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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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$559,900
$2,074/mo
Monthly Payment:
$2,074
Principal & Interest:
$2,074
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $111,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,602sq ft $215 / sq ft SFR
Lot Size6,236sq ft Built2007 On Site3days
This beautiful Mediterranean style home, surrounded by lush trees and mature landscaping is nestled on a quiet cul-de-sac in Winter Park. With 4 bedrooms and 3.5 baths you'll... more
This beautiful Mediterranean style home, surrounded by lush trees and mature landscaping is nestled on a quiet cul-de-sac in Winter Park. With 4 bedrooms and 3.5 baths you'll have room to accommodate everyone! The first floor boasts an amazing kitchen, dining room and spacious family room with gorgeous built-ins, a large owner's retreat with beautiful bath, laundry room and half bath. Attention has been paid to every detail from wainscoting to custom built-ins and wrought iron railings, you'll find upgrades galore. Cooking will seem easier in this fabulous kitchen with high-end Monogram stainless steel appliances, granite countertops and beautiful wood cabinets. Relax in the Master Retreat overlooking the peaceful courtyard or freshen up in the large master bath with double vanity, separate glass shower and large tub. The private courtyard with a tranquil fountain is the perfect place to entertain guests, enjoy dinner with the family or relax after a long day. Upstairs you will find 3 additional large bedrooms, 2 baths and a wonderul loft/bonus room to use as a playroom, media room, man cave or whatever your heart's desire. On Saturday mornings enjoy a bike ride to the farmers market or meet friends on Park Ave. for coffee. You will enjoy all the wonderful amenities Winter Park has to offer! From the moment you walk through the front door this house will feel like home. Call today to see this beautiful home! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$1,525,000
$5,650/mo
Monthly Payment:
$5,650
Principal & Interest:
$5,650
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $305,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,703sq ft $324 / sq ft SFR
Lot Size11,887sq ft Built2007 On Site3days
Exquisite four bedroom, four and one half bathroom Tuscan pool home in Winter Park minutes from Park Avenue. Paver driveway welcomes you to this stunning home with designer wood... more
Exquisite four bedroom, four and one half bathroom Tuscan pool home in Winter Park minutes from Park Avenue. Paver driveway welcomes you to this stunning home with designer wood door at entry and plantation shutters throughout. Open living and dining room layout, with classic crown molding and arched doorways, is great for entertaining. The spacious chef's kitchen looks out to family room, and is appointed with large center island, wood cabinetry, marble countertops, and double oven. Breakfast nook with wine bar overlooks the pool and patio area, perfect for morning relaxation. Family room is open and comfortable with high beamed ceilings, gorgeous stone and wood flooring, and stone fireplace. Downstairs private master suite includes spa tub, separate walk-in shower, his and her walk-in closets, double vanities, and access to outside patio. Office is also downstairs with beautiful, dark walnut wood floors. Large bonus room, as well as three more bedrooms, each with full bath and walk-in closet, are upstairs. Relax on the expansive brick patio with outdoor fireplace and wrought iron accents as you enjoy entertaining around the pool. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$112,000
$414/mo
Monthly Payment:
$414
Principal & Interest:
$414
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $22,400 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 956sq ft $117 / sq ft CND
Lot Size4,111sq ft Built1969 On Site3days
Rare, lakefront affordable condo! Step out onto your private balcony and enjoy the view of beautiful Lake Killarney. Located on 2nd floor. Partially updated with an over-the-top... more
Rare, lakefront affordable condo! Step out onto your private balcony and enjoy the view of beautiful Lake Killarney. Located on 2nd floor. Partially updated with an over-the-top guest bath and energy-efficient Pella windows. Carefree living or perfect for 2nd home. Well maintained community in park-like setting with nice pool, clubhouse and lakeside BBQ. less
Listing Provided Courtesy of Blackfin Realty Llc
Popularity
$729,000
$2,700/mo
Monthly Payment:
$2,700
Principal & Interest:
$2,700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $145,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,932sq ft $249 / sq ft SFR
Lot Size13,389sq ft Built1969 On Site3days
Walk to park avenue from this wonderful home in sought after park north. This 4 bedroom 2.5 bath pool home features formal living and dining rooms and a cozy family room with... more
Walk to park avenue from this wonderful home in sought after park north. This 4 bedroom 2.5 bath pool home features formal living and dining rooms and a cozy family room with wood burning fireplace right off the eat in kitchen. Laundry is easier in the oversized indoor laundry room. The master suite has a sitting room with french doors leading to the pool area. Many updates have been done including new tile roof (6yrs), newer heating and air systems (2yrs), pool equipment (3yrs), and newer gas water heater (6yrs). You will love entertaining and grilling out on the expansive covered patio overlooking the pristine pool and lovely backyard. Winter park "a" schools! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$200,000
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $40,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
1,974sq ft $101 / sq ft MFR
Lot Size16,287sq ft Built1981 On Site3days
If you're an investor looking for a rental property, look no further! This duplex is conveniently located nearby everyday conveniences; like major roadways or stores. A new roof... more
If you're an investor looking for a rental property, look no further! This duplex is conveniently located nearby everyday conveniences; like major roadways or stores. A new roof has just been installed! One side is a 3/2 with a two car garage! The other side is a 2/1 with a one car garage. Both sides are tenant occupied. Call me to schedule your showing appointment today! 12-24 hour notice needed. less
Listing Provided Courtesy of Bhhs Results Realty
Popularity
$297,500
$1,102/mo
Monthly Payment:
$1,102
Principal & Interest:
$1,102
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,500 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,618sq ft $184 / sq ft SFR
Lot Size8,452sq ft Built1962 On Site4days
Wonderful Winter Park Pines. Cady Way Trail, Ward Park, and Showalter Field. Walking, biking and walking trails, tennis, swimming and golf are all in this community. Enjoy your... more
Wonderful Winter Park Pines. Cady Way Trail, Ward Park, and Showalter Field. Walking, biking and walking trails, tennis, swimming and golf are all in this community. Enjoy your wood burning fireplace from both living room and family room. You will love the screened porch, off the family room,and the fenced yard which overlooks the park and trail. Easy wood and ceramic floors. Beautiful kitchen appliances (new refrigerator), solid surface counters and dinette area. Updated bathrooms. Very tasteful decor throughout. Utility/bonus room is a great room for hobbies. New garage doors and exterior entrance doors. This home has also been replumbed. Love everything Winter Park has to offer from this home. Great schools, shopping and central convenience. less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$210,000
$778/mo
Monthly Payment:
$778
Principal & Interest:
$778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $42,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,878sq ft $112 / sq ft SFR
Lot Size11,132sq ft Built1980 On Site4days
Don't miss out on this beautifully updated home with more than 1800 square feet of living space. The home has 3 large bedrooms 2 baths as well as a bonus room that can be used... more
Don't miss out on this beautifully updated home with more than 1800 square feet of living space. The home has 3 large bedrooms 2 baths as well as a bonus room that can be used as an office or den. There is also a formal living, dining room, lovely kitchen and screened in porch. This is a one of a kind home that belonged to the builder of this subdivision during construction and was sold to the present family when the project was finished. The home has been meticulously cared for. The outside updates include: new sprinkler system, solar lighting around the flower beds, hot water heater installed in 2010, re-screened back patio and all windows, hurricane proof garage door, New Roof in 2004, Patio extended for a better outdoor entertaining experience and tiled front porch. Inside updates include: home recently re-plumbed, all doors upgraded with European handles, Hardwood Floors in bonus room, New ceramic tile in kitchen and baths, renovated shower in Master bedroom, new carpet and paint through out, Dome lighting in the kitchen, dual stainless steel sinks in the kitchen, corian counter tops in the kitchen, all of the vents in the house have been cleaned, new sinks and toilets in bathrooms. All this plus in-house vacuum and newly installed vertical blinds across the back windows. This home shows like a model. Come see! less
Listing Provided Courtesy of Alton Clark Realty
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 32792
Orange County School District
2,110sq ft $118 / sq ft MFR
Lot Size11,459sq ft Built1985 On Site4days
Good rental area, Great property. 3 bed /2bath each side with single car garage and back porch for each. Tenants tend to stay long term. Great oversized tile throughout main... more
Good rental area, Great property. 3 bed /2bath each side with single car garage and back porch for each. Tenants tend to stay long term. Great oversized tile throughout main living areas. Carpet in bedrooms. Walk-in closet, great natural light, sky lights in main living areas, conveniently located near shopping: target/Winn Dixie/Publix/Costco, many restaurants and venues. Minutes from down town Orlando, and easy access to major roadways. Great access to UCF and Full Sail schools. Have had great qualified prospects for tenancies who have kept the property interior well. Enjoy morning coffee from covered porch while enjoying the peaceful wildlife views on the pond. This is a no brainer!! Come, See, Buy! less
Listing Provided Courtesy of Realty Group Specialists, 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)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,004sq ft $224 / sq ft SFR
Lot Size5,807sq ft Built1923 On Site4days
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and... more
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and cultural showcase, park avenue boasts more than 140 boutiques, restaurants, sidewalk cafes, and museums. This signature shopping street is bordered by stunning oak-canopied central park which plays host to seasonal art shows, concerts, farmers’ markets, and fashion events. Next door to rollins college, sunrail and about 10 minutes away from downtown orlando. Own a piece of winter park - city of culture & heritage. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$185,900
$688/mo
Monthly Payment:
$688
Principal & Interest:
$688
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,180 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,865sq ft $100 / sq ft SFR
Lot Size10,208sq ft Built1981 On Site4days
Charming 2 bedroom, 2 bath home located in Howell Estates. Home features and open floor plan with plenty of natural light. The main living space has laminate flooring... more
Charming 2 bedroom, 2 bath home located in Howell Estates. Home features and open floor plan with plenty of natural light. The main living space has laminate flooring throughout, with ceramic tile in the kitchen and baths. Very spacious living room is great for entertaining. The kitchen has plenty of counter space and breakfast counter. All bedrooms also have laminate flooring. Home features an enclosed Florida Room with ceramic tile and access to the private fenced backyard. Great curb appeal with a side entry garage. Conveniently located near schools, shopping and major highways. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
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 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size5,807sq ft BuiltN/A On Site4days
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and... more
Unbeatable location! Location! Location! Great investor property in the heart of downtown winter park. Only a short walk to central florida’s shopping, dining, and cultural showcase, park avenue boasts more than 140 boutiques, restaurants, sidewalk cafes, and museums. This signature shopping street is bordered by stunning oak-canopied central park which plays host to seasonal art shows, concerts, farmers’ markets, and fashion events. Next door to rollins college, sunrail and about 10 minutes away from downtown orlando. Own a piece of winter park - city of culture & heritage. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity N/A
$67,000
$486/mo
Monthly Payment:
$486
Principal & Interest:
$248
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $13,400 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $80 / sq ft CND
Lot Size9,439sq ft Built1990 On Site4days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$69,900
$538/mo
Monthly Payment:
$538
Principal & Interest:
$258
HOA Dues:
$280
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 802sq ft $87 / sq ft CND
Lot Size25,541sq ft Built1983 On Site4days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$67,000
$486/mo
Monthly Payment:
$486
Principal & Interest:
$248
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $13,400 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $80 / sq ft CND
Lot Size9,439sq ft Built1990 On Site4days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
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)
Winter Park, FL 32792
Golfside Orange County School District
3bed 2bath 1,683sq ft $119 / sq ft SFR
Lot Size11,774sq ft Built1980 On Site4days
Priced right and ready to be updated! Fabulous floor plan & neighborhood! 3/2 split plan, with vaulted family room ceiling and wood burning fireplace. Conveniently located near... more
Priced right and ready to be updated! Fabulous floor plan & neighborhood! 3/2 split plan, with vaulted family room ceiling and wood burning fireplace. Conveniently located near the Cady Way trail and top rated Winter Park schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Thursday, March 5, 2015 at 6:56 AM