Orange, FL Homes

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  /27

  $307,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  638 Warrenton Rd, Winter Park, FL 32792

  Welcome to this charming 2-Bedroom, 2-Bathroom duplex located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This duplex has tile flooring throughout, for ease of care. The kitchen boasts one year new stainless steel appliances and an eat-in area space with wonderful natural light from the window looking to the backyard, perfect

  Nicholas Musashe SUN PROPERTIES, INC.

  638 Warrenton Rd, Winter Park, FL 32792
• 

  

  

  /20

  $2,249 per month

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft
  • House for Rent

  1752 W Cheryl Dr, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2393.90. That covers your base rent, $2249.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1752 W Cheryl Dr, Winter Park, FL 32792
• 

  

  /2

  $470,000 Sold Jun 30, 2025

  • 1,823 Sq Ft
  • $258/SF
  • 24 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  417 Carvell Dr, Winter Park, FL 32792

  Welcome to 417 Carvell Drive—where timeless mid-century modern design meets contemporary comfort. This beautifully updated 4-bedroom, 3-bathroom home sits on a spacious quarter-acre fenced lot in the heart of Winter Park.Thoughtfully designed with a split floor plan, the home features two primary bedrooms, ideal for multi-generational living or guest privacy. One of the suites includes a

  Claudia Davidson KELLER WILLIAMS WINTER PARK

  417 Carvell Dr, Winter Park, FL 32792
• 

  

  

  /11

  Est $480,467 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  2737 Bright Bird Ln, Winter Park, FL 32792

  2737 Bright Bird Ln, Winter Park, FL 32792
• 

  

  

  /68

  $670,777

  • 4 Beds
  • 3 Baths
  • 2,846 Sq Ft

  3115 Heartleaf Place, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to your dream home in Winter Park, FL! This stunning 4-bedroom, 3-bathroom residence is situated on a desirable corner lot, offering ample space and privacy. This home was recently updated with a brand new HVAC system installed (May 2025), and a roof that’s only 4 years old (2021), complete plumbing repipe done in (2020). This home boasts

  Selby Turnbull EXP REALTY LLC

  3115 Heartleaf Place, Winter Park, FL 32792
• 

  

  /17

  $2,250 per month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • House for Rent

  641 S Lakemont Ave, Winter Park, FL 32792

  Property has been updated and is move in ready for you! This delightful Winter Park home could be the perfect fit for you! Conveniently located near excellent public schools, shopping centers, and essential healthcare facilities, this remodeled 1450 square foot residence features 3 bedrooms and 2 full baths. The kitchen is brand new, boasting updated appliances, while the bathrooms have been

  Alisa Hildebrand WEICHERT REALTORS HALLMARK PROPERTIES

  641 S Lakemont Ave, Winter Park, FL 32792
• 

  /2

  $155,000 Sold Jun 30, 2025

  • 756 Sq Ft
  • $205/SF
  • 107 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  7266 Swallow Run, Winter Park, FL 32792

  Motivated seller willing to pay up to $3,400 towards buyers closing costs! Welcome to 7266 Swallow Run, a beautifully updated condo in Winter Park. This 2-bedroom, 2-bathroom home has been refreshed with brand-new paint, baseboards, and gorgeous new luxury vinyl floors throughout. The kitchen features stylish new cabinets, along with a brand new dishwasher and microwave. Enjoy the Florida weather

  Jessica Riccardo TRINITY REAL ESTATE SALES LLC

  7266 Swallow Run, Winter Park, FL 32792
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  /44

  Est $836,492 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,199 Sq Ft

  2079 Laurelwood Way, Aloma, FL 32792

  2079 Laurelwood Way, Aloma, FL 32792
• 

  

  /30

  $765,000

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  620 Darcey Dr, Winter Park, FL 32792

  New roof scheduled for replacement at end of July 2025. Charming brick Winter Park home in the desirable Brookshire Heights neighborhood. This home features four bedrooms, two baths, over 2,076 square feet of natural sunlight flowing throughout, enclosed back porch and a fully fenced backyard. Beautiful curb appeal with a long extended driveway, great for large gatherings, parking your boat, RV

  Michael Domi PREMIER SOTHEBY'S INTL. REALTY

  620 Darcey Dr, Winter Park, FL 32792
• 

  

  /22

  $1,100 per month

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

  7345 Daniel Webster Dr Unit D, Winter Park, FL 32792

  Second floor, nice, clean one bedroom. Self-cleaning oven, dishwasher, ice maker, disposal, ceiling fans. Decor is complementing shades of tan. Walk-in closet. Laminate in living room. Carpet in bedroom. Balcony that overlooks green space. Assigned parking. On bus line. Convenient to shopping and universities. Complex has club house, pool, and on-site laundry. Water and trash included. Best

  7345 Daniel Webster Dr Unit D, Winter Park, FL 32792
• 

  /2

  $80,000 Sold Jun 30, 2025

  • 756 Sq Ft
  • $106/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  348 Scottsdale Square, Winter Park, FL 32792

  Don't miss this exceptional opportunity to invest in a 1-bedroom, 1-bathroom condo in the heart of Winter Park. Centrally located near Baldwin Park, Full Sail University, the University of Central Florida (UCF), Downtown Winter Park, and Orlando International Airport, this property offers unmatched convenience. Currently vacant, it presents a perfect chance for investors seeking a high-return

  Alan Barbosa DALTON WADE INC

  348 Scottsdale Square, Winter Park, FL 32792
• 

  

  /21

  Est $449,597 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  2861 Clever Ln, Winter Park, FL 32792

  2861 Clever Ln, Winter Park, FL 32792
• 

  

  /68

  $658,900

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft

  3110 Heartleaf Place, Winter Park, FL 32792

  Beautiful pool home with an open great room plan with high vaulted ceilings and master on the first floor situated on one of the largest lots in the subdivision with over an acre of land that extends all the way to Howell Creek. You’ll love the open and airy feel from the high ceilings and master suite features a large walk in closet and garden tub. The kitchen and formal dining room open to the

  Hojin Chang RE/MAX PRIME PROPERTIES

  3110 Heartleaf Place, Winter Park, FL 32792
• 

  

  /21

  $1,595 per month

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft
  • Condo for Rent

  7449 Wynnewood Square Unit 182, Winter Park, FL 32792

  Come home to this charming townhome in Winter Park! This beautifully maintained 2 bedroom, 2.5 bath home offers the perfect blend of comfort, convenience, and privacy. Step inside to an inviting open floor plan ideal for entertaining or simply relaxing at home. The spacious kitchen features a cozy eating area, perfect for casual meals or morning coffee. Upstairs you will find two generously sized

  Annette Ortega KELLER WILLIAMS ADVANTAGE 2 REALTY

  7449 Wynnewood Square Unit 182, Winter Park, FL 32792
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  /2

  $80,000 Sold Jun 30, 2025

  • 756 Sq Ft
  • $106/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  347 Scottsdale Square Unit 347, Winter Park, FL 32792

  Don't miss this exceptional opportunity to invest in a 1-bedroom, 1-bathroom condo in the heart of Winter Park. Centrally located near Baldwin Park, Full Sail University, the University of Central Florida (UCF), Downtown Winter Park, and Orlando International Airport, this property offers unmatched convenience. Currently vacant, it presents a perfect chance for investors seeking a high-return

  Alan Barbosa DALTON WADE INC

  347 Scottsdale Square Unit 347, Winter Park, FL 32792
• 

  

  /23

  Est $335,916 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  3197 Crown Jewel Ct, Winter Park, FL 32792

  3197 Crown Jewel Ct, Winter Park, FL 32792
• 

  

  /19

  $187,500

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

  Well maintained 2 bedroom/2 bathroom condo located in Lancelot of Winter Park. This spacious second floor unit with large windows brings in plenty of natural light. The main living areas have wood laminate tile flooring and granite countertops in the kitchen. The bathrooms have been updated with sleek fixtures, modern design elements and newly painted. Nearby, you will find top rated schools and

  Monica Perlas COLDWELL BANKER REALTY

  3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
• 

  

  /18

  $2,695 per month

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • House for Rent

  1509 Springtime Loop, Winter Park, FL 32792

  This beautiful 3 bedroom, 2 bath home is located in the desirable Autumn Glen neighborhood in Winter Park. Newly Renovated bathrooms and ceramic tile floor bedrooms and freshly painted interior. Vaulted ceilings throughout the home with skylights. Nice recently renovated kitchen with Stainless appliances.Brand new roof completely replaced in 2023 with new fascia, soffits, and gutters.

  1509 Springtime Loop, Winter Park, FL 32792
• 

  /2

  $80,000 Sold Jun 30, 2025

  • 756 Sq Ft
  • $106/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  327 Scottsdale Square, Winter Park, FL 32792

  Prime Investment Opportunity in Winter ParkDiscover a high-return investment with this centrally located 1-bedroom, 1-bathroom condo. Positioned near Baldwin Park, Full Sail University, the University of Central Florida (UCF), Downtown Winter Park, and Orlando International Airport, this property offers unparalleled convenience. A lease is already in place, ensuring immediate income

  Alan Barbosa DALTON WADE INC

  327 Scottsdale Square, Winter Park, FL 32792
• 

  

  /32

  Est $619,968 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  1178 Wildmeadow Run, Winter Park, FL 32792

  1178 Wildmeadow Run, Winter Park, FL 32792
• 

  

  /38

  $1,375,000

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

  2015 Summerfield Rd, Winter Park, FL 32792

  In the heart of Kenilworth Shores, one of Winter Park’s desirable neighborhoods, this completely renovated one-story residence offers a blend of modern luxury and effortless livability. Meticulously reimagined in 2024, every detail of this home has been thoughtfully curated—from the clean-lined architectural finishes to the flowing, open-concept layout that seamlessly connects indoor and outdoor

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  2015 Summerfield Rd, Winter Park, FL 32792
• 

  

  /16

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft
  • Townhouse for Rent

  1943 Canny Cove, Winter Park, FL 32792

  2024 Townhome with 3 bedrooms and 2.5 bathrooms located in gated community a resort-style pool with a cabana. High-speed 1GB fiber optic internet and 75 cable channels are included in the rent. Enclosed attached 1 car garage and driveway parking. Stone countertops, SS appliances, and tile floors on level one, all bedrooms and laundry are upstairs.

  John Tremblay THE TEAM REAL ESTATE GROUP INC

  1943 Canny Cove, Winter Park, FL 32792
• 

  /2

  $421,000 Sold Jun 27, 2025

  • 1,619 Sq Ft
  • $260/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  2817 Fitzooth Dr, Winter Park, FL 32792

  Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in

  Barry Sanford PA CHARLES RUTENBERG REALTY ORLANDO

  2817 Fitzooth Dr, Winter Park, FL 32792
• 

  

  /18

  Est $469,447 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  1916 Erudite Way, Winter Park, FL 32792

  1916 Erudite Way, Winter Park, FL 32792
• 

  

  /48

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2480 Tahoe Cir, Winter Park, FL 32792

  Seminole County and Winter Park! Centrally located on the border of Orange County, this well-established community of Cedarwood Village is conveniently located to beautiful Park Ave and all of the greater Orlando suburbs, locations and attractions. This well maintained single story cinderblock stucco has amble skylight natural light, open kitchen to family room, soaring vaulted ceilings and

  Michael Wood UNITED REAL ESTATE PREFERRED

  2480 Tahoe Cir, Winter Park, FL 32792
• 

  

  /15

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • House for Rent

  7833 Chediston Cir, Orlando, FL 32817

  Available August 1st. 3 bedroom, 2 full bath, 1 car garage house near University Blvd and Goldenrod Rd. New Roof. New porcelain tile throughout the house. New exterior paint and completely fenced-in backyard. Large living room. Kitchen and both bathrooms were remodeled and upgraded. Ceiling fans in each room. Master bedroom suite has a walk-in closet, room size 15x11, rooms 2 and 3 are both

  7833 Chediston Cir, Orlando, FL 32817
• 

  /2

  $250,000 Sold Jun 27, 2025

  • 1,114 Sq Ft
  • $224/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  1827 Blaine Terrace, Winter Park, FL 32792

  Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable Villas of Casselberry community. This zero-lot-line property offers low-maintenance living with the privacy of a single-family home. Featuring a functional layout and a 1-car garage, rear patio and outside storage. This starter home is perfect for first-time buyers, or as an investment.Enjoy easy access to top

  Kerry Jeffcoat-Squeteri COMPASS FLORIDA LLC

  1827 Blaine Terrace, Winter Park, FL 32792
• 

  

  /33

  Est $625,240 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  1174 Wildmeadow Run, Winter Park, FL 32792

  1174 Wildmeadow Run, Winter Park, FL 32792
• 

  

  /59

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  1405 Auburn Green Loop, Winter Park, FL 32792

  Searching in Winter Park Orlando? Why buy a condo with high maintenance fees when you can buy a 2/2 2 car garage CBS home in Country Lane? A lovely front porch and new roof installed by closing. Pay low association fees $46.33/month ( $556/yearly). This home also features a spacious screened back porch that overlooks a beautiful fully fenced backyard, generous and bright living-dining area

  Geannina Mejia-Acevedo Charles Rutenberg Realty Orlan

  1405 Auburn Green Loop, Winter Park, FL 32792
• 

  

  /12

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 115, Winter Park, FL 32792

  Welcome to Golfside Villas. This community is nestled near Downtown Orlando, Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. This condominium features an open floor plan that consist of 2 bedrooms, 2 bathrooms, and a screened in patio. Over 1000 sqft of living space awaits you with a few upgrades. This neighborhood features a laundry

  Damon Mayers MAYERS REAL ESTATE LLC

  1000 S Semoran Blvd Unit 115, Winter Park, FL 32792
• 

  /2

  $750,000 Sold Jun 27, 2025

  • 2,196 Sq Ft
  • $342/SF
  • 22 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  1151 Wildmeadow Run, Winter Park, FL 32792

  Beautifully appointed on a premier homesite within the gated enclave of Hawk’s Crest, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. From the moment you step through the front door, soaring ceilings and a gracious foyer welcome you into a world of refined living. The luxurious, all-white kitchen is outfitted with top-of-the-line Cafe appliances and

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  1151 Wildmeadow Run, Winter Park, FL 32792
• 

  

  /32

  Est $486,099 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  2445 Firstlight Way, Winter Park, FL 32792

  2445 Firstlight Way, Winter Park, FL 32792
• 

  

  /18

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  3220 Netherwood Dr, Winter Park, FL 32792

  Incredible Investment Opportunity in a Desirable Location!This 2-bedroom, 1.5-bath home is full of potential and ready for a transformation. It's a fantastic opportunity for investors, flippers, or anyone seeking a high-potential investment. With just a little TLC, this property can be turned into a beautiful primary residence or a strong income-producing rental. Whether you're looking to

  Nimrah Ashraf THE FIRM RE

  3220 Netherwood Dr, Winter Park, FL 32792
• 

  /2

  $3,499 per month

  • 4 Beds
  • 2 Baths
  • 2,018 Sq Ft
  • House for Rent

  2536 Eastbrook Blvd, Winter Park, FL 32792

  Featuring sparkling pool!This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 2,018 square feet, this well-maintained home offers a high standard of rental living, supported by a team that

  2536 Eastbrook Blvd, Winter Park, FL 32792
• 

  /2

  $100,000 Sold Jun 27, 2025

  • 130 Sq Ft
  • $769/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  336 Scottsdale Square, Winter Park, FL 32792

  Welcome to this three bedroom, two bathroom townhouse, perfectly situated just minutes from Downtown Winter Park, Full Sail University, and UCF—offering a prime location for both convenience and lifestyle. The spacious floor plan features a downstairs kitchen, living room, and dining room, along with a bedroom and full bathroom, making it ideal for guests. Upstairs, you'll find two additional

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  336 Scottsdale Square, Winter Park, FL 32792
• 

  

  /62

  Est $2,122,295 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,762 Sq Ft

  2156 Talman Ct, Winter Park, FL 32792

  2156 Talman Ct, Winter Park, FL 32792
• 

  

  /47

  $725,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  7895 Pleasant Pine Cir, Winter Park, FL 32792

  Seller Motivated! Bring any and all offers.Welcome to Your Dream Home in Enclave at Aloma, Winter Park!Step into this stunningly maintained 5-bedroom, 3.5-bathroom residence located in the highly sought-after gated community of Enclave at Aloma. Perfectly positioned with no rear neighbors, this home offers ultimate privacy and tranquility.As you enter, you’ll immediately

  Yvette Hoover ALL REAL ESTATE & INVESTMENTS

  7895 Pleasant Pine Cir, Winter Park, FL 32792
• 

  

  /24

  $2,699 per month

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Townhouse for Rent

  1504 Broad Wing Ln, Winter Park, FL 32792

  This is one of the best townhome lots available in Hawks Crest, the highly desired community in Winter Park! A beautiful conservation view! This 3-bed 2.5 bath townhome is move-in ready on May 1st. A long driveway welcomes you home after a busy day. When you enter the home, a high ceiling entry with 4 sliding doors to the back patio gives you plenty of natural sunlight. The largest covered lanai

  Jaime Hernandez INTOP PROPERTY MANAGEMENT

  1504 Broad Wing Ln, Winter Park, FL 32792
• 

  /2

  $440,000 Sold Jun 27, 2025

  • 1,572 Sq Ft
  • $280/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  5359 Lanyard Ct, Winter Park, FL 32792

  MOTIVATED SELLER. Meticulously Maintained Corner-Lot Pool Home with Modern Upgrades & No HOA!Pride of ownership shines throughout this beautifully maintained corner-lot home, offering privacy, space, and modern comfort on over a quarter-acre of professionally landscaped grounds—all with NO HOA! Every detail has been thoughtfully cared for, ensuring a move-in-ready retreat for its next

  Nicole Dege REDFIN CORPORATION

  5359 Lanyard Ct, Winter Park, FL 32792
• 

  

  /20

  Est $474,991 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  2448 Firstlight Way, Winter Park, FL 32792

  2448 Firstlight Way, Winter Park, FL 32792

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