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Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

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$1,250,000
$4,423/mo
Monthly Payment:
$4,423
Principal & Interest:
$4,423
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $250,000 down)

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

Winter Park, FL 32789
Orange County School District
4bed 5bath 3,570sq ft $350 / sq ft SFR
Lot Size9,644sq ft Built2007 On Site1days
This exquisite Winter Park home was custom built by Brannon Construction. With more than 3,500 square feet of living space, this beautiful family home offers 4-bedrooms,... more
This exquisite Winter Park home was custom built by Brannon Construction. With more than 3,500 square feet of living space, this beautiful family home offers 4-bedrooms, 3-baths, and 2-half baths. The gourmet kitchen is fully equipped with gas appliances, granite counters, and cherry cabinets. Additional rooms include a large game room with a custom bar, an exercise room with rubber gym flooring, a formal dining room, and a music room with a cast stone fireplace. The home is exceptionally appointed with Brazilian cherry wood and travertine floors, 8" crown molding and baseboards, wood shutters, wrought iron railings and balusters, wainscot walls, central vacuum, custom closets, and a multi-functional sound system. Relax in the backyard with a full summer kitchen and enjoy the saltwater pool surrounded by a travertine deck while being cooled by the misters. "Toy" storage is plentiful with an attached two-car garage enclosed with pecky cypress doors and a detached garage behind the pool area. Centrally located, your family is directly around the corner from the Winter Park YMCA and Phelps Park, a brief ride to downtown Winter Park and Park Avenue, and minutes by car to Interstate 4 and State Road 436. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity N/A
$109,900
$589/mo
Monthly Payment:
$589
Principal & Interest:
$388
HOA Dues:
$201
(Based on a 30 year fixed loan at 3.38% with $21,980 down)

4864 Tangerine Avenue #4864 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Orange County School District
2bed 2bath 1,059sq ft $104 / sq ft CND
Lot Size14,141sq ft Built1973 On Site1days
Move in ready and no maintenance needed! This single story split plan is a 2 bedroom and 2 bath condo on the end! Fresh paint and carpet with updated kitchen makes this a... more
Move in ready and no maintenance needed! This single story split plan is a 2 bedroom and 2 bath condo on the end! Fresh paint and carpet with updated kitchen makes this a wonderful home or investment. Glass sliding doors open to a screened porch overlooking a fabulous green space for morning coffee or afternoon snacks with friends. Newer AC, Hot Water Heater and security system make this ready for a new owner. Also extra storage space and indoor laundry! Centrally located for easy access to shops and dining in Winter Park, Baldwin, Oviedo and the 417 or 436. Plus great location for Full Sail or UCF! HOA covers ground and pool maintenance, water, trash, roof and building insurance to assure ease of living. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
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)

1019 Temple Grove NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 5bath 5,319sq ft $281 / sq ft SFR
Lot Size28,632sq ft Built1980 On Site1days
With over 5000 square feet of living space, this 4 bedroom, 4 and a half bath pool home sits on a beautiful and over-sized parcel of land that measures over half of an acre.... more
With over 5000 square feet of living space, this 4 bedroom, 4 and a half bath pool home sits on a beautiful and over-sized parcel of land that measures over half of an acre. Located on a highly sought after and very private street in the heart of Old Winter Park. Upon entering the foyer youll notice all of the natural light, soaring ceilings and expansive rooms. Through the dining room is a wonderful Butlers pantry equipped with a sink, dishwasher and custom built-ins that lead you into the recently renovated gourmet kitchen. The kitchen updates include all new cabinets, Viking appliances, gas cooktop, double ovens and a large eat-in area that is all wide open to the very large family room with 20 foot ceilings. Through the family room you will find French doors leading out to one of the two covered patio areas overlooking the beautiful pool. Downstairs is the newly renovated master suite with seating area, a walk-in closet and a spacious master bath dripping in natural light with doors that lead out to a private courtyard. The additional three bedrooms are all generously sized and located upstairs. Additional living spaces include two bonus rooms, each perfect as a home office, play room or study, a spacious mudroom/laundry room and even a craft room! Other highlights include newly refinished hardwood floors throughout most of the first floor, a beautiful fireplace in the grande living room and a three-car garage. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity N/A
$275,000
$975/mo
Monthly Payment:
$975
Principal & Interest:
$973
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.38% with $55,000 down)

1943 Strathaven Road NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
4bed 2bath 1,633sq ft $168 / sq ft SFR
Lot Size10,234sq ft Built1958 On Site1days
Great Value! Priced at appraised value in beautiful neighborhood with Winter Park schools. Florida Room for outdoor, peaceful evenings. Large fenced backyard. Eat in kitchen, 4... more
Great Value! Priced at appraised value in beautiful neighborhood with Winter Park schools. Florida Room for outdoor, peaceful evenings. Large fenced backyard. Eat in kitchen, 4 spacious bedrooms. For $25 a year you gain access to Lake Berry. less
Listing Provided Courtesy of RE/MAX SELECT
Popularity N/A
$2,975,000
$10,528/mo
Monthly Payment:
$10,528
Principal & Interest:
$10,528
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $595,000 down)

247 Virginia Drive NEW Added to the site in the last 3 days

Winter Park, FL 32789
Virginia Heights Orange County School District
5bed 4bath 4,450sq ft $669 / sq ft SFR
Lot Size23,196sq ft Built1925 On Site1days
Breathtakingly picturesque, this 1925 Lake Virginia home abounds with historic charm as well as modern day amenities. Built in the Spanish style and known as the W.B. Joiner... more
Breathtakingly picturesque, this 1925 Lake Virginia home abounds with historic charm as well as modern day amenities. Built in the Spanish style and known as the W.B. Joiner House, it retains many of its original features such as oak hardwood floors, plaster walls & ceilings, and many original doors and windows. Although the curb appeal is stellar, it is the lake views that greet and overwhelm from almost every room. Situated on over half an acre, there are 3 levels to the house with lots of space to entertain. The main level has a formal living room, dining room, piano room, Florida room, and guest suite currently used as an office. The kitchen has newer stainless appliances with double ovens & natural gas stove, as well as a quaint breakfast nook surrounded by windows overlooking the lake. The 2nd story houses the master suite, 2 additional bedrooms + 1 bathroom, as well as a small study. The bottom level has another bedroom suite, huge family room, laundry room, as well as tons of air conditioned space that can be used as flex space or storage. Updates include roof 2005, tankless hot water heater, boat house renovation, and extended terrace/patio overlooking rose garden and lake with a perfect view of Rollins & the Genius property. This home is one in a million and a grand tribute to Winter Parks history. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity N/A
$199,999
$707/mo
Monthly Payment:
$707
Principal & Interest:
$707
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $40,000 down)

1500 Minnesota Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,303sq ft BuiltN/A On Site1days
Call for details.
Call for details. less
Listing Provided Courtesy of COMPASS INVESTMENT PROPERTIES INC
Popularity N/A
$285,000
$1,009/mo
Monthly Payment:
$1,009
Principal & Interest:
$1,008
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.38% with $57,000 down)

2021 Sussex Road NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,110sq ft $135 / sq ft SFR
Lot Size10,200sq ft Built1972 On Site1days
Immaculate 4 bedroom 2 bathroom home in**move-in ready**condition with**large rooms**and lots of closet space**fantastic split floor plan**family room features inlaid**cedar... more
Immaculate 4 bedroom 2 bathroom home in**move-in ready**condition with**large rooms**and lots of closet space**fantastic split floor plan**family room features inlaid**cedar walls**and**fireplace**new carpet throughout home,**tile flooring**in kitchen and laundry room**newly painted over-sized**2 car garage**solid wood cabinets**in kitchen and skylight providing lots of natural light**newly installed high quality professionally built privacy fence**which surrounds the property with**gate access**on both sides. Step in to the**vibrant**back yard featuring**exquisite landscape**and a**breathtakingly beautiful**re-done kidney shaped**pool**8 ft deep with**built-in bench**surrounded by all**new pavers**new drainage system**lots of yard space**screened in porch** call your realtor today. You must see this home in person. less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE 2
Popularity N/A
$249,900
$884/mo
Monthly Payment:
$884
Principal & Interest:
$884
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $49,980 down)

2006 Bentwood Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,798sq ft $139 / sq ft SFR
Lot Size8,232sq ft Built1981 On Site2days
New remodel in great neighborhood of Cedar Ridge! This 3 bed, 2 bath pool home has been completely upgraded. Offers an updated kitchen with granite, and stainless steel... more
New remodel in great neighborhood of Cedar Ridge! This 3 bed, 2 bath pool home has been completely upgraded. Offers an updated kitchen with granite, and stainless steel appliances. Home has a fresh coat of paint inside and out with new high end fixtures. The kitchen opens up into living area that has a wonderful stone fireplace. Head out back and relax in your screened porch overlooking your own private pool. There are no neighbors behind you so it truly feels like a secluded paradise. This house is a must see! less
Listing Provided Courtesy of LEERDAM PROPERTIES INC.
Popularity N/A
$624,900
$2,211/mo
Monthly Payment:
$2,211
Principal & Interest:
$2,211
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $124,980 down)

121 W Kings Way NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size17,511sq ft BuiltN/A On Site2days
Rare opportunity to own .4 acre lot located 5 minutes from Park Avenue. The value is in the land and the lot size is 100x175. There is currently a charming bungalow on the... more
Rare opportunity to own .4 acre lot located 5 minutes from Park Avenue. The value is in the land and the lot size is 100x175. There is currently a charming bungalow on the property which will provide the starting point for a larger restoration, or if you desire knock it down and build your dream home. Even though the lot is well shaded, there are no trees that would need to be permitted for removal providing an easy path to begin construction. less
Listing Provided Courtesy of TURN-KEY REAL ESTATE SVC INC
Popularity N/A
$624,900
$2,211/mo
Monthly Payment:
$2,211
Principal & Interest:
$2,211
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $124,980 down)

121 W Kings Way NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 2bath 1,630sq ft $383 / sq ft SFR
Lot Size17,511sq ft Built1948 On Site2days
Rare opportunity to own .4 acre lot located 5 minutes from Park Avenue. The value is in the land and the lot size is 100x175. There is currently a charming bungalow on the... more
Rare opportunity to own .4 acre lot located 5 minutes from Park Avenue. The value is in the land and the lot size is 100x175. There is currently a charming bungalow on the property which will provide the starting point for a larger restoration, or if you desire knock it down and build your dream home. Even though the lot is well shaded, there are no trees that would need to be permitted for removal providing an easy path to begin construction. less
Listing Provided Courtesy of TURN-KEY REAL ESTATE SVC INC
Popularity N/A
$285,000
$1,108/mo
Monthly Payment:
$1,108
Principal & Interest:
$1,008
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.38% with $57,000 down)

962 Aragon Avenue #962 NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,680sq ft $170 / sq ft TWN
Lot Size2,681sq ft Built1996 On Site3days
This one is a beauty! Location, Location, Location. 3 bedroom/2 bath with 2 car garage! 1/2 duplex/townhouse with great design, granite counters in Kitchen and Solid Surfaces in... more
This one is a beauty! Location, Location, Location. 3 bedroom/2 bath with 2 car garage! 1/2 duplex/townhouse with great design, granite counters in Kitchen and Solid Surfaces in Vanities with upgraded quarry and ceramic tiles in both Bathrooms. PLENTY of closet space, wonderful natural and electric lighting, super privacy, high ceilings, dramatic balcony openings, master bedrooms upstairs and downstairs, fireplace, crown moldings and tall baseboards, Brass and Iron railings, wood floors on first floor living area. 3rd Bedroom makes nice office or guest room. Ample 2 CAR GARAGE has two walls lined with maple storage cabinets and a suspended loft for storing extra boxes. Cement tile roof. Privacy walled back yard wraps around three sides with wonderful terrace breezes and plenty of room for a dog to roam. Original developer/builder designed this unit as his own property, so it has many upgrades that the other units in Seville Place did not receive. Compare this units quality, design and privacy to the units down the street that are asking $75K-$100K more! Walk to Publix, Rollins College, Marlow's Tavern, and many other eateries nearby. New High Efficiency HVAC and Hot Water Heater: replaced within the year. Perfect for anyone looking for classy living, close to everything, yet easy to maintain. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity N/A
$599,000
$2,119/mo
Monthly Payment:
$2,119
Principal & Interest:
$2,119
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $119,800 down)

751 Overspin Drive NEW Added to the site in the last 3 days

Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,756sq ft $217 / sq ft SFR
Lot Size7,000sq ft Built2005 On Site3days
Attention Winter Park and College Park lovers...Less than a block from the renovated Dubsdread Golf course sits this three bedroom, three bath, plus bonus room custom built... more
Attention Winter Park and College Park lovers...Less than a block from the renovated Dubsdread Golf course sits this three bedroom, three bath, plus bonus room custom built Mediterranean home. 21st century show piece. High end finishes throughout including marble flooring upon entry & vaulted foyer. Living room boasts real wood floors and a lovely view of the private dip pool with lion head fountains. Soapstone countertops in the kitchen and master bath, granite in the guest baths, GE Profile appliances, built in china cabinet in kitchen, energy efficient windows throughout, oversized baseboards, crown molding, drop down lighted ceiling in master, custom built ins for your bonus room/ office, very large shower in master with separate tub and polished travertine sink, and so many more designer touches. Additional bonuses: technology ready smart box, underground power, owned security system, zoned HVAC system w/ 2 units, new modern spray in foam insulation in attic and between blocks, pool has propane gas system, electronic gate with electronic pad for secure entry to detached 2 car garage and back yard, lovely Koi pond, 3 balconies overlooking the pool, impressive well landscaped yard, mature grapefruit tree and many giant palms upon entry. So many of the lovely details of this home must be seen in person to do them justice including vaulted ceiling above bonus vanity room. Adjoining oversized lot also available for sale by same owner. Sellers are currently using lot for garden &extra parking. less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity N/A
$499,900
$1,935/mo
Monthly Payment:
$1,935
Principal & Interest:
$1,769
HOA Dues:
$166
(Based on a 30 year fixed loan at 3.38% with $99,980 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $192 / sq ft TWN
Lot SizeN/Asq ft Built2014 On Site4days
Fully furnished model home. This beautiful new modern townhome will exceed your expectations. Inside, enjoy the bright spacious rooms with light porcelain tile floors on the... more
Fully furnished model home. This beautiful new modern townhome will exceed your expectations. Inside, enjoy the bright spacious rooms with light porcelain tile floors on the first level, wood stairs and wood second floor, luxury custom modern kitchen and bath cabinets with soft close drawers and quartz countertops, level 5 smooth finished walls and ceilings, solid core doors throughout - and more! This fee simple home has it all from its close proximity to park avenue restaurants and shopping to its amazing luxury and design. It is built with the finest quality materials from the exterior to the interior - with the concrete block walls on first and second floors and concrete block demising walls between units to its attractive long-lasting metal roof. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity N/A
$65,000
$436/mo
Monthly Payment:
$436
Principal & Interest:
$230
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.38% with $13,000 down)
Winter Park, FL 32792
Golfside Orange County School District
2bed 2bath 1,049sq ft $62 / sq ft CND
Lot SizeN/Asq ft Built1969 On Site4days
Charming 2/2 condo in Winter Park just steps away from the community pool. Carpet throughout. Breakfast bar in kitchen. 1,049 square feet! Large living room area with plenty of... more
Charming 2/2 condo in Winter Park just steps away from the community pool. Carpet throughout. Breakfast bar in kitchen. 1,049 square feet! Large living room area with plenty of space to spread out... eat and watch TV. For the younger members of the household " 2016-2017 top rated Winter Park schools to include Brookshire Elementary, Glenridge Middle and Winter Park High School! For the older members you are minutes from Full Sail University, UCF, Valencia and Rollins College. For work and play, enjoy a short drive to OIA, convenient shopping and dining with nearby Baldwin Park and Park Avenue. All information recorded in the MLS is intended to be accurate however, it should be independently verified. less
Listing Provided Courtesy of KELLER WILLIAMS AT THE PARKS
Popularity N/A
$3,590,000
$12,704/mo
Monthly Payment:
$12,704
Principal & Interest:
$12,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $718,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
5bed 7bath 6,345sq ft $566 / sq ft SFR
Lot Size19,960sq ft Built2008 On Site4days
This rustic modern Parade of Homes winner was custom built with extreme care and thought for the most discerning buyer. No detail has been overlooked, creating spaces that are... more
This rustic modern Parade of Homes winner was custom built with extreme care and thought for the most discerning buyer. No detail has been overlooked, creating spaces that are excellent for both entertaining and living. Mahogany entry door leads to an outdoor lanai complete with pool, dining, and lounge. Retractable screens that can create indoor/outdoor space with a push of a button. Amazing chefs kitchen with natural gas burners, a steam oven, three convection and a Wolf pizza oven surrounded by custom cabinetry and a barrel tiled ceiling. A separate entertaining grill area overlooking family room. Motorized sliding glass doors completely retract to blend interior and exterior. Luxurious downstairs Master Retreat with large sitting room, two-sided fireplace and access to lanai through motorized sliding doors. Master bath with his and her water closets, steam shower, massage room with adjoining cedar lined dry sauna. Downstairs office, attached and detached guest room, allows for one floor living. Second floor has two bedrooms, workout area, and flex living space with private balcony. Whole home automation system, theater room, foam insulation, double pane Hurd windows, refrigerated wine room, fifteen security cameras, Crestron audio system, Auto lighting system, and five car capacity garages. Located close to Downtown Winter Park, with quick access to Baldwin, Audubon, and Downtown Orlando makes this a prime location for anyone looking for convenience to all our wonderful community has to offer. less
Listing Provided Courtesy of PALMANO GROUP RE BROKERAGE LLC
Popularity N/A

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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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: Monday, August 29, 2016 at 1:19 PM. Properties in listings may have been sold or may no longer be available.