Seminole, FL Homes

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  /43

  $579,000

  • 4 Beds
  • 2 Baths
  • 2,312 Sq Ft

  1434 Winston Rd, Maitland, FL 32751

  Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout.Step inside to discover a warm, inviting layout with bamboo wood and tile

  Abby Greenberg COMPASS FLORIDA LLC

  1434 Winston Rd, Maitland, FL 32751
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  /16

  $1,925 per month

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft
  • House for Rent

  112 Highland Dr, Casselberry, FL 32730

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Nico Silva Vanegas MAIN STREET RENEWAL LLC

  112 Highland Dr, Casselberry, FL 32730
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  /2

  $550,000 Sold Aug 01, 2025

  • 1,593 Sq Ft
  • $345/SF
  • 127 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1973

  2654 Derbyshire Rd, Maitland, FL 32751

  Seller moving! Priced to sell! Nestled in the heart of Maitland, this 4 bedroom, 2 bath home is a sanctuary for those who demand the finest in life. Step into this stunning home, lovingly restored with attention to detail by the current owner, where modern comfort meets timeless charm. Inside discover meticulously updated spaces, where you will find a Zen-like screened porch and a serene back

  Liz Morales FUSION FLORIDA REALTY LLC

  2654 Derbyshire Rd, Maitland, FL 32751
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  /53

  Est $136,272 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  1000 Lake of the Woods Blvd Unit B206, Fern Park, FL 32730

  1000 Lake of the Woods Blvd Unit B206, Fern Park, FL 32730
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  /39

  $575,000

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

  1231 Sidcup Rd, Maitland, FL 32751

  Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home

  Andrea Heck KELLER WILLIAMS TAMPA CENTRAL

  1231 Sidcup Rd, Maitland, FL 32751
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  /2

  $286,500 Sold Jul 25, 2025

  • 1,252 Sq Ft
  • $229/SF
  • 10 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2006

  2337 Bexley Place, Casselberry, FL 32707

  Come see this fantastic 2 bedroom, 2.5 bath townhome located in the highly sought-after community of Devon Place. As you enter the home you’ll be impressed by the large living/dining room and kitchen, creating an open concept living space. The kitchen features nice cabinets and stainless-steel appliances with a big breakfast bar. There is a sliding glass door that opens to a patio that overlooks

  Frank Mediavilla KNIGHTS REALTY

  2337 Bexley Place, Casselberry, FL 32707
• 

  

  /22

  Est $138,267 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  1000 Lake of the Woods Blvd Unit A103, Fern Park, FL 32730

  1000 Lake of the Woods Blvd Unit A103, Fern Park, FL 32730
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  /47

  $595,000

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft

  2318 Castlewood Rd, Maitland, FL 32751

  You know it is your house as you walk on your cobblestone to your front porch. As you enter the wide double doors they beckon you inside. This is your Ruttenberg floor plan home which is designed for both comfort and style.Heart of the Home: The Kitchen At the center of the home, the kitchen has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer

  Ronda the Re Christiansen KELLER WILLIAMS ADVANTAGE REALTY

  2318 Castlewood Rd, Maitland, FL 32751
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  /2

  $269,000 Sold Jul 25, 2025

  • 1,179 Sq Ft
  • $228/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  489 Meadowood Blvd, Casselberry, FL 32730

  Welcome to this stylish and inviting 2-bedroom, 2-bath home in the heart of Fern Park that perfectly blends comfort and character. From the private pavered courtyard to the thoughtfully designed interior, this home shines with upgraded light fixtures, eye-catching architectural accents, and modern wallpaper touches throughout. The open-concept living and dining areas feature beautiful hardwood

  Vanessa Boyd UNITED REAL ESTATE PREFERRED

  489 Meadowood Blvd, Casselberry, FL 32730
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  /30

  Est $148,567 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  1000 Lake of the Woods Blvd Unit C204, Fern Park, FL 32730

  1000 Lake of the Woods Blvd Unit C204, Fern Park, FL 32730
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  /40

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,606 Sq Ft

  110 E Lauren Ct, Casselberry, FL 32730

  4BR/2BA Charming home and In-Law Suite 1BR/1BA modern updates with new roof near downtown Orlando and close to everything. Nestled in a prime location just minutes from downtown Orlando and renowned theme parks. Not to mention close to shopping, dining and entertainment with residential feel. This home features a variety of living capabilities, main house has 4 bedrooms, bonus room with office

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  110 E Lauren Ct, Casselberry, FL 32730
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  /2

  $550,000 Sold Jul 17, 2025

  • 1,811 Sq Ft
  • $304/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  277 South St, Fern Park, FL 32730

  Brand new roof!

  Carrie Shawfield SHAWFIELD REALTY GROUP

  277 South St, Fern Park, FL 32730
• 

  

  /17

  Est $151,515 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  1000 Lake of the Woods Blvd Unit B104, Fern Park, FL 32730

  1000 Lake of the Woods Blvd Unit B104, Fern Park, FL 32730
• 

  

  /23

  $468,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  1521 Oxford Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to 1521 Oxford Rd - here's your opportunity to own a move in ready corner lot property in the English Estates community of Maitland. Situated on .28 Acres. Over 1900 Sqft of living space with 4 bedrooms and 2 baths the floorplan entails an entry foyer tracing to the formal living room, formal dining room, and into the family room adjacent to the

  Ahmad Hassan COMPASS FLORIDA LLC

  1521 Oxford Rd, Maitland, FL 32751
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  /2

  $455,000 Sold Jul 03, 2025

  • 2,024 Sq Ft
  • $225/SF
  • 69 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1975

  222 Yarmouth Rd, Fern Park, FL 32730

  Welcome to this well maintained 4-bedroom, 2-bathroom split-plan home offering 2,024 square feet of comfortable living space-perfectly situated in a desirable neighborhood. Just completed improvements include all new interior paint, new carpets in the secondary bedrooms, electrical upgrade, improved irrigation system with flexible heads and new primary bath shower valve. The exterior is

  Terry Diederich KELLER WILLIAMS REALTY AT THE PARKS

  222 Yarmouth Rd, Fern Park, FL 32730
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  /17

  Est $191,161 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 905 Sq Ft

  329 Cherrywood Gardens Dr Unit 329, Maitland, FL 32751

  329 Cherrywood Gardens Dr Unit 329, Maitland, FL 32751
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  /49

  $469,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  2319 Falmouth Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to this wonderful 3 bedroom, 2 bathroom mid-century home with amazing curbside appeal in the desirable English Estates neighborhood. This home is located on a generous corner lot with a brick paver walkway flanked by beautifully manicured landscape and an impressively large camphor tree. The light blue front door adds a touch of charm and elegance

  Lisa Gould KELLER WILLIAMS WINTER PARK

  2319 Falmouth Rd, Maitland, FL 32751
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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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  /29

  Est $443,795 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,259 Sq Ft

  789 Coach Light Dr, Fern Park, FL 32730

  789 Coach Light Dr, Fern Park, FL 32730
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  /24

  $399,990

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  225 Hamlin Dr, Casselberry, FL 32730

  Fully Remodeled Home – Move-In Ready! Welcome to this beautifully remodeled home that blends modern upgrades with everyday comfort. Featuring a brand-new roof, this property offers peace of mind and long-term durability. Step inside to discover a gorgeous new kitchen with quartz countertops, updated cabinetry, and brand-new appliances, perfect for both everyday meals and entertaining

  Robert McDugald FUTURE HOME REALTY INC

  225 Hamlin Dr, Casselberry, FL 32730
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  /2

  $149,000 Sold Jul 01, 2025

  • 990 Sq Ft
  • $151/SF
  • 83 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  1000 Lake of the Woods Blvd Unit 103H, Fern Park, FL 32730

  Gorgeously REMODELED GROUND FLOOR unit in this wonderful community made up of owner occupants. This unit has so many upgrades! NEW EXPANDED KITCHEN with NEW CABINETS and NEW GRANITE, as well as NEW STAINLESS STEEL APPLIANCES. This redesigned and expanded kitchen is one of the only ones available that has a full pantry AND a laundry closet. There's also a very smartly designed dining area in the

  Marcia Castro CASTRO REALTY GROUP

  1000 Lake of the Woods Blvd Unit 103H, Fern Park, FL 32730
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  /47

  Est $498,164 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,092 Sq Ft

  761 Coach Light Dr, Fern Park, FL 32730

  761 Coach Light Dr, Fern Park, FL 32730
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  /82

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft

  106 Oakwood Dr, Maitland, FL 32751

  +++ AMAZING REHAB OPPORTUNITY IN MAITLAND WITH DEEDED LAKE ACCESS +++ HERE IS A GREAT CHANCE TO OWN IN BEAUTIFUL MAITLAND ON A STREET WITH ONLY 9 HOUSES, NO HOA, AND A BOAT RAMP (FOR RESIDENTS ONLY) ONTO 58 ACRE LAKE SEMINARY! PRICED WITH NEEDED RENOVATIONS IN MIND, THIS SOLID BLOCK HOME IS WAITING TO BE RETURNED TO PRISTINE CONDITION. MANY OF THE HOMES ON THIS STREET HAVE BEEN COMPLETELY

  Paul Bastien RE/MAX ASSURED

  106 Oakwood Dr, Maitland, FL 32751
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  /2

  $265,000 Sold Jul 01, 2025

  • 1,296 Sq Ft
  • $204/SF
  • 109 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  925 Wintergreen Blvd, Casselberry, FL 32730

  PRICE REDIUCED!!!!This charming 2-bedroom, 2-bathroom 1 car garage oversized townhome provides a comfortable living space with ample room for entertaining. As you approach the property you will be greeted by the tranquility of your very own private courtyard, which can be great for enjoying your morning cup of coffee or watching the sun set as you sip your organic herbal tea.

  Cynthia Sharp PREMIUM PROPERTIES R.E. SERVICE

  925 Wintergreen Blvd, Casselberry, FL 32730
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  /32

  Est $396,762 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  712 Coach Light Dr, Fern Park, FL 32730

  712 Coach Light Dr, Fern Park, FL 32730
• 

  

  /40

  $325,000

  • 3 Beds
  • 3 Baths
  • 1,793 Sq Ft

  1106 Woodbine St, Casselberry, FL 32730

  One or more photo(s) has been virtually staged. Welcome to this spacious 3-bedroom, 3-bathroom townhome located in the highly desirable Lake of the Woods community in Fern Park! When you walk up to the home, you’re greeted by beautiful landscaping and a welcoming front porch with privacy wall. Step inside to discover a thoughtfully designed floor plan with separate living, dining, and breakfast

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1106 Woodbine St, Casselberry, FL 32730
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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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  /43

  Est $277,988 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  1022 Sherrywood Ct, Casselberry, FL 32730

  1022 Sherrywood Ct, Casselberry, FL 32730
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  /24

  $358,000

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  1517 N Carolwood Blvd, Casselberry, FL 32730

  Welcome to your new home in the highly sought after Lake Of The Woods community! This updated 3-bedroom, 2.5-bath townhome boasts over 2,000 sq/ft of open-concept living, offering an unbeatable combination of space, style and comfort. Tucked away beneath a canopy of mature trees and surrounded by lush landscaping, this hidden gem offers a serene and private retreat. A privately fenced courtyard

  Bob Broughton BROUGHTON REALTY GROUP

  1517 N Carolwood Blvd, Casselberry, FL 32730
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  /2

  $212,000 Sold Jun 27, 2025

  • 1,040 Sq Ft
  • $204/SF
  • 8 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  137 W Lauren Ct, Casselberry, FL 32730

  Great investment opportunity in the heart of Fern Park! This 3-bedroom, 1-bathroom home offers incredible potential for investors or buyers looking to add value with a little TLC. Featuring a functional layout and a spacious yard, the property sits on a quiet street with no HOA, providing flexibility and room to grow. As a bonus, the new owner will have access to Lake Prairie perfect for fishing,

  Miriam Perrin EXP REALTY LLC

  137 W Lauren Ct, Casselberry, FL 32730
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  /30

  Est $329,631 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  812 Westwind Ln, Fern Park, FL 32730

  812 Westwind Ln, Fern Park, FL 32730
• 

  

  /51

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft

  140 Teriwood Ct, Casselberry, FL 32730

  EXCEPTIONAL TOWNHOME IN LAKE OF THE WOODS! WELCOME to the UPDATED 3 -Bedroom, 2.5-Bath townhome featuring a SPACIOUS PRIMARY Bedroom upstairs plus a SECOND ENSUITE Bedroom, perfect for a guest.A versatile first-floor bonus room offers flexibility as a third bedroom, office, or flex space. A MURPHY BED is also included for added functionality.Recent improvements include a NEW ROOF, NEWER

  Mariana Cisneros PREMIUM PROPERTIES R.E SERVICE

  140 Teriwood Ct, Casselberry, FL 32730
• 

  /2

  $279,000 Sold Jun 27, 2025

  • 1,296 Sq Ft
  • $215/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  458 Meadowood Blvd, Casselberry, FL 32730

  NEW ROOF 2025. Beautiful Townhome in the desirable Lake of the Woods Community. Amenities, include pool,Playground & picnic pavilion, Fitness center,Tennis & basketball courts , Community library & fishing pier. Lake of the Woods is a beautiful tree lined community with low HOA fees.Ideally located for easy access to Winter Park, Downtown Orlando,Interstate 4,close to shopping, dining, This

  Richie O'Dea BRIGHT TRUST REALTY LLC

  458 Meadowood Blvd, Casselberry, FL 32730
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  /35

  Est $275,158 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  902 Wintergreen Blvd, Casselberry, FL 32730

  902 Wintergreen Blvd, Casselberry, FL 32730
• 

  

  /45

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,767 Sq Ft

  2632 Derbyshire Rd, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to 2632 Derbyshire Road in the Charming Indian Hills Neighborhood of Maitland, FL!This is your opportunity to move into the highly desirable and established Indian Hills community—where comfort, style, and location come together effortlessly. This beautifully updated 4-bedroom, 2-bath home is situated on a spacious corner lot just over a

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  2632 Derbyshire Rd, Maitland, FL 32751
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  /2

  $552,500 Sold Jun 26, 2025

  • 2,248 Sq Ft
  • $246/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  1901 Sepler Dr, Casselberry, FL 32730

  Nestled beneath the shade of mature oak trees on an oversized corner lot you will find this charming home which is a garden lover's delight and an entertainer's dream. The Indian Hills neighborhood is a well-established community where you will find older homes that have been lovingly maintained by some of the original owners for years. This home blends timeless charm with desirable modern

  Amy Turner KELLER WILLIAMS WINTER PARK

  1901 Sepler Dr, Casselberry, FL 32730
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  /32

  Est $288,441 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  431 Meadowood Blvd, Casselberry, FL 32730

  431 Meadowood Blvd, Casselberry, FL 32730
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  /33

  $589,000

  • 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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  /2

  $675,000 Sold Jun 23, 2025

  • 2,352 Sq Ft
  • $287/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  2350 Worthington Rd, Maitland, FL 32751

  Welcome to your dream home in the heart of Maitland’s beloved English Estates neighborhood! This beautifully updated 4-bedroom, 2.5-bathroom home with a dedicated office offers the perfect blend of timeless mid-century design and thoughtful contemporary upgrades. With approximately 2,352 square feet of living space on a generous 16,660 square foot double lot, there’s room to relax, entertain, and

  Kara Lushear COLDWELL BANKER REALTY

  2350 Worthington Rd, Maitland, FL 32751
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  /28

  Est $335,310 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,982 Sq Ft

  113 Eastwind Ln, Casselberry, FL 32730

  113 Eastwind Ln, Casselberry, FL 32730

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