Orange, FL Homes

• 

  

  

  /20

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  2394 Sun Valley Cir, Winter Park, FL 32792

  This charming 2-bedroom, 2-bathroom condo offers 1,295 square feet of comfortable single-level living, thoughtfully designed for easy living and entertaining. The open floor plan boasts a spacious, sunlit living area and a well-appointed kitchen, perfect for culinary creations. Both bedrooms are generously sized and provide privacy, each featuring its own en-suite bathroom for added convenience.

  Jamie Vanosdol EXP REALTY LLC

  2394 Sun Valley Cir, Winter Park, FL 32792
• 

  

  

  /50

  $1,477 - $1,998 per month

  Calibre Bend Apartments

  1 - 2 Beds

  3924 Calibre Bend Ln, Winter Park, FL 32792

  Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on

  3924 Calibre Bend Ln, Winter Park, FL 32792
• 

  

  /2

  $550,000 Sold Jul 17, 2025

  • 1,867 Sq Ft
  • $295/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  1387 Sawgrass Ct, Winter Park, FL 32792

  Tucked away on a peaceful cul-de-sac, 1387 Sawgrass Court welcomes you home. This pristine, 1867 sq ft, single-story residence stands out with its distinctive and mature landscaping, perfectly nestled within a tree-lined, golf-front community. Located on a serene pond along the 15th hole of Winter Park Pines Golf Course (WP18), it offers a retreat with no rear neighbors- ideal for quiet

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  1387 Sawgrass Ct, Winter Park, FL 32792
• 

  

  

  /18

  Est $210,484 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  2924 Antique Oaks Cir Unit 42, Winter Park, FL 32792

  2924 Antique Oaks Cir Unit 42, Winter Park, FL 32792
• 

  

  

  /24

  $135,000

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  126 Scottsdale Square Unit B126, Winter Park, FL 32792

  Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene and convenient Orlando community. This condo boasts 3 bedrooms and 2 bathrooms thoughtfully designed with a spacious layout perfect for comfortable living. From the bright and open living area to the modern kitchen with upgraded appliances. Every detail has been tailored for

  Thomas Hicks, Sr LPT REALTY, LLC

  126 Scottsdale Square Unit B126, Winter Park, FL 32792
• 

  

  /16

  $2,690 per month

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • House for Rent

  7431 Portside Ct, Winter Park, FL 32792

  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

  7431 Portside Ct, Winter Park, FL 32792
• 

  /2

  $270,000 Sold Jul 17, 2025

  • 1,043 Sq Ft
  • $259/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  463 Warrenton Rd Unit 463, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Multiple Offers Received. Please present highest and best by 3pm on June 30th. Immaculate and move-in ready, this beautifully maintained 2 bed/2 bath one-story condo in sought after Winter Park Pines offers comfort, style and convenience. Step through your front courtyard, perfect for enjoying morning coffee and into a spacious great room featuring

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  463 Warrenton Rd Unit 463, Winter Park, FL 32792
• 

  

  /9

  Est $209,992 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  2924 Antique Oaks Cir Unit 46, Winter Park, FL 32792

  2924 Antique Oaks Cir Unit 46, Winter Park, FL 32792
• 

  

  /58

  $382,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  5234 Ohio St, Winter Park, FL 32792

  Under contract-accepting backup offers. Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, this charming block construction home offers the ultimate in peaceful vibes, comfort, and Florida living. Built in 1973, this one-story gem offers timeless durability with the added benefit of modern comfort and unmatched privacy.

  Emily Nickley MARKET CONNECT REALTY LLC

  5234 Ohio St, Winter Park, FL 32792
• 

  

  /50

  $1,150 - $2,848 per month

  Sovereignty at Winter Park Apartments

  1 - 2 Beds

  7745 Brandywood Cir, Winter Park, FL 32792

  We offer 1 and 2 bedroom apartment homes with fully equipped kitchens, garden tubs, vaulted ceilings, ornamental chair rails, and so much more. Our community has a designer clubhouse, state-of-the-art fitness center, a sparkling pool, planned social activities, a high-speed internet business center, and 24 hour emergency maintenance. Winter Park location convenient to Full Sail, UCF, Valencia,

  7745 Brandywood Cir, Winter Park, FL 32792
• 

  /2

  $415,000 Sold Jul 17, 2025

  • 1,996 Sq Ft
  • $208/SF
  • 22 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  5436 Tangerine Ave, Winter Park, FL 32792

  Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA!Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials.The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a

  Amy Phillips CALL IT CLOSED INTL REALTY

  5436 Tangerine Ave, Winter Park, FL 32792
• 

  

  /47

  Est $281,378 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  200 Saint Andrews Blvd Unit 1203, Winter Park, FL 32792

  200 Saint Andrews Blvd Unit 1203, Winter Park, FL 32792
• 

  

  /36

  $535,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,811 Sq Ft

  1819 Shadyhill Terrace, Winter Park, FL 32792

  Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS in the neighborhood. This beautiful home sits on a gorgeous, oversized 1/4-ACRE LOT with UNOBSTRUCTED WATER VIEWS and is framed by mature trees, creating a natural canopy that offers both beauty and privacy. Whether you're sipping your morning coffee or winding down in the

  Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  1819 Shadyhill Terrace, Winter Park, FL 32792
• 

  

  /13

  $1,747 per month

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

  Unlisted Address

  Winter Park 2 Bedroom Upgraded CondoThis unit is tiled throughout with Granite counter tops No carpet to worry about here !! Open Living Dining area with an eat in area in kitchen also~~ Laundry closet in kitchen ~~ Private Patio ~~ Must See !

  Joseph Adkins THE REALTY FACTOR INC

  Unlisted Address
• 

  /2

  $415,000 Sold Jul 17, 2025

  • 1,414 Sq Ft
  • $293/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  5575 Garden Grove Cir, Winter Park, FL 32792

  Charming 3-Bedroom, 2-Bathroom Home with Pool in the Heart of Winter ParkNestled in the desirable Park Avenue area of Winter Park, this beautiful single-family home offers the perfect blend of comfort and convenience. Enjoy easy access to the vibrant downtown Winter Park, known for its charming boutiques, cafes, and cultural attractions.This home features 3 spacious bedrooms and 2

  Torey Eisenman BENCHMARK REAL ESTATE GRP INC

  5575 Garden Grove Cir, Winter Park, FL 32792
• 

  

  /64

  Est $712,672 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,575 Sq Ft

  1327 Fountain Hills Ct, Winter Park, FL 32792

  1327 Fountain Hills Ct, Winter Park, FL 32792
• 

  

  /43

  $1,199,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,015 Sq Ft

  4052 Gilder Rose Place, Winter Park, FL 32792

  A rare opportunity to own this beautiful pool home in Winter Park at Bear Gully Pointe, a gated community located on a spring fed 137-acre Lake. This perfect 3-way split floor plan with pool views has an open fireplace to enjoy the mornings & evenings. The conservation area in back makes a very private pool & patio area. Expect to be impressed when entering the home with expansive ceilings, open

  Steve Lang HOMEVEST REALTY

  4052 Gilder Rose Place, Winter Park, FL 32792
• 

  

  /50

  $1,200 - $1,715 per month

  Winter Park Woods

  Studio - 3 Beds

  7200 Aloma Ave, Winter Park, FL 32792

  This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.

  7200 Aloma Ave, Winter Park, FL 32792
• 

  /2

  $286,000 Sold Jul 17, 2025

  • 1,401 Sq Ft
  • $204/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  1670 Clematis Ln, Winter Park, FL 32792

  Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  1670 Clematis Ln, Winter Park, FL 32792
• 

  

  /18

  Est $263,446 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  7781 Country Place Unit J-1, Winter Park, FL 32792

  7781 Country Place Unit J-1, Winter Park, FL 32792
• 

  

  /29

  $405,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft

  5600 Revelwood Loop, Winter Park, FL 32792

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!!!! Clean, BRIGHT and MOVE IN READY!!! Prepare to be IMPRESSED with this BEAUTIFUL 4 bedroom, 2 Bath 1598 Sq Ft home in the quaint and quiet Bridgewater Community! This terrific Winter Park home is LIGHT-FILLED, SPACIOUS and has a terrific 3 way split floorplan. Upon entering the home, you

  Tami Vincent REAL ESTATE PROS

  5600 Revelwood Loop, Winter Park, FL 32792
• 

  

  /22

  $2,250 per month

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft
  • Property for Rent

  7034 Easter St, Winter Park, FL 32792

  Location!! This completely renovated home is now available for rent and can be yours! With 3 bedrooms and 1 bathroom, this home is located in the highly desirable city of Winter Park. It features a LARGE, PRIVATE, HOA-FREE LOT, PARKING FOR SEVERAL CARS AND TRUCKS, AND A FULLY ENCLOSED FRONT AND BACK YARD, giving you complete privacy. NEW LAMINATE FLOORS, NEW BATHROOM, NEW APPLIANCES, NEW KITCHEN

  Adriana Elizundia ELIZUNDIA LUXURY REALTY LLC

  7034 Easter St, Winter Park, FL 32792
• 

  /2

  $760,000 Sold Jul 17, 2025

  • 2,192 Sq Ft
  • $347/SF
  • 42 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  2159 Marsh Sedge Ln, Winter Park, FL 32792

  JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "betterthan new

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  2159 Marsh Sedge Ln, Winter Park, FL 32792
• 

  

  /8

  Est $204,092 Not Listed For Sale

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

  7308 Forest Hill Ct Unit 232, Winter Park, FL 32792

  7308 Forest Hill Ct Unit 232, Winter Park, FL 32792
• 

  

  /37

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft

  2758 Banchory Rd, Winter Park, FL 32792

  Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street,

  Erwin Vargas MR VARGAS PROPERTY MANAGEMENT LLC

  2758 Banchory Rd, Winter Park, FL 32792
• 

  

  /44

  $1,231 - $3,993 per month

  Liv at Winter Park Apartment Homes

  Studio - 3 Beds

  4755 N Goldenrod Rd, Winter Park, FL 32792

  Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern

  4755 N Goldenrod Rd, Winter Park, FL 32792
• 

  /2

  $252,500 Sold Jul 17, 2025

  • 1,669 Sq Ft
  • $151/SF
  • 65 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  2309 Sun Valley Cir, Winter Park, FL 32792

  Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fresh coat of interior paint and a thoughtfully designed layout perfect for comfortable living and entertaining.The main floor features two spacious bedrooms and an open-concept living and dining area, while the upstairs boasts a generous loft—ideal for a third bedroom,

  Kristin Vogt CENTURY 21 INTEGRA

  2309 Sun Valley Cir, Winter Park, FL 32792
• 

  

  /17

  Est $206,850 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  7460 Swallow Run Unit 42, Winter Park, FL 32792

  7460 Swallow Run Unit 42, Winter Park, FL 32792
• 

  

  /32

  $540,000 Open Sun 11AM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,030 Sq Ft

  1713 W Cheryl Dr, Winter Park, FL 32792

  Welcome to Winter Park luxury living in the sought-after Carolyn Estates, offering convenience, upscale updates, and a top-tier location. This fully renovated 4-bedroom, 2-bath pool home on a private corner lot, offering over 2,000sq ft of stunning finished space is in move in ready condition. This home combines smart upgrades, designer finishes, and relaxation-focused amenities like a

  Andi Gamble LPT REALTY, LLC

  1713 W Cheryl Dr, Winter Park, FL 32792
• 

  

  /23

  $2,850 per month

  • 4 Beds
  • 2 Baths
  • 2,234 Sq Ft
  • House for Rent

  3300 Bennington Ct, Winter Park, FL 32792

  Winter Park Rental Home in Bennington Estates. Home offers 4 Bedrooms, 2 Baths, Split plan, Large Eat-in Kitchen w/Island, 2 Car Garage, 2234 Sqft under air, Tile & Laminate Wood flooring throughout home, Formal Dining Room & Formal Living Room with Bay Window. Enclosed Rear Patio that can be cooled, Large Backyard. The formal living area makes a great Den or Office space. Location offers

  Emily Lemieux RE/MAX TOWN & COUNTRY REALTY

  3300 Bennington Ct, Winter Park, FL 32792
• 

  /2

  $310,000 Sold Jul 17, 2025

  • Land
  • 1.01 Acres
  • $306,931 per Acre

  • 94 Days On Market

  3520 Wilde Ave, Winter Park, FL 32792

  Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just over an acre, lot in coveted Winter Park. Nestled on the end of a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level

  Gwendolen Flynn COLDWELL BANKER RESIDENTIAL RE

  3520 Wilde Ave, Winter Park, FL 32792
• 

  

  /34

  Est $326,586 Not Listed For Sale

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

  196 Balfour Dr Unit 4, Winter Park, FL 32792

  196 Balfour Dr Unit 4, Winter Park, FL 32792
• 

  

  /46

  $215,000

  • 2 Beds
  • 1.5 Baths
  • 1,281 Sq Ft

  4786 Tangerine Ave Unit 4786, Winter Park, FL 32792

  Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added

  John Muccigrosso RE/MAX 200 REALTY

  4786 Tangerine Ave Unit 4786, Winter Park, FL 32792
• 

  

  /50

  $1,479 - $3,192 per month

  ARIUM Winter Park

  1 - 2 Beds

  3250 Bishop Park Dr, Winter Park, FL 32792

  Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog

  3250 Bishop Park Dr, Winter Park, FL 32792
• 

  /2

  $439,000 Sold Jul 17, 2025

  • 1,688 Sq Ft
  • $260/SF
  • 137 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  2823 Cady Way, Winter Park, FL 32792

  Gorgeous new flooring throughout the home!!New roof 2020! New water heater 2025. Beautiful Winter Park 4 Bedroom/ 2 Bath home in the sought-after Winter Park Pines neighborhood! This lovely residence has a beautiful split floorplan with lots of natural light! This home offers both a separate family room and living room to provide ample space to entertain or enjoy a relaxing evening with the

  Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  2823 Cady Way, Winter Park, FL 32792
• 

  /2

  Est $739,678 Not Listed For Sale

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

  1304 Blue Stem Ln, Winter Park, FL 32792

  1304 Blue Stem Ln, Winter Park, FL 32792
• 

  

  /43

  $180,000

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft

  614 Grenadine Ct Unit 614, Winter Park, FL 32792

  Beautiful 1 Bedroom 1 Bath, corner unit. Light and bright with plenty of windows. This condo has a fantastic layout with a very efficient use of space and floor plan. New paint throughout with tile in the living areas and new carpet in the bedroom. Beautiful open kitchen with plenty of space for prepping and cooking your favorite meals and a breakfast bar. A huge master bedroom with large walk-in

  Fabian Berastegui P & C PROPERTIES

  614 Grenadine Ct Unit 614, Winter Park, FL 32792
• 

  

  /21

  $1,499 per month

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

  1000 S Semoran Blvd Unit 703, Winter Park, FL 32792

  Spacious one-bedroom condominium in Golfside Villas! This move in ready first-floor unit includes a large living room, Dining room with patio, open kitchen with New stainless steel appliances, Great location. Minutes from Baldwin Park and Full Sail, Golfside Villas has excellent access via Semoran Boulevard to downtown Winter Park, UCF, downtown Orlando and the Orlando International Airport.

  Gregorio Henriques CENTURY 21 CARIOTI

  1000 S Semoran Blvd Unit 703, Winter Park, FL 32792
• 

  /2

  $400,000 Sold Jul 16, 2025

  • 1,503 Sq Ft
  • $266/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  3443 Arnel Dr, Winter Park, FL 32792

  Welcome home to 3443 Arnel Drive, perfectly positioned in the heart of Eastbrook, one of Winter Park’s most desired and established neighborhoods. This home effortlessly balances classic character with thoughtful updates, offering a layout that just makes sense! Whether you're raising a family, hosting friends, or simply enjoying your own space. This home is a must see! Step inside and you’re

  Lana More KELLER WILLIAMS WINTER PARK

  3443 Arnel Dr, Winter Park, FL 32792
• 

  

  /15

  Est $124,079 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  192 Scottsdale Square Unit 192, Winter Park, FL 32792

  192 Scottsdale Square Unit 192, Winter Park, FL 32792

Showing Results 81 - 120, Page 3 of 18