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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$150,000
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,449sq ft $104 / sq ft SFR
Lot Size11,200sq ft Built1958 On Site134days
*****investor alert.....Investor alert.....Calling all investors!!!!!!!****** this property has great potential. Seller offers one year financing. Close to everything! Only a... more
*****investor alert.....Investor alert.....Calling all investors!!!!!!!****** this property has great potential. Seller offers one year financing. Close to everything! Only a short commute to shopping, entertainment and dining. Minutes away from i-4 makes traveling to anywhere easy. Heart of winter park and golfcourse view with over sized lot. Higly desired area with homes selling for much higher prices...Great potential with this property. less
Listing Provided Courtesy of Carrington Real Estateservices
Popularity
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$689,500
$2,557/mo
Monthly Payment:
$2,557
Principal & Interest:
$2,554
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $137,900 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 1,824sq ft $378 / sq ft SFR
Lot Size9,278sq ft Built1935 On Site135days
REDUCED!!! Historic registered home in desirable Virginia Heights Neighborhood. Beautiful lush/mature landscaping covers the entire property from front to back. This home was... more
REDUCED!!! Historic registered home in desirable Virginia Heights Neighborhood. Beautiful lush/mature landscaping covers the entire property from front to back. This home was featured in "Southern Living Magazine" in the August 2005 Edition. The 1920's craftsmanship shows and home packed with charm. The main house offers 2 bedroom 2 bath with finished attic that can be used as a 3rd bedroom or bonus room. The basement area can be used for extra storage, etc. Exquisite appointments include crown moldings, plantation shutters, hardwood floors, gas burning fireplace, and Florida room with slate flooring. New roof and AC installed 2014. The brick paved driveway leads to covered parking area. The detached guest house offerers a kitchenette and full bathroom. Enjoy the screened patio area that overlooks the gorgeous saltwater pool. Walk to deeded Lake Virginia, Chain of Lakes access. This home is a true beauty. Completely updated while preserving the feel of the yesteryear. less
Listing Provided Courtesy of Beck Realty Llc
Popularity
$715,000
$2,649/mo
Monthly Payment:
$2,649
Principal & Interest:
$2,649
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $143,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,800sq ft $255 / sq ft SFR
Lot Size10,455sq ft Built1967 On Site136days
Located on a quiet Cul-de-Sac, this unique completely renovated modern sanctuary offers both form & function. Designed by architect Alan Berman, no detail has been overlooked.... more
Located on a quiet Cul-de-Sac, this unique completely renovated modern sanctuary offers both form & function. Designed by architect Alan Berman, no detail has been overlooked. This rare home offers four spacious beds, three fully remodeled baths, a remodeled kitchen, new house systems (irrigation, filtration, lighting, electrical), a pool, private courtyard & multiple living spaces. Natural elements of sunlight, air & garden views add to this home’s welcoming environment. The light, bright & open kitchen remodeled in 2010 offers clean lines & ergonomic spaces inspired by modern, eco-friendly European design. The kitchen was engineered w/ rigorous attention to detail, including top-of-the-line appliances (Electolux, Miele) & a sense of function & flow. With quartz countertops, Italian tile, wine & beverage refrigerators & well-lighted environmentally friendly work stations, this kitchen provides an elegant blend of luxury & ease. The home’s clean lines & open, airy feel continue into the living space, the centerpiece of which is an authentically mid-century modern sunken fireplace w/ built-in seating. The living room features soaring ceilings & new floating beechwood floors. Floor-to-ceiling windows & glass doors bring together the indoor & outdoor, offering direct access to the courtyard w/ its mature trees & resurfaced pool. Convenient location is minutes to downtown Winter Park, Orlando, Orlando International Airport, UCF, I-4, 417 as well as local shops & restaurants. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,275,000
$4,723/mo
Monthly Payment:
$4,723
Principal & Interest:
$4,723
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $255,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 2,218sq ft $575 / sq ft SFR
Lot Size1.7acre Built1953 On Site137days
This amazing property is at the end of Lake Spier Drive. It has direct frontage on Lakes Spier and Compton with approximately 59,400 square feet of land above the ordinary high... more
This amazing property is at the end of Lake Spier Drive. It has direct frontage on Lakes Spier and Compton with approximately 59,400 square feet of land above the ordinary high water marks of both lakes. Located across the street from Lake Baldwin Park and Lake Baldwin and just a short walk to downtown Baldwin Park. Great Winter Park schools. less
Listing Provided Courtesy of Brad Gustafson, Realtor
Popularity
$725,000
$2,686/mo
Monthly Payment:
$2,686
Principal & Interest:
$2,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $145,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,218sq ft $225 / sq ft SFR
Lot Size16,588sq ft Built1967 On Site139days
Unique contemporary in a sought after downtown winter park location. Just a short walk to park ave shopping and restaurants and golf course. First time on the market. Enter the... more
Unique contemporary in a sought after downtown winter park location. Just a short walk to park ave shopping and restaurants and golf course. First time on the market. Enter the foyer with two story floor to ceiling windows, an open staircase and slate floors. There is a formal dining and living room with a wood burning fireplace with beautiful views of the backyard. The eat-in kitchen opens to the family room and acccess to the patio and pool area and large backyard with lush landscaping. Side entry three car garage with a work shop area. 5 or 6 bedrooms and 4 1/2 baths. The master bedroom is downstairs along with another bedroom and an office/den and 2 1/2 baths. There are three bedrooms upstairs and two full baths. This is the first time this home has been on the market and the original owners have maintained the charm it has to offer. Easy access to the winter park village, trader joe's and the new whole foods grocery store coming soon. Top rated public schools. Ready for a complete update/redo or tear down and build your dream home on this large corner lot. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$377,900
$1,483/mo
Monthly Payment:
$1,483
Principal & Interest:
$1,400
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.75% with $75,580 down)
Winter Park, FL 32792
4bed 3bath 2,564sq ft $147 / sq ft SFR
Lot Size6,000sq ft Built2014 On Site139days
This home is practically brand new and has many upgrades that make this house priced to sale. The kitchen is an open concept with custom espresso cabinets, a modern back splash... more
This home is practically brand new and has many upgrades that make this house priced to sale. The kitchen is an open concept with custom espresso cabinets, a modern back splash and a raised bar with a beaded board wrap and flows into a bright living area. The sink is a farmer style porcelain bisque. Appliances are upgraded stainless steel GE profile including a double oven and a low decibel dishwasher. Oil rubbed bronze hardware is throughout house. Downstairs has an office with upgraded french doors along with a bedroom and full bath for guest. Upstairs boasts a large bonus room with beautiful, durable hand scraped hickory hardwoods and a complete surround sound system. The master bedroom is bright and open with a nice bathroom & walk-in closet. The bathroom continues with custom espresso cabinets, double sinks, soaking bathtub, separate shower, and enclosed toilet. Two more upstairs bedrooms share a large bathroom. The spacious laundry room has upper cabinets with an additional lower cabinet for extra storage and folding space. Outside you will find a large lanai for relaxing with two fans already in place and the wall pre-wired for a t.v. Gutters & garage storage racks. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$193,500
$975/mo
Monthly Payment:
$975
Principal & Interest:
$716
HOA Dues:
$259
(Based on a 30 year fixed loan at 3.75% with $38,700 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,790sq ft $108 / sq ft TWN
Lot SizeN/Asq ft Built2010 On Site139days
Fabulous end unit town home featuring great room plan downstairs and loft space upstairs! Back on the market! Bedroom split gives everyone privacy. This kitchen has it all; 42"... more
Fabulous end unit town home featuring great room plan downstairs and loft space upstairs! Back on the market! Bedroom split gives everyone privacy. This kitchen has it all; 42" maple cabinets, stainless steel appliances (dishwasher, stove, micro), and granite counter tops.The upgraded tile downstairs and screened porch make this one a must see! Conveniently located, this community truly offers all you could want in a new home. Gated entrance, community park with putting green, splash fountain, and playground. Enjoy the surrounding amenities instead of the hassles of lawn or exterior upkeep. Just beyond the gates is some of the best shopping and dining in Central Florida with downtown Winter Park just minutes away! less
Listing Provided Courtesy of Exit Realty Access, Inc.
Popularity
$1,395,000
$5,168/mo
Monthly Payment:
$5,168
Principal & Interest:
$5,168
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,328sq ft $322 / sq ft SFR
Lot Size11,757sq ft Built1976 On Site140days
Just completed - stunning re-model of this classic and private home in one of the most desirable locations in all of Winter Park. Hardwood floors, tongue and groove ceilings,... more
Just completed - stunning re-model of this classic and private home in one of the most desirable locations in all of Winter Park. Hardwood floors, tongue and groove ceilings, gracious arched openings and detailed crown moldings are just a few of the interior architectural details. Custom all wood cabinets in this chefs kitchen with marble counters, farmhouse style Kohler sink, stainless appliances, a center island and is all open to the breakfast room overlooking the pool. Great room with fireplace and large dining room is perfect for entertaining. Lower level study has soaring wood ceilings and a Tenn. stacked stone fireplace and has French doors opening out to the patio. Nestled in with wonderful privacy the back yard is like a spa oasis with flagstone patios, sparkling lagoon style pool, entertaining areas and a great summer kitchen. Spacious upstairs Master suite opens to its own screened patio and has an all new bath, a huge closet and a bonus room, perfect as exercise, additional office or art studio. In-law or guest suite with very large sitting room or bonus area. Additional bedroom suite on lower level. Lots of storage space in this well planned home. Beautifully landscaped yard with mature trees and a circular brick front drive. This is truly a perfect home for the discriminating Winter Park buyer. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$750,000
$2,778/mo
Monthly Payment:
$2,778
Principal & Interest:
$2,778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $150,000 down)
Winter Park, FL 32789
N/Asq ft N/A / sq ft LND
Lot Size15,000sq ft BuiltN/A On Site142days
This is a 15,000 sq ft vacant land parcel zoned C - 3 commercial within the city limits of Winter Park, Fla. There are two additional parcels available that can take this... more
This is a 15,000 sq ft vacant land parcel zoned C - 3 commercial within the city limits of Winter Park, Fla. There are two additional parcels available that can take this property from 15,000 sq ft to 22,500 sq ft or up to 37,500 sq ft. less
Listing Provided Courtesy of The Sydgan Corp
Popularity
$869,000
$3,219/mo
Monthly Payment:
$3,219
Principal & Interest:
$3,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $173,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,084sq ft $282 / sq ft SFR
Lot Size9,567sq ft Built2015 On Site142days
Hurry in for this brand new contemporary cottage style home from david weekley. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and... more
Hurry in for this brand new contemporary cottage style home from david weekley. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and appointed home has plenty of space with its 4 bedrooms, 3.5 baths, study, bonus room, covered lanai, pool and plenty of storage space. It also boasts the newest david weekley "energy saver" construction science that used double pane/low-e ii vinyl windows, seer 14 a/c system, r-38 blown fiberglass insulation and many other energy-saving features. You will enjoy living among such timeless and elegant upgrades as distressed hardwood flooring that extends throughout the main living spaces and into the owners retreat; full overlay, glazed and raised panel cabinets with crown moulding and beveled knobs in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. This home is destined to truly enhance the lives of its future owners. Our energy saver homes offer homebuyers the best in energy-efficiency and are backed by our program's heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$389,000
$1,441/mo
Monthly Payment:
$1,441
Principal & Interest:
$1,441
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,175sq ft $331 / sq ft SFR
Lot Size11,714sq ft Built1949 On Site142days
Charming 3 bedroom situated in sought after Winter Park school district. Quiet tree lined street adorned with natures best. Breezy front porch and freshly painted interior... more
Charming 3 bedroom situated in sought after Winter Park school district. Quiet tree lined street adorned with natures best. Breezy front porch and freshly painted interior boasting light colors embraces peaceful relaxation. The delightful dining room offers extra seating for gatherings. Beautiful wood floors and tile throughout. The kitchen offers loads of storage and counter space. Big shady backyard perfect for summer fun. Recent roof Sept 2014, new a/c 2015. less
Listing Provided Courtesy of Maingate Real Estate
Popularity
$1,000,000
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $200,000 down)
Winter Park, FL 32789
Orange County School District
6,115sq ft $164 / sq ft MFR
Lot Size23,061sq ft Built2007 On Site143days
This "Investment Opportunity" includes both units and adjacent lot. Each unit can be purchased separately for $449,000 per unit. Unit 2605 has 4 bedrooms, 3 baths & 3,138 SF.... more
This "Investment Opportunity" includes both units and adjacent lot. Each unit can be purchased separately for $449,000 per unit. Unit 2605 has 4 bedrooms, 3 baths & 3,138 SF. Unit 2607 has 4 bedrooms, 3 baths & 2,977 SF (Total under/air SF for both units is 6,115 SF.) All high-end finishes throughout. Granite counters, wood & Travertine Floors, Stainless Steel appliances. Each unit has a 2 car garage. Taxes are for both units and vacant lots. Both units are tenant occupied. Minutes from downtown Winter Park, Park Ave, shopping, restaurants, Movies, Banks, YMCA, Wholefoods, Parks, Golf & Major highways. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$625,000
$2,315/mo
Monthly Payment:
$2,315
Principal & Interest:
$2,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $125,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,869sq ft $334 / sq ft SFR
Lot Size7,302sq ft Built1940 On Site144days
This 1940 Bungalow is situated on one of the most beautiful and desirable tree lined streets in Winter Park. Lush landscaping leads you into this 4 bedroom 3 bath home. Two... more
This 1940 Bungalow is situated on one of the most beautiful and desirable tree lined streets in Winter Park. Lush landscaping leads you into this 4 bedroom 3 bath home. Two bedrooms feature their own on suite full bath. Enjoy your beautiful back yard while relaxing on your large deck with family and friends. Conveniently located to all your shopping, dinning and entertainment needs. This home is a must see. less
Listing Provided Courtesy of The K Co
Popularity
$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
5bed 5bath 4,161sq ft $215 / sq ft SFR
Lot Size16,136sq ft Built1965 On Site145days
Charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths on an expansive lot in prime Via location. This property is ideally located on a secluded cul de... more
Charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths on an expansive lot in prime Via location. This property is ideally located on a secluded cul de sac with towering trees in a wonderful area of Winter Park. Walking distance to Winter Park Racquet Club & minutes from downtown Park Ave/WP restaurants & shops. Features spacious Living & Dining rooms for formal entertaining with wood floors, crown molding & plantation shutters. The Kitchen hosts GE Stainless appliances, wine refrigerator with built in wine rack, snack bar counter plus eat in breakfast area. The Family room offers a built in media center, travertine mosaic tile & stone fireplace, surround sound & French doors out to spacious Lanai. Lanai has brick paver flooring, bead board composite ceiling & designer fans. Enormous Master has a separate sitting/exercise/office area & a gorgeous bath. One of the best features of the home is the detached home office/media room or playroom with wonderful wood floors, crown molding & inset lighting. The enormous backyard offers plenty of room to add a pool & outdoor summer kitchen & cabana, if desired. Don't miss the opportunity to live in this wonderful home in the very desirable WP School District! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,075,000
$3,982/mo
Monthly Payment:
$3,982
Principal & Interest:
$3,982
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $215,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,572sq ft $301 / sq ft SFR
Lot Size9,651sq ft Built2014 On Site146days
Immediate occupancy!! Exquisite custom built home in Winter Park. This two-story floor plan offers a very versatile floor plan with an oversized master suite and spacious... more
Immediate occupancy!! Exquisite custom built home in Winter Park. This two-story floor plan offers a very versatile floor plan with an oversized master suite and spacious secondary bedrooms each with private bathrooms and walk-in closets. The master bedroom features coffered ceilings, electric fireplace, and built-in book case. Master bath includes Jacuzzi tub, dual sinks, and walk-in shower with luxury spa shower heads. The beautiful gourmet kitchen is well appointed with custom wood cabinetry, granite counter tops, large walk-in pantry, and GE Café Series appliances with five burner propane cook top and convection oven. Enjoy peaceful evenings in your very own wine room with custom cabinetry, built-in sink, and wine refrigerator. You will enjoy entertaining in the serene outdoor living space which includes a saltwater pool and spa with solar and propane heating, brick paver pool deck, outdoor shower and spacious patio with electric fireplace. Energy efficient features throughout the home. If you are looking for a luxurious new construction home in Winter Park, look no further than this one of a kind home. Taxes are an estimate for 2015, 2014 taxes were not for the current new home. less
Listing Provided Courtesy of Re/max Platinum Realty
Popularity
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.

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Data last updated: Sunday, August 30, 2015 at 8:59 PM. Properties in listings may have been sold or may no longer be available.