View 275 Winter Park Florida Homes for Sale

Conwill Estates - Final construction details, finishes, and features may vary. COMPASS FLORIDA LLC.

Osceola Shores - Opportunity awaits the buyer of this gorgeous property! FANNIE HILLMAN & ASSOCIATES.

This is the rare chance to live in an exceptional location that blends luxury, convenience, and tranquility. KELLY PRICE & COMPANY LLC.

Hawks Crest - Don’t miss your chance to own your dream home, schedule your tour today and experience the lifestyle you have been looking for! Welcome home. CASTLE & COTTAGE REALTY LLC.

Tanglewood - Located in the highly rated Seminole County School District, this home is a must-see. Schedule your showing today! CHARLES RUTENBERG REALTY ORLANDO.

Lake Waunatta Woods - Don’t miss the opportunity to make this your dream home in this fantastic location! Schedule a showing today! MAGNUS REALTY GROUP LLC.

This wonderful neighborhood is also within walking distance to the Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields & Park and Excellent Winter Park Schools! FANNIE HILLMAN & ASSOCIATES.

Come experience Winter Park living at its finest! KELLER WILLIAMS REALTY AT THE PARKS.

Easy access to Downtown Orlando, International Airport and 408 and 417. RE/MAX 200 REALTY.

Woodcrest - VA, FHA, and conventional financing are all welcome, so don’t wait – schedule your private showing today and make this dream home yours! PREMIUM PROPERTIES REAL ESTATE.

Don't miss this incredible opportunity- schedule your private showing today! HOMEVEST REALTY.

Experience luxury, innovation and convenience in one of Winter Park’s sought-after locations, moments from dining, shopping and cultural experiences. PREMIER SOTHEBY'S INTL. REALTY.

Lake Knowles Terrace - This elegant home will not last! COMPASS FLORIDA LLC.

Greenview Winter Pines - There is an optional HOA in the Winter Park Pines community that puts on neighborhood programming for members. MILLER GRANT AND COMPANY.

Experience the serenity and tranquility of old Florida under the majestic cypress trees beaming with wildlife/eagles/beavers and the ever changing landscape from sunrise to sunset. COMPASS FLORIDA LLC.

Karolina On Killarney - Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando. ABSOLUTE REALTY GROUP, LLC.

Kronenberger - Experience quintessential Winter Park living in this one-of-a-kind estate that is the epitome of opulence and grandeur. THE AGENCY ORLANDO.

Previous MLS listing 3669sqft heated. Sellers=Listing Agents. CHARLES RUTENBERG REALTY ORLANDO.

Glencoe - Contact us today to schedule a showing! BRAINARD REALTY.

Orwin Manor - Schedule your showing today and experience the charm and convenience of this exceptional College Park home! HOMEVEST REALTY.

Springview - Don't delay…Call us today for a Private Showing! REAL ESTATE FIRM OF ORLANDO.

Reside in one of Orlando’s friendliest and family-centric neighborhoods, all in style and turnkey comfort. FANNIE HILLMAN & ASSOCIATES.

Super location with fun neighborhood, block parties on holidays! KELLER WILLIAMS WINTER PARK.

Don’t miss the opportunity to make this home yours! NEW ROOF coming March 2025. KELLY PRICE & COMPANY LLC.

Woodcrest - Schedule your showing ASAP to see and purchase this home. COLDWELL BANKER REALTY.

Kenilworth Shores - This home is located just minutes from Downtown Baldwin Park, Winter Park, Rollins College, and a variety of restaurants and shopping venues. BEYCOME OF FLORIDA LLC.

Located in a sought-after school district, this neighborhood offers an exceptional educational environment. FANNIE HILLMAN & ASSOCIATES.

Lake Virginia - Call today to schedule your private showing! FANNIE HILLMAN & ASSOCIATES.

Don’t miss your chance to own this high-end, move-in-ready home in one of Winter Park’s most sought-after communities! Schedule your private showing today! REDFIN CORPORATION.

Wrenwood Heights - Perfect for FHA 203k renovation mortgage FUTURE HOME REALTY INC.

Virginia Heights - This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties. PREMIER SOTHEBY'S INTL. REALTY.

Sanctuary At Lake Ann - One time capital contribution of $1,000 to HOA is required at closing. PR REAL ESTATE SERVICES.

Hawks Crest - Don’t miss your chance to own a slice of paradise—schedule your private showing today and step into the luxurious city living you deserve! FORTUNE INTERNATIONAL REALTY.

Bel Aire Pines - Coupled with efficient appliances, this home is designed to be eco-friendly while keeping utility costs low. EXP REALTY LLC.

Lugano Terrace - One or more photo(s) has been virtually staged. SIERRA REALTY GROUP LLC.

This home has been remodeled and is a show place. A must see!! ! KELLER WILLIAMS WINTER PARK.

Arrowhead Cove - Don’t miss the opportunity to own this pristine, move-in-ready home—contact us today to schedule your private showing! NEXTDWELL.

Laurel Springs - Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable neighborhoods! Schedule your showing today! KELLER WILLIAMS ADVANTAGE REAL.

Osceola Shores - Home has natural gas for the newer tankless water heater, pool heater, cooktop and the outdoor firepit. Roof new 2020. CHARLES RUTENBERG REALTY ORLANDO.

Brookshire Heights - It’s the rare find that elevates your lifestyle in a way that’s simply unparalleled! COLDWELL BANKER RESIDENTIAL RE.

Northwood Terrace - The living room also connects via french doors to a great flex space that could morph into a homework station, home office, or new laundry room. Welcome Home! SYNCHRONICITY REAL ESTATE SOLUTIONS.

OTHER FEATURES: new carpets, fresh paint, oversized lot (.25 acres), no backyard neighbor, on cul-de-sac, oversized driveway. KELLER WILLIAMS ADVANTAGE III.

Comstock Park - The furnishings package can be purchased separately. PREMIER SOTHEBY'S INTL. REALTY.

Cortland Park - You’ll love the inviting ambiance of both this home and its vibrant Winter Park location. FLAT FEE MLS REALTY.

Contact us today to schedule a private tour. XCLUSIVE HOMES LLC.

With the neighborhood rapidly evolving, many homes around this property are being torn down to make way for new, custom-built estates, including expansive 4,000 square foot homes valued at over $3 million. KELLY PRICE & COMPANY LLC.

Centrally located in sought-after schools and provides convenient access to Downtown Winter Park, Rollins College, Downtown Orlando, UCF, & MCO. Come enjoy Winter Park living! ATRIUM REALTY, LLC.

Bear Gully Forest - Not often does a home in this area on this size lot come available, so schedule your showing now before it's too late. RED BIRD REALTY OF FLORIDA INC.

Don't miss out on the opportunity to make this beautiful property yours! CRANER AND COMPANY REAL ESTATE GROUP LLC.