Call your local brokerage at 844.662.5638

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

424 Properties Found [ Edit Search ]
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 »
First page 7 of 29 Last
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,977sq ft $151 / sq ft TWN
Lot Size6,022sq ft Built2009 On Site22days
Left unit is tenant occupied. Downstairs guest bedroom and bath. Formal dining room, open floor plan, French doors. Master retreat with "His and Her" vanities. There is also an... more
Left unit is tenant occupied. Downstairs guest bedroom and bath. Formal dining room, open floor plan, French doors. Master retreat with "His and Her" vanities. There is also an additional large upstairs open area/loft for an Office/Computer/Game Room. Designer lighting, crown moldings, tile roof and upstairs covered secluded balcony with sitting area. Deck overlooking conservation area. Near Downtown Winter Park, Maitland center, shopping, restaurants. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
Your search results are current and complete. Learn more
$59,900
$490/mo
Monthly Payment:
$490
Principal & Interest:
$221
HOA Dues:
$269
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
2bed 2bath 1,085sq ft $55 / sq ft CND
Lot Size8,567sq ft Built1974 On Site23days
Great opportunity in a convenient location! 2 bed/1.5 bath two story condo. New paint and carpet. New stainless steel appliances. Large balcony in the back overlooking open... more
Great opportunity in a convenient location! 2 bed/1.5 bath two story condo. New paint and carpet. New stainless steel appliances. Large balcony in the back overlooking open grassy/treed area. Beautiful hardwood staircase. Both bedrooms upstairs. This property is just a block from Full Sail University and a short commute to the University of Central Florida. Shopping, restaurants, public transportation and major highways are all nearby. The community offers a large clubhouse, pool, playground, laundry facility, on-site HOA, and dual tennis courts. less
Listing Provided Courtesy of Re/max Optima
Popularity
$849,000
$3,145/mo
Monthly Payment:
$3,145
Principal & Interest:
$3,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,800 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,400sq ft $250 / sq ft SFR
Lot Size11,229sq ft Built1965 On Site25days
Beautiful white brick home, completely rebuilt in 2006, situated on corner lot in very desirable Sylvan Lake Shores. Enjoy the neighborhood park and lake across the street and... more
Beautiful white brick home, completely rebuilt in 2006, situated on corner lot in very desirable Sylvan Lake Shores. Enjoy the neighborhood park and lake across the street and historical houses throughout the neighborhood lined with brick streets and old oak trees. Home has four nicely sized bedrooms plus another playroom/bedroom and upstairs suite including gorgeous office retreat with stunning built-ins/wet bar/fridge, bedroom and bathroom retreat plus lots of storage for files or holiday decor. Two spacious master bedrooms. One is on first floor with his and hers closets. Master bath has separate vanities and soaking tub with huge shower. Wide plank hardwood floors, custom moldings and high ceilings throughout. Well-appointed kitchen with granite counters, bead board woodwork, sunroom overlooking saltwater pool and private backyard. Natural gas on the street and gas stove in the home. Living room has wood burning fireplace. Family room boasts custom built-in bookshelves. You will love the close proximity to excellent Winter Park schools, Whole Foods and Park Avenue. Convenient to downtown and Baldwin Park. Great walking neighborhood and adjacent to the North Shore of Windsong. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$342,000
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,267
HOA Dues:
$29
(Based on a 30 year fixed loan at 3.75% with $68,400 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,234sq ft $153 / sq ft SFR
Lot Size13,408sq ft Built1985 On Site25days
This lovely home at the end of a Cul-de-sac, is located in the desirable Winter Park subdivision, Pelican Bay! It features 3 bedrooms, 2 baths and office/den! The bright and... more
This lovely home at the end of a Cul-de-sac, is located in the desirable Winter Park subdivision, Pelican Bay! It features 3 bedrooms, 2 baths and office/den! The bright and spacious kitchen overlooks the family room with stainless steel appliances and high-end granite counter tops! Family room has stunning wood burning fireplace and double french doors that open to a beautiful screened in lanai overlooking a sparkling salt-water pool. Additional features include Elfa shelving in bedroom closets, auto retractable screen doors on lanai, Nest thermostat system, security system with IP cameras, water access to Lake Florence with Dock, Vari-flow pool pump and misters in the lanai. Garage has a/c and tiled floor! Great laundry room with granite counters, sink and tons of storage! This is a home you don't want to miss out on! less
Listing Provided Courtesy of Prestige Property Shop Llc
Popularity
$1,395,000
$6,164/mo
Monthly Payment:
$6,164
Principal & Interest:
$5,168
HOA Dues:
$996
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,714sq ft $514 / sq ft CND
Lot Size1.5acre Built2003 On Site25days
Gorgeous top floor lakefront condo with fantastic views of Lake Virginia and surrounding pool area. 3 bedroom/3.5 baths, 2,714 sq ft, with 12 ft ceilings and a versatile floor... more
Gorgeous top floor lakefront condo with fantastic views of Lake Virginia and surrounding pool area. 3 bedroom/3.5 baths, 2,714 sq ft, with 12 ft ceilings and a versatile floor plan. Glamorous master suite, with water view, has Jacuzzi tub, separate vanities, glass shower and walk-in closet. Gourmet kitchen has granite, custom cabinetry, and upgraded stainless appliances. Spacious great room has adjoining dining room and balcony with a spiral stair case leading down to the pool area. Intimate family room has a alcove which could be used as a eat-in dinette or office. Other amenities include wood and travertine flooring, crown molding, surround sound, and Pella low e double pane doors and windows. Two side-by-side underground parking spaces plus climate-controlled storage. Gated entrance and locked building entrance provide a safe lock and leave lifestyle. Well-maintained grounds with mature landscaping. Luxury lakefront living! Just a short stroll to downtown Winter Park and Rollins College. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$295,000
$1,092/mo
Monthly Payment:
$1,092
Principal & Interest:
$1,092
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.5acre BuiltN/A On Site25days
1.42 acres in Winter Park. Bring your boat, your RV, your utility trailers, No HOA! This is truly a rare and unique find. Great shopping, churches schools and restaurants are... more
1.42 acres in Winter Park. Bring your boat, your RV, your utility trailers, No HOA! This is truly a rare and unique find. Great shopping, churches schools and restaurants are close by. In addition, it is convenient to the University of Central Florida, Full Sail University, Rollins College, Oviedo Marketplace, and all of the attractions by way of the 417 expressway. Bike/Jogging trails are nearby as well. Whether your destination is Winter Park, Winter Springs, or Oviedo, this home is in the perfect location for your custom home OR multi home site, day care or elder care facility, home based business and so many other possibilities. Nestled between 2 new home developments, the options are virtually limitless. (to acquire all 3 acres and lakefront, see also MLS# o5359631 and o5354742) less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$424,995
$1,708/mo
Monthly Payment:
$1,708
Principal & Interest:
$1,574
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.75% with $84,999 down)
Winter Park, FL 32792
4bed 2bath 2,550sq ft $167 / sq ft SFR
Lot Size7,900sq ft Built2015 On Site25days
Beautiful New 4 bedroom, 3 bath, single story home in Winter Park, FL! Home features include: 12 ft ceilings, stainless steel appliances with upgraded flooring and upgraded... more
Beautiful New 4 bedroom, 3 bath, single story home in Winter Park, FL! Home features include: 12 ft ceilings, stainless steel appliances with upgraded flooring and upgraded kitchen cabinets. Granite countertops in kitchen and master bathroom. Ready for move in June/July 2015! Builder Warranty! (Disclaimer: Some/All the photos are stock/renderings of the home.) less
Listing Provided Courtesy of Taylor Morrison Rlty Of Fla
Popularity
$392,000
$1,452/mo
Monthly Payment:
$1,452
Principal & Interest:
$1,452
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $78,400 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,492sq ft $263 / sq ft SFR
Lot Size9,919sq ft Built1958 On Site25days
Open Sun Apr 26, 1pm-4pm
Price Reduction !! Cozy, well-loved and well-maintained 3 bedroom, 2 bath block home in Winter Park. This home has hardwood floors and ceramic tile throughout. Newer... more
Price Reduction !! Cozy, well-loved and well-maintained 3 bedroom, 2 bath block home in Winter Park. This home has hardwood floors and ceramic tile throughout. Newer windows and newer roof. The lot is 85' x 118'. You will love the location! Location! Location! Location! This could be a good investment, any way you look at it. You can move right in and enjoy the super family friendly neighborhood ... or you can add on extra space and a pool ... or you can use the lot to build your dream home. There are many lots that have sold on this street and the new construction is beautiful. The lots have sold for up to $300,000. You can renovate without the worry of whether you are over building for the neighborhood. This home is less than five minutes from downtown Winter Park, shopping, Whole Foods, Starbucks, restaurants and parks. It is a short bike ride to three excellent schools in Orange County. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$1,100,000
$4,075/mo
Monthly Payment:
$4,075
Principal & Interest:
$4,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $220,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,214sq ft $342 / sq ft SFR
Lot Size9,563sq ft Built2015 On Site26days
Open Sun Apr 26, 1pm-4pm
Rex-Tibbs brand new modern design home with bright-open floor plan walking distance to downtown Winter Park, Park Ave & the Winter Park Village (Whole Foods Village, shops &... more
Rex-Tibbs brand new modern design home with bright-open floor plan walking distance to downtown Winter Park, Park Ave & the Winter Park Village (Whole Foods Village, shops & restaurants coming soon as well only a couple of blocks away)... located on an almost completely re-developed, beautiful brick street in Olde Winter Park. Transitional interiors with clean lines, expansive glass doors & oversized windows to bring the outside in – very bright, neutral style… Wonderful mature Signature Landscaping along with a picturesque large fenced back yard, covered lanai and pool area that includes expansive travertine deck area for entertaining… This brand new home features a large master suite downstairs with separate nice walk-in closets, spacious bath and open to the pool & lanai... a total of 4 BE / 4 full baths, 10' ceilings up and down, euro-modern sleek island kitchen open to large gathering room w/ fireplace, also a spacious bonus/flex room upstairs... exotic solid wood flooring that is a great durable product, tile, marble & travertine floors, granite/marble tops, custom cabinetry, crown moldings, Thermador stainless appliances along with wine cooler and much more! This home is surrounded by newer homes and a like new neighborhood! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$395,000
$1,463/mo
Monthly Payment:
$1,463
Principal & Interest:
$1,463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,540sq ft $256 / sq ft SFR
Lot Size9,505sq ft Built1945 On Site26days
Enjoy The Winter Park Lifestyle in this Charming Home in the Heart of Winter Park!! This home has a split bedroom plan with large open living space. Beautiful New hardwood... more
Enjoy The Winter Park Lifestyle in this Charming Home in the Heart of Winter Park!! This home has a split bedroom plan with large open living space. Beautiful New hardwood floors spread to the living and dining room, plaster walls, and Gorgeous Kitchen with granite & and hardwood cabinets, Large Florida room or Flex Space in the rear of the home is wrapped with large windows that allow for natural sunlight and views of the large trees. Granite counter tops and hardwood cabinetry are in every bathroom. This home is surrounded by million dollar homes and offered at an entry price. Enjoy the opportunity to live in this wonderful home or bring your plans to build in the most sought after Winter Park street neighboring the "Via’s”. It is waking distance to the Winter Park Racquet Club and is One of Central Florida's most requested school districts. Located minutes to Park Avenue shops, bistros, Rollins College and many majestic Parks. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,525sq ft $229 / sq ft SFR
Lot Size6,651sq ft Built1925 On Site26days
Open Sun Apr 26, 1pm-4pm
Welcome to 2600 Winter Park Road. Built in 1925, this Spanish Mediterranean home can claim a designation in the Winter Park Register of Historic places. The original owner since... more
Welcome to 2600 Winter Park Road. Built in 1925, this Spanish Mediterranean home can claim a designation in the Winter Park Register of Historic places. The original owner since 1957 has lovingly cared for and maintained this 3 bedroom, 2 bath home. The entrance to the home is through a segmented arched opening on the front facing gable. The living room features a wood burning fireplace, a cathedral beamed ceiling, original windows and hardwood floors. From the dining room, French doors, open to a screened side porch. The updated kitchen features recessed lighting, granite counters, Kitchen Aid appliances, new hardwood floors and window treatments. One bathroom has a walk-in shower and the second bathroom has a tub/shower. A free standing two-car garage has been attached to the main body of the house by an open breezeway. The house has many unique architectural features and mature landscaping. Seller will transfer a one year home warranty. Walking distance to the new East End marketplace and Blue Jacket Park. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$695,000
$2,574/mo
Monthly Payment:
$2,574
Principal & Interest:
$2,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 6bath 5,184sq ft $134 / sq ft SFR
Lot Size29,185sq ft Built1968 On Site27days
Being already impressed with the exterior of this amazing home, you are going to be more than impressed with the interior as well! Beautiful hardwood, laminate and tile floors... more
Being already impressed with the exterior of this amazing home, you are going to be more than impressed with the interior as well! Beautiful hardwood, laminate and tile floors extend throughout this spacious home. The owner’s retreat and 2 secondary bedrooms are upstairs along with a guest bath with double sinks and a jacuzzi tub and shower. The master suite has an adjacent sitting room great for a nursery, dressing room, workout room, sewing room, library or media nook and an unparalleled view of Garden Lake. Downstairs is an additional bedroom with en-suite bathroom plus large kitchen, family room with fireplace, dining room and office/den/sitting room. Tucked to the rear of the property is a detached in-law suite with a kitchen, bath and bedroom and the upper portion of the oversized detached garage has a partially finished bonus room (currently being used for storage). The grounds are tastefully landscaped and the oversized screened pool has beautiful views of the lake as well. Enjoy your own piece of paradise right here in Winter Park! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$1,200,000
$5,195/mo
Monthly Payment:
$5,195
Principal & Interest:
$4,445
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $240,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,579sq ft $335 / sq ft CND
Lot Size3.3acre Built1915 On Site27days
Step back in time as you enter the Alabama Hotel that was converted into The Alabama Condominium in the 1980’s. On the grounds you will find this rare gem, The Victorian... more
Step back in time as you enter the Alabama Hotel that was converted into The Alabama Condominium in the 1980’s. On the grounds you will find this rare gem, The Victorian Temple house. William C. Temple, a patron of Winter Park, is the namesake of the Temple Orange. Temple called his Victorian house “Alabama Lodge” This pristine Victorian home is condo living in a single family home. Private gate entry brings you into the semi-circular driveway at The Vias. The HOA maintains the entire exterior as well as the lush landscaped grounds. This 140 year old home is registered as a “Historic Home”. As you enter you will notice the attention to detail in every corner. Home movie theater, chef’s kitchen with gourmet gas stove, two fireplaces, beautiful hardwood floors, private formal dining room fit for royalty. Stunning master suite with sitting area and additional staircase leading to large bonus room. Beautiful views from the balconies above. Relax on the wraparound porch as you take in the magnificent water view. Lake Maitland rental slip is only $750.00 per year for your boat. This is a one of a kind opportunity to own a piece of history while living the life some can only dream of. less
Listing Provided Courtesy of Real Estate Firm Of Orlando
Popularity
$75,000
$396/mo
Monthly Payment:
$396
Principal & Interest:
$277
HOA Dues:
$119
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,266sq ft $59 / sq ft SFR
Lot Size3,901sq ft Built1981 On Site27days
What a deal... Three bedroom, two bathroom condo consisting of 1,266 square feet of living space. Comes with all appliances and new carpet. Screen enclosed patio on the rear.... more
What a deal... Three bedroom, two bathroom condo consisting of 1,266 square feet of living space. Comes with all appliances and new carpet. Screen enclosed patio on the rear. Corner lot and end unit. Enjoy the community pool with low hoa fees. less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$154,500
$585/mo
Monthly Payment:
$585
Principal & Interest:
$572
HOA Dues:
$13
(Based on a 30 year fixed loan at 3.75% with $30,900 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 2bath 1,270sq ft $122 / sq ft SFR
Lot Size10,098sq ft Built1985 On Site27days
Charming 2 bedroom, 2 bath home located in the small Garden Grove community in Winter Park. Home features open floor plan with vaulted ceilings. Upon entering there is a... more
Charming 2 bedroom, 2 bath home located in the small Garden Grove community in Winter Park. Home features open floor plan with vaulted ceilings. Upon entering there is a spacious living room with built in fireplace. Kitchen has plenty of counter spaces and cabinets and closet pantry. The kitchen opens to dining area which leads you to the open patio/deck. There is a den/office for additional living area. The master suite features a walk in closet and private bath with shower. There is an inside utility area for added convenience. Great curb appeal with a side entry 2 car garage. Large corner lot with fenced in yard for additional privacy. Conveniently located close to shopping, dining and major highways. Excellent school district! This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
3 4 5 6 7 8 9 10 11 ... 16 26
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
Content provided and owned by Coldwell Banker Residential Real Estate.
Loading....
Loading
The information being provided by Mid 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 Mid 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 Mid 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 Mid 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 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Sunday, April 26, 2015 at 1:53 PM