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

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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...
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$385,000
$1,426/mo
Monthly Payment:
$1,426
Principal & Interest:
$1,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,000 down)
Winter Park, FL 32789
College Park Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size28,627sq ft BuiltN/A On Site19days
Estate Sale. 4 lots total zoning R-2. All contracts and Offers are subject to probate court and Attorney approval. Cash offers only please
Estate Sale. 4 lots total zoning R-2. All contracts and Offers are subject to probate court and Attorney approval. Cash offers only please less
Listing Provided Courtesy of Don Asher & Associates, Inc.
Popularity
Your search results are current and complete. Learn more
$175,900
$651/mo
Monthly Payment:
$651
Principal & Interest:
$651
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,180 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,287sq ft $137 / sq ft CND
Lot Size24,555sq ft Built1983 On Site20days
This winter park spacious 2 bedroom/ 2 bath unit is located in a beautifully maintained 22 unit complex just steps from the crystal clear large community pool. Vaulted ceilings,... more
This winter park spacious 2 bedroom/ 2 bath unit is located in a beautifully maintained 22 unit complex just steps from the crystal clear large community pool. Vaulted ceilings, formal dining room and large living area,overlooking tiled screen porch located on rear of unit. An additional open, outdoor patio area is located just off master bedroom. Walk in closet located in master bedroom is just one of many spacious interior closets. Two atriums located within the unit are established with their own sprinkler system and provide natural light throughout the home. Other features include an interior laundry area, a brick fireplace and a 2 car garage. less
Listing Provided Courtesy of Anne Rogers Realty Group Inc
Popularity
$630,000
$2,334/mo
Monthly Payment:
$2,334
Principal & Interest:
$2,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $126,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,392sq ft $263 / sq ft SFR
Lot Size8,882sq ft Built1993 On Site20days
Awesome Victorian! Ole Winter Park charm, stately front porch, leaded glass entry, beautiful staircase, and comfortable interior upgrades, and high ceilings in neutral colors.... more
Awesome Victorian! Ole Winter Park charm, stately front porch, leaded glass entry, beautiful staircase, and comfortable interior upgrades, and high ceilings in neutral colors. Kitchen has granite countertops, crown molding, high gloss real hardwood floors throughout. Large gourmet kitchen with breakfast bar & bay-window style breakfast nook for high tea. Formal living & dining rooms with crown molding, Family room features fireplace, french doors to lush backyard gardens w/paver patio and walkways. Master bedroom is quite large plus a balcony overlooking back yard for morning coffee. Adjacent master bath has bright windowed garden jetted tub, separate shower, and double sinks, walk-in spacious closet. Generous sized additional bedrooms with jack'n'jill bathroom & standard style bath. All appliances only 2 years old, inside laundry with washer/dryer included. Detached 2-car garage in rear with ample room for additional parking and long driveway. Gas heat/hot water/cooking, Termite Bond, Roof replaced 2013, zoned a/c, polyurethane finish of hardwood floors. NO HOA. Location, Location! Transition area with many newer upscale homes close by. Near WP hospital, shopping, restaurants, downtown Winter Park, and Winter Park Schools. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$275,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,831sq ft $150 / sq ft SFR
Lot Size8,295sq ft Built1970 On Site20days
Newly renovated Winter Woods home. This 4 bedroom, 2 bath, split plan is move-in ready. New double pane windows, new roof Jan/Feb 2015, wood laminate, ceramic tile and carpet... more
Newly renovated Winter Woods home. This 4 bedroom, 2 bath, split plan is move-in ready. New double pane windows, new roof Jan/Feb 2015, wood laminate, ceramic tile and carpet flooring. Recess and under cabinet lighting add to the new kitchen cabinetry. New GE Stainless Steel appliances, granite counter tops and tile back splash complete the new open kitchen. Master and main bath totally renovated, double sinks, new cabinetry, granite and tile. Access the screen porch through french doors from the Master or Family Room. Top rated Seminole County Schools, minutes from Downtown Winter Park, UCF, Full Sail and Rollins College. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$500,000
$1,935/mo
Monthly Payment:
$1,935
Principal & Interest:
$1,852
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.75% with $100,000 down)
Winter Park, FL 32792
5bed 4bath 3,514sq ft $142 / sq ft SFR
Lot Size5,966sq ft Built2013 On Site20days
Quick closing possible for this barely lived in home! Seller spared no expense in upgrades on this beautiful Winter Park home, including upgraded granite countertops, island,... more
Quick closing possible for this barely lived in home! Seller spared no expense in upgrades on this beautiful Winter Park home, including upgraded granite countertops, island, upgraded 42" cabinets with crown molding, Moen faucets, double oven with convection oven, home theater in the media room (Klipsch 5.1 gold audio system and 4 rom Lyric located in entryway, living room patio and master bedroom. Bedrooms have upgraded carpet and pads and tile has been upgraded in all other areas. Beautiful staircase to second floor has been upgraded with iron spindles, and recessed lighting added to first and second floors. Much to much to write. Please see attachments for floor plan, survey and upgrade list! Hurry! Hurry! Hurry! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$425,000
$1,574/mo
Monthly Payment:
$1,574
Principal & Interest:
$1,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,295sq ft $328 / sq ft SFR
Lot Size3,754sq ft Built2016 On Site20days
Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market, Rollins College & much... more
Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market, Rollins College & much more. Designed and built by renowned architect & builder, Phil Kean Designs (2013 National Custom Home Builder of the Year), the Hazel model is the future of bungalow living. Modern living spaces with a one-story open floor plan, volume ceilings, a Chef's kitchen and a spacious master bedroom with private bath & a walk-in closet. Price is subject to change based on buyer's selection of finishes & any upgrades. less
Listing Provided Courtesy of Phil Kean Real Estate Llc
Popularity
$425,000
$1,574/mo
Monthly Payment:
$1,574
Principal & Interest:
$1,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,295sq ft $328 / sq ft SFR
Lot Size3,754sq ft Built2016 On Site20days
Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market, Rollins College & much... more
Live the downtown Winter Park bungalow lifestyle. Walk to favorite restaurants on Park Avenue or in Hannibal Square, Central Park, the Farmer's Market, Rollins College & much more. Designed and built by renowned architect & builder, Phil Kean Designs (2013 National Custom Home Builder of the Year), the Hazel model is the future of bungalow living. Modern living spaces with a one-story open floor plan, volume ceilings, a Chef's kitchen and a spacious master bedroom with private bath & a walk-in closet. Price is subject to change based on buyer's selection of finishes & any upgrades. less
Listing Provided Courtesy of Phil Kean Real Estate Llc
Popularity
$794,000
$3,524/mo
Monthly Payment:
$3,524
Principal & Interest:
$2,941
HOA Dues:
$583
(Based on a 30 year fixed loan at 3.75% with $158,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,773sq ft $286 / sq ft CND
Lot Size21,602sq ft Built2008 On Site20days
Open Sun Aug 2, 1pm-4pm
Lowest Priced Town Home in the Douglas Grand. Only $288. a square foot, Why pay more. Central Florida's most distinctive in-town living experiences. with all of the finishes and... more
Lowest Priced Town Home in the Douglas Grand. Only $288. a square foot, Why pay more. Central Florida's most distinctive in-town living experiences. with all of the finishes and fixtures of a brand new, modern-day building. Luxurious finishes are coupled with high-end appliances and fixtures in this two story 3 bed, 3 1/2 bath unit. Open floor plan with a large kitchen and dining area. The master bedroom with two (2) walk-in closets. The town home unit is finished with high quality finishes including Pella windows and doors, Kohler fixtures, Sub-Zero, Wolf and Bosch appliances, Trane air conditioning and other quality components the luxury Buyer demands. Crown molding, granite counter tops in the kitchen and all baths, walk-in closets in every bedroom, oversized walk-in shower and garden bath in the master suite, attached and covered parking and a private entry to the unit are also included. The Douglas Grand location is irreplaceable, one block from Park Avenue shopping district, across the street from Central Park, one block from Hannibal Square and walking distance to hundreds of retailers, restaurants and wine bars - a true city-living experience in Central Florida's most unique town - Winter Park. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$719,900
$2,667/mo
Monthly Payment:
$2,667
Principal & Interest:
$2,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $143,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,660sq ft $197 / sq ft SFR
Lot Size7,357sq ft Built2008 On Site21days
Short Sale. Bank Approved!!! Own on this street where there are Newly Completed Million Dollar Homes!!! This Mediterranean Beauty features 3 floors.... One is the Full Basement... more
Short Sale. Bank Approved!!! Own on this street where there are Newly Completed Million Dollar Homes!!! This Mediterranean Beauty features 3 floors.... One is the Full Basement with Theater, On-Suite, Entertaining area and staircase or elevator to access all three!! The home was custom built with every possible amenity including voice activated/smart home controls when available. This four bedroom three and one half bath home is incredible. With a solid brick/stucco wall/fence and gated drive, 8 foot interior and exterior doors, separate garage with future expansion wiring, pool, gas heated spa, whole house generator on natural gas.... it is your own compound. The gourmet kitchen features granite counters, gas cooktop with downdraft, copper apron and copper bar sinks, dual refrigeration, dual separate dish drawers...it is a chef's delight!! The family room connects with fireplace, surround sound, and a bank of sliding glass doors leading to the pool area. The upstairs master bedroom features a zoned A/C with fireplace and its own private veranda overlooking the rear area of the home and pool. With a rain shower head and steam generator and brass double sink vanities, it will delight. The laundry is up and expansive with easy access to the elevator. There is also another suite that features a covered porch area looking towards the front of the home. This custom home is sure to please.... Come see it Today!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$299,500
$1,138/mo
Monthly Payment:
$1,138
Principal & Interest:
$1,109
HOA Dues:
$29
(Based on a 30 year fixed loan at 3.75% with $59,900 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,266sq ft $132 / sq ft SFR
Lot Size10,762sq ft Built1982 On Site21days
This home is located in beautiful Seminole County Winter park offering excellent Seminole county schools. This home sits on a corner lot with oversized screened porch... more
This home is located in beautiful Seminole County Winter park offering excellent Seminole county schools. This home sits on a corner lot with oversized screened porch overlooking expansive back yard. Spacious kitchen w/island and separate dining room. Features 3 bedrooms/2 baths with separate office! Living room has volume ceiling with cedar beams and beautiful stone fireplace. Great floor plan with loads of storage. Air-conditioned workroom in garage! Paddle board or canoe across the street on Lake Florence! Priced to sell so bring your buyers now! less
Listing Provided Courtesy of Prestige Property Shop Llc
Popularity
$299,500
$1,109/mo
Monthly Payment:
$1,109
Principal & Interest:
$1,109
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,900 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 1,890sq ft $158 / sq ft SFR
Lot Size8,974sq ft Built1957 On Site21days
Located in top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High school district, this 4 bedroom/3 bath split plan ranch is move-in ready! Feel at home with... more
Located in top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High school district, this 4 bedroom/3 bath split plan ranch is move-in ready! Feel at home with beautiful wood flooring throughout the house and a gorgeous wood-burning fireplace. The kitchen is complete with stainless steel appliances, custom wood cabinets, and tile flooring. The oversized two-car garage is complete with a workshop for projects and even has a large shed in the rear that is perfect for storing garden supplies and lawn equipment! Entertain guests on your own personal brick screened in back porch and enjoy access to Cady Way pool. Welcome home to 958 Dunraven Drive! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$184,900
$685/mo
Monthly Payment:
$685
Principal & Interest:
$685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,646sq ft $112 / sq ft SFR
Lot Size8,532sq ft Built1980 On Site21days
Come see this 3 bedroom, 2 bath home situated on a large corner lot in Winter Park! Home features an open floor plan with a living room and dining room just off the foyer. The... more
Come see this 3 bedroom, 2 bath home situated on a large corner lot in Winter Park! Home features an open floor plan with a living room and dining room just off the foyer. The kitchen features plenty of counter space and cabinets with a breakfast bar and views of the family room and patio. On the covered patio there is a wet bar for entertaining. There is laminate flooring throughout the home with ceramic tile in the kitchen, baths and one bedroom. The home also features a side entry garage and a fenced in backyard. Home is conveniently located close to shopping, dining, schools and major highways. Excellent school district. This is a Fannie Mae HomePath property! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$350,000
$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 $70,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,345sq ft $260 / sq ft SFR
Lot Size10,509sq ft Built1958 On Site21days
Terrific Mid-Century home in most desirable school district!! Easy to love with hardwood floors, large back yard and close to EVERYTHING! Walk to Park Avenue shops and... more
Terrific Mid-Century home in most desirable school district!! Easy to love with hardwood floors, large back yard and close to EVERYTHING! Walk to Park Avenue shops and restaurants, Shopping, dining and hospitals are around the corner, Rollins College, Full-Sail University and the University of Central Florida are all just minutes away. Enjoy all that Winter Park has to offer in this affordable home. Baldwin Park shopping, entertainment, parks, playgrounds, bike and jogging trails are close by as well. YOU CANNOT GO WRONG with this awesome home! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$374,900
$1,388/mo
Monthly Payment:
$1,388
Principal & Interest:
$1,388
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $74,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,324sq ft $283 / sq ft SFR
Lot Size12,280sq ft Built1952 On Site21days
Lovely two bedroom home in the heart of Winter Park! Offering an updated kitchen with granite countertops, solid wood cabinetry, stainless steel appliances, and a quaint... more
Lovely two bedroom home in the heart of Winter Park! Offering an updated kitchen with granite countertops, solid wood cabinetry, stainless steel appliances, and a quaint breakfast nook, you'll find delightful character throughout the home. Hardwood floors, plantation shutters, crown molding, and updated bathrooms are just a few of the charming details this home showcases. Located on a spacious 0.28 acre corner lot, on a picturesque tree-lined street, this home has a large circular driveway with pavers and a location that cannot be beat! Fantastic schools (Brookshire Elementary, Glenridge Middle, and Winter Park High) and walking distance to nearby community parks. Conveniently located to Rollins College, Full Sail University, Winter Park Hospital, and major highways for a quick commute. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$201,400
$746/mo
Monthly Payment:
$746
Principal & Interest:
$746
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $40,280 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,669sq ft $121 / sq ft SFR
Lot Size14,938sq ft Built1983 On Site21days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Owners.com
Popularity
2 3 4 5 6 7 8 9 10 ... 15 25
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.
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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service 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 Multiple Listing Service. All rights reserved.

Data last updated: Sunday, August 2, 2015 at 5:14 AM. Properties in listings may have been sold or may no longer be available.