Orange, FL Homes

• 

  

  

  /37

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,906 Sq Ft

  7602 Lodge Pole Trail, Winter Park, FL 32792

  Nestled in desirable Arrowhead Cove, this meticulously maintained 3-bedroom, 2.5-bath home represents the pinnacle of Winter Park living. With 1,906 square feet of thoughtfully designed space, this move-in-ready residence blends character, comfort, and convenience in Central Florida's most coveted school district. BONUS FEATURE: PRIVATE WELL IRRIGATION SYSTEM – Enjoy beautifully maintained

  Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

  7602 Lodge Pole Trail, Winter Park, FL 32792
• 

  

  

  /13

  $2,175 per month

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • House for Rent

  5351 Cypress 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 $2319.90. That covers your base rent, $2175.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  5351 Cypress Dr, Winter Park, FL 32792
• 

  

  /2

  $81,000 Sold Jul 01, 2025

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

  • 1 Bed
  • 1 Bath
  • Built 1974

  262 Scottsdale Square Unit 262, Winter Park, FL 32792

  Opportunity awaits in this 1-bedroom, 1-bath condo located in the heart of Winter Park! This unit is ideally situated near schools, shopping, and dining, offering unmatched convenience. With a little TLC, you can make it your own or turn it into a fantastic investment property.The community offers great amenities, including a pool, picnic area, kids’ playground, and tennis courts (currently

  Edward Lee LA ROSA REALTY ORLANDO LLC

  262 Scottsdale Square Unit 262, Winter Park, FL 32792
• 

  

  

  /7

  Est $94,962 Not Listed For Sale

  • Studio
  • 1 Bath
  • 590 Sq Ft

  7309 Daniel Webster Dr Unit B, Winter Park, FL 32792

  7309 Daniel Webster Dr Unit B, Winter Park, FL 32792
• 

  

  

  /28

  $479,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  1330 Merrydale Way, Winter Park, FL 32792

  Welcome to Enclave at Hawks Crest! This corner-unit 3-bedroom, 2.5-bath townhome offers added privacy, extra natural light, and peaceful pond views, all in one of Winter Park’s most desirable gated communities. Built in 2021, this thoughtfully upgraded home features a custom wood-accent TV wall with LED lighting and floating console, plus a beautifully designed kitchen island with matching wood

  Marcelle Da Silva Sampaio SELECTA REALTY LLC

  1330 Merrydale Way, Winter Park, FL 32792
• 

  

  /18

  $4,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • House for Rent

  2952 de Brocy Way, Winter Park, FL 32792

  Step inside and be amazed by this fully renovated Winter Park Pines home, where modern luxury, stylish finishes, and everyday comfort come together seamlessly. With spacious bedrooms, an open, airy layout, and designer touches throughout, this home is ideal for entertaining or simply enjoying peaceful living. Step out to a screened-in patio overlooking a sprawling backyard and private pool, your

  Summer Hornburg BELMONT REALTY

  2952 de Brocy Way, Winter Park, FL 32792
• 

  /2

  $593,000 Sold Jul 01, 2025

  • 2,153 Sq Ft
  • $275/SF
  • 297 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1977

  4041 Yacht Ct, Winter Park, FL 32792

  Short Sale. Great Opportunity!!! Price reduced. COMPLETELY RENOVATED, Move-in ready! WINTER PARK SCHOOLS-- ...5 Bedroom 3 bathroom home on a cul-de-sac in beautiful Lake Waunatta Woods. This stunning home offers a wide open great room/kitchen floor plan, perfect for entertaining. The beautiful updated, bright kitchen features a large island, stainless steel appliances, and quartz countertops.

  Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

  4041 Yacht Ct, Winter Park, FL 32792
• 

  

  /33

  Est $448,160 Not Listed For Sale

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

  2003 Canny Cove, Winter Park, FL 32792

  2003 Canny Cove, Winter Park, FL 32792
• 

  

  /23

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  7707 Country Place Unit 4, Winter Park, FL 32792

  Beautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. Enjoy an insulated, screen-enclosed lanai with its own AC unit, plus a brand-new backyard deck and private patio. Both bedrooms offer ensuite baths with updated vanities and large walk-in closets. NEW luxury vinyl plank flooring throughout. Extended kitchen with added cabinets and bar seating. Laundry room

  Stephanie Sanchez WEICHERT REALTORS HALLMARK PRO

  7707 Country Place Unit 4, Winter Park, FL 32792
• 

  

  /18

  $2,840 per month

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • House for Rent

  7145 Timber 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 $3104.90. That covers your base rent, $2840.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  7145 Timber Dr, Winter Park, FL 32792
• 

  /2

  $325,000 Sold Jul 01, 2025

  • 1,450 Sq Ft
  • $224/SF
  • 424 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  5481 Park Vale Blvd, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Check out this stunner! This home has New Roof, Fresh Interior Paint. Windows create a light filled interior with well placed neutral accents. Step into the kitchen, complete with an eye catching stylish backsplash. Relax in your primary suite with a walk in closet included. The primary bathroom

  Karen Albright OPENDOOR BROKERAGE LLC

  5481 Park Vale Blvd, Winter Park, FL 32792
• 

  

  /19

  Est $251,737 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,219 Sq Ft

  200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792

  200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792
• 

  

  /10

  $109,000

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

  7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792

  What an opportunity !! A 2 bedroom 2 bath Condo located in Winter Park. Fantastic opportunity-priced to sell! 2 bedroom, 2 bath condo in The Colonies ready for new owner. Light and bright First floor unit features Eat-kitchen, tile floors throughout - no carpet! French doors with built-in blinds lead to spacious balcony. Both bedrooms have large Walk-In closets! *Inside laundry *A/C 2017 -

  Pedro Ramos ROCKER'S REAL ESTATE, LLC

  7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792
• 

  

  /22

  $1,450 per month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Condo for Rent

  3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792

  Welcome home! This fantastic 2 bedroom, 2 bath Condo is available for move in on July 8th, 2025! You will love this fabulous condo in the charming and great central location of Winter Park /East Orlando. The 2 bedroom, 2 bath condo offers a spacious living and dining combo, with an open floor paln, large kitchen with lots of cabinet and storage space!! There are Sizable closet space in both

  Steve Simpson 407 PROPERTIES

  3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792
• 

  /2

  $540,000 Sold Jun 30, 2025

  • 2,219 Sq Ft
  • $243/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  7852 Broken Arrow Trail, Winter Park, FL 32792

  Set in a quiet Winter Park cul-de-sac community, this renovated four-bedroom pool home offers an opportunity to live the Florida lifestyle you’ve been craving. Stepping inside, you’ll be struck by the versatility of its inviting, open floor plan. Flanking the foyer on either side are the living room, dining room, and a flex space, all connected by stylish luxury vinyl plank flooring. Just beyond,

  Melinda Stewart CREEGAN GROUP

  7852 Broken Arrow Trail, Winter Park, FL 32792
• 

  

  /43

  Est $811,016 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,496 Sq Ft

  7984 Pleasant Pine Cir, Winter Park, FL 32792

  7984 Pleasant Pine Cir, Winter Park, FL 32792
• 

  

  /41

  $1,200,000

  • 6 Beds
  • 4 Baths
  • 4,277 Sq Ft

  2080 Wood Thrush Ln, Winter Park, FL 32792

  Exceptional Living Awaits in the Heart of Winter ParkNestled in the sought-after community of Waters Edge at Hawks Crest, this stunning4268 square-foot energy-efficient home offers an exquisite blend of classic eleganceand modern comfort. This Kerville II model, built by Meritage Homes in 2020, has beenthoughtfully designed to be both welcoming and refined.From the moment you

  Nate Klutznick LOKATION

  2080 Wood Thrush Ln, Winter Park, FL 32792
• 

  

  /15

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,611 Sq Ft
  • Condo for Rent

  7475 Canford Ct Unit 21, Winter Park, FL 32792

  Discover the charm of this spacious 2-bedroom, 2.5-bathroom condo nestled in the heart of Winter Park. The beautifully maintained community at 7475 Canford Ct offers a peaceful retreat with easy access to top-rated schools, shopping, and dining. Presented by Renters Warehouse, this home boasts 1,611 sq ft of comfortable living space.Step inside to find a bright, open floor plan with

  7475 Canford Ct Unit 21, 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
• 

  

  /40

  Est $812,209 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,706 Sq Ft

  2035 Soaring Oak Way, Winter Park, FL 32792

  2035 Soaring Oak Way, Winter Park, FL 32792
• 

  

  /20

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  1920 Woodcrest Dr Unit 15, Winter Park, FL 32792

  Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and quiet tree lined street! The unit has new premium vinyl plank floors throughout. Living and dining room are open concept, perfect for entertaining! The updated kitchen features quartz counter tops, stainless appliances with new light and bright cabinetry. Bedrooms are a split

  Shirley Jones COLDWELL BANKER RESIDENTIAL RE

  1920 Woodcrest Dr Unit 15, Winter Park, FL 32792
• 

  

  /19

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • House for Rent

  3976 Waterview Loop, Winter Park, FL 32792

  3 bedrooms, 2 bathrooms and a two car garage offering 1,444 square feet. Open floor plan with neutral colors, high ceilings. This home has a nice and open kitchen with an over abundance of cabinets, plenty of counter space granite and stainless steel appliances. Open to the kitchen you’ll find a large eat in nook and a family room/ dining room combination floor plan with sliding glass doors

  Courtney Davis ABSOLUTE REALTY GROUP, LLC

  3976 Waterview Loop, 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
• 

  

  /25

  Est $251,000 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,439 Sq Ft

  5408 Peaco Place, Winter Park, FL 32792

  5408 Peaco Place, Winter Park, FL 32792
• 

  

  /42

  $735,000

  • 4 Beds
  • 2 Baths
  • 1,891 Sq Ft

  346 Elkhorn Ct, Winter Park, FL 32792

  Welcome to your next chapter in Winter Park Pines, tucked within the most sought-after school district in all of Orlando, Florida, just minutes from everything. This 4-bedroom, 2-bath, 1,891 sq ft home with an expansive 500 sq ft lanai, oversized pool, has only had two owners — and now it’s ready to welcome the third. Transformed over time, this is not a flip.From the moment you step

  Ryan Everroad 407 PROPERTIES

  346 Elkhorn Ct, Winter Park, FL 32792
• 

  /2

  $2,780 per month

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • House for Rent

  630 N Lakemont Ave, Winter Park, FL 32792

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  630 N Lakemont Ave, 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
• 

  

  /35

  Est $309,320 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  228 Balfour Dr Unit 17, Winter Park, FL 32792

  228 Balfour Dr Unit 17, Winter Park, FL 32792
• 

  

  /56

  $625,827

  • 4 Beds
  • 3 Baths
  • 2,672 Sq Ft

  3102 Heartleaf Place, Winter Park, FL 32792

  Tucked away on the tree-lined streets of the Lost Creek community, this contemporary two-story residence offers a rare blend of serenity and sophistication. Ideally located in sought-after Winter Park, this exceptional property offers exclusive creek-to-lake access leading to the sparkling waters of Lake Howell—just minutes away from vibrant city life and top-tier amenities.From the

  Karen Arbutine RE/MAX CENTRAL REALTY

  3102 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

  $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
• 

  

  /80

  Est $1,215,734 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,307 Sq Ft

  1999 Soaring Oak Way, Winter Park, FL 32792

  1999 Soaring Oak Way, Winter Park, FL 32792
• 

  

  /50

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  2405 Firstlight Way, Winter Park, FL 32792

  Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish.As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with

  Carmen Acosta EXP REALTY LLC

  2405 Firstlight Way, Winter Park, FL 32792
• 

  

  /19

  $1,925 per month

  • 2 Beds
  • 2.5 Baths
  • 1,230 Sq Ft
  • Condo for Rent

  7296 Daniel Webster Dr Unit 1, Winter Park, FL 32792

  Welcome to 7296 Daniel Webster Dr Unit 1, a spacious and well-kept 2-bedroom, 2.5-bath townhome offering 1,230 sq ft of comfortable living in the heart of Winter Park. The main floor features a bright living and dining area with wood-style flooring, a half bath, a dedicated laundry room with washer/dryer hookups, and a beautifully updated kitchen with rich wood cabinetry, granite countertops, and

  7296 Daniel Webster Dr Unit 1, 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
• 

  

  /11

  Est $464,991 Not Listed For Sale

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

  2770 Bright Bird Ln, Winter Park, FL 32792

  2770 Bright Bird Ln, Winter Park, FL 32792
• 

  

  /25

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  3425 Ferndell Dr, Winter Park, FL 32792

  Fully Renovated Gem in Winter Park!Welcome to your dream home in one of Central Florida’s most sought-after neighborhoods—Winter Park. This beautifully renovated 3-bedroom, 2-bathroom residence blends timeless charm with modern updates, offering the perfect move-in-ready sanctuary for today’s lifestyle.Step inside and fall in love with the light-filled open layout, anchored by a stunning

  Ivanhoe Alvarez LOKATION

  3425 Ferndell Dr, 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
• 

  /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
• 

  

  /11

  Not Listed For Sale

  0 Dodd Rd Unit MFRO6144077, Winter Park, FL 32792

  0 Dodd Rd Unit MFRO6144077, Winter Park, FL 32792

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