PROP_STATUS
PROP_ADDRESS
PROP_CITY, PROP_STATE
PROP_BEDS Beds / PROP_BATHS Baths
PROP_ACRES
PROP_PRICE
1 Beds /
1.5 Baths
/ 1,109 SqFt
Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy glimpses of Lake Osceola, tran...
3 Beds /
2 Baths
/ 2,114 SqFt
One or more photo(s) has been virtually staged. Introducing 250 Cortland Ave — a refined expression of Winter Park living, ideally positioned on...
4 Beds /
3.5 Baths
/ 2,662 SqFt
Pre-Construction. To be built. This is your final opportunity to build a custom home in one of Winter Park’s most sought-after pockets.
Set o...
4 Beds /
2 Baths
/ 3,950 SqFt
Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business c...
2 Beds /
2 Baths
/ 1,086 SqFt
Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opport...
Beds /
Baths
/ SqFt
**BUILD YOUR DREAM HOME** A rare opportunity to secure over half an acre of lakefront land in one of Winter Park’s most coveted residential corr...
3 Beds /
2 Baths
/ 2,003 SqFt
One or more photo(s) has been virtually staged. OUTSTANDING RENOVATION in a FANTASTIC LOCATION! Peace, Quiet & GOLF COURSE LIVING! This rare opportu...
3 Beds /
2.5 Baths
/ 1,884 SqFt
Experience refined luxury and effortless living at 1407 Miller Avenue, ideally situated in one of Winter Park’s most desirable and walkable encl...
Beds /
Baths
/ SqFt
Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-re...
6 Beds /
5 Baths
/ 3,715 SqFt
Welcome to this beautifully updated home located in the Winter Park area with a Private Mother in Law Suite! This property has been thoughtfully upgra...
2 Beds /
2 Baths
/ 1,143 SqFt
Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor r...
4 Beds /
3.5 Baths
/ 3,020 SqFt
**This house comes with a REDUCED RATE through the seller''s preferred lender. This is a lender-paid rate buydown that reduces the buyer'...
4 Beds /
2 Baths
/ 1,511 SqFt
Positioned in one of Central Florida’s most iconic and sought-after locations, this rare opportunity at 1900 Winter Park Road in Winter Park inv...
4 Beds /
2 Baths
/ 1,617 SqFt
Build your dream home in one of Winter Park’s most desirable locations. This 66.6’ x 127’ homesite at 1780 Bryan Avenue offers a rar...
4 Beds /
3.5 Baths
/ 2,589 SqFt
One or more photo(s) has been virtually staged. One or more photos have been virtually staged. This luxurious Modern Style home epitomizes maintenance...
4 Beds /
3.5 Baths
/ 2,589 SqFt
Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, ...
5 Beds /
3 Baths
/ 2,242 SqFt
*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, locat...
4 Beds /
3.5 Baths
/ 2,589 SqFt
Winter Park - Located in the gated community of Hawks Crest, this 4-bedroom, 3.5-bath home offers 2,589 square feet of well-designed living space on a...
4 Beds /
4 Baths
/ 3,040 SqFt
BELOW APPRAISAL GEM IN WINTER PARK. Welcome to this beautifully and luxuriously updated 4-bedroom, 4-bath pool home located in the highly desirable Ki...
5 Beds /
3 Baths
/ 2,194 SqFt
Welcome to Winter Park Pines, one of Winter Park’s most desirable neighborhoods. This updated 5 bed, 3 bath pool home features a split floor pla...
Beds /
Baths
/ SqFt
Fantastic lot opportunity to build in one of Winter Park’s prime neighborhoods. Bring your vision and your builder to design a home tailored to ...
3 Beds /
2 Baths
/ 2,679 SqFt
Welcome to this beautifully fully renovated pool home nestled in the highly desirable Winter Park area, where comfort, convenience, and lifestyle come...
The data relating to real estate for sale on this site comes from Stellar MLS. All properties are subject to prior sale, changes, or withdrawal.
This site was last updated May-23-2026 1:06:00 am.
This site was last updated May-23-2026 1:06:00 am.
