Winter Park homes for sale

Winter Park Real Estate

Below is a list of communities in Winter Park. Click on any of the following links to view the homes that are available in that community.

 
WINDSONG ESTS SEC 1
WINDSONG ESTS SEC 1   -   $6,795,000
rmls - WINDSONG ESTS SEC 1 WINTER PARK
WINDSONG ESTS SEC 1
Single Family
WINTER PARK, FL 32789
6 Bedrooms
7 Full Baths
2 Half Baths
10314 Living SqFt
Incredible 2-acre Modern Mediterranean lakefront estate on hidden peninsula between Lake Mizell & V... more

WINDSONG ESTS SEC 1 O5496008-7 - Full Details WINDSONG ESTS SEC 1 O5496008-7 - More Photos WINDSONG ESTS SEC 1 O5496008-7 - Virtual Tour Email Agent
GREEN OAKS REP 02
GREEN OAKS REP 02   -   $4,895,000
rmls - GREEN OAKS REP 02 WINTER PARK
GREEN OAKS REP 02
Single Family
WINTER PARK, FL 32789
6 Bedrooms
7 Full Baths
2 Half Baths
10493 Living SqFt
LUXURIOUS LAKE MAITLAND ESTATE! This Winter Park Chain of Lakes Custom 5 car garage home has panora... more

GREEN OAKS REP 02 O5484879-7 - Full Details GREEN OAKS REP 02 O5484879-7 - More Photos GREEN OAKS REP 02 O5484879-7 - Virtual Tour Email Agent
MAITLAND SHORES
MAITLAND SHORES   -   $4,500,000
rmls - MAITLAND SHORES WINTER PARK
MAITLAND SHORES
Single Family
WINTER PARK, FL 32789
6 Bedrooms
7 Full Baths
1 Half Baths
7677 Living SqFt
Elegant Mediterranean Lakefront with over an acre of land in the heart of Winter Park With 227ft. o... more

MAITLAND SHORES O5486486-7 - Full Details MAITLAND SHORES O5486486-7 - More Photos MAITLAND SHORES O5486486-7 - Virtual Tour Email Agent
OSCEOLA PLACE
OSCEOLA PLACE   -   $3,950,000
rmls - OSCEOLA PLACE WINTER PARK
OSCEOLA PLACE
Single Family
WINTER PARK, FL 32789
5 Bedrooms
4 Full Baths
1 Half Baths
4810 Living SqFt
Never before on the market this is a rare opportunity to own a piece of Winter Park History! Gorge... more

OSCEOLA PLACE O5509686-7 - Full Details OSCEOLA PLACE O5509686-7 - More Photos OSCEOLA PLACE O5509686-7 - Virtual Tour Email Agent
WINDSONG PRESERVE POINT 43-76
WINDSONG PRESERVE POINT 43-76   -   $3,700,000
rmls - WINDSONG PRESERVE POINT 43-76 WINTER PARK
WINDSONG PRESERVE POINT 43-76
Single Family
WINTER PARK, FL 32789
5 Bedrooms
5 Full Baths
1 Half Baths
6272 Living SqFt
This amazing 2 story lakefront home is located in Winter Parks exclusive Windsong Preserve Point ne... more

WINDSONG PRESERVE POINT 43-76 O5522419-7 - Full Details WINDSONG PRESERVE POINT 43-76 O5522419-7 - More Photos WINDSONG PRESERVE POINT 43-76 O5522419-7 - Virtual Tour Email Agent
Price Change
THOMAS M HENKELS
THOMAS M HENKELS   -   $3,700,000
rmls - THOMAS M HENKELS WINTER PARK
THOMAS M HENKELS
Single Family
WINTER PARK, FL 32789
5 Bedrooms
5 Full Baths
3 Half Baths
6025 Living SqFt
Come enjoy Florida living at its best with this gorgeous Craftsman style home, featuring approximat... more

THOMAS M HENKELS O5473303-7 - Full Details THOMAS M HENKELS O5473303-7 - More Photos Email Agent
ADAIR PLACE
ADAIR PLACE   -   $3,500,000
rmls - ADAIR PLACE WINTER PARK
ADAIR PLACE
Single Family
WINTER PARK, FL 32789
7 Bedrooms
7 Full Baths
3 Half Baths
7670 Living SqFt
Timeless perfection encompasses every room of this stunning Winter Park estate. Custom built by Ch... more

ADAIR PLACE O5398109-7 - Full Details ADAIR PLACE O5398109-7 - More Photos ADAIR PLACE O5398109-7 - Virtual Tour Email Agent
PARK HILL
PARK HILL   -   $3,350,000
rmls - PARK HILL WINTER PARK
PARK HILL
Townhome
WINTER PARK, FL 32789
3 Bedrooms
3 Full Baths
2 Half Baths
4237 Living SqFt
Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 5... more

PARK HILL O5513210-7 - Full Details PARK HILL O5513210-7 - More Photos PARK HILL O5513210-7 - Virtual Tour Email Agent
ELLNO WILLO
ELLNO WILLO   -   $3,295,000
rmls - ELLNO WILLO WINTER PARK
ELLNO WILLO
Single Family
WINTER PARK, FL 32789
4 Bedrooms
3 Full Baths
1 Half Baths
4908 Living SqFt
This is the first time in almost 50 years this amazing Mediterranean lakefront estate has been avai... more

ELLNO WILLO O5500763-7 - Full Details ELLNO WILLO O5500763-7 - More Photos ELLNO WILLO O5500763-7 - Virtual Tour Email Agent
Price Change
ACREAGE & UNREC
ACREAGE & UNREC   -   $3,295,000
rmls - ACREAGE & UNREC WINTER PARK
ACREAGE & UNREC
Single Family
WINTER PARK, FL 32789
4 Bedrooms
4 Full Baths
1 Half Baths
5731 Living SqFt
Elegant Charleston style lakefront residence in secluded setting on premier Lake Osceola overlookin... more

ACREAGE & UNREC O5519106-7 - Full Details ACREAGE & UNREC O5519106-7 - More Photos ACREAGE & UNREC O5519106-7 - Virtual Tour Email Agent
Price Change
THOMAS M HENKELS ADD
THOMAS M HENKELS ADD   -   $3,295,000
rmls - THOMAS M HENKELS ADD WINTER PARK
THOMAS M HENKELS ADD
Single Family
WINTER PARK, FL 32789
4 Bedrooms
4 Full Baths
3 Half Baths
4686 Living SqFt
Just completed 2017 new contemporary lakefront masterpiece on Chain of Lakes and convenient walkin... more

THOMAS M HENKELS ADD O5517710-7 - Full Details THOMAS M HENKELS ADD O5517710-7 - More Photos THOMAS M HENKELS ADD O5517710-7 - Virtual Tour Email Agent
SOUTH INTERLACHEN PLACE
SOUTH INTERLACHEN PLACE   -   $2,878,000
rmls - SOUTH INTERLACHEN PLACE WINTER PARK
SOUTH INTERLACHEN PLACE
Townhome
WINTER PARK, FL 32789
3 Bedrooms
3 Full Baths
2 Half Baths
4160 Living SqFt
Under Construction. Only two residences remain! Your opportunity to own unprecedented luxury in the... more

SOUTH INTERLACHEN PLACE O5432319-7 - Full Details SOUTH INTERLACHEN PLACE O5432319-7 - More Photos SOUTH INTERLACHEN PLACE O5432319-7 - Virtual Tour Email Agent
Price Change
WINDSONG PRESERVE POINT 43-76
WINDSONG PRESERVE POINT 43-76   -   $2,795,000
rmls - WINDSONG PRESERVE POINT 43-76 WINTER PARK
WINDSONG PRESERVE POINT 43-76
Single Family
WINTER PARK, FL 32789
5 Bedrooms
5 Full Baths
2 Half Baths
6882 Living SqFt
Elegant Winter Park lakefront estate in the highly sought after Windsong neighborhood at the end of... more

WINDSONG PRESERVE POINT 43-76 O5517496-7 - Full Details WINDSONG PRESERVE POINT 43-76 O5517496-7 - More Photos Email Agent
New Listing
KRONENBERGER J
KRONENBERGER J   -   $2,795,000
rmls - KRONENBERGER J WINTER PARK
KRONENBERGER J
Single Family
WINTER PARK, FL 32789
4 Bedrooms
4 Full Baths
2 Half Baths
6026 Living SqFt
New Listing
Elegant canal front Estate on Chain of Lakes recently completely remodeled & tastefully enhanced wi... more

KRONENBERGER J O5511707-7 - Full Details KRONENBERGER J O5511707-7 - Virtual Tour Email Agent
SICILIAN SHORES
SICILIAN SHORES   -   $2,699,000
rmls - SICILIAN SHORES WINTER PARK
SICILIAN SHORES
Single Family
WINTER PARK, FL 32789
6 Bedrooms
6 Full Baths
3 Half Baths
7048 Living SqFt
Captivating Santa Barbara Mission Style Estate Home tucked away In the desirable Vias of Winter Par... more

SICILIAN SHORES O5503925-7 - Full Details SICILIAN SHORES O5503925-7 - More Photos SICILIAN SHORES O5503925-7 - Virtual Tour Email Agent
PARK HILL
PARK HILL   -   $2,650,000
rmls - PARK HILL WINTER PARK
PARK HILL
Townhome
WINTER PARK, FL 32789
3 Bedrooms
2 Full Baths
2 Half Baths
3180 Living SqFt
Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 5... more

PARK HILL O5493399-7 - Full Details PARK HILL O5493399-7 - More Photos PARK HILL O5493399-7 - Virtual Tour Email Agent
WINTER PARK
WINTER PARK   -   $2,596,500
rmls - WINTER PARK WINTER PARK
WINTER PARK
Townhome
WINTER PARK, FL 32789
3 Bedrooms
3 Full Baths
2 Half Baths
3293 Living SqFt
Pre-construction. To be built. Interlachen North Condominium is Winter Park's newest, exclusive add... more

WINTER PARK O5517087-7 - Full Details Email Agent
STONEHURST ESTATES
STONEHURST ESTATES   -   $2,495,900
rmls - STONEHURST ESTATES WINTER PARK
STONEHURST ESTATES
Single Family
WINTER PARK, FL 32789
5 Bedrooms
7 Full Baths
5160 Living SqFt
UNDER CONSTRUCTION: Stunning Transitional Estate on a gorgeous 100x230' lot with mature oaks. Fro... more

STONEHURST ESTATES O5493487-7 - Full Details STONEHURST ESTATES O5493487-7 - More Photos STONEHURST ESTATES O5493487-7 - Virtual Tour Email Agent
OSCEOLA SHORES SEC 03
OSCEOLA SHORES SEC 03   -   $2,450,000
rmls - OSCEOLA SHORES SEC 03 WINTER PARK
OSCEOLA SHORES SEC 03
Single Family
WINTER PARK, FL 32789
4 Bedrooms
4 Full Baths
1 Half Baths
4002 Living SqFt
287' of lakefront with northern exposure on the Winter Park Chain of Lakes!! This is a wonderful o... more

OSCEOLA SHORES SEC 03 O5490187-7 - Full Details OSCEOLA SHORES SEC 03 O5490187-7 - More Photos OSCEOLA SHORES SEC 03 O5490187-7 - Virtual Tour Email Agent
WINDSONG LAKESIDE SEC 02 43-71
WINDSONG LAKESIDE SEC 02 43-71   -   $2,399,000
rmls - WINDSONG LAKESIDE SEC 02 43-71 WINTER PARK
WINDSONG LAKESIDE SEC 02 43-71
Single Family
WINTER PARK, FL 32789
5 Bedrooms
5 Full Baths
2 Half Baths
6607 Living SqFt
Beautiful Windsong Community, 5 Bedrooms with 5 full baths and 2 half. Hardwood floors, gourmet kit... more

WINDSONG LAKESIDE SEC 02 43-71 O5521671-7 - Full Details WINDSONG LAKESIDE SEC 02 43-71 O5521671-7 - More Photos WINDSONG LAKESIDE SEC 02 43-71 O5521671-7 - Virtual Tour Email Agent
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Information in regards to Winter Park real estate and homes for sale or other listings may have come from a cooperateive data exchange service. All rights reserved. Information deemed to be reliable but not guaranteed. The data relating to real estate for sale on this website comes in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. We provide all information about Winter Park homes for sale and real estate or other listings as is with absolutely no warranties. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate, is prohibited. Feel free to contact our agents to find a great Winter Park specialist.

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