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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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$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,347sq ft $118 / sq ft SFR
Lot Size11,133sq ft Built1959 On Site142days
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does... more
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does not provide condo/ hoa docs, this is the responsibility of the buyer. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. Seller has retained an attorney to negotiate the short sale transaction. less
Listing Provided Courtesy of Florida Realty Team Of Central
Popularity
Your search results are current and complete. Learn more
$199,000
$737/mo
Monthly Payment:
$737
Principal & Interest:
$737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,312sq ft $86 / sq ft SFR
Lot Size9,177sq ft Built1951 On Site143days
Great home in the Winter Park Lake Killarney area. This home features 3 bedrooms and 3 baths and 2312 square feet. Home has been updated with newer kitchen and baths. Master... more
Great home in the Winter Park Lake Killarney area. This home features 3 bedrooms and 3 baths and 2312 square feet. Home has been updated with newer kitchen and baths. Master bathroom offers a beautiful combination of glass block and stone tile. Guest bath has rock stone and travertine. Home has indoor large laundry room and plenty of storage in bedrooms and throughout. Kitchen has a walk in pantry. Home features a formal dining room, living room and family room. Larger fenced in back yard with a large 2 story shed in back yard. Walking distance to fishing at Lake Killarney!! less
Listing Provided Courtesy of Robles Realty
Popularity
$1,149,990
$4,260/mo
Monthly Payment:
$4,260
Principal & Interest:
$4,260
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $229,998 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,981sq ft $289 / sq ft SFR
Lot Size13,917sq ft Built2014 On Site145days
New construction- large double lot with 3500 sf on the ground floor with a bonus room, this home has it all, 4 bedrooms, 3 1/2 baths, study with bonus room upstairs, 12'... more
New construction- large double lot with 3500 sf on the ground floor with a bonus room, this home has it all, 4 bedrooms, 3 1/2 baths, study with bonus room upstairs, 12' ceilings in the main areas with crown molding. Purchase now and select your own finishes from wood cabinets, solid surface counter tops, wood and tile flooring. Kitchen will have a 36" thermador gas stove with built in refrigerator, oven and coffee maker. Located in the 32789 area code on a quaint brick street. Call today for more information less
Listing Provided Courtesy of Mercedes Premier Realty Llc
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
Fairview Shores Orange County School District
3bed 3bath 2,234sq ft $177 / sq ft SFR
Lot Size7,000sq ft Built2004 On Site145days
Exceptional Value! Newer construction - 3Beds/2.5Baths with an office for under $400K. Conveniently located near I-4, Dubsdread Golf Course, Florida Hospital, and downtown... more
Exceptional Value! Newer construction - 3Beds/2.5Baths with an office for under $400K. Conveniently located near I-4, Dubsdread Golf Course, Florida Hospital, and downtown Orlando. The house has beautiful finishes from top to bottom which include a gourmet kitchen with solid wood cabinets, tile backsplash and large island that overlooks family room with gas fireplace. Fully framed windows, 8-foot solid core doors, custom crown molding and a triple set of French doors add to the character and charm of this elegantly appointed home. The over-sized master bedroom and bathroom offer an extra-large double vanity, walk in closet, jetted tub, spacious shower with steamer and it's own private covered balcony. Large office/den with French doors. Crisp landscaping, large paver driveway leads to a detached two car garage with a/c and an insulated garage door. The back yard is surrounded by a privacy fence and large covered back patio, This quiet, peaceful setting is in the middle of College Park and Winter Park. less
Listing Provided Courtesy of Anne Rogers Realty Group Inc
Popularity
$835,000
$3,314/mo
Monthly Payment:
$3,314
Principal & Interest:
$3,093
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $167,000 down)
Winter Park, FL 32789
Windsong Orange County School District
3bed 4bath 3,170sq ft $263 / sq ft SFR
Lot Size6,970sq ft Built2005 On Site146days
Sophisticated masterpiece in prestigious Windsong! Custom designed and built with the highest standards, this architecture showpiece exudes elegance in every detail. Grand,... more
Sophisticated masterpiece in prestigious Windsong! Custom designed and built with the highest standards, this architecture showpiece exudes elegance in every detail. Grand, solid mahogany doors and oculus windows draw you into the home's formal entry where guests are greeted by a circular, iron staircase. Travertine and Indonesian wood flooring guide you through the home's exquisite European interior. French doors and oversized windows open off the lavish Great Room and allow for tranquil views of the Charleston-style courtyard and gardens, complete with stone columns and wood trellis. Columned archways, twelve foot ceilings, and a stately gas fireplace create a palatial ambience perfect for entertaining. Retreat upstairs via the home's hydraulic elevator and find solitude in the library or comfort in one of the three oversized bedrooms. This home pairs indoor and outdoor living into perfect harmony. Extensive upgrades, including wood shutters, crown molding, and insulated aluminum clad doors and windows create a high quality, low maintenance, and energy efficient home. Enjoy all the amenities Windsong has to offer from the community parks and playgrounds, to the Winter Park Chain of Lakes access and more all while taking advantage of the close proximity to downtown Winter Park's famed boutiques and restaurants and Baldwin Park's thriving downtown center. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$184,999
$685/mo
Monthly Payment:
$685
Principal & Interest:
$685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,085sq ft $171 / sq ft SFR
Lot Size7,620sq ft Built1945 On Site146days
Not a short sale! Not bank owned! Sellers can close immediately! Charming 2 bedroom 2 bath home located in the heart of winter park. Newly renovated including new roof, all new... more
Not a short sale! Not bank owned! Sellers can close immediately! Charming 2 bedroom 2 bath home located in the heart of winter park. Newly renovated including new roof, all new tile flooring, new kitchen with granite countertops, new bathrooms, new fixtures, new stainless steel appliances, new windows, new doors, new interior and exterior paint, new plumbing and new baseboards less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$325,000
$1,954/mo
Monthly Payment:
$1,954
Principal & Interest:
$1,204
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $65,000 down)
Winter Park, FL 32789
2bed 2bath 1,140sq ft $285 / sq ft CND
Lot Size3.3acre Built1921 On Site147days
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
$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 Site147days
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 Site148days
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
$579,995
$2,148/mo
Monthly Payment:
$2,148
Principal & Interest:
$2,148
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $115,999 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,117sq ft $274 / sq ft SFR
Lot Size11,707sq ft Built1958 On Site148days
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 Site148days
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 Site150days
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 Site153days
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 Site154days
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 Site154days
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
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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.
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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