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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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$239,900
$849/mo
Monthly Payment:
$849
Principal & Interest:
$849
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $47,980 down)

3124 Nicholson Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,824sq ft $132 / sq ft SFR
Lot Size8,142sq ft Built1977 On Site2days
Bright and fully updated home in Howell Branch Woods. So many upgraded and new features: new flooring, double-paned energy efficient windows, crown molding, knock-down ceilings,... more
Bright and fully updated home in Howell Branch Woods. So many upgraded and new features: new flooring, double-paned energy efficient windows, crown molding, knock-down ceilings, new six panel doors, new light fixtures and hardware, fresh paint inside and out. Gourmet kitchen has Craftmade cherry wood cabinets with soft close drawers, 50"x38" island, solid surface countertops with integrated sink, and roomy eat-in area. Spacious split-plan master features updated bath with beautiful walk-in shower, marble top vanity, and closet with organizers. Large 17x7 loft off of family room is perfect for home office or play area. Spacious screened patio opening to large, fenced back yard. Newer a/c & water heater (2013); roof (2006). Utility shed for lawn equipment and tools. Landry room has plenty of elbow room and tons of storage. Close to all shopping and Winter Park amenities, and walking distance to Eastbrook elementary. This home is truly move-in ready! less
Listing Provided Courtesy of SPARROW REALTY GROUP LLC
Popularity N/A
$264,900
$937/mo
Monthly Payment:
$937
Principal & Interest:
$937
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $52,980 down)

Address Withheld By Seller NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,390sq ft $191 / sq ft SFR
Lot Size9,672sq ft Built1957 On Site2days
This lovely home on a large corner home site in desirable Winter Park is move in ready. Brick floors in kitchen/family room. Wood laminate flooring in dining rm, living rm and... more
This lovely home on a large corner home site in desirable Winter Park is move in ready. Brick floors in kitchen/family room. Wood laminate flooring in dining rm, living rm and all three bedrooms. Stainless steel kitchen appliances, plus $900.00 allowance for a new refrigerator and owner will replace kitchen sink. French doors in living room overlook big, fenced back yard. Even a shed for storage. Great location near Winter Park Schools, Hospital, Shopping and Major Hwys. less
Listing Provided Courtesy of RE/MAX ASSURED
Popularity N/A
$1,495,000
$5,290/mo
Monthly Payment:
$5,290
Principal & Interest:
$5,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $299,000 down)

1741 Glencoe Road NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 5bath 4,703sq ft $318 / sq ft SFR
Lot Size11,887sq ft Built2007 On Site2days
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Listing Provided Courtesy of STOCKWORTH REALTY GROUP
Popularity N/A
$400,000
$1,418/mo
Monthly Payment:
$1,418
Principal & Interest:
$1,415
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.38% with $80,000 down)

2937 Abbey Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
4bed 3bath 2,168sq ft $185 / sq ft SFR
Lot Size12,918sq ft Built1964 On Site2days
***Immaculate Remodeled ****4 bedroom 3 bath POOL Home!!!! ***This home has been fully updated from the 42 inch cabinets, granite counter tops and stainless steel appliances in... more
***Immaculate Remodeled ****4 bedroom 3 bath POOL Home!!!! ***This home has been fully updated from the 42 inch cabinets, granite counter tops and stainless steel appliances in the kitchen to the HUGE Master suite with master bath, some of the features include 2 large walk in closets, crown molding, plantation shutters, frameless shower, jetted garden tub, dual sinks and French doors which overlook the large in ground pool. ***Plenty of space indoors and outdoors to entertain this home has a large fenced in lot, covered patio, raised deck and in ground pool. An attached 2 car garage and separate 1 car carport. This winter park gem is centrally located on a culdesac in the established neighborhood of Winter Park Pines less
Listing Provided Courtesy of HOMEXPO REALTY INC
Popularity N/A
$349,900
$1,238/mo
Monthly Payment:
$1,238
Principal & Interest:
$1,238
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $69,980 down)

2260 Cady Way NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
4bed 3bath 1,933sq ft $181 / sq ft SFR
Lot Size9,484sq ft Built1962 On Site3days
Great Opportunity to own a 4 bedroom 2.5 bath ranch style home in the Brookshire Heights community in Winter Park. Very nice pool home with over 1,933 square feet of living... more
Great Opportunity to own a 4 bedroom 2.5 bath ranch style home in the Brookshire Heights community in Winter Park. Very nice pool home with over 1,933 square feet of living area. Great location on Cady Way near the trail, schools and the park. The pool/patio deck area is approximately 9.5 x 56 making a nice area overlooking the pool. The roof is newer, as it was replaced about a year and a half ago and the A/C is about 5 years old. This home is convenient to all shopping and to Winter Park Hospital. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity N/A
$1,125,000
$3,981/mo
Monthly Payment:
$3,981
Principal & Interest:
$3,981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $225,000 down)

1871 Taylor Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 5bath 3,401sq ft $331 / sq ft SFR
Lot Size15,097sq ft Built2016 On Site3days
Open Sun Jul 24, 1pm-4pm
New Construction. Another exceptional home built by FG Schaub Custom Homes. Thoughtfully designed for lifestyle living by David Larson, Ltd. The "Transitional Home" has 4... more
New Construction. Another exceptional home built by FG Schaub Custom Homes. Thoughtfully designed for lifestyle living by David Larson, Ltd. The "Transitional Home" has 4 bedrooms, 4.5 baths, plus an exquisite outdoor/living space with s full Summer kitchen and electronic roll away screen. Upon entry, the warmth of tradition blends with the sleek elements of a modern structure all to create connection between past and present. The oversized kitchen features Kitchen Aid Pro series appliances, custom cabinets, and solid stone countertops. Stacked stone has been added throughout the living space bringing elements of nature inside the home. The 1st floor master bath is equipped with a full multi-jet spa system and a sleek stand alone tub. The upstairs offers 3 ensuite bedrooms and an expansive flex room. Some of the energy efficient features include: foam in block, low "E" Vinyl windows, and LED lighting, just to name a few. less
Listing Provided Courtesy of THE HOPE TEAM INC
Popularity N/A
$195,000
$739/mo
Monthly Payment:
$739
Principal & Interest:
$690
HOA Dues:
$49
(Based on a 30 year fixed loan at 3.38% with $39,000 down)

1829 Blaine Terrace NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,562sq ft $125 / sq ft SFR
Lot Size3,964sq ft Built1990 On Site3days
This great three bedroom home is centrally located on a corner street in Villas of Casselberry just minutes to shopping, dining and nearby schools. It includes a spacious floor... more
This great three bedroom home is centrally located on a corner street in Villas of Casselberry just minutes to shopping, dining and nearby schools. It includes a spacious floor plan with vaulted ceilings throughout, master bedroom upstairs, a fully equipped eat-in kitchen with breakfast nook and all the appliances. view and walk-in closet, two bedroom upstairs with guest bathroom, ceiling fans throughout, screened patio with green views, one car garage. This community also features a sparkling pool, lake and fishing dock with walking trail around the lake. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity N/A
$399,900
$1,498/mo
Monthly Payment:
$1,498
Principal & Interest:
$1,415
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.38% with $79,980 down)

8098 Lazy Bear Lane NEW Added to the site in the last 3 days

Winter Park, FL 32792
4bed 3bath 2,319sq ft $172 / sq ft SFR
Lot Size7,927sq ft Built2014 On Site3days
Come and see this recently built Winter Park Home! This spacious corner lot, two story home proudly boasts 4 bedrooms, 3 bathrooms with over 2300 Sq. Ft of living Space. As you... more
Come and see this recently built Winter Park Home! This spacious corner lot, two story home proudly boasts 4 bedrooms, 3 bathrooms with over 2300 Sq. Ft of living Space. As you arrive at this home you will immediately notice the front lawn and landscape that has been meticulously maintained. As soon as you walk in the home you will be greeted by a foyer with gorgeous espresso wood flooring. An open concept dining room, family room and kitchen is perfect for entertaining family and friends. The kitchen offers 42 wood cabinets, sleek stainless steel appliances, gas range, recessed lighting, large island, wine cooler, granite counter tops and designer back splash Adjacent to the dining room you will find French doors allowing direct access to the large covered lanai with gas grill hookup overlooking the fenced-in backyard. The owners retreat is spacious and offers and en-suite bathroom with dual sinks and large tiled shower. In addition to the 4 bedrooms, there is a bonus room and bathroom on the second floor which serves as a great family gathering space. You will love this Gated Winter Park Community, minutes from downtown Winter Park, shopping, restaurants Schools and major roads. Come and see what this lovely home has offer! less
Listing Provided Courtesy of KELLER WILLIAMS AT THE PARKS
Popularity N/A
$389,999
$1,380/mo
Monthly Payment:
$1,380
Principal & Interest:
$1,380
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $78,000 down)

1024 Aragon Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 3bath 1,750sq ft $223 / sq ft SFR
Lot Size3,500sq ft Built2016 On Site3days
New construction !!! 2016 single family semi attached home in heart of winter park. This home features 3 bedrooms and 3 bathrooms !! With approximately 1750 sq ft. This would... more
New construction !!! 2016 single family semi attached home in heart of winter park. This home features 3 bedrooms and 3 bathrooms !! With approximately 1750 sq ft. This would make it an ideal starter home or a great rental property. Close to shopping, transportation with winter park schools !!! This property wont last, come by and see it today. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity N/A
Home Photo
$125,000
$685/mo
Monthly Payment:
$685
Principal & Interest:
$442
HOA Dues:
$243
(Based on a 30 year fixed loan at 3.38% with $25,000 down)

4928 Tangerine Avenue #928 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Orange County School District
2bed 2bath 1,281sq ft $98 / sq ft SFR
Lot Size15,274sq ft Built1973 On Site3days
SHORT SALE - enjoy this immaculately maintained condominium in the heart of EVERYTHING. Full Sail University, The University of Central Florida and Valencia Community College... more
SHORT SALE - enjoy this immaculately maintained condominium in the heart of EVERYTHING. Full Sail University, The University of Central Florida and Valencia Community College are all within a short drive. World Famous Park Avenue in Winter Park and the Winter Park Village are not far either! The Altamonte Mall is just up the road and the area is teeming with great restaurants, shopping centers, doctors, banks, churches and more. This great unit features 2 bedrooms upstairs and an open floor plan downstairs. Plus a screened patio with bike storage. Plenty of parking too! less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity N/A
$242,000
$856/mo
Monthly Payment:
$856
Principal & Interest:
$856
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $48,400 down)

5317 Binnacle Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,275sq ft $190 / sq ft SFR
Lot Size10,368sq ft Built1973 On Site3days
GORGEOUS ready to move into, spacious 3/2 home with modern finishes in Winter Park. NEW Granite counters in kitchen and bathrooms, SS appliances, NEW 20" neutral tile... more
GORGEOUS ready to move into, spacious 3/2 home with modern finishes in Winter Park. NEW Granite counters in kitchen and bathrooms, SS appliances, NEW 20" neutral tile throughout, 2nd and 3rd bdrms have NEW carpet. NEW energy efficient double pane windows, NEW electrical panel. ALL NEW paint inside and out, NEW knockdown ceiling texture, ALL NEW lighting, ceiling fans, hardware and fixtures, doors and baseboards. NEW garage door w/opener, attic ladder, lots of shelves. OUTDOOR LIVING at it's finest ~ OPEN UP the NEW French doors (w/built-in blinds) to the all-season enclosed Florida Room w/AC, and enjoy the AMAZING fenced backyard OASIS! Deep swimming pool, sundeck, patio, freshly painted pool deck, AND outdoor building - cabana, playhouse, workshop, storage - take your pick, it has many possibilities! All new sod and landscaping - with irrigation system on a well. Quiet cul-de-sac street, easy access to major roads, great schools! less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity N/A
$169,900
$750/mo
Monthly Payment:
$750
Principal & Interest:
$601
HOA Dues:
$149
(Based on a 30 year fixed loan at 3.38% with $33,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 3bath 1,550sq ft $110 / sq ft TWN
Lot Size1,673sq ft Built2004 On Site4days
Beautiful well maintained 2-story townhouse located in a gated community located near major roads, shops, schools and dinning. Don't worry about yard maintenance in this well... more
Beautiful well maintained 2-story townhouse located in a gated community located near major roads, shops, schools and dinning. Don't worry about yard maintenance in this well manicured community. Just come home and relax in your spacious 2 bedroom 2.5 bath open floor plan home. Perfect downstairs space to entertain with the kitchen over looking the oversized living room. Upstairs you'll find more space in the loft. In the master suite you will have a walk-in closet, tub/shower combo & dual sinks. Don't wait to see this home. Schedule your showing today and make this home yours. less
Listing Provided Courtesy of THE REAL ESTATE COLLECTION LLC
Popularity N/A
$129,900
$755/mo
Monthly Payment:
$755
Principal & Interest:
$459
HOA Dues:
$296
(Based on a 30 year fixed loan at 3.38% with $25,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 710sq ft $183 / sq ft CND
Lot SizeN/Asq ft Built1960 On Site4days
Beautifully remodeled second floor condo! Gorgeous Birchwood cabinets throughout the kitchen topped with porcelain counter tops. Wood flooring throughout. Ceramic tile on... more
Beautifully remodeled second floor condo! Gorgeous Birchwood cabinets throughout the kitchen topped with porcelain counter tops. Wood flooring throughout. Ceramic tile on balcony. New fixtures, new paddle fans with light kits. Freshly painted inside and out! Great location, with restaurants and shopping near by. You can paddle board, kayak, and canoe on Winter Park's largest private lake. Enjoy all the city amenities within short distances. A must see place today!! less
Listing Provided Courtesy of PICERNE REALTY CORPORATION
Popularity N/A
$350,000
$1,238/mo
Monthly Payment:
$1,238
Principal & Interest:
$1,238
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $70,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,729sq ft $202 / sq ft SFR
Lot Size9,862sq ft Built1959 On Site4days
Newly renovated home in beautiful Winter Park! 3 bedroom, 2 bathroom with a office/den and a 19X9 bonus room! Sought after Brookshire neighborhood. Walking distance to top rated... more
Newly renovated home in beautiful Winter Park! 3 bedroom, 2 bathroom with a office/den and a 19X9 bonus room! Sought after Brookshire neighborhood. Walking distance to top rated schools, Brookshire Elementary and Winter Park High. Cady Way Trail is right around the corner. Lots to do with numerous recreational facilities in this well established community. Upgrades include granite counter tops in kitchen, new stainless steel appliances, crown molding, new carpet and ceramic tile throughout, all new doors and windows, freshly painted, inside utility room and more. Lots of natural light. Large fenced backyard with plenty of room for a future pool. Make this your new "Home Sweet Home less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE RLTY
Popularity N/A
$135,000
$477/mo
Monthly Payment:
$477
Principal & Interest:
$477
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $27,000 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 810sq ft $167 / sq ft CND
Lot Size5,050sq ft Built1964 On Site4days
Fabulous Winter Park Gardens. Great opportunity to live in this sought after community. Walking distance to Park Ave., Farmers Market, Rollins College. Come see this great first... more
Fabulous Winter Park Gardens. Great opportunity to live in this sought after community. Walking distance to Park Ave., Farmers Market, Rollins College. Come see this great first floor, end unit with view of gardens and pool. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity N/A
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: Sunday, July 24, 2016 at 11:22 AM. Properties in listings may have been sold or may no longer be available.