Call your local brokerage at 1.941.487.1400

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

442 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 22 of 30 Last
$299,000
$1,857/mo
Monthly Payment:
$1,857
Principal & Interest:
$1,107
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32789
2bed 2bath 1,140sq ft $262 / sq ft CND
Lot Size3.3acre Built1921 On Site149days
This light and bright second floor end unit is located in the Historic Alabama lakefront condominium. This two bedroom, two bath unit has wonderful views, inside laundry room w/... more
This light and bright second floor end unit is located in the Historic Alabama lakefront condominium. This two bedroom, two bath unit has wonderful views, inside laundry room w/ washer & dryer, built in book shelves and crown molding in the great room. Building offers a secure lobby entrance, boat docks which may be rented yearly on a first come basis, a community pool & clubhouse as well as covered parking. The Alabama is situated on 3 acres in the prestigious "Vias" of Olde Winter Park. No rentals permitted in the building. Small to medium size pets are allowed. Walk to Park Avenues boutiques & restaurants. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
Your search results are current and complete. Learn more
$350,000
$1,304/mo
Monthly Payment:
$1,304
Principal & Interest:
$1,296
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $70,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
5bed 3bath 2,249sq ft $156 / sq ft SFR
Lot Size35,343sq ft Built1971 On Site149days
Price Reduced!! Lakefront property zoned Winter Park Schools. Come view this 5 bedroom, 3 bath home that has a beautiful view of Lake Nan with an oversized Florida Room at the... more
Price Reduced!! Lakefront property zoned Winter Park Schools. Come view this 5 bedroom, 3 bath home that has a beautiful view of Lake Nan with an oversized Florida Room at the back of the home! Screened room overlooks lake. Large, oversized lot that has no neighbors on one side. Very lush, plants in backyard. An additional building has been built for a work shed or storage facility and even has a greenhouse. Home has only had one original owner and has been very well maintained, but it is dated. Does need some cosmetic upgrades. But spacious floor plan, living room and great room. Split floor plan and three full bathrooms. less
Listing Provided Courtesy of Florida Gold Realty
Popularity
$534,500
$1,980/mo
Monthly Payment:
$1,980
Principal & Interest:
$1,980
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $106,900 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,557sq ft $209 / sq ft SFR
Lot Size6,686sq ft Built1988 On Site150days
Winter Park Showplace "Cottage Home". Walk to Winter Park Avenue. Open floorplan. All wood floors downstairs. Many built-ins in master and den/television room. Fenced in... more
Winter Park Showplace "Cottage Home". Walk to Winter Park Avenue. Open floorplan. All wood floors downstairs. Many built-ins in master and den/television room. Fenced in backyard (room to add small pool according to the City of Winter Park). Surrounded by larger more expansive homes!! Upgraded landscaping. New flooring, cabinets, granite counters in bathrooms. Oversized master bedroom, nice sitting area on upstairs landing. Priced below recent appraisal by Tim Burns. A real decorator's showplace. Truly a "Must-See" home. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$574,995
$2,130/mo
Monthly Payment:
$2,130
Principal & Interest:
$2,130
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $114,999 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,117sq ft $272 / sq ft SFR
Lot Size11,707sq ft Built1958 On Site150days
The house is in good condition and was partially refurbished in 2009 which included updating the bathrooms. Freshly painted exterior. New Sod. It has good decor and superb... more
The house is in good condition and was partially refurbished in 2009 which included updating the bathrooms. Freshly painted exterior. New Sod. It has good decor and superb walnut flooring throughout. It has good potential for an addition to add square footage or possible Development Potential. This is a fabulous opportunity in upscale Via's of Winter Park. Sunroom overlooks pool and cabana area. Good Sized Lot 90X130 (just over 1/4 Acre) less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$409,740
$1,568/mo
Monthly Payment:
$1,568
Principal & Interest:
$1,518
HOA Dues:
$50
(Based on a 30 year fixed loan at 3.75% with $81,948 down)
Winter Park, FL 32792
5bed 4bath 3,152sq ft $130 / sq ft SFR
Lot Size9,100sq ft Built2014 On Site150days
Brand new home in access controlled community. This elegant 5 bedroom, 3.5 bath, 3 car garage home features upgrade cabinetry and flooring, stainless steel appliances, covered... more
Brand new home in access controlled community. This elegant 5 bedroom, 3.5 bath, 3 car garage home features upgrade cabinetry and flooring, stainless steel appliances, covered lanai and more. less
Listing Provided Courtesy of Ryland Homes Of Florida Realty
Popularity
$1,025,000
$3,797/mo
Monthly Payment:
$3,797
Principal & Interest:
$3,797
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $205,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,853sq ft $266 / sq ft SFR
Lot Size14,312sq ft Built1969 On Site152days
Absolutely stunning home in Park North, just blocks from Park Avenue shops and dining! This gorgeous four bedroom, three and one-half bath home, features over 3,800 square feet... more
Absolutely stunning home in Park North, just blocks from Park Avenue shops and dining! This gorgeous four bedroom, three and one-half bath home, features over 3,800 square feet of living space, including formal living and dining rooms, large eat-in kitchen, and illuminating sunroom. Tile flooring throughout home provides seamless transition from room to room. Kitchen is spacious with light cabinetry and custom granite counter tops. Great room off the kitchen has a lovely Spanish style, wood burning fireplace, and French doors that lead into the sunroom complete with a full bath, wet bar, and sparkling views of the pool. Master bedroom gives new meaning to the word retreat. Enter the master suite through the sitting area and find yourself in an expansive enclave of luxury and serenity. Master bath is luxurious with its highly appointed fixtures; walk-in shower, spa tub, his and her vanities, and vaulted ceilings. French doors off the master bath provide access to a great bonus space that could be used as an office or workout room, with views once again of the pool. Three oversized guest bedrooms, each with generous closet space, and a third full bath complete the interior living areas. Home sits on an oversized, corner lot with tons of green space, shaded by mature landscaping and majestic oaks. Located within such a short distance to all Winter Park has to offer, and zoned for A rated schools, this home is a must see! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$575,000
$2,130/mo
Monthly Payment:
$2,130
Principal & Interest:
$2,130
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $115,000 down)
Winter Park, FL 32792
Seminole County School District
5bed 4bath 3,756sq ft $153 / sq ft SFR
Lot Size10,209sq ft Built2015 On Site155days
To be built custom home. Help the builder make selections.
To be built custom home. Help the builder make selections. less
Listing Provided Courtesy of New Homes Real Estate, Inc.
Popularity
$259,999
$985/mo
Monthly Payment:
$985
Principal & Interest:
$963
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $52,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,906sq ft $136 / sq ft SFR
Lot Size6,842sq ft Built1989 On Site156days
Master bedroom is located downstairs. You will not want to miss this home! Many upgrades, all with quality materials. Designer touches throughout-owner holds a certificate in... more
Master bedroom is located downstairs. You will not want to miss this home! Many upgrades, all with quality materials. Designer touches throughout-owner holds a certificate in interior design. Completely updated home in sought after area of Winter Park, with modern yet timeless design. Subdivision is small, private, and zoned for Seminole county schools. This home has been well maintained and care for. Elegant dark/quality hardwood floors & base boards throughout, stainless steel appliances in kitchen. Updated bathrooms (2.5) with modern cabinets, tiles, fixtures, bathtub/Jacuzzi, shower doors, and lights. Updated master bedroom #1 closet-new high quality closet system and lighting installed. High quality dark wood shutters in living room, White shutters in bedroom#3, White shutters in master bedroom & Bathroom. A/C installed three years ago. Ceiling fans in all rooms, living, master room bedroom # 1,2,3 and 4. New sod in front & back yard (St. Augustine grass) and maintained with service from Heron Lawn & Pest Control. THIS HOME WON'T LAST LONG IN THE MARKET GET YOUR BUYERS TO SEE IT!!!! less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
$699,900
$2,626/mo
Monthly Payment:
$2,626
Principal & Interest:
$2,593
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $139,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,622sq ft $267 / sq ft SFR
Lot Size1.1acre Built1986 On Site156days
Traditional floor plans are back in vogue! Get on this PREMIER ski lake in Winter Park for less than $700K!! You won't find a more peaceful, scenic, and PRIVATE lake at this... more
Traditional floor plans are back in vogue! Get on this PREMIER ski lake in Winter Park for less than $700K!! You won't find a more peaceful, scenic, and PRIVATE lake at this price. Located on 1.1 acres on a cul-de-sac, this home features all NEW BRAZILIAN BELLAWOOD KOA HARDWOOD floors in dining room, living room, family room, & elegant foyer. The kitchen has been totally remodeled with GRANITE countertops, STAINLESS STEEL appliances, travertine floors & travertine backsplash, dual undermount sink, undermount cabinet lighting, beautiful CHERRY CABINETS. The kitchen has an eat-in dining area that overlooks the resort style pool, spacious backyard, and beautiful Bear Gully Lake. No expense was spared in the pool area...you will enjoy the beautiful stone pool deck, large pool, heated spa and waterfall overlooking the lake. This home features two wood burning fireplaces for those cozy "winter" nights...one in the family room and one in the master bedroom. The master bedroom has a magnificent view of the lake and an entrance to the large enclosed Florida Room off the back of the home from which you can relax and watch the wildlife or the occasional boat pass by. Bear Gully Bay is a small secluded and private subdivision..this home is located on a private lot with conservation in front and the lake in back. UPGRADES IN 2012 INCLUDE: two NEW Trane A/C's, NEW plumbing, NEW ROOF -2011, NEW interior & exterior paint, NEW knock down ceilings, NEW granite counters in bathrooms, NEW tile in master bath. MOVE-IN READY! less
Listing Provided Courtesy of Valence Realty Group
Popularity
$225,000
$855/mo
Monthly Payment:
$855
Principal & Interest:
$833
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,906sq ft $118 / sq ft SFR
Lot Size5,439sq ft Built1987 On Site157days
Welcome to the exclusive community of Hyde Park. Upon entering this 4 Bedroom, 2 Bath home your eyes will be drawn towards the volume ceilings, majestic wood-burning brick... more
Welcome to the exclusive community of Hyde Park. Upon entering this 4 Bedroom, 2 Bath home your eyes will be drawn towards the volume ceilings, majestic wood-burning brick fireplace & open floorplan! Updated kitchen cabinetry with granite countertops. Eat-in kitchen area is perfect for family gatherings. Roof replaced in 2005. Master Bedroom suite is located downstairs & boasts walk-in closet, dual sinks & garden tub with separate shower. 15'x09' loft area is perfect for hanging out & playing video games. All other bedrooms are spacious & accommodating. Community amenities include: tennis court, playground & basketball court. Home is near schools, restaurants, hospitals & shopping! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$379,000
$1,404/mo
Monthly Payment:
$1,404
Principal & Interest:
$1,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,344sq ft $282 / sq ft SFR
Lot Size3.8acre Built1976 On Site158days
Owner financing! A dream comes true for an unique opportunity for persons with a great vision, a block home 1/1 with a manufacture home 3/2 sitting on a 3.83 acres of land, in... more
Owner financing! A dream comes true for an unique opportunity for persons with a great vision, a block home 1/1 with a manufacture home 3/2 sitting on a 3.83 acres of land, in the heart of winter park. 0.30 miles to target, 0.4 miles to central florida greene way 417. 5.7 miles to university central florida (ucf). Fabulous location for your housing project! less
Listing Provided Courtesy of Evergreen Properties Usa, Inc.
Popularity
$545,000
$2,019/mo
Monthly Payment:
$2,019
Principal & Interest:
$2,019
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,149sq ft $254 / sq ft SFR
Lot Size11,487sq ft Built1956 On Site159days
One of the best locations in Winter Park! This 4/3 1-story home has just been renovated to offer an open floor plan. The renovations include a new island kitchen with granite... more
One of the best locations in Winter Park! This 4/3 1-story home has just been renovated to offer an open floor plan. The renovations include a new island kitchen with granite counter tops, stainless appliance, and open to the family room. Other upgrades include updated master bath, new HVAC system, and re-landscaped back yard. Other features include hardwood floors, split floor plan with master retreat separate from the other 3 bedrooms, and picturesque views sitting high above Lake Chelton. This home is perfectly located within minutes of Park Avenue, Rollins College, Florida and Winter Park Hospital, Downtown Orlando, and I-4. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,135,000
$4,205/mo
Monthly Payment:
$4,205
Principal & Interest:
$4,205
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $227,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,249sq ft $267 / sq ft SFR
Lot Size12,543sq ft Built2008 On Site159days
Open Sun Oct 26, 2pm-4pm
An elegant classic home in Olde Winter Park! Located on a quiet street between Lake Osceola and N. Phelps Ave., this 5 bedroom, 4/2 bath pool home boasts high-end finishes and... more
An elegant classic home in Olde Winter Park! Located on a quiet street between Lake Osceola and N. Phelps Ave., this 5 bedroom, 4/2 bath pool home boasts high-end finishes and fixtures throughout. Beautiful wood floors, crown molding and upscale lighting fixtures complement this well-appointed home. There is a spectacular gourmet kitchen with a large granite island and high-end KitchenAid appliances, including an eight burner gas stove with pot filler, 2 ovens, and a wine refrigerator. Open to the kitchen is a large family room with surround sound, a fireplace and French doors opening to the covered lanai and pool area. There is a screen-enclosed, heated salt water pool and spa, outdoor shower, half bath and a fabulous summer kitchen, perfect for entertaining or just relaxing. The large master suite is downstairs and has a beautiful master bath with travertine floors, granite counters and a spacious walk-in closet with custom dark wood built-ins. In addition to the 5 bedrooms there is a home office on the first level with rich wood cabinetry and ceiling detail. Upstairs are the 4 additional bedrooms which are all spacious with plenty of storage in the roomy closets. The large bonus area upstairs can be used as an additional study, game room or sitting area. The home is very convenient to excellent schools, parks, WPH as well as upscale dining and boutiques on Park Ave. in downtown Winter Park! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$299,000
$1,107/mo
Monthly Payment:
$1,107
Principal & Interest:
$1,107
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,534sq ft $195 / sq ft SFR
Lot Size10,361sq ft Built1964 On Site162days
Wonderful, affordable winter park !!! This fabulous 3 bedroom 2 bath home has many upscale features such as travertine tile, granite counters, stainless steel appliances and 42"... more
Wonderful, affordable winter park !!! This fabulous 3 bedroom 2 bath home has many upscale features such as travertine tile, granite counters, stainless steel appliances and 42" cabinets in the gourmet kitchen. It also boasts of crown molding throughout. This home has an awesome backyard which includes a spectacular pool designed by hgtv. In addition, the property has a convenience gate to the cady way trail. Functional open floor plan with an extra large utility room. Located on a no outlet street. All of this and much, much more!!! Welcome home!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$749,000
$2,774/mo
Monthly Payment:
$2,774
Principal & Interest:
$2,774
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $149,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,373sq ft $316 / sq ft SFR
Lot Size17,411sq ft Built1925 On Site162days
Rose Cottage" established in 1922 is a Winter Park landmark with timeless beauty and charm. Each owner has carefully renovated this bungalow over the years. High ceilings,... more
Rose Cottage" established in 1922 is a Winter Park landmark with timeless beauty and charm. Each owner has carefully renovated this bungalow over the years. High ceilings, heirloom architectural appointments, heart of pine floors, front, side and back porches. Recent additions or updates include a salt water heated pool and spa, screen on back porch, complete rebuild of the garage with the addition of a pool cabana, both driveways bricked, updated electrical including panels, laundry room update with equipment, new front and back porch decking and new fence. Other features include wood burning fireplace, large gourmet kitchen with gas and inviting sunroom all situated on three lots. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
ZipRealty helps you find current homes for sale in Bay Shore, NY. 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: Friday, October 24, 2014 at 2:59 PM