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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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$950,000
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,610sq ft $364 / sq ft SFR
Lot Size22,726sq ft Built1961 On Site102days
Rare opportunity to own a lot of this size on Park Avenue (.52 acre parcel). All the prestige of a Park Avenue address with the convenience of a driveway on New York. Walk to... more
Rare opportunity to own a lot of this size on Park Avenue (.52 acre parcel). All the prestige of a Park Avenue address with the convenience of a driveway on New York. Walk to the shops of Park Avenue and the Winter Park Farmers Market. The value of this property is in the land but, for the Mid-Century Modern enthusiast, the land comes with a free “60’s-classic” house. Of course the house is included “as is” but it features an 18’x40’ air conditioned atrium, polished terrazzo floors, oversized 2 car garage, and a charming mother-in-law suite. Restore this Mid-Century gem or build a new gem on this wonderful corner lot that sits high on Park Avenue with more than 150 feet of frontage! less
Listing Provided Courtesy of Anne Rogers Realty Group Inc
Popularity
We show you every available listing. Here's how
$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 Site102days
*****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. less
Listing Provided Courtesy of Carrington Real Estateservices
Popularity
$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 Site103days
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 Site104days
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
$1,375,000
$5,094/mo
Monthly Payment:
$5,094
Principal & Interest:
$5,094
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $275,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 2,218sq ft $620 / sq ft SFR
Lot Size1.7acre Built1953 On Site105days
This is beautiful lakefront property across the street from Lake Baldwin Park in the City of Winter Park. It is 1.74 acres, could be subdivided into smaller lots, is zoned R-2... more
This is beautiful lakefront property across the street from Lake Baldwin Park in the City of Winter Park. It is 1.74 acres, could be subdivided into smaller lots, is zoned R-2 which allows up to 10 units per acre, and has direct frontage on private Lake Spier and Lake Compton. There is approximately 175 feet of frontage on S Lakemont Ave, with additional access on the west side from Lake Spier Drive. It may be possible to change the street address of the property to Lake Spier Drive, 32789. The house is being sold "AS IS". Ideally located just a short walk to downtown Baldwin Park and great Winter Park schools. less
Listing Provided Courtesy of Brad Gustafson, Realtor
Popularity
$429,000
$1,689/mo
Monthly Payment:
$1,689
Principal & Interest:
$1,589
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $85,800 down)
Winter Park, FL 32792
4bed 4bath 2,842sq ft $151 / sq ft SFR
Lot Size10,889sq ft Built2015 On Site105days
Basically brand new home, The Inverness Model features Upgrades galore! Gated Sanctuary at Aloma in Winter Park. Extremely Energy Efficient!! This home welcomes you with warm... more
Basically brand new home, The Inverness Model features Upgrades galore! Gated Sanctuary at Aloma in Winter Park. Extremely Energy Efficient!! This home welcomes you with warm hardwood floors throughout. Formal Living and Dining Rooms separate. Top of the line Stainless Steel appliances. Large Over sized Quartz Counter Tops, Upgraded Cabinets with under-mount and interior lighting. Flex Space can be used as Office/Den/Playroom area. Large Master Bedroom, Master Bath features oversized upgraded Shower with Rainfall shower & Dual shower heads and built in bench. His and her Vanities, bidet. Triple Sliders lead to the Large, Covered Screen Porch. Convenient location to Aloma and the 417. 25 minutes to downtown Orlando. Great Schools & more! Call today for your private showing. less
Listing Provided Courtesy of Bhhs Florida Realty
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 Site107days
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
$382,000
$1,498/mo
Monthly Payment:
$1,498
Principal & Interest:
$1,415
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.75% with $76,400 down)
Winter Park, FL 32792
4bed 3bath 2,564sq ft $149 / sq ft SFR
Lot Size6,000sq ft Built2014 On Site107days
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
$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 Site108days
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
$64,900
$240/mo
Monthly Payment:
$240
Principal & Interest:
$240
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,980 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size1.1acre BuiltN/A On Site108days
Perfect opportunity to own a 1.1 acre lot in Winter Park! Location is convenient to shopping, restaurants and more! All information recorded in the MLS is intended to be... more
Perfect opportunity to own a 1.1 acre lot in Winter Park! Location is convenient to shopping, restaurants and more! All information recorded in the MLS is intended to be accurate however, it should be independently verified. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$1,375,000
$5,094/mo
Monthly Payment:
$5,094
Principal & Interest:
$5,094
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $275,000 down)
Winter Park, FL 32792
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.7acre BuiltN/A On Site109days
This is beautiful lakefront property across the street from Lake Baldwin Park in the City of Winter Park. It is 1.74 acres, could be subdivided into smaller lots, is zoned R-2... more
This is beautiful lakefront property across the street from Lake Baldwin Park in the City of Winter Park. It is 1.74 acres, could be subdivided into smaller lots, is zoned R-2 which allows up to 10 units per acre, and has direct frontage on private Lake Spier and Lake Compton. There is approximately 175 feet of frontage on S Lakemont Ave, with additional access on the west side from Lake Spier Drive. It may be possible to change the street address of the property to Lake Spier Drive, 32789. The house is being sold "AS IS". Ideally located just a short walk to downtown Baldwin Park and great Winter Park schools. less
Listing Provided Courtesy of Brad Gustafson, Realtor
Popularity N/A
$189,000
$845/mo
Monthly Payment:
$845
Principal & Interest:
$700
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $37,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,628sq ft $116 / sq ft TWN
Lot Size1,964sq ft Built2004 On Site109days
Beautiful 2 story townhouse in Winter Park, Lovely decorated. Fabulous location backs to a wall and views a pond & fountain in front. Corner townhouse, very private, furnished... more
Beautiful 2 story townhouse in Winter Park, Lovely decorated. Fabulous location backs to a wall and views a pond & fountain in front. Corner townhouse, very private, furnished nicely. Gated community. less
Listing Provided Courtesy of Non-mfrmls Office
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 Site110days
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 Site110days
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 Site110days
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
18 19 20 21 22 23 24 25 26 ... 31
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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
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.

Copyright 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Wednesday, July 29, 2015 at 7:54 PM. Properties in listings may have been sold or may no longer be available.