Call your local brokerage at 844.662.5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

462 Properties Found [ Edit Search ]
Favorite this property Click the heart icon to add this property to your favorites list Save This Search
Receive Email Alerts

Winter Park Real Estate Overview

Originally founded as a resort destination by affluent New Englanders in the late 1880s, Winter Park is today known for its majestic trees, beautiful parks, brick-lined streets, stunning homes, a private liberal arts college, educational museums, sparkling lakes, and amazing shops. Winter Park is located just 15 minutes from the...
Show all »
$119,000
$461/mo
Monthly Payment:
$461
Principal & Interest:
$421
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.38% with $23,800 down)

3113 Fairwood Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,068sq ft $111 / sq ft SFR
Lot Size3,831sq ft Built1981 On Site1days
WOW....beautiful remodel. Enter the tiled foyer with storage closet and check out the HUGE living space...over 17X17.....Vaulted ceilings....12 foot double sliding doors to... more
WOW....beautiful remodel. Enter the tiled foyer with storage closet and check out the HUGE living space...over 17X17.....Vaulted ceilings....12 foot double sliding doors to screened patio area. There are 2 bedrooms and 2 full baths. Master is 17X11 and has a big walk in closet with shelving and walk in shower in the bath. Second bath in hall has tub. There are sliding doors off second bedroom to a small private patio that has a storage room for bikes, gardening tools, trash cans etc. Kitchen has a window over the sink, range,fridge,dishwasher,disposal, ceiling fan and laundry room area with washer and dryer. Community pool. 2 car parking pad out front. Back yard is fenced and has another storage closet. Brand new carpet and paint. Squeaky clean. less
Listing Provided Courtesy of FUN HOMES
Popularity N/A
$249,000
$881/mo
Monthly Payment:
$881
Principal & Interest:
$881
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $49,800 down)

1184 Louisiana Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,000sq ft $249 / sq ft SFR
Lot Size10,163sq ft Built1970 On Site2days
Located on the quaint brick streets of Winter Park. This 3 bedroom 1.5 bathroom is located a block from Park Avenue. Perfect house to use as a starter home, investment property,... more
Located on the quaint brick streets of Winter Park. This 3 bedroom 1.5 bathroom is located a block from Park Avenue. Perfect house to use as a starter home, investment property, or tear it down and build a house of your dreams. Lot size is 10,162 sqft. less
Listing Provided Courtesy of REALTY AND COMPANY INT., LLC
Popularity N/A
$227,900
$806/mo
Monthly Payment:
$806
Principal & Interest:
$806
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,580 down)

1880 Aster Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,650sq ft $138 / sq ft SFR
Lot Size11,117sq ft Built1978 On Site2days
Very nice and bright in Garden Lake Estates right in Seminole County, Winter Park, this is a full 3 bedroom/2 bathrooms/2 Car garage home featuring: Split plan with volume... more
Very nice and bright in Garden Lake Estates right in Seminole County, Winter Park, this is a full 3 bedroom/2 bathrooms/2 Car garage home featuring: Split plan with volume Ceilings, spacious layout with separate and formal Living and Dining rooms. Kitchen and formal dinette area open up to a cozy and large Family room complete with a fireplace for warm cozy winter evenings at home. Flooring is ceramic tile throughout the common areas and carpet in the bedrooms. Master bathroom has been completely updated. There is a huge, screened in rear porch with an extra large yard that backs up to a conservation lot. No rear neighbors! Irrigation and sprinkler system in a separate water meter makes landscape upkeeping more economical. Home is zoned for desirable Seminole County schools and is close to major highways, local shopping centers and restaurants. This is the ideal startup home with lots of potential to make it quaint, spectacular and your very own Winter Park home. less
Listing Provided Courtesy of RE/MAX VANTAGE LLC
Popularity N/A
$465,000
$1,645/mo
Monthly Payment:
$1,645
Principal & Interest:
$1,645
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $93,000 down)

2522 Chantilly Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 3bath 1,920sq ft $242 / sq ft SFR
Lot Size7,663sq ft Built1956 On Site2days
Live in highly-desired Winter Park in a fully renovated home on a peaceful cul-de-sac. This home has been completely transformed since 2007, having almost tripled in size with... more
Live in highly-desired Winter Park in a fully renovated home on a peaceful cul-de-sac. This home has been completely transformed since 2007, having almost tripled in size with the addition of a master retreat with en-suite bathroom, a sizable family room, a large bonus room, a mudroom, an oversized garage, extra storage, and a large rear lanai overlooking a beautiful private pool, spa and paver deck. The family room and bonus rooms are spacious with tall ceilings, french doors and a windows offering an abundance of natural light and seamless connection to the deep, covered lanai and pool and spa. The kitchen is clean and cute but to bring it up to date and allow the new owners to personalize the space, the Sellers are offering a $10,000 design credit to be applied at Closing with an acceptable offer. Inspiration images are available upon request. This move-in ready Winter Park pool home is an amazing opportunity you won't want to miss! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity N/A
$899,000
$3,402/mo
Monthly Payment:
$3,402
Principal & Interest:
$3,181
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $179,800 down)

1323 Chapman Circle NEW Added to the site in the last 3 days

Winter Park, FL 32789
Windsong Orange County School District
4bed 4bath 2,936sq ft $306 / sq ft SFR
Lot Size6,362sq ft Built2004 On Site2days
Elegantly renovated, this 4/3.5 Mediterranean pool home is located in the highly sought out Windsong Community. Gorgeous interior designer touches throughout with high quality... more
Elegantly renovated, this 4/3.5 Mediterranean pool home is located in the highly sought out Windsong Community. Gorgeous interior designer touches throughout with high quality features, such as beautiful wood and marble flooring and upgraded carpet. Well-equipped kitchen is a chefs dream with a 6 burner Wolf gas range, large island, walk-in pantry and separate bar area with wine refrigerator. Large breakfast nook plus a separate dining room, currently being used as a den. Oversized downstairs master suite has granite countertops, a Jacuzzi tub and walk in custom closets. Three additional bedrooms upstairs plus a bonus/playroom. Lanai overlooks stunning heated pool and features an outdoor grill area. This home feels spacious with its tall ceilings. Second level balcony with private view of pool area. New lush landscape with beautiful outdoor lighting. This is truly a must see! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity N/A
$592,700
$2,097/mo
Monthly Payment:
$2,097
Principal & Interest:
$2,097
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $118,540 down)

Address Withheld By Seller NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 3bath 1,741sq ft $340 / sq ft SFR
Lot Size18,876sq ft Built1952 On Site2days
Wonderful vintage home on beautiful lake sylvan surrounded by million dollar homes. This is only the second owner and it has been lovingly cared for and loaded with charm.... more
Wonderful vintage home on beautiful lake sylvan surrounded by million dollar homes. This is only the second owner and it has been lovingly cared for and loaded with charm. Original wood floors throughout, cozy brick fireplace, fully equiped kitchen with a spectacular view of the lake. The view and sunsets are visible from most rooms in the house. Breakfast room also overlooks the lake, what a way to start your morning. Beautifully landscaped back yard with numerous trees and a spectacular oak. The garage features a half bath and is ducted for heat and air, this room offers the new owner many options. less
Listing Provided Courtesy of WATSON REALTY CORP
Popularity N/A
$369,500
$1,307/mo
Monthly Payment:
$1,307
Principal & Interest:
$1,307
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $73,900 down)

774 Maryland Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 2bath 800sq ft $462 / sq ft SFR
Lot Size6,356sq ft Built1925 On Site2days
Wow- what a charmer! this is an up and down duplex, 1/1 and a 1/1 great condition- value is in the conversion of the duplex to a house and a building an attached home on the... more
Wow- what a charmer! this is an up and down duplex, 1/1 and a 1/1 great condition- value is in the conversion of the duplex to a house and a building an attached home on the front land- walking distance to Rollins college- 30 years since this property has been on the market- cash sale only - only serious inquires to show - historic area- hard wood floors , walls and ceilings- built in 1926- what can you build ? You could build a Principal Dwelling at the front of the lot and consider the existing 986 sf structure as a Cottage Dwelling. The new principal dwelling is limited to a gross area of 30% of the lot area (1,907 sf), with a front setback of 25 to 1 story structure and 30 to a 2 story structure. 4 parking spaces (2 per unit) would need to be provided between the new principal dwelling and cottage dwelling (with or without cover). Side setbacks are 7 on one side and 11 on the other to allow a driveway along the side. No front entry garage. less
Listing Provided Courtesy of MICHAEL O'SHAUGHNESSY, INC.
Popularity N/A
$169,900
$841/mo
Monthly Payment:
$841
Principal & Interest:
$601
HOA Dues:
$240
(Based on a 30 year fixed loan at 3.38% with $33,980 down)

235 Sandlewood Trail #50 NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 4bath 1,413sq ft $120 / sq ft CND
Lot Size17,907sq ft Built1986 On Site2days
Must see this completely renovated 3 Bedroom, 3.5 Bath town home in Winter Park, Sandlewood Creek Subdivision! Spacious kitchen with breakfast bar, lovely fireplace, sliding... more
Must see this completely renovated 3 Bedroom, 3.5 Bath town home in Winter Park, Sandlewood Creek Subdivision! Spacious kitchen with breakfast bar, lovely fireplace, sliding glass doors, ceiling fans, tile flooring, screened in back patio and much much more! Enjoy the back views on the master balcony as an added perk to this wonderful home!!! Super location! View today! less
Listing Provided Courtesy of WARNER-QUINLAN INC
Popularity N/A
$85,000
$599/mo
Monthly Payment:
$599
Principal & Interest:
$300
HOA Dues:
$299
(Based on a 30 year fixed loan at 3.38% with $17,000 down)

3020 Antique Oaks Circle #133 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
2bed 2bath 1,018sq ft $83 / sq ft CND
Lot SizeN/Asq ft Built1984 On Site2days
Ground floor unit with two bedrooms and two baths. Over 1,000 SF of open living space. Nice patio and interior laundry. HOA dues cover a beautiful pool, hot tub, and more. Zoned... more
Ground floor unit with two bedrooms and two baths. Over 1,000 SF of open living space. Nice patio and interior laundry. HOA dues cover a beautiful pool, hot tub, and more. Zoned for A-rated Winter Park schools, this home offers an ideal location that is convenient to Park Avenue, Baldwin Park, Winter Park Hospital, and Downtown Orlando. Close proximity to Full Sail University, Valencia, Rollins College, and UCF. Great investment opportunity as well. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity N/A
$239,900
$849/mo
Monthly Payment:
$849
Principal & Interest:
$849
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $47,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,824sq ft $132 / sq ft SFR
Lot Size8,142sq ft Built1977 On Site4days
Bright and fully updated home in Howell Branch Woods. So many upgraded and new features: new flooring, double-paned energy efficient windows, crown molding, knock-down ceilings,... more
Bright and fully updated home in Howell Branch Woods. So many upgraded and new features: new flooring, double-paned energy efficient windows, crown molding, knock-down ceilings, new six panel doors, new light fixtures and hardware, fresh paint inside and out. Gourmet kitchen has Craftmade cherry wood cabinets with soft close drawers, 50"x38" island, solid surface countertops with integrated sink, and roomy eat-in area. Spacious split-plan master features updated bath with beautiful walk-in shower, marble top vanity, and closet with organizers. Large 17x7 loft off of family room is perfect for home office or play area. Spacious screened patio opening to large, fenced back yard. Newer a/c & water heater (2013); roof (2006). Utility shed for lawn equipment and tools. Landry room has plenty of elbow room and tons of storage. Close to all shopping and Winter Park amenities, and walking distance to Eastbrook elementary. This home is truly move-in ready! less
Listing Provided Courtesy of SPARROW REALTY GROUP LLC
Popularity N/A
$264,900
$937/mo
Monthly Payment:
$937
Principal & Interest:
$937
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $52,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,390sq ft $191 / sq ft SFR
Lot Size9,672sq ft Built1957 On Site4days
This lovely home on a large corner home site in desirable Winter Park is move in ready. Brick floors in kitchen/family room. Wood laminate flooring in dining rm, living rm and... more
This lovely home on a large corner home site in desirable Winter Park is move in ready. Brick floors in kitchen/family room. Wood laminate flooring in dining rm, living rm and all three bedrooms. Stainless steel kitchen appliances, plus $900.00 allowance for a new refrigerator and owner will replace kitchen sink. French doors in living room overlook big, fenced back yard. Even a shed for storage. Great location near Winter Park Schools, Hospital, Shopping and Major Hwys. less
Listing Provided Courtesy of RE/MAX ASSURED
Popularity N/A
$1,495,000
$5,290/mo
Monthly Payment:
$5,290
Principal & Interest:
$5,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $299,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,703sq ft $318 / sq ft SFR
Lot Size11,887sq ft Built2007 On Site4days
Located minutes from Park Avenue on a quiet, tree-lined, brick street in Olde Winter Park, you'll find this 4 BD, 4.5 BA Tuscan-inspired pool home. Built in 2007 with premium... more
Located minutes from Park Avenue on a quiet, tree-lined, brick street in Olde Winter Park, you'll find this 4 BD, 4.5 BA Tuscan-inspired pool home. Built in 2007 with premium finishes including natural stone, walnut wood flooring, classic crown molding, plantation shutters, arched doorways, and a brick and wrought iron wine cellar that holds 49 wine bottles. A paver drive and custom-designed wood door welcome you into and open plan with a convenient downstairs master suite. As you enter the living room, you are greeted by great natural light flowing nicely into the gourmet kitchen with granite countertops, top of the line Subzero and Wolf appliances, built-in china cabinet space, and custom wood cabinetry. The kitchen opens into the family room which boasts stunning wood ceiling beams that complement the wood inlaid tile. A stunning stone fireplace and 3 separate doors that lead to a spectacular covered outdoor living area complete the room. The generous master suite features wood floors, with access to the covered patio, dual sinks, jetted tub with separate shower, and his/her walk-in closets. Making your way upstairs is effortless, with 1 stairwell located in the foyer and another in the laundry room. On the second floor, 3 ensuite bedrooms offering walk-in closets, and a large loft/bonus room space can be found. An ultra-private pool and patio with brick pavers, inviting fireplace and wrought iron gates are highlights of the picturesque backyard making it a one-of-a-kind retreat. less
Listing Provided Courtesy of STOCKWORTH REALTY GROUP
Popularity N/A
$400,000
$1,418/mo
Monthly Payment:
$1,418
Principal & Interest:
$1,415
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.38% with $80,000 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,168sq ft $185 / sq ft SFR
Lot Size12,918sq ft Built1964 On Site4days
***Immaculate Remodeled ****4 bedroom 3 bath POOL Home!!!! ***This home has been fully updated from the 42 inch cabinets, granite counter tops and stainless steel appliances in... more
***Immaculate Remodeled ****4 bedroom 3 bath POOL Home!!!! ***This home has been fully updated from the 42 inch cabinets, granite counter tops and stainless steel appliances in the kitchen to the HUGE Master suite with master bath, some of the features include 2 large walk in closets, crown molding, plantation shutters, frameless shower, jetted garden tub, dual sinks and French doors which overlook the large in ground pool. ***Plenty of space indoors and outdoors to entertain this home has a large fenced in lot, covered patio, raised deck and in ground pool. An attached 2 car garage and separate 1 car carport. This winter park gem is centrally located on a culdesac in the established neighborhood of Winter Park Pines less
Listing Provided Courtesy of HOMEXPO REALTY INC
Popularity N/A
$349,900
$1,238/mo
Monthly Payment:
$1,238
Principal & Interest:
$1,238
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $69,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 1,933sq ft $181 / sq ft SFR
Lot Size9,484sq ft Built1962 On Site5days
Great Opportunity to own a 4 bedroom 2.5 bath ranch style home in the Brookshire Heights community in Winter Park. Very nice pool home with over 1,933 square feet of living... more
Great Opportunity to own a 4 bedroom 2.5 bath ranch style home in the Brookshire Heights community in Winter Park. Very nice pool home with over 1,933 square feet of living area. Great location on Cady Way near the trail, schools and the park. The pool/patio deck area is approximately 9.5 x 56 making a nice area overlooking the pool. The roof is newer, as it was replaced about a year and a half ago and the A/C is about 5 years old. This home is convenient to all shopping and to Winter Park Hospital. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity N/A
$1,125,000
$3,981/mo
Monthly Payment:
$3,981
Principal & Interest:
$3,981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $225,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,401sq ft $331 / sq ft SFR
Lot Size15,097sq ft Built2016 On Site5days
New Construction. Another exceptional home built by FG Schaub Custom Homes. Thoughtfully designed for lifestyle living by David Larson, Ltd. The "Transitional Home" has 4... more
New Construction. Another exceptional home built by FG Schaub Custom Homes. Thoughtfully designed for lifestyle living by David Larson, Ltd. The "Transitional Home" has 4 bedrooms, 4.5 baths, plus an exquisite outdoor/living space with s full Summer kitchen and electronic roll away screen. Upon entry, the warmth of tradition blends with the sleek elements of a modern structure all to create connection between past and present. The oversized kitchen features Kitchen Aid Pro series appliances, custom cabinets, and solid stone countertops. Stacked stone has been added throughout the living space bringing elements of nature inside the home. The 1st floor master bath is equipped with a full multi-jet spa system and a sleek stand alone tub. The upstairs offers 3 ensuite bedrooms and an expansive flex room. Some of the energy efficient features include: foam in block, low "E" Vinyl windows, and LED lighting, just to name a few. less
Listing Provided Courtesy of THE HOPE TEAM INC
Popularity N/A
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
 
Follow Us On
Loading....
Loading
The information being provided by My Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of My Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by My Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2016 My Florida Regional MLS. All rights reserved.

Data last updated: Tuesday, July 26, 2016 at 6:09 AM. Properties in listings may have been sold or may no longer be available.