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

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$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
$379,000
$1,362/mo
Monthly Payment:
$1,362
Principal & Interest:
$1,341
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.38% with $75,800 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,763sq ft $137 / sq ft SFR
Lot Size13,594sq ft Built1989 On Site4days
Beautifully maintained home in the attractive neighborhood of Kings Cove. Energy efficient with NEW DOUBLE PANE WINDOWS installed in 2011. Open concept layout home with lots of... more
Beautifully maintained home in the attractive neighborhood of Kings Cove. Energy efficient with NEW DOUBLE PANE WINDOWS installed in 2011. Open concept layout home with lots of natural light and beautiful wood floors. This home has formal living and dining rooms plus a large family room. The family room with a wood burning fireplace is just off the kitchen and the open concept lends nicely for entertaining or being a part of the action while the meals are being prepared in the kitchen. The formal dining room with french doors can be easily converted to an office. In addition to the 4 bedrooms there is a DEN/OFFICE on the main floor just off the family room and kitchen area with a custom built in desk area that is perfect for working from home or doing homework! Updated kitchen with granite counters and stainless steel appliances. Fenced backyard provides privacy and room for your pets to play. Sparkling SALT WATER SYSTEM POOL with swim out area for relaxing in the sun. POOL PUMP AND FILTER replaced in 2016. Home has been REPLUMBED, NEW FENCE 2010, ROOF replaced in 2005, NEW SEPTIC TANK and DRAIN FIELD in 2012. AC Unit downstairs replaced in 2013 and upstairs unit replaced in 2008. Termite bond in place. Winter Park address with Seminole County schools, close to the 417 for a quick commute to anywhere in Orlando. less
Listing Provided Courtesy of RE/MAX OPTIMA
Popularity N/A
$185,500
$656/mo
Monthly Payment:
$656
Principal & Interest:
$656
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $37,100 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,210sq ft $153 / sq ft SFR
Lot Size9,795sq ft Built1981 On Site4days
This property is bank owned. It is sold in as-is condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing.
This property is bank owned. It is sold in as-is condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of OWNERS.COM
Popularity N/A
$249,900
$892/mo
Monthly Payment:
$892
Principal & Interest:
$884
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.38% with $49,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,656sq ft $151 / sq ft SFR
Lot Size7,683sq ft Built1979 On Site5days
Is your moving truck ready? cause this home is ...definitely ready for a new family! This home sits on a beautiful oversized fenced lot, with nice mature trees, possible/flower... more
Is your moving truck ready? cause this home is ...definitely ready for a new family! This home sits on a beautiful oversized fenced lot, with nice mature trees, possible/flower garden on one side and a picnic table on the other side. The street is so quiet where you would want to enjoy a walk with your pet at any given moment. All of the interior of this house is like new, with beautifully finished laminate & carpet flooring. Your breakfast can be a pleasant experience with an amazingly functional kitchen: new stove, dishwasher, refrigerator, and microwave. There is a charming dinette area off the kitchen. As well, there is a room off the kitchen that can be used as a formal dining room, family, or conference room (as it is also situated near the front entrances). All bathrooms have been newly remodeled with a special treat in the master bedroom. This charming home is located in the sought after area of Winter Park with A rated school and close proximity to major highways, shops, house of worships, and entertainment. There is so much to say about this home that it is MUST SEE! make your appointment today less
Listing Provided Courtesy of WORLD PROPERTIES GROUP
Popularity N/A
$69,900
$247/mo
Monthly Payment:
$247
Principal & Interest:
$247
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $13,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,085sq ft $64 / sq ft CND
Lot Size8,509sq ft Built1974 On Site5days
A must see condo/town-home in the Winter Park area. Featuring a 2 level plan, with 2 bedrooms and 2 baths (one upstairs and one downstairs), updated kitchen, freshly painted,... more
A must see condo/town-home in the Winter Park area. Featuring a 2 level plan, with 2 bedrooms and 2 baths (one upstairs and one downstairs), updated kitchen, freshly painted, tile floors on bottom floor, laminate in the upstairs. It also features a playground (2) community pools. less
Listing Provided Courtesy of EMPIRE NETWORK REALTY
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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The information being provided by My Florida Regional MLS 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 My Florida Regional MLS. 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 My Florida Regional MLS. 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 My Florida Regional MLS 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: Monday, August 29, 2016 at 5:22 AM. Properties in listings may have been sold or may no longer be available.