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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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$129,900
$791/mo
Monthly Payment:
$791
Principal & Interest:
$481
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $25,980 down)

200 Saint Andrews Boulevard #1403 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
3bed 2bath 1,322sq ft $98 / sq ft CND
Lot SizeN/Asq ft Built1970 On Site2days
Welcome Home to a Quaint and RARE 3 bedroom 2 full bathroom condo in Winter Park, Florida! New and neutral carpet in a 3 good size bedrooms. Location is fabulous and nestled in... more
Welcome Home to a Quaint and RARE 3 bedroom 2 full bathroom condo in Winter Park, Florida! New and neutral carpet in a 3 good size bedrooms. Location is fabulous and nestled in a highly desired school district. Incredible location near Publix, Ward Park, Whole Foods, Rollins, Full Sail, Crealde and uses Winter Park utilities. Tile in Dining room, Living room, Kitchen, Hallway, and Bathrooms. Inside Washer/Dryer hook-up for your convenience. Screened and covered front entry as well as a screened patio overlooking a lush landscape and green space. End corner unit has lots of windows with natural light and views over Ward Park. This condo association offers wonderful amenities such as a community room, tennis court and 3 pools! less
Listing Provided Courtesy of Starlink Realty Of Orlando
Popularity
Your search results are current and complete. Learn more
$335,000
$1,241/mo
Monthly Payment:
$1,241
Principal & Interest:
$1,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,000 down)

2407 Forfarshire Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
3bed 2bath 1,887sq ft $178 / sq ft SFR
Lot Size10,387sq ft Built1961 On Site3days
**Real Estate is about LOCATION and WINTER PARK is the Location for this Fabulous Ranch Style Home** The community of Brookshire has a **Desirable SCHOOL District**, access to... more
**Real Estate is about LOCATION and WINTER PARK is the Location for this Fabulous Ranch Style Home** The community of Brookshire has a **Desirable SCHOOL District**, access to Cady way trail, recreation, shopping, entertainment and close to hospitals. The mature landscaping and oak trees provide a canopy of shade as you take an evening stroll. ** WELL MAINTAINED ** SPACIOUS ** OPEN AND AIRY ** This **CHARMING** home has many features. The Kitchen is **BRIGHT** with plenty of cabinets and counter space. Appliances are included. Ceramic tile flows from room to room and carpet softens the generous bedroom floors. Two wood burning fireplaces will add a touch of enchantment to your décor. With the split floor plan, you can retreat to the master suite through your own French doors. Both bathrooms have been upgrade with ceramic tile and a designer vanity. Located on a corner lot, the **OVERSIZED** two car garage has a third door and additional driveway on the side of the home providing **CONVENIENCE** in parking. Exquisite landscaping, privacy fence, trillium, humble patio are all a bonus. Schedule your showing. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)

1331 Lyndale Boulevard NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 3bath 2,209sq ft $226 / sq ft SFR
Lot Size6,750sq ft Built1945 On Site3days
Charming four bedroom home, paver driveway, w/wood and tile floors, formal living room with fireplace, stainless steel appliances, great room w/ vaulted ceilings, wet bar +... more
Charming four bedroom home, paver driveway, w/wood and tile floors, formal living room with fireplace, stainless steel appliances, great room w/ vaulted ceilings, wet bar + bonus room! Cozy neighborhood on brick one-way tree-lined street. Bike to Winter Park Village and Park Avenue stores. Highly rated school district. less
Listing Provided Courtesy of Ez Choice Associates, Inc
Popularity
$324,900
$1,203/mo
Monthly Payment:
$1,203
Principal & Interest:
$1,203
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $64,980 down)

766 W Lyman Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,146sq ft $284 / sq ft SFR
Lot Size5,000sq ft Built1995 On Site3days
Charming 3bed/2bath home in the heart of Winter Park. Excellent school district and just steps to Park Avenue and Hannibal Square. Don't miss this one!
Charming 3bed/2bath home in the heart of Winter Park. Excellent school district and just steps to Park Avenue and Hannibal Square. Don't miss this one! less
Listing Provided Courtesy of Parkland International Realty
Popularity
$269,900
$999/mo
Monthly Payment:
$999
Principal & Interest:
$999
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,980 down)

1684 Bomi Circle NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,024sq ft $133 / sq ft SFR
Lot Size14,661sq ft Built1983 On Site3days
Over 1/3 acre Southern Living inspired brick front home located in Seminole County- Winter Park with no HOA. Generously treed yard and mature landscaping grace this 4 bed/ 2... more
Over 1/3 acre Southern Living inspired brick front home located in Seminole County- Winter Park with no HOA. Generously treed yard and mature landscaping grace this 4 bed/ 2 bath/ 2 car garage home with detached office, spacious screened patio, treehouse swingset and BBQ/ firepit area. Custom designed A/C detached office boasts an extra 200 sq. ft., double pane windows, built-in cabinets and pre-plumbed with serene views of the backyard providing you a quiet workspace. Offering split bedrooms including a spacious master suite with private entrance to the your patio & backyard. Bright and open living spaces in the dining room, living room and into the family room featuring a brick wood burning fireplace. This remodeled kitchen has been restructured with entertaining in mind. 42” Maple Cabinets surround the kitchen for storage galore with an additional wall of cabinets for built-in pantry. Venetian Gold Granite countertops line the cabinets and new accent Island for an inviting hang out and additional seating for friends and family. All kitchen appliances included: Refrigerator, Microwave, Dishwasher and Double Oven. Updated guest bathroom with new vanity and tile. Custom craftsmanship finishes that you can appreciate: fresh paint inside and out, retextured ceilings, crown molding, chair rail molding, custom built in shelving and much more! Bonus: Inside Utility Room, Sprinkler system, newer 15 SEER A/C, new electrical panel, additional electrical amp hook ups & additional parking area for RV or boat. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$74,000
$436/mo
Monthly Payment:
$436
Principal & Interest:
$274
HOA Dues:
$162
(Based on a 30 year fixed loan at 3.75% with $14,800 down)

2500 Lee Road #133 NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
1bed 1bath 645sq ft $115 / sq ft CND
Lot Size1,843sq ft Built1969 On Site3days
Amazing property located in Winter Park. This is a newly renovated condo with an open floor plan and beautiful hard wood floors. Lakeside Manor is one of the best managed and... more
Amazing property located in Winter Park. This is a newly renovated condo with an open floor plan and beautiful hard wood floors. Lakeside Manor is one of the best managed and maintained properties with low HOA fees and property taxes. Located on private Lake Killarney, with private boat access and slips available to all residents. This is a MUST see. less
Listing Provided Courtesy of Keller Williams Classic Iii Re
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)

7624 Waunatta Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,952sq ft $102 / sq ft SFR
Lot Size9,874sq ft Built1976 On Site3days
Short sale
Short sale less
Listing Provided Courtesy of Red Carpet Realty Llc
Popularity
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)

1726 Aloma Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 1bath 1,372sq ft $164 / sq ft SFR
Lot Size8,610sq ft Built1951 On Site3days
Open and bright, updated 2 bed 1 bath home with den and one car garage, located in the heart of Winter Park. Gorgeous original hardwood floors, new double pane windows, spacious... more
Open and bright, updated 2 bed 1 bath home with den and one car garage, located in the heart of Winter Park. Gorgeous original hardwood floors, new double pane windows, spacious rooms, updated kitchen with natural wood cabinets with raised panel doors, crown molding, tile floors and stainless steel appliances. Great outdoor living space with large bi-level wood deck, irrigation system and shed. Roof was replaced in June 2015 with 30-year architectural shingles. Hot water heater, outside electrical panel and inside breaker/subpanel replaced in 2014. Walking distance to shops, restaurants and parks, and conveniently located to Rollins, Full Sail, hospitals and major highways. You won't be disappointed! less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$739,000
$2,737/mo
Monthly Payment:
$2,737
Principal & Interest:
$2,737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $147,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,120sq ft $237 / sq ft SFR
Lot Size9,110sq ft Built2015 On Site4days
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... more
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, 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
$169,500
$674/mo
Monthly Payment:
$674
Principal & Interest:
$627
HOA Dues:
$47
(Based on a 30 year fixed loan at 3.75% with $33,900 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,397sq ft $121 / sq ft SFR
Lot Size3,874sq ft Built1993 On Site4days
Living large in this 3 bedroom 2.5 bath home in Winter Park. With the Master bedroom downstairs and 2 additional up. Home has been maintain by the original owners with updated... more
Living large in this 3 bedroom 2.5 bath home in Winter Park. With the Master bedroom downstairs and 2 additional up. Home has been maintain by the original owners with updated extras. Master bath has a whirlpool hot tub. A additional 10x12 Screened Enclosed Porch with removable vinyl windows is not included in the total Square footage. Newer AC and a owned water softener are a comfort. A Privacy fence along with underground irrigation complements the most mature and well kept garden and yard. Seller is also provide Home Warranty so make sure to see this soon as it is a shinny penny . less
Listing Provided Courtesy of Floridians Realty
Popularity
$110,000
$407/mo
Monthly Payment:
$407
Principal & Interest:
$407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $22,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 3bath 1,866sq ft $59 / sq ft SFR
Lot Size11,449sq ft Built1974 On Site5days
Great opportunity in Winter Park close to highways, schools, shopping and much more. Bring your imagination along with your toolbox and make this home your own gem! This... more
Great opportunity in Winter Park close to highways, schools, shopping and much more. Bring your imagination along with your toolbox and make this home your own gem! This property has tons of potential and is waiting for a facelift. See attachment for PAS requirements and WFHM offer submittal information in MLS document section. less
Listing Provided Courtesy of Re/max Assured
Popularity
$163,000
$603/mo
Monthly Payment:
$603
Principal & Interest:
$603
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,600 down)
Winter Park, FL 32789
2bed 2bath 1,160sq ft $141 / sq ft CND
Lot Size5,612sq ft Built1986 On Site5days
Small condo community on Lake Killarney with dock and lakeside pool area. Walk to shops including Trader Joe's, New Publix and the Winter Park Village with all it's restaurants... more
Small condo community on Lake Killarney with dock and lakeside pool area. Walk to shops including Trader Joe's, New Publix and the Winter Park Village with all it's restaurants and entertainment. This is a delightful first floor condo with tile floors throughout and impeccable decorating on the interior. End unit with it's own designated one car carport plus extra storage. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,233sq ft $154 / sq ft SFR
Lot Size10,796sq ft Built1958 On Site5days
Come see all that this well maintained 4 bedroom, 2 1/2 bath Winter Park home has to offer! The updated kitchen has laminate flooring, granite and a floor to ceiling built-in... more
Come see all that this well maintained 4 bedroom, 2 1/2 bath Winter Park home has to offer! The updated kitchen has laminate flooring, granite and a floor to ceiling built-in pantry. The large master suite addition offers an oversized sitting area that could easily be used to further expand the bathroom and closet areas. Enjoy your mornings and evenings in the Florida Room, which has an abundance of windows and lighting! The bonus room’s vaulted ceiling, ample lighting, sink and vented Jenn-Air grill make it an entertainer’s delight. For cool winter evenings, spend your time cuddled up in the cozy den next to the wood-burning fireplace. The back trellised patio area provides a nice spot for gardening. Roof replaced in 2006, newer double pane windows in most of home and 3 A/C units. The A/C used in the main portion of the home is a water source heat pump. This traditional home offers ample room for your growing family and Winter Park schools! Location Location Location, this diamond in the rough is only a few lots up from Lake Berry. Call today for your private viewing, it won’t last long! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$499,000
$1,873/mo
Monthly Payment:
$1,873
Principal & Interest:
$1,848
HOA Dues:
$25
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,447sq ft $204 / sq ft SFR
Lot Size8,841sq ft Built1989 On Site5days
Beautifully maintained and recently updated home gives this home a refreshed traditional feel with clean transitional elements featuring warm hardwood floors throughout, neutral... more
Beautifully maintained and recently updated home gives this home a refreshed traditional feel with clean transitional elements featuring warm hardwood floors throughout, neutral colors, volume ceilings, custom closets, SONOS surround system, PELLA windows and split floor plan. Open kitchen with gorgeous new granite counters, stone back splash and stainless appliances open to a breakfast area w/ french doors and large great/family room with wood burning FP. 4th bedroom is flex as office/bedroom. Spacious master suite with custom closet system, updated bath with hydro tub and travertine shower w/frameless glass. Enjoy the covered patio area while overlooking your secluded and manicured yard with waterfall Pebble-tech pool. Excellent location and schools newer WPRC, YMCA and shopping. less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$50,500
$416/mo
Monthly Payment:
$416
Principal & Interest:
$187
HOA Dues:
$229
(Based on a 30 year fixed loan at 3.75% with $10,100 down)
Winter Park, FL 32792
Seminole County School District
3bed 1bath 678sq ft $74 / sq ft CND
Lot Size661sq ft Built1973 On Site5days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Owners.com
Popularity
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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, July 5, 2015 at 8:21 AM