16,899

Homes in ZIP Code 32792

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  • /18

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft

    1050 Reading Ct, Winter Park, FL 32792

    Great investment opportunity in the prime location of Winter Park, Florida. Ideal for a growing family or investor. Well established neighborhood of Howell Estates, 3 bedroom, 2 full bathrooms, 1,637 square feet of living area with just over a quarter of an acre. Split plan bedrooms for added privacy. Exterior of the home is concrete block and stucco. The eat-in-kitchen and large family room

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (321) 850-2823

    1050 Reading Ct, Winter Park, FL 32792
  • /74

    $1,814 - $5,181 per month

    Vintage Winter Park Apartments

    1-3 Beds

    7490 Dwell Well Way, Winter Park, FL 32792

    Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.

    7490 Dwell Well Way, Winter Park, FL 32792
  • /2

    $335,000 Sold Jul 23, 2025

    • 1,406 Sq Ft
    • $238/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1993

    7951 Chediston Cir, Orlando, FL 32817

    **The Buyers were able to secure financing. Accepting backup offers** Welcome home to 7951 Chediston Circle—a beautifully maintained, 3-bedroom, 2-bathroom residence located in the peaceful Meadows of Chickasaw community, which has no HOA. This inviting residence boasts a spacious layout with a large bonus room, offering endless possibilities for a home office, gym, or media space. The property

    Gio Bell ANCHOR REAL ESTATE

    7951 Chediston Cir, Orlando, FL 32817
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,079 Sq Ft

      3004 George Mason Ave Unit 5 (K-5d), Winter Park, FL 32792

      3004 George Mason Ave Unit 5 (K-5d), Winter Park, FL 32792
  • /46

    $1,100,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,839 Sq Ft

    2880 Old Castle Dr, Winter Park, FL 32792

    Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor.Step inside and be

    Agent Photo

    Jennifer King

    CORCORAN PREMIER REALTY

    (321) 517-2794

    2880 Old Castle Dr, Winter Park, FL 32792
  • /14

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • House for Rent

    1436 Tangerine Ct, Winter Park, FL 32792

    This beautifully renovated 3-bedroom, 2-bathroom home is nestled in a quiet cul-de-sac in the heart of Winter Park. Featuring an open-concept layout, and abundant natural light, this home offers both comfort and style. The functional kitchen boasts granite countertops and seamlessly flows into the spacious living and dining areas, perfect for everyday living or entertaining guests. Step out back

    Summer Hornburg BELMONT REALTY

    1436 Tangerine Ct, Winter Park, FL 32792
  • /2

    $450,000 Sold Jul 22, 2025

    • 2,308 Sq Ft
    • $195/SF
    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    1624 Little Wren Ln, Winter Park, FL 32792

    Welcome to Hawks Crest – where modern living meets convenience and comfort. Built in 2019, this beautifully upgraded 3-bedroom, 2.5-bath townhome offers the perfect blend of style, function, and low-maintenance living—ready for you to move right in. From the moment you arrive, you’ll be charmed by the paver driveway and walkway framed by lush landscaping, leading to a bold, eye-catching front

    Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

    1624 Little Wren Ln, Winter Park, FL 32792
    • /2

      Est $119,999 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 786 Sq Ft

      7453 Daniel Webster Dr Unit D, Winter Park, FL 32792

      7453 Daniel Webster Dr Unit D, Winter Park, FL 32792
  • /89

    $1,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    4107 Gabriella Ln, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    (321) 382-1061

    4107 Gabriella Ln, Winter Park, FL 32792
  • /28

    $1,293 - $3,664 per month

    Cranes Landing Apartments

    1-3 Beds

    3440 N Goldenrod Rd, Winter Park, FL 32792

    Ready to SUMMER into your new home? Move-in Now & Pay No Rent Until September 1st!!!2 Bedrooms Starting at $1466. CALL US AND ASK US HOW, LIMITED AVAILABLITY!! Open House Friday, 07/25 - 10am-4pm. Now open on Sunday's from 1pm-5pm!

    3440 N Goldenrod Rd, Winter Park, FL 32792
  • /2

    $198,000 Sold Jul 21, 2025

    • 1,031 Sq Ft
    • $192/SF
    • 11 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1983

    3247 Forest Oaks Ct Unit 116, Winter Park, FL 32792

    Welcome to this beautifully updated 2-bedroom, 2.5-bath condo in the heart of Winter Park! Featuring ceramic tile and laminate wood flooring throughout, this home offers a modern feel with upgraded kitchen finishes, refreshed lighting, ceiling fans, and recently updated sinks, toilets, and flooring. The spacious layout provides comfort and convenience, with both bedrooms offering en-suite

    Brandon Feng KELLER WILLIAMS WINTER PARK

    3247 Forest Oaks Ct Unit 116, Winter Park, FL 32792
    • /2

      Est $679,653 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,946 Sq Ft

      2308 Summerfield Rd, Winter Park, FL 32792

      2308 Summerfield Rd, Winter Park, FL 32792
  • /42

    $875,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft

    1090 Wildmeadow Run, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in every aspect of MAINTENANCE FREE LIVING. You will enjoy premium views of nature with a RESORT CLUBHOUSE featuring an abundance of amenities including a resort pool, fitness center & playground, all JUST 250 FEET AWAY....This home has been IMPECCABLY MAINTAINED, and includes the

    Agent Photo

    Rod Chevalier

    BHHS FLORIDA REALTY

    (321) 339-2639

    1090 Wildmeadow Run, Winter Park, FL 32792
  • /16

    $1,950 per month

    • 4 Beds
    • 3 Baths
    • 1,471 Sq Ft
    • Townhouse for Rent

    4942 Siesta Oak Loop, Winter Park, FL 32792

    Welcome To The Sage Of Winter Park! This beautiful Town Home has been freshly renovated and is move in ready! Town Home offers 4 bedrooms and 3 bath. Town Home is 3 stories with 1 bedroom, and bath on first floor; kitchen,balcony, and living room on second floor; and Primary suite and additional bedrooms on third floor. Washer/dryer included on first floor. Excellent location close to major

    Harrison Rai RAIVEST REALTY LLC

    4942 Siesta Oak Loop, Winter Park, FL 32792
  • /2

    $806,000 Sold Jul 21, 2025

    • 2,223 Sq Ft
    • $363/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1979

    1261 Burning Tree Ln, Winter Park, FL 32792

    Impeccably Redesigned Pool Home in Coveted Winter Park NeighborhoodWelcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful

    Adrienne Kane KELLER WILLIAMS RLTY FL. PARTN

    1261 Burning Tree Ln, Winter Park, FL 32792
    • /2

      Est $477,519 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,741 Sq Ft

      1037 Manchester Cir, Winter Park, FL 32792

      1037 Manchester Cir, Winter Park, FL 32792
  • /44

    $729,000

    • 4 Beds
    • 2.5 Baths
    • 2,046 Sq Ft

    607 Dunblane Dr, Winter Park, FL 32792

    Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunning chef’s kitchen with quartz waterfall countertops, custom cabinetry, and all-new stainless steel

    Agent Photo

    Khozaif Merali

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 490-4706

    607 Dunblane Dr, Winter Park, FL 32792
  • /24

    $1,429 - $1,659 per month

    Indigo Winter Park

    1 Bed

    220 S Semoran Blvd, Winter Park, FL 32792

    Indigo Winter Park is a lavishly landscaped apartment home community. Each of our one bedroom, one bathroom apartments feature laminate flooring, carpeted bedrooms, washers & dryers, walk in closets, screened in patios, maple wood cabinetry, gas stoves and efficient appliances. Our pet-friendly apartment community includes three resort style pools, bbq grilling stations, two double tennis courts,

    220 S Semoran Blvd, Winter Park, FL 32792
  • /2

    $86,000 Sold Jul 21, 2025

    • 1,085 Sq Ft
    • $79/SF
    • 19 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1974

    208 Scottsdale Square, Winter Park, FL 32792

    Welcome to this beautifully updated 2-story condo located in the heart of Winter Park, just minutes from UCF, Full Sail University, major highways, shopping, and dining. Nestled on the second level, this inviting home offers a functional layout with 2 spacious bedrooms and a full bathroom upstairs, plus a convenient half bathroom on the main floor.Step inside to find stylish luxury vinyl

    Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

    208 Scottsdale Square, Winter Park, FL 32792
    • /2

      Est $437,866 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,792 Sq Ft

      624 N Lakemont Ave, Winter Park, FL 32792

      624 N Lakemont Ave, Winter Park, FL 32792
  • /32

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    2318 Inagua Way, Winter Park, FL 32792

    Discover One of Winter Park's Best Kept Secrets Windward Square!Welcome home to this completely renovated 2-bedroom, 2-bath townhome located in the highly sought-after Windward Square neighborhood. Step inside and you'll find a bright, open floor plan where the kitchen seamlessly flows into the spacious living area. The kitchen features newer stainless steel appliances, including a

    Agent Photo

    Jason Howell

    REAL BROKER, LLC

    (321) 495-8259

    2318 Inagua Way, Winter Park, FL 32792
  • /28

    $2,725 per month

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft
    • Townhouse for Rent

    2731 Bright Bird Ln, Winter Park, FL 32792

    This charming end unit townhome has three-bedroom, two-and-a-half-bathroom and two car garage. The rent includes high-speed fiber optic internet and 75 cable channels. As you enter the home, you're led to the large kitchen and living area. The kitchen features stainless steel appliances, including a refrigerator, a dishwasher, a range, a microwave, and quartz countertops. Also on the first floor

    Vildan Nigro CAM REALTY & PROPERTY MANAGEME

    2731 Bright Bird Ln, Winter Park, FL 32792
  • /2

    $472,000 Sold Jul 21, 2025

    • 1,736 Sq Ft
    • $272/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    2832 Buccaneer Dr, Winter Park, FL 32792

    Nestled in one of Winter Park’s peaceful neighborhoods with *NO HOA*, this meticulously upgraded 3 bedrooms, 2 bath pool home plus 2 versatile bonus rooms, perfectly blends modern comfort, sustainable living, and timeless charm. With two vacant city-owned lots directly to the west, the property enjoys uninterrupted golden sunset views that fill the home with natural light. The exterior showcases

    Virginia Silberstein ORLANDO EXPERT REALTY LLC

    2832 Buccaneer Dr, Winter Park, FL 32792
    • /26

      Est $499,567 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,308 Sq Ft

      2469 Firstlight Way, Winter Park, FL 32792

      2469 Firstlight Way, Winter Park, FL 32792
  • /8

    $260,000

    • Land
    • 0.81 Acre
    • $320,988 per Acre

    3580 Wilde Ave, Winter Park, FL 32792

    Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just shy of an acre, lot in coveted Winter Park. Nestled on 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 lot on a

    Agent Photo

    Gwendolen Flynn

    COLDWELL BANKER RESIDENTIAL RE

    (321) 334-2867

    3580 Wilde Ave, Winter Park, FL 32792
  • /110

    $1,500 - $2,075 per month

    Oak Reserve at Winter Park

    1-3 Beds

    541 Oak Reserve Ln, Winter Park, FL 32792

    Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

    541 Oak Reserve Ln, Winter Park, FL 32792
  • /2

    $620,000 Sold Jul 21, 2025

    • 1,727 Sq Ft
    • $359/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1963

    2855 Lion Heart Rd, Winter Park, FL 32792

    Welcome to 2855 Lion Heart Dr, Winter Park — a beautifully remodeled home that seamlessly combines modern comfort with an unbeatable location. This move-in ready residence features a brand-new kitchen with smart stainless steel appliances, completely updated bathrooms, new luxury flooring throughout, and an open-concept layout perfect for entertaining. Major upgrades include a new roof (2025) and

    Kevin Henao LA ROSA REALTY LLC

    2855 Lion Heart Rd, Winter Park, FL 32792
    • /26

      Est $331,220 Not Listed For Sale

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

      3244 Crown Jewel Ct, Orlando, FL 32807

      3244 Crown Jewel Ct, Orlando, FL 32807
  • /36

    $765,000

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft

    2418 Whitehall Cir, Winter Park, FL 32792

    MAJOR PRICE REDUCTION! MOTIVATED SELLER! Don't miss out!!! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding luxury in a modern setting and with stunning curb

    Agent Photo

    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    (321) 599-7240

    2418 Whitehall Cir, Winter Park, FL 32792
  • /31

    $3,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,365 Sq Ft
    • House for Rent

    8069 Pleasant Pine Cir, Winter Park, FL 32792

    Searching for a spacious home, your search ends here! This stunning 4-bedroom + bonus room, 3.5-bath residence has it all. It is located in the highly sought-after gated community of Enclave at Aloma in Winter Park, home of A-rated schools. As you enter, you will be greeted by a generously sized great room, with a bonus room and half bath—perfect for those working from home. As you continue

    Haimdatt Sadoo DELUXE REALTY OF CENTRAL FLORIDA

    8069 Pleasant Pine Cir, Winter Park, FL 32792
  • /2

    $350,000 Sold Jul 21, 2025

    • 1,682 Sq Ft
    • $208/SF
    • 70 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    1541 Florentino Ln, Winter Park, FL 32792

    MOTIVATED SELLER! Beautifully maintained Townhome in desirable gated community of Vistas at Lake Howell. This spacious 3 bedroom 2 and 1 half bath home is ready for its new owner. With new carpet, paint and appliances it's in move-in condition. Large kitchen overlooks the expansive dinning living room combination with sliding doors leading out to the screened-in patio. Upstairs you will find the

    Jeffrey Friedman FANNIE HILLMAN & ASSOCIATES

    1541 Florentino Ln, Winter Park, FL 32792
    • /47

      Est $1,133,231 Not Listed For Sale

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

      1939 Woodcrest Dr, Winter Park, FL 32792

      1939 Woodcrest Dr, Winter Park, FL 32792
  • /19

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    7706 Country Place Unit A8, Winter Park, FL 32792

    Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (321) 215-7673

    7706 Country Place Unit A8, Winter Park, FL 32792
  • /53

    $1,479 - $2,029 per month

    Serena Winter Park

    1-2 Beds

    2890 Red Lion Square, Winter Park, FL 32792

    Serena Winter Park is a newly remodeled apartment community. Our one and two bedroom apartment floor plans feature contemporary upgrades, large windows, spacious walk in closets, open kitchen styles and fantastic storage spaces. Our bungalow flats also offer private entry and patio. Our pet-friendly apartment community includes an all new impeccable 24-hour fitness center and billiards lounge! A

    2890 Red Lion Square, Winter Park, FL 32792
  • /2

    $689,500 Sold Jul 19, 2025

    • 1,750 Sq Ft
    • $394/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    1129 Golfside Dr, Winter Park, FL 32792

    Nestled on an idyllic tree-lined street, this charming 3-bedroom, 2-bathroom POOL HOME offers the Winter Park Lifestyle you've been dreaming of! Step inside to discover a beautifully appointed kitchen featuring granite countertops and NEW STAINLESS STEEL APPLIANCES. The light and bright formal dining room flows seamlessly into the spacious family room, complete with vaulted ceilings and a cozy

    Tess Muccigrosso RE/MAX 200 REALTY

    1129 Golfside Dr, Winter Park, FL 32792
    • /12

      Not Listed For Sale

      • 4 Beds
      • 2,291 Sq Ft

      2506 Argyll Cove, Winter Park, FL 32792

      2506 Argyll Cove, Winter Park, FL 32792
  • /58

    $382,500

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

    5234 Ohio St, Winter Park, FL 32792

    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. Set on a beautifully landscaped,

    Emily Nickley MARKET CONNECT REALTY LLC

    5234 Ohio St, Winter Park, FL 32792
  • /17

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • Townhouse for Rent

    3050 Autumn Ct, Winter Park, FL 32792

    Spacious 3BR/2BA townhome in highly desirable Winter Park! This well-maintained home features a large kitchen with dine-in area, a bright and open living room, and a screened-in porch perfect for relaxing. Located in a top-rated school district and just minutes from major highways—this location can't be beat!

    Jennifer Fluker MEP REALTY INVESTMENTS LLC

    3050 Autumn Ct, Winter Park, FL 32792
  • /2

    $142,000 Sold Jul 18, 2025

    • 678 Sq Ft
    • $209/SF
    • 64 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1973

    130 Lewfield Cir Unit 130, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome Home! Step into effortless style and convenience with this beautifully updated second floor condo located in the sought after Stratford community of Winter Park. With thoughtful upgrades throughout including a modern kitchen with new appliances, and luxury vinyl and tile flooring, this home is move-in ready and full of charm. Enjoy the

    Renee Kumar LA ROSA REALTY LLC

    130 Lewfield Cir Unit 130, Winter Park, FL 32792
    • /33

      Est $641,765 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,265 Sq Ft

      5319 Pine Lily Cir, Winter Park, FL 32792

      5319 Pine Lily Cir, Winter Park, FL 32792

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