Maitland, FL 32751
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  /19

  $549,000

  • 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

  Tuan Nguyen VISTA REALTY INVESTMENT

  1695 E Horatio Ave, Maitland, FL 32751
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  /57

  $11,950,000

  • 5 Beds
  • 8 Baths
  • 8,174 Sq Ft

  1640 E Adams Dr, Maitland, FL 32751

  Behind private gates along the shores of Lake Maitland, this elegant Mizner-style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Chain of Lakes. Encompassing approximately two acres of meticulously manicured grounds framed by soaring palms and mature live oaks, this exceptional property blends classic architecture with

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1640 E Adams Dr, Maitland, FL 32751
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  /50

  $658,800

  • 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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  /28

  $449,500

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  1913 Poinsetta Ln, Maitland, FL 32751

  Motivated Seller – Stylishly Renovated 4-Bedroom Home in Prime Maitland Location! Don’t miss this opportunity—seller is highly motivated and ready to make a deal! This beautifully updated 4-bedroom, 2-bathroom home offers a rare combination of modern upgrades and timeless charm in one of Maitland’s most desirable neighborhoods. Major renovations include a brand-new kitchen, bathrooms, and

  Jonathan Minerick HOMECOIN.COM

  1913 Poinsetta Ln, Maitland, FL 32751
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  /28

  $575,000

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

  702 Green Meadow Ave, Maitland, FL 32751

  Tucked away on a quiet cul-de-sac in the coveted Forest Brook neighborhood, this one-of-a-kind, custom-built concrete block home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes you with a grand foyer, elegant formal living and dining rooms, and a bright, open family room featuring a cozy fireplace — ideal for gatherings.The spacious

  Cheryl Geluso RE/MAX ASSURED

  702 Green Meadow Ave, Maitland, FL 32751
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  /82

  $955,000

  • 4 Beds
  • 4 Baths
  • 4,055 Sq Ft

  229 Flame Ave, Maitland, FL 32751

  REDUCED! Welcome to a truly special and unique home located in the exclusive Hidden Estates subdivision in Maitland. This expansive, single-story custom home offers over 4,000 square feet of beautifully designed living space, featuring four spacious bedrooms and four full bathrooms, plus a separate office, all set on an oversized three-quarter-acre lot on a cul-de-sac.The open-concept floor

  Paola Padovan PADOVAN REALTY CORP.

  229 Flame Ave, Maitland, FL 32751
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  /60

  $1,495,500

  • 5 Beds
  • 4.5 Baths
  • 4,566 Sq Ft

  755 Cranes Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to a private oasis in the heart of Maitland. tucked away on a quiet cul-de-sac in an exclusive gated community of just 19 custom homes. This one-owner estate offers a blend of elegance, space and serenity between picturesque Lake Sybelia and Lake Catherine. This five-bedroom, four-and-a-half-bath pool home with a three-car garage sits on an

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  755 Cranes Ct, Maitland, FL 32751
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  /99

  $12,500,000

  • 6 Beds
  • 10 Baths
  • 11,668 Sq Ft

  570 Manor Rd, Maitland, FL 32751

  Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland.Blending classic

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  570 Manor Rd, Maitland, FL 32751
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  /38

  $294,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1040 Hamlet Dr, Maitland, FL 32751

  This beautifully maintained three-bedroom, two-bath residence features an inviting open floor plan, perfect for both entertaining and everyday living. Recently painted with a fresh interior, the home radiates warmth and brightness throughout. Enjoy modern comforts with a brand-new air conditioning system installed just six months ago, ensuring a cool and comfortable atmosphere year-round. The

  Bianca Botelho RE/MAX ASSURED

  1040 Hamlet Dr, Maitland, FL 32751
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  /54

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft

  2329 Shadow View Cir, Maitland, FL 32751

  Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirable Visconti community of Maitland. This beautifully updated 3-bedroom, 2.5-bathroom unit offers over 1,580 sq ft of modern living space, featuring luxury finishes and an open-concept layout perfect for both entertaining and everyday living with brand-new flooring, fresh paint, and upgraded fixtures

  Julian Carvajal LPT REALTY, LLC

  2329 Shadow View Cir, Maitland, FL 32751
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  /53

  $1,800,000

  • 5 Beds
  • 4 Baths
  • 4,814 Sq Ft

  255 W George Ave, Maitland, FL 32751

  Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative stone accents, and a charming fountain, creating an inviting first impression. The grand foyer welcomes

  Peter Luu REAL BROKER, LLC

  255 W George Ave, Maitland, FL 32751
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  /28

  $290,000

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

  824 Town Cir Unit 101, Maitland, FL 32751

  Move-in ready two story townhome. This beautifully updated 3 bd 2.5 ba townhome is located in the very well kept community of Park Lake Townhomes in Maitland. This unit has an updated kitchen with a nice open living and dining room, and an adjoining family room. There is also a guests half bathroom on the main floor. The master suite upstairs includes a private bathroom along with a sliding glass

  Matías Ugarte CHARLES RUTENBERG REALTY ORLANDO

  824 Town Cir Unit 101, Maitland, FL 32751
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  /59

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,885 Sq Ft

  135 James Place, Maitland, FL 32751

  ACTIVE on the Market – Enhanced and Priced to Sell!Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on

  Sandi Peery RE/MAX TOWN & COUNTRY REALTY

  135 James Place, Maitland, FL 32751
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  /26

  $514,900

  • 4 Beds
  • 3 Baths
  • 2,359 Sq Ft

  2133 Korat Ln, Maitland, FL 32751

  Exceptional Value ** New Reduced price $514,900 ** Great Style, great space, prime location. Remarkable 4-Bedroom, 3-Bathroom Two-Story Home in Maitland, Priced to Sell ! beautiful updated home combines comfort, modern designs and spacious living areas. Enjoy peace of mind with a newer roof,

  Zep Bholai-Lawrence FUSILIER REALTY GROUP

  2133 Korat Ln, Maitland, FL 32751
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  /20

  $399,000

  • 4 Beds
  • 4 Baths
  • 2,582 Sq Ft

  301 Clark St, Maitland, FL 32751

  MAJOR PRICE IMPROVEMENT!! Newly Renovated Home with Private In-Law attached 2/2 Apartment, quite a versatile space .Located just off Interstate 4, this beautifully renovated single-family home offers the perfect blend of modern comfort and unbeatable convenience. With downtown Orlando just minutes away and easy access to Florida’s stunning east coast beaches, this home is ideal for families,

  Jennifer Garrison GARRISON REALTY GROUP LLC

  301 Clark St, Maitland, FL 32751
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  /27

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  1221 Thunder Trail Unit 1, Maitland, FL 32751

  Don't miss out on this AMAZING Maitland home for under $450k! NEW roof in 2023 and HVAC 2019. Welcome home to this gardener's paradise in Maitland! This 3 bedroom, 2 bathroom, plus office home sits on a lush lot in a cul-de-sac. The open concept main space allows you to entertain large parties with visibility throughout. The expansive fireplace makes a statement alongside the vaulted ceilings.

  Jeanine Rule KELLER WILLIAMS WINTER PARK

  1221 Thunder Trail Unit 1, Maitland, FL 32751
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  /40

  $424,000

  • 4 Beds
  • 3 Baths
  • 2,518 Sq Ft

  2031 Eaton St, Maitland, FL 32751

  *2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven with fresh exterior paint (Aug. 2025) just moments from the heart of Eatonville with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518 square feet of living space on a 9,998 square foot double lot. Step inside to discover a spectacular open floor plan with new

  Marcie Gumieny COMPASS FLORIDA LLC

  2031 Eaton St, Maitland, FL 32751
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  /21

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft

  1711 Shadow View Cir, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this stylish 3-bedroom 2.5 bath condo in the desirable Visconti East subdivision complete with a 2-car garage. The home features fresh new carpeting throughout the living areas and sleek tile flooring in the kitchen and baths. The open kitchen shines with modern track lighting, seamlessly flowing into the dining space perfect for

  Jeff Jones MARK SPAIN REAL ESTATE

  1711 Shadow View Cir, Maitland, FL 32751
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  /45

  $439,900

  • 3 Beds
  • 3.5 Baths
  • 2,103 Sq Ft

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751

  Nestled in the heart of Maitland, just 3 miles from the charming Park Avenue in Winter Park, this beautifully updated 3-bedroom, 3.5-bathroom TOWNHOUSE offers a perfect blend of modern convenience, comfort, and style. With its prime location, this home is ideal for those who appreciate the best of both worlds—peaceful residential living with easy access to the vibrant dining, shopping, and

  Ben Laube EXP REALTY LLC

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751
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  /39

  $249,000

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  1019 Grove St Unit 85, Maitland, FL 32751

  This is a well-maintained Townhouse located in Maitland. The seller has resided in the property for 47 years and there are no deferred maintenance issues. Owner has upgraded the unit to include lifetime warranty (transferable) energy efficient windows in 2017. Solid surface countertops in kitchen and bathrooms along with complete kitchen remodel 10 years ago. May of 2024, owner had new

  Scott Roberts SCOTT ALAN ROBERTS

  1019 Grove St Unit 85, Maitland, FL 32751
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  /3

  $1,399,900 New Construction

  • 4 Beds
  • 5 Baths
  • 3,228 Sq Ft

  850 Hillcrest Ave, Maitland, FL 32751

  Under Construction. Exquisite One-Story Pool Home with Summer Kitchen | Over 3,200 SF of Luxury Living in beautiful Maitland on an oversized lot!Impeccably designed and ideally located, this stunning single-story estate offers luxurious and refined living space with 4 bedrooms, 3 full baths, 2 half baths, and a private study. The open floor plan showcases rich wood flooring throughout,

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  850 Hillcrest Ave, Maitland, FL 32751
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  /20

  $204,900

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

  1960 Legacy Cove Dr Unit 1960, Maitland, FL 32751

  Spacious two bed two bath and office in a 3 story townhome with attached 2 car garage in popular Visconti East. Rare availability in this popular community. New roof has just been installed. Carpet in good condition throughout and unit is in move in condition. All offers must be submitted by the buyers agent using the online offer management system. Access to the system via the link in the

  Robert Edwards ABC REAL ESTATE SERVICES

  1960 Legacy Cove Dr Unit 1960, Maitland, FL 32751
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  /40

  $1,660,000

  • 4 Beds
  • 5 Baths
  • 3,478 Sq Ft

  1350 Lyndale Blvd, Winter Park, FL 32789

  THIS HOUSE CHECKS ALL OF THE BOXES!!!Situated on a quiet one-way street in Winter Park and recently renovated is this 4 bed, 3 full 2 half bath home built with style and elegance. From the 10’ ceilings to Brazilian cherry floors, a gourmet kitchen, screened pool and generous bonus room above the oversized garage with tons of storage, this home has it all. The impressive gourmet

  Carol Wittman PALMANO GROUP RE BROKERAGE LLC

  1350 Lyndale Blvd, Winter Park, FL 32789
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  /38

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  913 Moss Ln, Winter Park, FL 32789

  ***Lease purchase available | Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in the heart of Winter Park, boasting 1,887 square feet of modern elegance and timeless Florida charm.

  Peter Rodriguez VECTOR PROPERTY GROUP

  913 Moss Ln, Winter Park, FL 32789
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  /45

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,388 Sq Ft

  1341 Lyndale Blvd, Winter Park, FL 32789

  Ideally located in the heart of Winter Park, just steps from iconic Park Avenue and around the corner from Winter Park Village, this beautifully renovated 4-bedroom, 3-bath home offers the ultimate in walkable luxury living. Nestled on a charming brick street lined with sidewalks, this residence combines timeless elegance with unbeatable convenience.Inside, enjoy 10’ ceilings, rich wood,

  Brandon Geers COMPASS FLORIDA LLC

  1341 Lyndale Blvd, Winter Park, FL 32789
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  /41

  $2,699,000

  • 4 Beds
  • 5 Baths
  • 4,875 Sq Ft

  2550 Venetian Way, Winter Park, FL 32789

  "The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with

  Brian Rotenberger COMPASS FLORIDA LLC

  2550 Venetian Way, Winter Park, FL 32789
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  /89

  $1,999,993

  • 6 Beds
  • 4 Baths
  • 3,853 Sq Ft

  1451 Lyndale Blvd, Winter Park, FL 32789

  **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
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  /18

  $3,950,000 New Construction

  • 5 Beds
  • 5 Baths
  • 3,183 Sq Ft

  850 Juanita Rael, Winter Park, FL 32789

  Pre-Construction. To be built. This is that house. Location, Architecture and Layout. Designed on one level on an oversized corner lot on the North side of Winter Park which allows an ease of in and out on a quiet and lovely location. This mid-century Frank Lloyd Wright inspired home could be one of Phil Kean’s best work yet, and certainly a unique addition to the Old Winter Park landscape.

  Brad Grosberg PHIL KEAN REAL ESTATE LLC

  850 Juanita Rael, Winter Park, FL 32789

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