16,909

Orange, FL Homes

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  • /22

    $500,000

    • 4 Beds
    • 3 Baths
    • 2,035 Sq Ft

    2920 Abbey Ct, Winter Park, FL 32792

    Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a

    Amy Turner KELLER WILLIAMS WINTER PARK

    2920 Abbey Ct, Winter Park, FL 32792
  • /29

    $1,487 - $2,300 per month

    Atlas at Winter Park

    1 - 3 Beds

    3733 N Goldenrod Rd, Winter Park, FL 32792

    Welcome home to Atlas at Winter Park!

    3733 N Goldenrod Rd, Winter Park, FL 32792
  • /2

    $1,275,000 Sold Jul 08, 2025

    • 3,140 Sq Ft
    • $406/SF
    • 83 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2018

    2536 Brookshire Ave, Winter Park, FL 32792

    Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design.Enjoy additional

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    2536 Brookshire Ave, Winter Park, FL 32792
    • /2

      Est $479,765 Not Listed For Sale

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

      2719 Bright Bird Ln, Winter Park, FL 32792

      2719 Bright Bird Ln, Winter Park, FL 32792
  • /14

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,114 Sq Ft

    3383 Hamlet Loop, Winter Park, FL 32792

    Charming Winter Park Home with Private Pool on Corner Lot!Don’t miss this beautifully updated 3-bedroom, 2-bath single-family home nestled in a quiet, tucked-away neighborhood in the heart of Winter Park. Just minutes from the vibrant shops and restaurants of Park Avenue, this centrally located gem offers the perfect blend of comfort, convenience, and charm.Step inside to find

    Cliff Glansen FLATFEE.COM

    3383 Hamlet Loop, Winter Park, FL 32792
  • /22

    $1,595 per month

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

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792

    Winter Park, Updated 2/2 Condo! AVAILABLE JUNE 16th! Wow, this location is fantastic for the 2 bedroom, 2 bath, updated condo! This community of Lancelot at Winter Park, which is off of N. Goldenrod, has easy access to University Blvd. From University Blvd you can go into Seminole County or further into Orange County very easily! Your commute to downtown Orlando, UCF, Valencia, Full Sail, Rollins

    Hitesh Khatri CFRP REALTY LLC

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792
  • /2

    $425,000 Sold Jul 07, 2025

    • 1,508 Sq Ft
    • $282/SF
    • 42 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1983

    7249 Abbey Ln, Winter Park, FL 32792

    Charming Winter Park Home with Pool on Oversized Lot – No HOA!Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools.This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to

    Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

    7249 Abbey Ln, Winter Park, FL 32792
    • /18

      Est $469,506 Not Listed For Sale

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

      2790 Bright Bird Ln, Winter Park, FL 32792

      2790 Bright Bird Ln, Winter Park, FL 32792
  • /45

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    524 Byron Rd, Winter Park, FL 32792

    Welcome to a charming and beautiful 3-bedroom, 2-bathroom home in one of Winter Park’s most convenient and sought-after locations! This home features hardwood floors throughout, on-trend paint colors, and stylish cabinetry that give it a fresh, modern feel. The oversized drive-through 2-car garage offers ample space for vehicles, storage, or even a workshop setup. Step out back to enjoy the

    John Muccigrosso RE/MAX 200 REALTY

    524 Byron Rd, Winter Park, FL 32792
  • /11

    $1,181 - $1,499 per month

    Solis at Winter Park

    1 - 2 Beds

    7502 Sun Key Blvd, Winter Park, FL 32792

    Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

    7502 Sun Key Blvd, Winter Park, FL 32792
  • /2

    $426,000 Sold Jul 03, 2025

    • 1,674 Sq Ft
    • $254/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    2028 Sussex Rd, Winter Park, FL 32792

    In the sought-after Winter Woods community of Winter Park, this 3-Bedroom and 2-Bathroom home with almost 1,700 SQFT of recently updated living space offers both functionality and convenience. Situated on an oversized lot overlooking a pond, this home is perfect for anyone seeking a turn-key opportunity with optimal privacy. Upon entering the home, a large and spacious living area is to the

    Padgett McCormick KELLY PRICE & COMPANY LLC

    2028 Sussex Rd, Winter Park, FL 32792
    • /41

      Est $725,528 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,416 Sq Ft

      1433 Lone Feather Trail, Aloma, FL 32792

      1433 Lone Feather Trail, Aloma, FL 32792
  • /31

    $468,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,899 Sq Ft

    541 London Rd, Winter Park, FL 32792

    Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED,

    Christopher Bauman REVEL REALTY LLC

    541 London Rd, Winter Park, FL 32792
  • /21

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft
    • Townhouse for Rent

    3019 Casselwood St, Winter Park, FL 32792

    ATTENTION GOOD RENTERS!! COME TO SHOW THIS WONDERFUL OPORTUNITY FOR RENT THIS WONDERFUL TOWNHOUSE IN A REALLY GOOD LOCATION IN WINTER PARK AREA NEAR TO SEMORAN. THIS TOWNHOUSE HAS 2 BED AND 2 BATH WITH A NICE DISTRIBUTION INSIDE. IT HAS AS WELL, A BACK YARD WHERE YOU CAN ENJOY WITH FAMILY AND FRIENDS. IT HAS AS WELL TWO PARKING CAR IN FRONT OF THE TOWNHOUSE. VERY CONVINIENT LOCATION!!! NEAR TO

    Maria G Camacho ORLANDO KEY REALTY LLC

    3019 Casselwood St, Winter Park, FL 32792
  • /2

    $170,000 Sold Jul 03, 2025

    • 1,067 Sq Ft
    • $159/SF
    • 58 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792

    FOUR SEASONS CONDO IN Winter Park is Centrally located. Great community with a clubhouse, a fitness center recently renovated, 3 swimming pools, tennis courts, and shuffleboard court. Close by you are only a short walk to Cady Way Park for baseball and soccer fields as well as other playgrounds. This 2 bedrooom/2 bath unit has been updated with laminate flooring, ceiling fans, all appliances

    Patricia Wojewoda BETTER HOMES & GARDENS RE STAR

    200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792
    • /32

      Not Listed For Sale

      0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792

      0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792
  • /32

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    2398 Dominica Run, Winter Park, FL 32792

    **This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    2398 Dominica Run, Winter Park, FL 32792
  • /35

    $1,050 - $2,034 per month

    Venue At Winter Park

    1 - 3 Beds

    5 Autumn Breeze Way, Winter Park, FL 32792

    Come home to Venue—a community nestled in the heart of Winter Park. Venue is designed to make your living experience better than it has ever been before.When it comes to finding the perfect floor plan for your lifestyle, we have you covered. Choose from our newly renovated 1, 2, and 3-bedroom residences offering refined interior finishes and premier features that are sure to fit all of your

    5 Autumn Breeze Way, Winter Park, FL 32792
  • /2

    $428,000 Sold Jul 02, 2025

    • 1,468 Sq Ft
    • $292/SF
    • 22 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1965

    3520 Balsam Dr, Winter Park, FL 32792

    Welcome to this beautifully updated home that blends charm, space, and modern upgrades—an expansive OVER 1/4 ACRE LOT with NO REAR NEIGHBORS and NO HOA. 4 Bed/2Ba with a 2-car Garage! You’ll love the BRAND NEW ROOF (April 2025) and the NEW EXTERIOR PAINT (2025). Inside, the COMPLETELY RENOVATED KITCHEN features stunning QUARTZ COUNTERTOPS and MODERN SHAKER STYLE CABINETS. The DINING SPACE offers

    Cece Wong EXP REALTY LLC

    3520 Balsam Dr, Winter Park, FL 32792
    • /2

      Est $116,212 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
  • /18

    $137,000

    • 1 Bed
    • 1 Bath
    • 796 Sq Ft

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

    PRICED TO SELL! Whether you're looking for a great home or an investment opportunity, THIS IS IT! This great unit has a LOW HOA, THAT INCLUDES THE WATER, adding even more value to it!! This AMAZING CONDO features an UPDATED KITCHEN and BATHROOM, along with beautiful WOOD FLOORING THROUGHOUT for a modern look. LOCATION, LOCATION! Ideally situated near Baldwin Park, Full Sail University, and Winter

    Nathalie Romero HOME WISE REALTY GROUP, INC.

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792
  • /18

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • House for Rent

    1902 Azalea Ave, Winter Park, FL 32792

    Welcome to 1902 Azalea Street, a beautifully maintained 3-bedroom, 2-bathroom home in the heart of Winter Park. This delightful property blends classic Florida charm with modern updates, offering a bright and inviting interior. Nestled on a quiet, tree-lined street, the home is perfect for relaxing or entertaining. Just minutes from Park Avenue, Rollins College, and top-rated schools, you’ll

    Alison Ashby CORCORAN PREMIER REALTY

    1902 Azalea Ave, Winter Park, FL 32792
  • /2

    $382,000 Sold Jul 02, 2025

    • 1,355 Sq Ft
    • $282/SF
    • 34 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    1909 Edwin Blvd, Winter Park, FL 32792

    Great location of this 1950's ranch home in need of love. The home sits on a nice sized corner lot in the Winter Park schools district. The vaulted ceilings with a almost floor to ceiling windows makes the home feel nice and open with tons of natural light. This charming home has 3 bedrooms, 2 bathrooms, laundry room and open floor plan living spaces.

    Brian Craib OLDE TOWN BROKERS INC

    1909 Edwin Blvd, Winter Park, FL 32792
    • /18

      Est $452,367 Not Listed For Sale

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

      2778 Bright Bird Ln, Winter Park, FL 32792

      2778 Bright Bird Ln, Winter Park, FL 32792
  • /41

    $425,000

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

    3415 N Goldenrod Rd, Winter Park, FL 32792

    THIS HOME HAS IT ALL! Private lot with NO rear neighbors and NO HOA. Features 4 bedrooms, 3 bathrooms, including a potential mother-in-law suite, PLUS a huge oversized bonus room perfect for a game room, office, or home gym! Tile floors throughout, brand new granite countertops and new cabinets in the kitchen and bathrooms, and brand new stainless steel appliances.Enjoy the open floor plan with a

    Maria Borges Jaime BORGES & JAIME REAL ESTATE , LLC

    3415 N Goldenrod Rd, Winter Park, FL 32792
  • /35

    $1,532 - $2,897 per month

    Stonecastle Apartment Homes

    1 - 3 Beds

    2015 New Stonecastle Terrace, Winter Park, FL 32792

    Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident

    2015 New Stonecastle Terrace, Winter Park, FL 32792
  • /2

    $649,000 Sold Jul 02, 2025

    • 1,835 Sq Ft
    • $354/SF
    • 126 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1957

    958 Dunraven Dr, Winter Park, FL 32792

    *** WONDERFUL WINTER PARK ***LOCATION, LOCATION, LOCATION!!! This Fantastic 4 Bedroom 3 Bath Home is Welcoming for Everyone. From the moment you enter this Fabulous home you will know you have made the right choice. The Beautiful Wood Floors are predominant in the Home. The Large Kitchen with Quartz Counters and Stainless Steel Applicance will please Chefs of every level. The Wood Burning

    Rhonda Hunter COLDWELL BANKER RESIDENTIAL RE

    958 Dunraven Dr, Winter Park, FL 32792
    • /29

      Est $567,632 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,003 Sq Ft

      8097 Pleasant Pine Cir, Winter Park, FL 32792

      8097 Pleasant Pine Cir, Winter Park, FL 32792
  • /49

    $474,990

    • 3 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    7925 Waldorf Ct, Orlando, FL 32817

    Welcome to 7925 Waldorf Court—a beautifully maintained and tastefully updated two-story residence tucked away at the end of a quiet cul-de-sac in the highly desirable Bradford Cove community. Located within the acclaimed Winter Park school district, this elegant home offers comfort, style, and convenience in one of Orlando’s most sought-after neighborhoods.As you enter, you'll be greeted

    Jonathan Cole KELLER WILLIAMS WINTER PARK

    7925 Waldorf Ct, Orlando, FL 32817
  • /20

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,442 Sq Ft
    • House for Rent

    650 S Lakemont Ave, Winter Park, FL 32792

    Welcome to 650 S Lakemont Avenue WINTER PARK! COME SEE THIS SPECTACULAR WINTER PARK HOME COMPLETELY UPDATED INCLUDING A STUNNING KITCHEN! This home has SOLAR PANELS IN PLACE WHICH HAVE ALLOWED OWNERS LAST COUPLE OF UTILITIES BILLS TO BE AROUND $60 PER MONTH FOR WATER, SEWER, ELECTRIC AND TRASH COMBINED! This four bedroom two and a half bath home has been meticulously updated and cared for! This

    Lori Gilmore LORI GILMORE REAL ESTATE LLC

    650 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $397,000 Sold Jul 01, 2025

    • 1,236 Sq Ft
    • $321/SF
    • 83 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1963

    1109 Denton Rd, Winter Park, FL 32792

    NEW ROOF to be installed prior to closing. Look no further than this charming 3-bedroom, 2-bathroom pool home located in the highly desirable Winter Park community of Winter Park Estates. Sitting on 1⁄4 of an acre with no HOA, this home is just what you’ve been searching for! Head inside to find the beautifully updated kitchen featuring quartz and butcher block countertops, stainless steel

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    1109 Denton Rd, Winter Park, FL 32792
    • /16

      Est $205,353 Not Listed For Sale

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

      3378 Cedar Springs Place Unit 154, Winter Park, FL 32792

      3378 Cedar Springs Place Unit 154, Winter Park, FL 32792
  • /48

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    2008 Nottingdale Ln, Winter Park, FL 32792

    Nestled in the highly desirable Winter Park, Florida, 2008 Nottingdale Lane presents a meticulously updated and move-in-ready single-family home. This delightful residence offers 3 bedrooms and 2 bathrooms within a comfortable 1,278 square feet of living space, all without the encumbrance of a Homeowners Association (HOA). Situated on a generous 0.24-acre lot, the property boasts a fully fenced

    Robert Bretz, PA EXP REALTY LLC

    2008 Nottingdale Ln, Winter Park, FL 32792
  • /20

    $1,795 per month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Condo for Rent

    2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792

    Property Id: 1997988Newly Remodeled Home in the Heart of Winter Park! - 2667 Rook Cove, Winter Park, FLWelcome to this stunning 2-bedroom, 1.5-bathroom home, nestled in a quiet cul-de-sac in the highly sought-after Winter Park area. Just remodeled, this unit features a brand-new kitchen with modern shaker-style cabinets, sparkling white granite countertops, and all-new stainless

    2667 Rook Cove Unit 2667 Rook Cove, Winter Park, FL 32792
  • /2

    $85,000 Sold Jul 01, 2025

    • 1,020 Sq Ft
    • $83/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    198 Scottsdale Square Unit 198, Winter Park, FL 32792

    Great investment property

    Edward Lee LA ROSA REALTY ORLANDO LLC

    198 Scottsdale Square Unit 198, Winter Park, FL 32792
    • /10

      Est $460,544 Not Listed For Sale

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

      2726 Bright Bird Ln, Winter Park, FL 32792

      2726 Bright Bird Ln, Winter Park, FL 32792
  • /27

    $339,500 Open Sat 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft

    3103 Ash Park Loop, Winter Park, FL 32792

    Welcome to Hyde Park, off Howell Branch Road in Seminole County. First time offered. Wonderful two-bedroom, two-bath split plan, with two-car garage and fireplace. The roof has been replaced as well as the air-conditioning unit. Over 1,400 heated square feet, with fabulous large porch (no rear neighbors). This is ready to decorate to your liking! Bring a paintbrush and replace flooring. Tons of

    Pam Hagood Ryan PREMIER SOTHEBY'S INTL. REALTY

    3103 Ash Park Loop, Winter Park, FL 32792
  • /79

    $3,450 per month

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft
    • House for Rent

    1946 Strathaven Rd, Winter Park, FL 32792

    $100 OFF THE FIRST 6 MONTHSFor Rent – Spacious 3BR Home in Prime Winter Park Location!LOCATION, LOCATION, LOCATION! This spacious 3-bedroom, 2-bath home with a large den and cozy wood-burning fireplace sits on an oversized lot in Kenilworth Shores – Sec 7, with deeded access to Lake Berry.Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary, and just

    Youbel Montesino LPT REALTY, LLC

    1946 Strathaven Rd, Winter Park, FL 32792
  • /2

    $80,000 Sold Jul 01, 2025

    • 1,020 Sq Ft
    • $78/SF
    • 32 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    257 Scottsdale Square Unit 257, Winter Park, FL 32792

    Great Winter Park location SINGLE UNIT, 1st floor, 2 bedroom, 2 bath well mantain condo with tile flooring. Close to Full Sail University, University of Central Florida,Rollins College,Orlando International Airport, Express Way 408 and 417,Baldwin Park,Downtown Orlando, Restaurants & Shopping. Fantastic Opportunity for Investor. Tenant Occupied

    Loida Rodriguez RC REALTY GROUP INC

    257 Scottsdale Square Unit 257, Winter Park, FL 32792
    • /25

      Est $398,290 Not Listed For Sale

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

      7494 Aloma Pines Ct, Winter Park, FL 32792

      7494 Aloma Pines Ct, Winter Park, FL 32792

Showing Results 201 - 240, Page 6 of 18

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