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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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$924,900
$3,426/mo
Monthly Payment:
$3,426
Principal & Interest:
$3,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $184,980 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,627sq ft $255 / sq ft SFR
Lot Size9,790sq ft Built2014 On Site35days
Incredible Meridian Homes on beautiful street with mature landscaping and perfectly street. This 5 bedroom 4 bath with one half bath home has all the function and great for... more
Incredible Meridian Homes on beautiful street with mature landscaping and perfectly street. This 5 bedroom 4 bath with one half bath home has all the function and great for entertaining. Hardwood floors on first floor, stairs and loft , carpet in secondary bedrooms and custom tile in wet areas. Designer kitchen with custom white and bright cabinetry, Quartz counters, Bosch stainless appliances with double oven and gas stove, walk in closet pantry, mud room/drop zone and oversized laundry and pool bath. Formal living/Office/or den and formal dining, great room overlooks covered porch and swimming pool. Enjoy the great outdoors with very private backyard. 4 bedrooms and loft upstairs, Energy Efficient minded Builders this home has many extras and HERS rating will be obtained after completion. Enjoy YMCA, Phelps park, and to many shops and restaurants. Great school. There is still time to make selections if you act quickly, don't miss the opportunity to customize. Call today. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
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$895,000
$3,315/mo
Monthly Payment:
$3,315
Principal & Interest:
$3,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size20,387sq ft BuiltN/A On Site35days
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City... more
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City of Winter Park. This is for the buyer who wants seclusion and privacy. The value is in the land! Sought after Winter Park schools: Lakemont Elementary, Maitland Middle and Winter Park High School. Enjoy all of the Winter Park amenities and the best Metro Orlando has to offer. This is definitely Central Florida's gem - Winter Park. A property with old Florida charm. You can bring your own builder for this site without any HOA fees or CDC fees. less
Listing Provided Courtesy of City Realty
Popularity
$114,900
$425/mo
Monthly Payment:
$425
Principal & Interest:
$425
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $22,980 down)
Winter Park, FL 32792
2bed 2bath 1,219sq ft $94 / sq ft CND
Lot Size19.0acre Built1970 On Site35days
Best kept secret in Winter Park, with a country like setting, and city convenience to everything! Located in the desirable Four Season's condo's in the very popular 2 Bedroom... more
Best kept secret in Winter Park, with a country like setting, and city convenience to everything! Located in the desirable Four Season's condo's in the very popular 2 Bedroom 1.5 bath Townhouse. You will love all the amenities this complex has to offer which includes, 3 pools, clubhouse, tennis court, shuffleboard, car wash area. Beautiful grounds with resort like living with Cady Way Trails in the rear of complex, shopping, restaurants and banks just across the street, minutes to Park Ave, hospitals and more! The HOA includes water, sewer, garbage, lawn maint. building ext, pest control, on site management & use of all amenities. Large split plan bedrooms upstairs, 1 bath with large closets, kitchen, dining area & sunken living room with half bath downstairs. Enjoy the fall evenings relaxing in your private fenced 16x16 patio and just steps to the laundry area, pet friendly complex. Newer Windows and AC/Heating unit replaced in 2010. Home needs some remodeling and being sold "AS-IS". THIS HOME WILL NOT LAST LONG AND IS PRICED TO SELL!!....HURRY!! less
Listing Provided Courtesy of Weichert Realtors Hallmark Pr
Popularity
$72,900
$508/mo
Monthly Payment:
$508
Principal & Interest:
$270
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $14,580 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $87 / sq ft CND
Lot Size9,439sq ft Built1990 On Site36days
This charming and clean Condo is rented and kept in a good condition. Community is Centrally located next to all Shopping and Restaurants, minutes away from" University of... more
This charming and clean Condo is rented and kept in a good condition. Community is Centrally located next to all Shopping and Restaurants, minutes away from" University of Central Florida" (UCF), "Valencia College" and "Full Sail University". This is not REO Or Short sale. Quick sale, Investors dreams, Won't last long!!! less
Listing Provided Courtesy of Bristol Real Estate, Inc.
Popularity
$189,000
$703/mo
Monthly Payment:
$703
Principal & Interest:
$700
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $37,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,873sq ft $101 / sq ft SFR
Lot Size14,341sq ft Built1968 On Site36days
Quiet Cul-De-Sac is the perfect location for this .33 acre lot!! 4 Bedroom 2 bath home offers laminate floors & granite kitchen countertops. Light & bright... more
Quiet Cul-De-Sac is the perfect location for this .33 acre lot!! 4 Bedroom 2 bath home offers laminate floors & granite kitchen countertops. Light & bright split bedroom floor plan with formal living room & large kitchen opens to eat-in kitchen/dining room and oversized family room! Enjoy the massive, fenced backyard with sparkling pool from your friendly screened patio. Roof less than 2 years old & updated AC!! Welcome Home!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$129,900
$481/mo
Monthly Payment:
$481
Principal & Interest:
$481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,986sq ft $65 / sq ft SFR
Lot Size8,139sq ft Built1958 On Site36days
Beautiful 3 bedroom home with a large lot located at the end of a street in Winter Park, you will have no through traffic. This home has an open floor plan with a large family... more
Beautiful 3 bedroom home with a large lot located at the end of a street in Winter Park, you will have no through traffic. This home has an open floor plan with a large family room and plenty of room to grow. Inside laundry room, large kitchen that overlooks a large backyard with plenty of room to put that pool you have always dreamed of. Home will not last long, don't let this one get away. This is a Fannie Mae Homepath property. The first 20 days are for owner occupants only. less
Listing Provided Courtesy of Exit Realty Central
Popularity
$125,000
$463/mo
Monthly Payment:
$463
Principal & Interest:
$463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,356sq ft $92 / sq ft SFR
Lot Size9,096sq ft Built1960 On Site36days
Great 3 bedroom 2 bathroom POOL home in the Eastbrook subdivision in Winter Park. Open floor plan with ceramic tile and recently updated bathrooms. Screened-in back porch... more
Great 3 bedroom 2 bathroom POOL home in the Eastbrook subdivision in Winter Park. Open floor plan with ceramic tile and recently updated bathrooms. Screened-in back porch overlooks a huge pool and fenced-in yard! This is a great neighborhood located in a good school district, near major bus routes, restaurants and schools. This is a Fannie Mae Homepath property. less
Listing Provided Courtesy of Smith Realty Inc
Popularity
$249,000
$944/mo
Monthly Payment:
$944
Principal & Interest:
$922
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $49,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,819sq ft $137 / sq ft SFR
Lot Size6,883sq ft Built1989 On Site37days
One of a kind home has been completely renovated with top notch materials. Owner is a professional interior designer; she spent over $110,000 over 9 months for renovations. Open... more
One of a kind home has been completely renovated with top notch materials. Owner is a professional interior designer; she spent over $110,000 over 9 months for renovations. Open the entry french doors reveals a living room that is magazine worthy, 24x24 black ceramic tiles contrasts hand laid natural stone wall, Martin Logan ceiling speakers. The modern kitchen features quartz counter tops, brick backdrop, German made cabinets, sleek appliances, glass cook top, built in wall oven, stainless exterior venting range hood, recessed lighting. The office area has solid bamboo floors & stone covered fire place. The home has volume ceilings through out, and many big windows to provide plenty of light. Custom window treatments for all windows will be INCLUDED. Master bedroom has bamboo floors, big windows, and two beautiful drop lights made from sea shells. Master bedroom closet features a unique glass panel closet door & custom wood organization system. The huge mater bathroom has his and her sinks, frame-less shower, tub with mosaic surround, upscale ceramic tiles throughout. The split plan home features two good sized guest bedrooms with wood floors and remote controlled fans. Upgraded insulation. All interior doors were replaced with solid core designer doors. Guest bath also features frame-less shower & two person sink. The house has been repainted with Behr Ultra Premium inside and out. Just installed new St Augustine sod. Vibrant garden in the rear is beautiful yet low maintenance. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
College Park Orange County School District
5bed 4bath 3,554sq ft $169 / sq ft SFR
Lot Size7,498sq ft Built2008 On Site39days
Welcome Home to this Custom Built Masterpiece in the heart of Winter Park conveniently located next to the exclusive Dubsdread Golf course, Thornton Park, College Park &... more
Welcome Home to this Custom Built Masterpiece in the heart of Winter Park conveniently located next to the exclusive Dubsdread Golf course, Thornton Park, College Park & Downtown. You will enjoy entering your new home that boast of 26’ high ceilings & high windows allowing a spacious feeling with beautiful natural light that you will love.The intricate detail of this home is sure to impress with its, Wood and Marble flooring, Rod Iron Wine Cellar & Staircase, Baseboards, Crown Molding, Volume Ceilings, Arched Entryways, Coffered Lighted Ceilings, Granite & Stone throughout the Kitchen & Bathrooms. This well laid out floor plan offers a large Formal Dinning area, first floor Master Suite with a Garden Tub & Rain Shower & slider leading to the private courtyard, a Guest Bedroom & Bath, & utility room. As you enter the second floor you will love the large loft with its beautiful views & the potential to be a theater room, this home is wired with Cat 5 & A.V. (see Features List) featuring speakers in every room. This second floor also offers 3 bedrooms, two connected by a Jack & Jill, & its own utility room.Functionality shows throughout with, Tank Less Water Heater, ISO- Insulation, Central Vacuum, Security System & Central Intercom. Enjoy opening all 3 Sliders for the fresh breeze while enjoying your Kitchen designed for a chef with Maple Cabinetry, Stainless Steel Appliances, Gas Range & Hood or just enjoying your private courtyard oasis with your Gas heated Pool and Spa, Summer Kitchen, & Gas Fireplace. less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$217,000
$803/mo
Monthly Payment:
$803
Principal & Interest:
$803
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,400 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,960sq ft $111 / sq ft SFR
Lot Size7,234sq ft Built1962 On Site39days
Winter Park POOL Home with spacious & versatile living spaces! Sought-after community located near Aloma & 436. Formal 18x12 Dining Room with fireplace and awesome new... more
Winter Park POOL Home with spacious & versatile living spaces! Sought-after community located near Aloma & 436. Formal 18x12 Dining Room with fireplace and awesome new engineered-wood floor could easily serve as Office/Family Room/4th bedroom. The light & bright Florida Room (20x14) looks out onto the private fenced backyard with stunning tropical plants around the large pool. The eat-in Kitchen features ceramic tile flooring, wood block counter-top, plenty of cabinetry space, plus pantry in hallway close-by. Over-sized Living Room (19x19) with side-entry door from carport features a wood-burning fireplace, several secret storage spaces, and beautiful ceramic tile flooring with wood-look! Ready to move in--freshly painted inside & out! Seller will provide a transferable Termite Bond and a Home Warranty with acceptable offer. less
Listing Provided Courtesy of Dave Lowe Realty, Inc.
Popularity
$939,000
$4,424/mo
Monthly Payment:
$4,424
Principal & Interest:
$3,478
HOA Dues:
$946
(Based on a 30 year fixed loan at 3.75% with $187,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,007sq ft $468 / sq ft CND
Lot Size2.8acre Built1960 On Site40days
Lake Osceola/Whispering Waters waterfront condo "STANDARD DELUXE". Remodeled in 2012 with supreme traditional taste, quality and design. The view this unit offers is second to... more
Lake Osceola/Whispering Waters waterfront condo "STANDARD DELUXE". Remodeled in 2012 with supreme traditional taste, quality and design. The view this unit offers is second to none, it is truly extraordinary and cannot be overstated - you will know it when you see it. Personal privacy in a condo community is a critical must have and you will get it in this second floor unit. No foot traffic look-ins or parking lot views here. Condo comes with secure underground parking, storage area and walk-in storage vault. Flooring includes high quality carpeting, Brazilian cherry hardwood and porcelain tile. Crown moulding, high base and cap and trim backbanding throughout. Custom built-in entertainment center/display case, china storage closet and bar area. Master features large walk-in closet with excellent storage organization. Both bathrooms were gutted and outfitted with excellent cabinetry, marble, porcelain and stone. HVAC was completely replaced in 2012. Eat-in kitchen area also excellent lake views. Condo is outfitted with variable/dimable lighting throughout. Elevator parking to front door access, secondary access to pool area and front walk-up steps. Whispering Waters is a 3-minute walk to Park Avenue and its scores of dining and retail establishments. You can, by and large, leave your car parked and still go about a day in your new downtown Winter Park lifestyle! less
Listing Provided Courtesy of Rainmaker Properties Llc
Popularity
$900,000
$3,334/mo
Monthly Payment:
$3,334
Principal & Interest:
$3,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $180,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,060sq ft $294 / sq ft SFR
Lot Size6,534sq ft Built2015 On Site40days
New Construction, Executive level home on Hamilton Place Ct. 12 foot ceilings throughout first floor give this home a very open and inviting feel. Three bedrooms and three full... more
New Construction, Executive level home on Hamilton Place Ct. 12 foot ceilings throughout first floor give this home a very open and inviting feel. Three bedrooms and three full baths to include a master on first floor and second floor. High end finishes throughout, including wood floors, crown molding, granite and high efficiency windows and doors. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,395,000
$5,389/mo
Monthly Payment:
$5,389
Principal & Interest:
$5,168
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,628sq ft $301 / sq ft SFR
Lot Size16,692sq ft Built2004 On Site40days
Absolutely stunning five bedroom pool home in prestigious Windsong. Amazing floor plan with over 4,600 square feet of living space which includes formal living and dining rooms,... more
Absolutely stunning five bedroom pool home in prestigious Windsong. Amazing floor plan with over 4,600 square feet of living space which includes formal living and dining rooms, a spacious kitchen with butler’s pantry, family room with French doors leading out to the pool, a private master suite, an office/den, bonus room, and a loft! Finishes include gorgeous travertine and hardwood floors, extensive crown molding, beamed ceilings, and plantation shutters. Gourmet kitchen offers high-end appliances, a granite island, and large breakfast area. The master bedroom with separate sitting area has French doors with pool views and a luxurious master bath. Four bedrooms, two Jack and Jill baths and a loft area are located on the second floor. A separate second floor above the family room has a large bonus room. Enjoy the beautiful backyard with ivy-covered walls and wrought-iron fence, sparkling pool, and two covered patios. Picturesque circular drive leads to the three-car side entry garage. Windsong is a wonderful neighborhood offering exclusive amenities, such as community pools, parks, playgrounds, water park, and chain of lakes access. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$440,000
$1,630/mo
Monthly Payment:
$1,630
Principal & Interest:
$1,630
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $88,000 down)
Winter Park, FL 32789
2bed 2bath 1,900sq ft $232 / sq ft CND
Lot Size2.8acre Built1960 On Site40days
Downtown Winter Park Condo on the 3rd (top) Floor.....2/2 with Rotunda off the Master Bedroom, Screened Porch, Large Kitchen with newer Appliances, Laundry Room, spacious Living... more
Downtown Winter Park Condo on the 3rd (top) Floor.....2/2 with Rotunda off the Master Bedroom, Screened Porch, Large Kitchen with newer Appliances, Laundry Room, spacious Living Room, Underground Garage with Elevator leading up to Condo. BOAT SLIP on LAKE OSCEOLA. You can use, Lease or Sell it to another Whispering Waters owner. Maint Fee of $851 includes: Water, Sewer, Garbage, ELECTRICITY, GAS, Maintenance and Insurance. 85% of occupants are 55 and older. The owner is under 55 so is available to under or over 55. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,108sq ft $284 / sq ft SFR
Lot Size13,059sq ft Built1948 On Site40days
A charming California inspired bungalow with plantation shutters on the quiet brick street of desirable Glencoe Road. Three bedrooms and three baths in a three way split plan,... more
A charming California inspired bungalow with plantation shutters on the quiet brick street of desirable Glencoe Road. Three bedrooms and three baths in a three way split plan, this fabulous all updated Winter Park home with hard wood floors throughout shows like a model. Enter the bright and airy foyer with skylight which flows into a chic and expansive living room. The kitchen features granite counter tops, lovely crown molding, Kitchen Aid stainless steel appliances with wine bar, and gas range. Following is an enormous family room with voluminous ceilings overlooking a huge fenced yard and gorgeous screened pool with fiber optic lighting. You’ll love the spacious indoor laundry room with plenty of storage. This is an outstanding home. Expect to be impressed with this unique beauty. less
Listing Provided Courtesy of Kelly Price & Company Llc
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
844-662-5638
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.

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Data last updated: Tuesday, November 25, 2014 at 12:11 PM