Call your local brokerage at 1.941.487.1400

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

436 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 11 of 30 Last
$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
Orange County School District
3bed 3bath 1,440sq ft $267 / sq ft SFR
Lot Size4,898sq ft Built1942 On Site47days
Triplex Home in the College Quarter Historic District, Rare opportunity to live in the College Quarter with income potential. This home offers 3 separate apartments each with... more
Triplex Home in the College Quarter Historic District, Rare opportunity to live in the College Quarter with income potential. This home offers 3 separate apartments each with outdoor patio area, located on a brick street minutes to Rollins College, Park Avenue, and Lake Virginia. Hurry! less
Listing Provided Courtesy of Fun Homes
Popularity
We show you every available listing. Here's how
$180,000
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 989sq ft $182 / sq ft SFR
Lot Size6,998sq ft Built1952 On Site47days
Perfect Location! This lovely home is nestled in the highly sought after city of Winter Park adjacent to the Baldwin Park neighborhood. Experience an endless number of shopping... more
Perfect Location! This lovely home is nestled in the highly sought after city of Winter Park adjacent to the Baldwin Park neighborhood. Experience an endless number of shopping and dining options, parks, coffee shops, and pubs. This neighborhood is bursting with personality! If you are sick of cookie cutter neighborhoods and big box stores look no further! Turnkey Ready – all you need to do is move in! What this home has to offer: 1. Curb Appeal! *Well-Manicured Landscaping* *Brick Paver Driveway* 2. Updated Kitchen *Granite Countertops* *Stainless Steel*appliances included! 3. Move-in Ready *Fresh Paint* *New Tile and Carpet* Professionally Cleaned 4. *Fenced Back Yard* with a Gate to the Adjacent Blue Jacket Park *Utility Shed* and *Patio with Brick Pavers* 5. LOCATION! Minutes from downtown. Established neighborhood with no HOA! less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$314,900
$1,166/mo
Monthly Payment:
$1,166
Principal & Interest:
$1,166
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $62,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 986sq ft $319 / sq ft SFR
Lot Size7,398sq ft Built1955 On Site48days
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold... more
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold as-is but is very quaint, clean and has an excellent rental history. 3,181 max FAR with a 30’ front setback, per the City of WP. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$314,900
$1,166/mo
Monthly Payment:
$1,166
Principal & Interest:
$1,166
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $62,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,398sq ft BuiltN/A On Site48days
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold... more
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold as-is but is very quaint, clean and has an excellent rental history. 3,181 max FAR with a 30’ front setback, per the City of WP. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$74,900
$477/mo
Monthly Payment:
$477
Principal & Interest:
$277
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $14,980 down)
Winter Park, FL 32792
2bed 2bath 756sq ft $99 / sq ft CND
Lot Size1.2acre Built1985 On Site49days
Don't let this one slip away!! This home is for you!! Fall in love with this beautiful, completely upgraded, and well maintained, 2 bedrooms, 2 bathrooms condominium. Enjoy the... more
Don't let this one slip away!! This home is for you!! Fall in love with this beautiful, completely upgraded, and well maintained, 2 bedrooms, 2 bathrooms condominium. Enjoy the comfort of walking into a warm, welcoming home with ceramic tile, granite countertop, updated kitchen cabinets, and walk-in closet in the master bedroom. The second bathroom is being remodeled and is almost finished. All major appliances included as well as a wine refrigerator. Located across from the community pool. Plenty of parking spaces. Quiet neighborhood. Close to 3 major universities, restaurants, and shopping plazas. Grab it now!! It won't last long on the market!! less
Listing Provided Courtesy of Tailored Realty Group
Popularity N/A
$330,000
$1,222/mo
Monthly Payment:
$1,222
Principal & Interest:
$1,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $66,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,386sq ft $238 / sq ft SFR
Lot Size10,622sq ft Built1957 On Site50days
Among homes of much higher value, this property is located in a prime location in old Winter Park. Terrazzo and tile floors. Currently income producing rental or because of the... more
Among homes of much higher value, this property is located in a prime location in old Winter Park. Terrazzo and tile floors. Currently income producing rental or because of the A+ location would be terrific tear down and re-build. One block to Phelps Park and the Winter Park YMCA, a short distance to Park Avenue. less
Listing Provided Courtesy of Parkland International Realty
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 32789
Orange County School District
3bed 2bath 1,102sq ft $168 / sq ft SFR
Lot Size7,669sq ft Built1956 On Site50days
WOW! Winter Park for under $200K? This adorable, renovated bungalow would make a great starter home. Convenient to shopping, dining and everything Winter Park has to offer. The... more
WOW! Winter Park for under $200K? This adorable, renovated bungalow would make a great starter home. Convenient to shopping, dining and everything Winter Park has to offer. The kitchen has lovely white cabinets and new granite counter tops. The dining room has the wonderful feel of a sun room with tons of windows and views of the fenced in yard. All this with "A" rated Winter Park schools. This bargain won't last long, so make an appointment to see it today. Ready for immediate move in! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$299,900
$1,144/mo
Monthly Payment:
$1,144
Principal & Interest:
$1,111
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,686sq ft $178 / sq ft TWN
Lot Size3,009sq ft Built1983 On Site50days
Beautiful 3 Bedroom/3 Full Bathroom Townhome in Winter Park...location, location, location. Perfectly situated between Baldwin Park and downtown Winter Park. Minutes from... more
Beautiful 3 Bedroom/3 Full Bathroom Townhome in Winter Park...location, location, location. Perfectly situated between Baldwin Park and downtown Winter Park. Minutes from Healthcare, Shopping, Schools and Recreation. Freshly painted inside and out. New landscaping, front door and hardy board have been added to the exterior. New carpet in most of the rooms. 1 first floor bedroom currently used as a den can be converted to a downstairs master. Wood Burning fireplace enhances the Bright and Open Great Room and Dining area. Wonderful Private Courtyard area! Newer A/C and appliances. Call for an appointment today! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$229,900
$851/mo
Monthly Payment:
$851
Principal & Interest:
$851
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,351sq ft $170 / sq ft SFR
Lot Size6,956sq ft Built1946 On Site50days
Prime location for this Charming home with a separate detached rental/in-law apartment. The main house has 2 bedrooms and 1 bath and is very inviting with its beautiful hardwood... more
Prime location for this Charming home with a separate detached rental/in-law apartment. The main house has 2 bedrooms and 1 bath and is very inviting with its beautiful hardwood floors and a California Rock accent wall. Brand new ac system. Inside laundry room and a separate den/office. The Cottage behind the house had been completed gutted and rebuilt. The cottage has 1 bedroom and 1 bath with great room. 10 x 16 shed on a concrete slab. The back yard offers a very serene setting under a canopy of oak trees. Enjoy a peaceful setting while relaxing on the wood deck. Walking distance to upscale shops and dining. Close to the farmers market, Downtown Orlando, Winter Park and Baldwin Park, Florida Hospital and the Orlando Science Center. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$135,000
$500/mo
Monthly Payment:
$500
Principal & Interest:
$500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,483sq ft $91 / sq ft SFR
Lot Size8,375sq ft Built1959 On Site50days
Pool is completely renovated with new Blue Diamond Bright!!! Charming 3 bedroom, 1.5 bath pool home in the tucked away and favorable neighborhood of Eastbrook. This cozy home is... more
Pool is completely renovated with new Blue Diamond Bright!!! Charming 3 bedroom, 1.5 bath pool home in the tucked away and favorable neighborhood of Eastbrook. This cozy home is situated on a large and private lot with a serene setting overlooking a sparkling pool surrounded by many beautiful trees. This wonderful Winter Park home is ready for you now! The open and airy floor plan leads you into the combination dining and family living area with all neutral colors. From the moment you drive up to this home, you will appreciate the curb appeal and the brick paved driveway. This open floor plan was made for the entertainer with a family room open to the kitchen. The kitchen comes with an over abundance of counter space, many cabinets and a large island. This home is very close to downtown, Winter Park and great shopping and schools! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$274,999
$1,019/mo
Monthly Payment:
$1,019
Principal & Interest:
$1,018
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,754sq ft $157 / sq ft SFR
Lot Size12,876sq ft Built1970 On Site50days
This beautiful Winter Park pool home, is recently upgraded and move-in ready! Many features include 4 full bathrooms, 2 full bathrooms, huge dining area, updated galley kitchen... more
This beautiful Winter Park pool home, is recently upgraded and move-in ready! Many features include 4 full bathrooms, 2 full bathrooms, huge dining area, updated galley kitchen with stainless steel appliances and 2 breakfast bars, large inside laundry room, split bedroom floor plan, large master with french doors leading out to Florida room and pool view. This home is well built with block construction, newer roof and on a Cul-de-sac. The lot is oversized, and has a large gated fence opening for boat or RV parking. The fenced backyard is very private, and has a nice size in-ground pool, a 34 foot screened in back porch, a large storage shed and plenty of room to garden and entertain.This home is in a great location, nearby all major roads, downtown Winter Park, shopping, dining less
Listing Provided Courtesy of Armel Real Estate Inc
Popularity
$299,995
$1,111/mo
Monthly Payment:
$1,111
Principal & Interest:
$1,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,999 down)
Winter Park, FL 32792
Golfside Orange County School District
3bed 2bath 1,689sq ft $178 / sq ft SFR
Lot Size8,649sq ft Built1979 On Site51days
Picture Perfect Neighborhood For Families - Corner Lot - Dead End Street - Wonderful Neighbors - Tree Lined Streets - A+ Schools - Golf Course View - The Home Is Like New -... more
Picture Perfect Neighborhood For Families - Corner Lot - Dead End Street - Wonderful Neighbors - Tree Lined Streets - A+ Schools - Golf Course View - The Home Is Like New - Completely Renovated - Newer Roof - Recently Re-plumbed - Upgraded Electrical - New Kitchen - Hardwood Cabinets - Granite Countertops - Stainless Steel Appliances - Beautiful Tile Throughout Living Area - Vaulted Ceilings - Open Floor Plan - Renovated Master Bathroom - Large Master Bedroom With Walk-In Closet - Updated Guest Bathroom - Fireplace - Fenced In Backyard - Irrigation System - Beautiful Landscaping less
Listing Provided Courtesy of Doudney Investment Co.
Popularity
$459,000
$1,700/mo
Monthly Payment:
$1,700
Principal & Interest:
$1,700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $91,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,759sq ft $166 / sq ft SFR
Lot Size13,328sq ft Built1976 On Site53days
Spacious 4 bedrooms 3.5 bath home in desirable Winter Park's Qual Hollow community. Property is located in one of the few neighborhoods with plenty of trees that provide... more
Spacious 4 bedrooms 3.5 bath home in desirable Winter Park's Qual Hollow community. Property is located in one of the few neighborhoods with plenty of trees that provide excellent shade to your home and to you as you enjoy walking, running or riding your bicycle across the family-oriented neighborhood. School system is amongst the best in the County. Long-private gated driveway that leads to garage in the rear of the property. Fenced-in backyard with relaxing garden and fruit trees. Home Warranty Insurance is included !!! Se habla Español. less
Listing Provided Courtesy of H.j. Best Properties Llc
Popularity
$369,000
$1,367/mo
Monthly Payment:
$1,367
Principal & Interest:
$1,367
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $73,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,492sq ft $247 / sq ft SFR
Lot Size9,905sq ft Built1954 On Site54days
Charming 3/1.5 Home Located in Winter Park. Beautifully landscaped, corner lot! Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet... more
Charming 3/1.5 Home Located in Winter Park. Beautifully landscaped, corner lot! Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet flooring & Flat ceiling thru- out. Tile Kitchen, Appliances included, 2 Pantries. 2 Nice sized Bedrooms, with Closet Space to the Ceiling. New Windows! Dinning room, with Bay Window! Thru garage you will find a Laundry room with a Full bathroom, Including shower. Relaxing Fenced in back yard!! This Home is clean and well maintained, Newer Trane AC unit and recently re-plumbed 3 years ago!! This home Much much more!! Come see this Charming Beauty today!! Call us to schedule a viewing!! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$264,900
$1,671/mo
Monthly Payment:
$1,671
Principal & Interest:
$981
HOA Dues:
$690
(Based on a 30 year fixed loan at 3.75% with $52,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,148sq ft $231 / sq ft CND
Lot Size1.6acre Built1969 On Site54days
Lakefront and walking distance to Park Avenue. This amazing corner unit is beautifully finished and perfect for easy living. The recently remodeled kitchen offers granite... more
Lakefront and walking distance to Park Avenue. This amazing corner unit is beautifully finished and perfect for easy living. The recently remodeled kitchen offers granite countertops, custom cabinetry and stainless steel appliances; opening naturally to the casual living spaces thus creating the ultimate Florida lifestyle. Natural light filters through the glass doors leading out to the oversized balcony with views of Lake Virginia and the canal. Amenities include a fitness center, club room for parties and game day, a boat dock, and boat slips are available to rent. A separate guest apartment provides the perfect suite for friends and family visits. less
Listing Provided Courtesy of Premier Realty Partners Inc
Popularity
7 8 9 10 11 12 13 14 15 ... 20 30
ZipRealty helps you find current homes for sale in Bay Shore Union Free School District. 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
1.941.487.1400
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Tuesday, October 21, 2014 at 8:30 PM