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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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$1,975,000
$7,717/mo
Monthly Payment:
$7,717
Principal & Interest:
$7,317
HOA Dues:
$400
(Based on a 30 year fixed loan at 3.75% with $395,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,988sq ft $495 / sq ft TWN
Lot Size1,551sq ft Built2003 On Site90days
This sophisticated Park Avenue townhome is located in the heart of Winter Park. Walk down the Avenue to fabulous restaurants, Central Park, The Farmers’ Market & charming... more
This sophisticated Park Avenue townhome is located in the heart of Winter Park. Walk down the Avenue to fabulous restaurants, Central Park, The Farmers’ Market & charming boutiques! The foyer is inviting w/ marble floors & a spectacular staircase. The first floor features 2 bedrooms w/ in-suite baths, the main laundry room & a spacious 2 car garage. Take the elevator up to the main living floor that features distressed pecan wood floors, a lovely living room w/ built-in media center & hidden TV cabinet. The large dining room accommodates a table for 12. Kitchen has a gorgeous center island w/ zebra wood counter, glass front subzero refrigerator, 2 subzero freezer drawers, subzero wine refrigerator, DCS 6 burner gas range w/ double ovens, custom Morrison wood cabinets w/ travertine counters, slate w/ wood inlay design flooring & a cozy sitting area. Enjoy the screened in back balcony w/ summer kitchen. 3rd Floor features a huge family room w/ built-in media center & wet bar. The master bath has 2 vanity areas, 2 walk-in closets, garden tub, large shower, travertine flooring, marble counter tops & plenty of storage. Additional amenities include: 10 foot ceilings and built-in surround sound throughout, plantation shutters, double pane Pella windows & doors, 3 balconies, bay windows, alarm system w/ security cameras & amazing views less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
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$479,900
$1,777/mo
Monthly Payment:
$1,777
Principal & Interest:
$1,777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $95,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,944sq ft $247 / sq ft SFR
Lot Size7,000sq ft Built1950 On Site91days
Newly Remodeled Orwin Manor Home. This home has been remodeled from the ground up. The home has great curb appeal and is ready for the new owner. The home contains 3 bedrooms... more
Newly Remodeled Orwin Manor Home. This home has been remodeled from the ground up. The home has great curb appeal and is ready for the new owner. The home contains 3 bedrooms and 3 full baths which is a rare find in the Orwin Manor area. It has all new cabinets and granite counter tops. New A/C ,new windows ,new wood flooring and tile. The master bedroom has a HUGE closet and shower and a separate tub. Great location and in the 32789 zip code. The backyard is fenced in and has all new landscaping and irrigation. Come look and you will not be disappointed ! Everything is new and done with quality craftmanship! less
Listing Provided Courtesy of Costello Realty & Development
Popularity N/A
$165,000
$611/mo
Monthly Payment:
$611
Principal & Interest:
$611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,405sq ft $117 / sq ft SFR
Lot Size11,000sq ft Built1958 On Site91days
Back on the Market! WOW! Look at this new price!!! BEST VALUE IN WINTER PARK HIGH SCHOOL DISTRICT. This one owner home has been lovingly cared for over the years and is ready... more
Back on the Market! WOW! Look at this new price!!! BEST VALUE IN WINTER PARK HIGH SCHOOL DISTRICT. This one owner home has been lovingly cared for over the years and is ready for a new owner to make more wonderful memories. The home sits on a corner lot with plenty of room for expansion and is in a very convenient location, close to shopping, restaurants and is in the desirable Winter Park High school district. Terrazzo floors under carpet in living area. Recent upgrades include double paned windows, newer roof and newer HVAC system. SELLER WANTS AN OFFER!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$299,999
$1,387/mo
Monthly Payment:
$1,387
Principal & Interest:
$1,111
HOA Dues:
$276
(Based on a 30 year fixed loan at 3.75% with $60,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,214sq ft $247 / sq ft CND
Lot SizeN/Asq ft Built1986 On Site92days
Completely Remodeled and Open Floorplan Overlooking Lake Killarney in Winter Park! - Large and inviting with water views from Kitchen, Breakfast Nook, Master Bedroom and Living... more
Completely Remodeled and Open Floorplan Overlooking Lake Killarney in Winter Park! - Large and inviting with water views from Kitchen, Breakfast Nook, Master Bedroom and Living Room with fireplace - Private screened in balcony for your morning coffee or evening sunset. Double master bedrooms with full baths and large closets. Private amenities give you exclusive use of the gorgeous community pool, dock and beach where you can park your boat. Next to the new Trader Joes, Winter Park Village and minutes from Park Avenue. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity N/A
$539,900
$2,000/mo
Monthly Payment:
$2,000
Principal & Interest:
$2,000
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $107,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,112sq ft $256 / sq ft SFR
Lot Size9,745sq ft Built1987 On Site95days
Beautifully remodeled home in the heart of Winter Park. Just steps from Rollins College and conveniently located to fabulous Park Ave. Step inside the gated entry through the... more
Beautifully remodeled home in the heart of Winter Park. Just steps from Rollins College and conveniently located to fabulous Park Ave. Step inside the gated entry through the double front doors to a spacious great room with vaulted ceilings and a fireplace with marble surround. The kitchen has tons of cabinet space with marble countertops a huge island and space for a large dining table. Master bedroom has French doors that open to the fenced in back yard with a sparkling pool and wood deck. Master bathroom boasts dual sinks and an oversized shower with a rainfall shower head and glass doors as well as huge walk in closet. On the other side of the house sits 2 additional bedrooms and a nicely appointed guest bath. Nothing has been spared in making this home like new, schedule a showing today! less
Listing Provided Courtesy of National Real Estate
Popularity N/A
$995,000
$4,423/mo
Monthly Payment:
$4,423
Principal & Interest:
$3,686
HOA Dues:
$737
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,700sq ft $585 / sq ft CND
Lot Size27,512sq ft Built2007 On Site95days
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops,... more
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 2nd floor location the floor plan takes advantage of a calm garden view. Unit has gas Wolf cooking and Sub-Zero refrigeration. Top quality materials are used throughout. Common areas include expansive club room which includes a large bar area, pool area and party room. The building and unit are fabulous and bright. Attention to detail can be seen throughout the property. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity N/A
$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,982sq ft $184 / sq ft SFR
Lot Size12,063sq ft Built1974 On Site95days
Just reduced!! Step up to the casual elegance that is apparent everywhere in this dynamic home! Incredible floor plan for entertaining with nearly every room opening into the... more
Just reduced!! Step up to the casual elegance that is apparent everywhere in this dynamic home! Incredible floor plan for entertaining with nearly every room opening into the large florida room which overlooks the in-ground pool, grill and conversation areas that are incredibly private. All of this tucked into a family-friendly neighborhood with its mature oak trees, sidewalks and playful cul-de-sacs. There is no mandatory h.O.A. But a close-knit voluntary association which provides seasonal parties for all of the residents. Quail hollow is located on the quiet side of winter park convenient to park avenue, rollins college, full sail university, the winter park farmer’s market, mead gardens, harry p. Leu botanical gardens, baldwin park and blue jacket park, orlando’s fashion square mall, orlando executive airport and the winter park village. Upgrades to all major systems in the house (roof, plumbing, hvac, windows and more) make this an excellent value as well. Top rated schools are all within walking/biking distance and serviced by sidewalks as well. Do not pass this one by! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$74,900
$491/mo
Monthly Payment:
$491
Principal & Interest:
$277
HOA Dues:
$214
(Based on a 30 year fixed loan at 3.75% with $14,980 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 851sq ft $88 / sq ft CND
Lot Size4,347sq ft Built1969 On Site95days
Great chance to own a condo located near major roads for quick access around town and minutes to all of the shopping, dining and entertainment options Winter Park has to offer.... more
Great chance to own a condo located near major roads for quick access around town and minutes to all of the shopping, dining and entertainment options Winter Park has to offer. The ground floor condo has a spacious floor plan offering beautiful ceramic tile through out, two access doors, 1 Bedroom, 1 Bathroom and a Den that could be a second Bedroom with the addition of a closet. It's ready for you to make yours, see it today! This is a Fannie Mae HomePath property. First Time Buyers, complete the HomePath Ready Buyer homeownership course, attach certificate to offer and request up to 3% closing cost assistance. Restrictions apply. less
Listing Provided Courtesy of Century 21 Roo Realty
Popularity N/A
$240,000
$889/mo
Monthly Payment:
$889
Principal & Interest:
$889
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 2bath 1,605sq ft $150 / sq ft SFR
Lot Size9,690sq ft Built1956 On Site96days
Very well maintained four bedroom two bath Florida home on a corner lot! This single-family home features tile floors throughout, spacious living/dining rooms & kitchen with... more
Very well maintained four bedroom two bath Florida home on a corner lot! This single-family home features tile floors throughout, spacious living/dining rooms & kitchen with granite countertops. Family room opens up to the expansive, fenced-in back yard complete with a large screened-in pool & patio. New roof 2014. New septic system installed May 2010. Pool pump replaced 2011. A must see! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$309,000
$1,144/mo
Monthly Payment:
$1,144
Principal & Interest:
$1,144
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $61,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,736sq ft $178 / sq ft SFR
Lot Size10,175sq ft Built1954 On Site96days
Winter park, 3 br, 3 ba pool home with deeded lake access to beautiful lake killarney. Amazing chef's kitchen features custom solid maple cabinets, soft close heavy duty drawer... more
Winter park, 3 br, 3 ba pool home with deeded lake access to beautiful lake killarney. Amazing chef's kitchen features custom solid maple cabinets, soft close heavy duty drawer glides, granite countertops, samsung french door refrigerator, bosch dishwasher, ge profile convection oven, ge induction cooktop, ge advantium oven. Porcelain tile flooring, stone backsplash, recessed lighting & undercabinet led's. Master suite has bella wood flooring and includes updated master bath with solid maple custom cabinets, oceania undermount lighted glass sink, granite countertop, porcelain tile flooring and shower. Original oak hardwood flooring. Separate family room with mexican tile, wet bar with granite countertop and full size refrigerator. 2 wood burning stoves/fireplaces with thermostatically controlled fans. pool area is designed for outdoor living and entertaining. Oversized screened porch with mexican tile, separate large multi-level covered deck, brick summer kitchen with gas bbq grill, charcoal smoker, sink, 2 burner gas cooktop, space for gas deep fryer and brick fire pit. Lounge area has 16' by 11' motorized sunsetter awning. New roof in 2013, replumbed with cpvc in 2010, new computerized pump and filter system 2013, 200 amp electrical service, recent paver driveway and walks. Covered storage for car/boat to side of house. Quiet city of winter park neighborhood with single point access, close proximity to i-4, winter park village and downtown winter park. A rated fire and police less
Listing Provided Courtesy of International Realty Partners
Popularity N/A
$109,900
$527/mo
Monthly Payment:
$527
Principal & Interest:
$407
HOA Dues:
$120
(Based on a 30 year fixed loan at 3.75% with $21,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,187sq ft $93 / sq ft TWN
Lot Size2,029sq ft Built1994 On Site96days
Winter Green Townhomes - AT A NEW PRICE! 3 bedroom 2 bath sweetheart, with private garden courtyard. Vaulted ceilings, custom shutters & NEW PAINT, CARPET & VINYL throughout.... more
Winter Green Townhomes - AT A NEW PRICE! 3 bedroom 2 bath sweetheart, with private garden courtyard. Vaulted ceilings, custom shutters & NEW PAINT, CARPET & VINYL throughout. Spacious Living Room, Dining Room & HUGE Master Bedroom have airy vaulted ceilings & views of greenbelt. Ample Kitchen, with pretty Dinette has views of your own private courtyard - enjoy your morning coffee on your own courtyard patio & commune with the songbirds. Low HOA dues & a super spot less than 800 feet from the community pool. Schools?? 1/4 mile from Herzing University. Full Sail University is less than 2 miles up the road & UCF is 8 miles away. Ready for a new low-maintenance home? THIS ONE IS READY FOR YOU! This is a Fannie Mae HomePath Property. All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity N/A
$621,736
$2,438/mo
Monthly Payment:
$2,438
Principal & Interest:
$2,303
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $124,347 down)
Winter Park, FL 32792
6bed 5bath 4,700sq ft $132 / sq ft SFR
Lot Size9,000sq ft Built2015 On Site96days
Brand new energy efficient home ready NOW! The Wimberley features a spacious kitchen with granite countertops, large walk in pantry, tons of cabinet space and cozy breakfast... more
Brand new energy efficient home ready NOW! The Wimberley features a spacious kitchen with granite countertops, large walk in pantry, tons of cabinet space and cozy breakfast nook all open to a huge family room ideal for family and friends to gather. The formal Living room and Dining room give you plenty of room for entertaining. The secluded Master suite has an enormous walk in closet and luxurious spa like bath with soothing tub, separate shower and dual vanities. All additional bedrooms are roomy and have walk in closets for added storage. Have family fun night in the massive Game room or enjoy a movie in the media room, which can be converted to a home theater. Enjoy outdoor living on the back lanai. Photo of model home of this same plan, options and upgrades will vary to subject home. Lakeside is a beautiful gated community with waterfront home sites, boat dock and lake located close to Seminole County parks. Known for our energy efficient features, our homes help you live a healthier and quieter lifestyle while saving you thousands of dollars on your utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$1,125,000
$5,034/mo
Monthly Payment:
$5,034
Principal & Interest:
$4,168
HOA Dues:
$866
(Based on a 30 year fixed loan at 3.75% with $225,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,290sq ft $491 / sq ft CND
Lot Size1.5acre Built2003 On Site97days
Winter park’s crème de la crème! This exquisite three bedroom, three and one-half bath unit at perle du lac offers residents lakefront living on the chain of... more
Winter park’s crème de la crème! This exquisite three bedroom, three and one-half bath unit at perle du lac offers residents lakefront living on the chain of lakes. Gated entry, access controlled doors, garage parking, and elevator service are just a few of the first class amenities this community has to offer. Resort style pool and professionally landscaped gardens illustrate the tranquil beauty hidden within the gates. Inside find 2,290 sf of luxurious living space. The grand foyer welcomes you into the home and leads you into the living and dining rooms where arched entries, bamboo flooring, crown molding, and water views provide great space for entertaining. Sliding glass doors open off the living room to the home’s covered balcony with fantastic lake views! The chef’s kitchen with solid wood cabinetry, granite countertops, built-in appliances, and bead board detailing along the bar is open to a second living room or parlor. Master retreat features a custom walk-in closet, jetted tub, his and her vanities, and glass shower. Guest bedrooms are comfortable in size, have generous closets, and are each accessorized with a juliette balcony. Located just steps from park avenue, enjoy maintenance free living in one of winter park’s premier developments and take advantage of its convenient location to the avenue’s boutique shops, fine dining, and the morse museum. less
Listing Provided Courtesy of Kelly Price & Company Llc
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 3,448sq ft $260 / sq ft SFR
Lot Size11,160sq ft Built2000 On Site97days
Beautiful custom traditional tucked away just down the block from Lake Knowles. Light and bright with 10 ft ceilings downstairs. Lovely trim work and crown molding throughout.... more
Beautiful custom traditional tucked away just down the block from Lake Knowles. Light and bright with 10 ft ceilings downstairs. Lovely trim work and crown molding throughout. Hardwood floors in both formal rooms and the family room. Wonderful open kitchen and family room with gas fireplace that both overlook the large screened-in, heated pool and spa with pavered patio. Great first floor guest suite. Big bonus room along with 4 bedrooms upstairs. Spacious master suite with hardwood floors, front balcony access and a walk-in closet. Lots to enjoy plus a large, private backyard with a park-like setting and a tremendous location! ALSO AVAILABLE FOR LEASE - $4,700, unfurnished or $5,500, furnished! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity N/A
$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,461sq ft $231 / sq ft SFR
Lot Size12,679sq ft Built2014 On Site97days
Open Sat May 30, 2pm-5pm
Brand new, custom home located in the heart of Winter park. This stunning four bedroom, three and one half-bath home, designed with luxury in mind, features over 3,400 square... more
Brand new, custom home located in the heart of Winter park. This stunning four bedroom, three and one half-bath home, designed with luxury in mind, features over 3,400 square feet of living space. Vaulted ceilings, crown molding, and distressed hickory wood floors are found throughout the first floor. State of the art kitchen, with Bosch stainless steel appliances, granite countertops, beautiful solid wood cabinetry, and a breakfast bar is open to the living room. The spacious master bedroom features an expansive walk-in closet and spa like en suite. Upstairs you will find two additional bedrooms, with a shared bath, and a bonus space – perfect for use as an office, media room, or play room. This home offers an attached two car garage and an additional detached one car garage - perfect for extra storage, parking, or work space. Zoned for “A-rated” Winter Park schools. Conveniently located to all that Winter Park has to offer! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
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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
Content 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: Friday, May 22, 2015 at 8:22 PM