Winter Park FL Real Estate & Land for Sale

The median home value in Winter Park, FL is $282,950. This is higher than the county median home value of $194,500. The national median home value is $185,800. The average price of homes sold in Winter Park, FL is $282,950. Approximately 55.2% of Winter Park homes are owned, compared to 32.34% rented, while 12.46% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!


Sort Results:
1–25 of 38 properties displayed
Refine Property Search
Page 1 | 2 of 2    Prev | Next
Type:
Land
Sq.Ft.:
n/a
Status:
NEW LISTING
Beds:
n/a
Lot size:
0.36 Acres
Baths:
MLS#:
O5733781
Subdivision:
Winflor Court Pt Rep

ADDITIONAL INFORMATION

PRICED to sell Amazing Winter Park property is tucked away on a quiet cul-de-sac, surrounded by multi-million dollar homes and new construction! The outdoor living space and potential for more is endless this home. Oversized 0.36 Acre Lot, featuring a fenced in backyard, open paver deck area, large pool, and expansive greenspace. Zoned for Top Rated Schools: Dommerich Elem, Maitland Middle and Winter Park High. This is truly one of the best family neighborhoods backing up to the highly desirable Park Grove! Looking for a teardown? There is a ton of value in the land with multi-million dollar new construction homes on the same street. This 15,761 square foot lot has 109' on the street and allows for a new potential home of 5,000+/- SF home. Floor Plan samples available to review and would need to be verified by a professional builder. Current home on the property features 1899 square feet, 3 bedrooms, 2 baths and a pool.

Type:
Land
Sq.Ft.:
n/a
Status:
NEW LISTING
Beds:
n/a
Lot size:
0.11 Acres
Baths:
MLS#:
O5733663
Subdivision:
Justamere Camp Rep

ADDITIONAL INFORMATION

Here is an amazing opportunity to build your DREAM HOME! 3 LOTS, in prime Winter Park location, as the main value here is in the LAND. Close to Park Ave, Winter Park Village, I4, and the sunrail. There is also a 4 Bedroom 3 Bath home on the other two lots that come with this. It is adorable, with a wood burning fireplace and terrazzo floors throughout, on an oversized double lot with Lake views and on a private dead end street. MLS#o5731850

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.68 Acres
Baths:
MLS#:
O5732639
Subdivision:
Acreage & Unrec

ADDITIONAL INFORMATION

Location, Location Location. NO HOA. A true Jewel! in the middle of Winter Park, enjoy this high and dry 0.69 Acres of quite private buildable land with beautiful nature. Survey available. Build your dream home! centrally located in a desirable area of Winter Park across from gated Lakeside Community. This land gives you a country feeling with the convenience of the city!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.53 Acres
Baths:
MLS#:
O5732165
Subdivision:
Woodmere Terrace Rep

ADDITIONAL INFORMATION

Gorgeous corner lot on Via Tuscany and Via Lugano could be changed to a Lugano address, a grand property and one of the few left in this focused area of the vias. The deepest part of lot is 225' and point to back of yard with peeks of Lake Maitland through the trees and situated between the most magnificent lakefront estates in Winter Park. Build the home you imagine on a lot that can accommodate a beautiful estate and values that justify it in the area. Existing home is immaculate and could easily be rented in the meantime until you are ready. Main house has 4 bedrooms and garage apartment fully equipped as a potential separate rental. Walk to Park Avenue, Kraft Gardens and Winter Park Racquet Club. Call us to see, home is occupied and currently gated so do call and schedule an appointment to view.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.14 Acres
Baths:
MLS#:
O5732017
Subdivision:
Carver Town

ADDITIONAL INFORMATION

Location, location, location! Remodeled charmer is nestled on large corner lot, surrounded by new homes. Walk to Dexterâs, Hannibalâs, Park Avenue, Winter Park Village and Publix! Beautifully renovated home boasts Kraftmaid kitchen cabinets, granite counter tops, stainless steel appliances, Heart of Pine wood flooring, Complete Comfort double pane windows, Trane A/C unit, architectural shingle roof and freshly painted interior and exterior. Great corner lot is just blocks away from Winter Park Village, Hannibal Square, Park Avenue, the Sunrail station and Rollins College. This home has it all, charm, sophistication, great schools and LOCATION!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.15 Acres
Baths:
MLS#:
O5731930
Subdivision:
Winter Park

ADDITIONAL INFORMATION

Spectacular opportunity to build the custom home of your dreams in one of the most desirable locations downtown Winter Park has to offer â“only a couple of blocks from world-renowned Park Avenue. 87.5 x 75 Lot, 6,562 sq ft, buildable up to 2,352 sq ft under air. PLUS THE OPTION TO BUILD AN EVEN LARGER HOME WITH THE PURCHASE OF THE LOT NEXT DOOR! Rarely does the opportunity arise to bring your own builder and architect on board to create your dream home and live the highly desired "Walk to Park Avenue" lifestyle â“ strolling to restaurants, shops, and being able to enjoy everything downtown Winter Park has to offer. Or just sit back and enjoy the lot(s) as a solid investment. So many possibilities call today.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.15 Acres
Baths:
MLS#:
O5731948
Subdivision:
Winter Park

ADDITIONAL INFORMATION

Spectacular opportunity to build the custom home of your dreams in one of the most desirable locations downtown Winter Park has to offer â“only a couple of blocks from world-renowned Park Avenue. 87.5 x 75 Lot, 6,562 sq ft, buildable up to 2,352 sq ft under air. PLUS THE OPTION TO BUILD AN EVEN LARGER HOME WITH THE PURCHASE OF THE LOT NEXT DOOR! Rarely does the opportunity arise to bring your own builder and architect on board to create your dream home and live the highly desired "Walk to Park Avenue" lifestyle â“ strolling to restaurants, shops, and being able to enjoy everything downtown Winter Park has to offer. Or just sit back and enjoy the lot(s) as a solid investment. So many possibilities call today.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.86 Acres
Baths:
MLS#:
O5730156
Subdivision:
Winter Park

ADDITIONAL INFORMATION

Attention all developers! Multifamily development site located a few blocks from Park Avenue and Orlando Avenue! Large, level 150 x 250 vacant lot, 37,500 SF. Rarely available "shovel ready" development for 15 or 10 townhouses.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.37 Acres
Baths:
MLS#:
O5730032
Subdivision:
Sharon Place

ADDITIONAL INFORMATION

Located in the heart of the Vias on a quiet cul-de-sacâ¦â¦one of the most sought after neighborhoods in Winter Park. Oversized lot 108' x 150' (16,224sf/0.37 Acres) with large private yard and gorgeous Live Oaks. Expansive fenced in back yard, Perfectly located just steps from the Winter Park Racquet Club, and close to Park Avenue, YMCA, and downtown Orlando and in the extremely desirable Winter Park school district...

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.29 Acres
Baths:
MLS#:
O5729647
Subdivision:
Park Grove

ADDITIONAL INFORMATION

This is the perfect spot for your dream home. Quite, Winter Park location, and it is close to all Winter park has to offer.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.22 Acres
Baths:
MLS#:
O5728177
Subdivision:
Lake Knowles Terrace Add 02

ADDITIONAL INFORMATION

Large 9,542 sq. ft. lot on a brick-lined street, in an upscale neighborhood in the heart of Winter Park. Surrounded by $1,000,000 homes. Restore this 1940's classic or tear down and build your dream home!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.26 Acres
Baths:
MLS#:
T3122778
Subdivision:
Lake Forest Park

ADDITIONAL INFORMATION

Lot available for a new David Weekley Home in Winter Park! Great central location with easy access to main arteries, shops and restaurants. Home must be built by David Weekley. You will get all the David Weekley "Energy Saver" construction features- double-pane/low-e II vinyl windows, seer 14 your a/c, R-38 blown fiberglass insulation and other energy saver features that will offer the best in energy efficiency. Work with David Weekley to build your dream home! David Weekley is America's largest privately -held home builder has a 40 year reputation

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.19 Acres
Baths:
MLS#:
T3122765

ADDITIONAL INFORMATION

Lot available for a new David Weekley Home in Winter Park! Great central location with easy access to main arteries, shops and restaurants. Home must be build by David Weekley. You will get all the David Weekley "Energy Saver" construction features- doubles-pane/low-e II vinyl windows, seer 14 a/c, R-38 blown fiber glass insulation and other energy saver features that will offer the best in energy efficiency. Work with David Weekley your dream home! David Weekley is America's largest privately-held home builder and has a 40 year reputation for building quality new homes

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.22 Acres
Baths:
MLS#:
T3122818
Subdivision:
Parklando

ADDITIONAL INFORMATION

Lot available for a new David Weekley home in Winter Park! Great central location with easy access to main arteries, shops and restaurants. Home must be built by David Weekley. You will get all the David Weekley "Energy Saver" construction features- double-pane/low-e II vinyl windows, seer 14 a/c, R-38 blown fiberglass insulation and other energy saver features that offer the best in energy efficiency. Work with David Weekley to build your dream home.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.58 Acres
Baths:
MLS#:
O5725003
Subdivision:
None

ADDITIONAL INFORMATION

Vacant residential lot .58 Acres roughly 100 X 250. Lot is being offered for sale ONLY with purchase of adjacent home 5541 Howell Branch Road, Winter Park 32792 (MLS # O5724943). No HOA so bring your boat or RV. Mature trees, landscape, and mostly cleared. Accessible from Dodd Road or Howell Branch.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.69 Acres
Baths:
MLS#:
O5724527
Subdivision:
N/A

ADDITIONAL INFORMATION

Rare opportunity to purchase a one-acre lot in Winter Park â“ one horse allowed for any equestrian enthusiast! A serene and quiet street with an abundance of hawks, owls and a magnificent small flock of peacocks. Experience the quiet of the country and still enjoy the amenities of Winter Park. All of your shopping needs can be met with Costco, Publix and a new Luckyâs Market nearby, presently under construction. Grab your bike and jump on the Cady Way Trail for an afternoon of outdoor exercise. Bring your building plans for endless possibilities, City of Winter Park water lines on the street. Vacant land with a Winter Park address, and Orange County schools, is hard to find so donât miss this opportunity. Lot frontage is 100â and depth is 302â

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.04 Acres
Baths:
MLS#:
O5724530

ADDITIONAL INFORMATION

Rare opportunity to purchase a one-acre lot in Winter Park â“ one horse allowed for any equestrian enthusiast! A serene and quiet street with an abundance of hawks, owls and a magnificent small flock of peacocks. Experience the quiet of the country and still enjoy the amenities of Winter Park. All of your shopping needs can be met with Costco, Publix and a new Luckyâs Market nearby, presently under construction. Grab your bike and jump on the Cady Way Trail for an afternoon of outdoor exercise. Bring your building plans for endless possibilities, City of Winter Park water lines on the street. Vacant land with a Winter Park address, and Orange County schools, is hard to find so donât miss this opportunity. Lot frontage is 100â and depth is 302â

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.29 Acres
Baths:
MLS#:
O5724440
Subdivision:
Tuscany Terrace

ADDITIONAL INFORMATION

Welcome to the Via's! This corner lot is situated on a charming street alongside many magnificent homes. It boasts over a 1/4 acre of land. The Lot size is 90x140, it currently has a 3 BR 2 Ba home with 1,774 square feet. Property sold AS-IS. In the heart of Winter Park....this property has a lot of possibilities.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.14 Acres
Baths:
MLS#:
U8012113
Subdivision:
Sylvan Heights

ADDITIONAL INFORMATION

Three Adjoining Lots for an Office across the street from Winter Park Memorial Hospital. Location of the property offers convenience for doctors, clients and patients as well as easy access for both pedestrian and vehicular traffic. Just a short Walk to some of Winter Park's most unique restaurants and centrally located to banks, merchants and other professional businesses. Existing structures have minimal tangible value. 1840 Anzle Ave. - 1,989 SF, single story frame building that has been gutted. 1850 Anzle Ave., - 1,252 SF, single story frame structure that is currently being used as a residence and office. This building offers a conference room, a private office, a bar, 2 bedrooms, and one bath. Current zoning is a professional office. 1860 Anzle Ave. currently zoned as a professional office space offers 1,000 SF, single story wood frame structure that offers 4 offices and a single bathroom.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.53 Acres
Baths:
MLS#:
O5722977
Subdivision:
Kenilworth Shores Sec 06

ADDITIONAL INFORMATION

Enjoy dramatic sunset views across Lake Berry from this spectacular homesite in the desirable community of Kenilworth Shores. This is one of the most affordable lakefront properties in Winter Park that offers privacy and tranquility. Value is in the land with an opportunity to build your lakefront dream home on a quiet tree lined street with many other newly built homes. Property already has a boat dock on skiable Lake Berry. Location is convenient to Winter Park Schools, Baldwin Park, the new Philip Crosby Wellness Center, and Winter Park restaurants, shopping and entertainment are just a few minutes away. Vacant land next door is a separate parcel and not included in sale.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.29 Acres
Baths:
MLS#:
O5719801
Subdivision:
Brs Reserve

ADDITIONAL INFORMATION

Beautiful vacant lot ready for your custom home in a gated Winter Park neighborhood. Very private parcel with no neighbors in front or rear; lock and leave maintenance free community. Only nine custom homes will be built in the Reserve at Interlachen. Location is adjacent to Interlachen Country Club. This neighborhood is ideal for convenient access to Winter Park YMCA, Park Avenue shopping, bike trail and dog park and Winter Park Hospital. Model home is open in the neighborhood. Sale is subject to construction contract with Element Home Builders. Element has existing plans to choose from or you can custom design one to accommodate your needs and budget.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.51 Acres
Baths:
MLS#:
O5719610
Subdivision:
Sicilian Shores

ADDITIONAL INFORMATION

Stunning half acre lot on Lake Maitland with existing boathouse. Enjoy beautiful sunset views on the Chain of Lakes. Extremely quiet street, zoned for the best schools in Winter Park. Land has been cleared and is ready to build a beautiful waterfront home.

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.48 Acres
Baths:
MLS#:
O5717254
Subdivision:
Osceola Summit

ADDITIONAL INFORMATION

Charming Home Close to Downtown Winter Park with a Large Living Room which was once an "Art Room" and across from it the Piano Room Plus A Family Room! Perfectly Renovated Kitchen with Gas Stove...Large Bedrooms with the Master and 2nd Bedrooms on the First Floor with Personal Baths and Large Closets...The 3rd Bedroom is on the 2nd Floor with Bath, Closet and Large Storage Room...And a Balcony! The Land is Beautiful! It's 160x130....48% of an Acre!....Tremendous in a Wonderful Location. Ready for Moving in .....Updating...Renovating or Rebuilding!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.04 Acres
Baths:
MLS#:
O5710703

ADDITIONAL INFORMATION

Rare opportunity to purchase a one-acre lot in Winter Park â“ one horse allowed for any equestrian enthusiast! A serene and quiet street with an abundance of hawks, owls and a magnificent small flock of peacocks. Experience the quiet of the country and still enjoy the amenities of Winter Park. All of your shopping needs can be met with Costco, Publix and a new Luckyâs Market nearby, presently under construction. Grab your bike and jump on the Cady Way Trail for an afternoon of outdoor exercise. Bring your building plans for endless possibilities, City of Winter Park water lines on the street. Vacant land with a Winter Park address, and Orange County schools, is hard to find so donât miss this opportunity. Lot frontage is 150â and depth is 302â

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.83 Acres
Baths:
MLS#:
O5710311
Subdivision:
Acreage & Unrec

ADDITIONAL INFORMATION

Beautiful vacant lot 1.82 acres on Garden Lake in Winter Park with No HOA. Located in top rated school zones, minutes to local shopping, restaurants, freeway 417, Rollins College, University of Central Florida, Full Sail University.

Refine Property Search
Page 1 | 2 of 2    Prev | Next
1–25 of 38 properties displayed
Robert Milligan, License #BK3273906, Xome Inc., License #1043756, Robert.Milligan@xome.com, 844-400-9663, 630 S. Orange Ave., Suite 102, Sarasota, FL 34236

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2017, My Florida Regional MLS

How may I help you?

Get property information, schedule a showing or find an agent





Send Request

We respect your privacy