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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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$184,800
$949/mo
Monthly Payment:
$949
Principal & Interest:
$684
HOA Dues:
$265
(Based on a 30 year fixed loan at 3.75% with $36,960 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 3bath 1,837sq ft $101 / sq ft TWN
Lot Size1,035sq ft Built2009 On Site87days
Location! Location!!...Winter park 3 bed/2.5 bath townhouse-style condo in the prestigious gated community of via lago at hanging moss. Jan 2015 new tile throughout downstairs!... more
Location! Location!!...Winter park 3 bed/2.5 bath townhouse-style condo in the prestigious gated community of via lago at hanging moss. Jan 2015 new tile throughout downstairs! Open plan kitchen has island for entertaining friends & family. Large master with large walk-in closet!!! Upstairs laundry!! May 2015 new stainmaster carpet and upgraded plush padding. Ac unit is dual zoned; upstairs and downstairs have own thermostat so energy efficient! Back patio looks at community park and open space... Perfect for morning coffee! Desirable winter park schools! Community has a dog park, play ground and putting green. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
We show you every available listing. Here's how
$229,900
$851/mo
Monthly Payment:
$851
Principal & Interest:
$851
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,761sq ft $131 / sq ft SFR
Lot Size12,474sq ft Built1981 On Site88days
Yes! You Can! Start Packing, at this price your monthly payments will likely be less than your rent plus you’ll be building equity in a solid sparkling in-ground pool... more
Yes! You Can! Start Packing, at this price your monthly payments will likely be less than your rent plus you’ll be building equity in a solid sparkling in-ground pool that comes with this 4 bedroom, 2 baths, 2 Car Garage Home, with a bonus cabin that can be used as an office/study in desirable Winter Park area, zoned for A schools. Move In Ready, Not a Short-Sale or a Bank-Owned. Some lucky renter is going to be an owner, so call and get lucky. less
Listing Provided Courtesy of SAND DOLLAR REALTY GROUP INC
Popularity
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,596sq ft $197 / sq ft SFR
Lot Size10,346sq ft Built1964 On Site88days
4 bedrooms that you've been looking for!. Beautiful remodeled home in Winter Park's hottest neighborhood. Pretty Kitchen has pull out shelves in cabinets! Separate Formal Dining... more
4 bedrooms that you've been looking for!. Beautiful remodeled home in Winter Park's hottest neighborhood. Pretty Kitchen has pull out shelves in cabinets! Separate Formal Dining Room and large screened in porch Winter Park Schools, oversized garage and yard and 4 bedrooms inside. Newer AC, New Windows, New carpet, paint and landscaping Newer hot water heater and house was recently re-plumbed AND re-wired. Close to schools, Park Avenue, Winter Park Hospital and Cady Way. less
Listing Provided Courtesy of SAND DOLLAR REALTY GROUP INC
Popularity
$1,399,000
$5,183/mo
Monthly Payment:
$5,183
Principal & Interest:
$5,183
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $279,800 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 4,245sq ft $330 / sq ft SFR
Lot Size16,137sq ft Built1996 On Site97days
Open Sat Feb 13, 11am-3pm
Stunning traditional estate in the heart of Winter Park; walking distance to Phelps Park, Whole Food’s and a bike ride to Park Ave! Step into the home and enjoy a sunny... more
Stunning traditional estate in the heart of Winter Park; walking distance to Phelps Park, Whole Food’s and a bike ride to Park Ave! Step into the home and enjoy a sunny and airy living room with high ceilings, a wood burning fireplace, and a warmth that makes the house feel like a home. The kitchen, fit for a chef, is loaded with all the necessities! Ample granite counter-top space, lots of storage, custom cabinetry, large kitchen island, breakfast bar, stainless steel appliances that are perfectly laid out for easy access to every kitchen need! Host a party in the gorgeous dining room or outside on the brick patio by the oasis-like backyard! Having 5 bedrooms and 4 baths, with warm hard wood floors throughout, make this home perfect for entertaining, raising a family, or just enjoying its superb grander. Each room is exquisite; with a bountiful amount of space and natural light, extenuating every aspects of the house! The downstairs master retreat, with stunning views, make it easy to relax and unwind! Stay organized with the abundant amounts of closet space! Enjoy the massive master bath with indoor spa and dual sinks, or walk out to the lovely pool and outdoor spa to melt away the day. Make this the first and last home you see! Don’t miss this incredible opportunity to live in one of the best neighborhoods of Winter Park. less
Listing Provided Courtesy of PALMANO GROUP RE BROKERAGE LLC
Popularity
$250,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 650sq ft $385 / sq ft SFR
Lot Size7,000sq ft Built1946 On Site97days
If you’ve been looking for the perfect investment opportunity, look no further. This centrally located zoned R-2 lot/home is close to all that Winter Park has to offer... more
If you’ve been looking for the perfect investment opportunity, look no further. This centrally located zoned R-2 lot/home is close to all that Winter Park has to offer including dining, shopping, and Rollins College. The house needs some TLC or build a new house or townhouses! The possibilities are endless. Stop by and take a look today! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$1,056,000
$3,912/mo
Monthly Payment:
$3,912
Principal & Interest:
$3,912
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $211,200 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,536sq ft $299 / sq ft SFR
Lot Size9,309sq ft Built2015 On Site97days
This contemporary masterpiece, built by LunDev, is truly a sight to see. Situated on a brick lined street in Olde Winter Park, this custom home is filled with the finest... more
This contemporary masterpiece, built by LunDev, is truly a sight to see. Situated on a brick lined street in Olde Winter Park, this custom home is filled with the finest appointments. The grand foyer sets the stage for an open and airy ambiance. There is broad mix of materials, brought together to offer studied details, including stacked stone wall and open, custom wood staircase. Large gathering area features unique gas fireplace, with ambient lighting. Elegant French doors open to spacious lanai. Spacious kitchen with every amenity, features large island with exotic granite countertops, and custom wood cabinetry. Stainless Bosch appliances - top of the line. Adjacent dining area, with timeless contemporary touches throughout. Luxurious first floor master, with large walk in closet. Private bathroom and suite. Bath features cool contemporary lines and fixtures. Spacious shower, separate soaking tub, and dual vanities with marble flooring and countertops. Second floor entertainment retreat, ideal for theatre room, child's play area, or second living room. Three spacious guest suites, each with ample closet space. Outdoor living oasis, complete with grill area, limestone flooring, and media entertainment ready. Sparkling state of the art pool with water feature, LED color changing pool light and outdoor shower. 2 car garage. Winter Park schools, great location, just minutes to Park Avenue. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
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)
Winter Park, FL 32792
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size3.5acre BuiltN/A On Site97days
Vacant Land available now, not a short sale or bank owned.
Vacant Land available now, not a short sale or bank owned. less
Listing Provided Courtesy of RE/MAX DOWNTOWN
Popularity
$55,000
$341/mo
Monthly Payment:
$341
Principal & Interest:
$203
HOA Dues:
$138
(Based on a 30 year fixed loan at 3.75% with $11,000 down)
Winter Park, FL 32792
1bed 1bath 786sq ft $70 / sq ft CND
Lot Size10.1acre Built1974 On Site97days
1/1 Condo near UCF and Full Sail. Great shopping and restaurants near by! Great for an investment property. Spacious interior. Balcony for entertaining. Pool in community.... more
1/1 Condo near UCF and Full Sail. Great shopping and restaurants near by! Great for an investment property. Spacious interior. Balcony for entertaining. Pool in community. Minutes from downtown. Don't miss this opportunity! less
Listing Provided Courtesy of BRENNAN REAL ESTATE GROUP LLC
Popularity
$989,000
$3,664/mo
Monthly Payment:
$3,664
Principal & Interest:
$3,664
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,649sq ft $373 / sq ft CND
Lot SizeN/Asq ft Built2008 On Site98days
With the opluent finishes you would expect of a luxury residence in the heart of winter park, the douglas grand is one of the finest places to call home. Elegant shops and... more
With the opluent finishes you would expect of a luxury residence in the heart of winter park, the douglas grand is one of the finest places to call home. Elegant shops and boutiques that line park avenue, direct access to central park, the location is superb to none. This premium corner 3 bed residence offers a gourmet kitchen with stainless sub zero and wolf appliances. Extensive use of travertine and custom wood flooring. Closet built ins throughout. Custom plantation shutters installed throughout the home. Residence includes clothes washer/dryer and two assigned premium parking spaces in the resident garage. less
Listing Provided Courtesy of PREMIER PROPERTY GROUP III
Popularity
$77,900
$513/mo
Monthly Payment:
$513
Principal & Interest:
$288
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $15,580 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $93 / sq ft CND
Lot Size5,668sq ft Built1990 On Site98days
MUST SEE condo with an open spacious floor plan. Granite countertops in the kitchen & bathroom. Cherry oak cabinets, stainless steel appliances and ceramic tile in all the wet... more
MUST SEE condo with an open spacious floor plan. Granite countertops in the kitchen & bathroom. Cherry oak cabinets, stainless steel appliances and ceramic tile in all the wet areas. The community pool is a short walk from this unit. Close to UCF, Full Sail University and Valencia. Easy access to the 408 expressway, interstate Hwy 417, downtown and the airport. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$495,000
$1,833/mo
Monthly Payment:
$1,833
Principal & Interest:
$1,833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,287sq ft $216 / sq ft SFR
Lot Size6,595sq ft Built1950 On Site99days
Olde winter park! Charming bungalow in immaculate condition, on brick street, situated among million $ homes. Beautiful wood floors. Plantation shutters. Wonderful open floor... more
Olde winter park! Charming bungalow in immaculate condition, on brick street, situated among million $ homes. Beautiful wood floors. Plantation shutters. Wonderful open floor plan. Lush landscaping-walk to parks, close to famed park ave., rollins college and florida hospital. 4/3 including private in-law suite or guest quarters. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity N/A
$499,999
$1,852/mo
Monthly Payment:
$1,852
Principal & Interest:
$1,852
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $100,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,759sq ft $181 / sq ft SFR
Lot Size13,343sq ft Built1976 On Site100days
Prime Winter Park location in Quail Hollow. Top rated school district- Audubon Park Elementary. Oversized lot with plenty of private side entrance parking, secured with a gated... more
Prime Winter Park location in Quail Hollow. Top rated school district- Audubon Park Elementary. Oversized lot with plenty of private side entrance parking, secured with a gated entry. Private pool with abundant room for gardening, play area or pet space. This home is a perfect project in the making, updated recently with new windows, floors, remodeled bathrooms etc. Current owner has engineered plans that would take the home to 3,903 sq ft. if buyer chose to do so. Plenty of room here for the new owner to add their own personal touch. less
Listing Provided Courtesy of PREMIER REALTY PARTNERS INC
Popularity
$1,580,000
$5,853/mo
Monthly Payment:
$5,853
Principal & Interest:
$5,853
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $316,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 4,240sq ft $373 / sq ft SFR
Lot Size11,261sq ft Built2008 On Site100days
Exquisitely finished 4 bedroom 5.5 bathroom Mediterranean home situated on a quiet brick street near downtown Winter Park and Park Avenue. Home was meticulously built with... more
Exquisitely finished 4 bedroom 5.5 bathroom Mediterranean home situated on a quiet brick street near downtown Winter Park and Park Avenue. Home was meticulously built with travertine stone and Cumaru wood floors, extensive crown mouldings, spiral staircase, 145 bottle climate controlled wine cellar and hand-painted illuminated dome in the foyer. This home features a large gourmet kitchen with granite counter tops, Subzero and Wolf appliances. Media room boasts large screen projection HDTV and full granite wet bar, refrigerator, microwave and dishwasher. Large 2nd story terrace overlooks unique, stunning pool with elevated spa and water fountain features. Fabulous outdoor area with huge covered lanai, outdoor kitchen with ice-maker, grill and full cabana bath. Crestron Home automation system controls surround sound, lighting schemes, security system and climate from wall mounted touch pads. House is equipped with exterior security cameras, Lutron lighting and electronic gated entrance. Truly a unique home with superior quality finishes and luxuries. less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$599,995
$2,222/mo
Monthly Payment:
$2,222
Principal & Interest:
$2,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,999 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,117sq ft $283 / sq ft SFR
Lot Size11,707sq ft Built1958 On Site100days
New price!! Welcome to the vias! A tranquil, tree-lined winter park neighborhood! Beautifully renovated home is steps from the winter park racquet club & a lovely bike ride to... more
New price!! Welcome to the vias! A tranquil, tree-lined winter park neighborhood! Beautifully renovated home is steps from the winter park racquet club & a lovely bike ride to winter park's park avenue. Expect to be impressed with the gleaming hardwood floors & crown molding throughout this fantastic floor plan! Wall of windows in family room invites you outside to the sparkling, resurfaced pool, lush landscaping & quaint cabana, perfect for a stunning summer kitchen. Inside you will find updated bathrooms, new double paned windows & a cozy wood burning fireplace in the formal living room. The spacious kitchen boasts plenty of room for a breakfast nook, granite counters & stainless steel appliances. Extras include: new ac, new plumbing, new electrical, 2 car garage plus plans for expansion (additional 1361 sq ft) plus dommerich, maitland & winter park high!! Welcome home! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$2,095,000
$7,982/mo
Monthly Payment:
$7,982
Principal & Interest:
$7,761
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $419,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 6bath 4,976sq ft $421 / sq ft SFR
Lot Size27,025sq ft Built2001 On Site101days
Windsong lakefront... this is your chance to own a recently renovated "like new" traditional style lakefront home at the end of a quiet cul-de-sac in Winter Park’s... more
Windsong lakefront... this is your chance to own a recently renovated "like new" traditional style lakefront home at the end of a quiet cul-de-sac in Winter Park’s prestigious Windsong neighborhood. Surrounded by gorgeous Live Oak trees and boasting beautiful long views of Lake Berry. Renovations were just completed inside and out. Inside this 5 bedroom and 5.5 bathroom home you will find gorgeous wide-plank oak wood floors, high ceilings, and generous size rooms. Enter the front door into the spectacular 2 story foyer with formal living (or office/study), formal dining, 2 bedroom suites, full laundry, a chef’s island kitchen open to the family room with granite countertops and stainless appliances all downstairs. Upstairs you will find the master bedroom with balcony overlooking the lake and 2 more bedroom suites. There is also a separate staircase that leads to a large bonus room (or 6th bedroom) over the garage with a full bathroom. Exterior features include a 3 car garage, pool/spa with expansive decks and patios perfect for entertaining, and a dock to enjoy private Lake Berry. Come take advantage of your private lakefront retreat or utilize the Private Residents Club with full access to the Winter Park chain of lakes. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
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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Data last updated: Wednesday, February 10, 2016 at 2:30 PM. Properties in listings may have been sold or may no longer be available.