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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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$1,250,000
$4,631/mo
Monthly Payment:
$4,631
Principal & Interest:
$4,631
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $250,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,889sq ft $321 / sq ft SFR
Lot Size9,863sq ft Built2015 On Site216days
This exquisite “Coastal” style 5 bed/ 4.1 bath pool home meticulously constructed by Austin Homes focuses on casual living w/ top quality natural & low maintenance... more
This exquisite “Coastal” style 5 bed/ 4.1 bath pool home meticulously constructed by Austin Homes focuses on casual living w/ top quality natural & low maintenance materials. From the moment you enter this exquisite home you will notice the large open spaces filled w/ filtered light. The soft colors & natural earth tones mixed w/ grays, blues & greens - colors found in nature & at the beach - create a relaxed & comfortable environment prefect for family gatherings & casual entertaining. Fabulous great room w/ 17’ vaulted wood beam ceiling & cozy fireplace overlook the gourmet kitchen w/ Wolf & Sub Zero stainless steel appliances & large island w/ peninsula for casual dining. First floor also features a spacious master retreat & guest suite w/ private patio as well as formal dining & living, laundry & powder bath. Second floor has 3 bedrooms, 2 baths, bonus room, air conditioned playroom/storage & 2nd laundry. Fabulous lanai & summer kitchen w/ vaulted ceilings & fireplace overlook the sparkling pool w/ fountains & private back yard. Additional amenities include: custom cabinetry, top of the line plumbing fixtures, granite counter tops, 7 ¼” hardwood floors, level 5 smooth finish on interior walls & ceilings, gas fireplaces & appliances & more (feature sheet attached). less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
Your search results are current and complete. Learn more
$1,795,000
$10,035/mo
Monthly Payment:
$10,035
Principal & Interest:
$6,650
HOA Dues:
$3,385
(Based on a 30 year fixed loan at 3.75% with $359,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 4,310sq ft $416 / sq ft CND
Lot SizeN/Asq ft Built2005 On Site217days
Luxury living at The Residences in downtown Winter Park! First floor, three bedroom, three and one-half bath condo located in the heart of downtown. Private walk-up entrance... more
Luxury living at The Residences in downtown Winter Park! First floor, three bedroom, three and one-half bath condo located in the heart of downtown. Private walk-up entrance along with a private elevator entrance within the building. Relax on the covered patios overlooking the beautifully landscaped side yard. The home features a formal living room with full wet bar, a formal dining room with a temperature controlled wine closet, and a wonderfully spacious family room with a wall of glass cabinetry. The master suite offers his/hers closets and his/hers baths. The kitchen overlooks the breakfast room and has top-of-the-line appliances. The impeccable details include decorative ceiling trim, gorgeous chandeliers, crown molding, hardwood floors, and much more. The third bedroom is currently an office and has three walls of floor-to-ceiling bookshelves. The Residences offers 24-hour concierge, a game room, community room, a roof-top pool overlooking Winter Park, and is just steps from the Alfond Inn and Park Avenue shops and restaurants. This unit has two reserved parking spaces in the underground, secured parking garage along with a storage unit. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$999,990
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,998 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 3,913sq ft $256 / sq ft SFR
Lot Size10,999sq ft Built2014 On Site220days
Brand new construction in the heart of Winter Park. This home will excite you the second you see it from the brick street. The tile roof the custom pool and the complete summer... more
Brand new construction in the heart of Winter Park. This home will excite you the second you see it from the brick street. The tile roof the custom pool and the complete summer kitchen will let you know that this is your home and your retreat from the world. On the inside this home features, gas appliances, tankless hot water heating system, GE stainless steel high end appliances, wood flooring in all the common areas, wood Cabinets, throughout the house not just in the kitchen, granite in the kitchen and the bathroom. This home features twin master bedrooms so it you want your master on the 1st or 2nd level this home will amaze you. The master bathroom has a his and her sinks , a stand alone Kohler soaking tub and a spacious walk in shower. The master closet has it own organization system to maximize it huge size. This home also has dual zoned climate control and all the other features that will minimize your utility bills. On top off all this, this home is zoned for A rated Winter Park schools and is in walking distance to the Winter Park YMCA. less
Listing Provided Courtesy of Real Living Good Neighbor Rlty
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Virginia Heights
3bed 4bath 1,986sq ft $251 / sq ft TWN
Lot Size8,719sq ft Built2014 On Site226days
Stop by on Sunday 2-4 and take a look. New construction town home, a rare find, and last one available. 3 bed 3 bath and one half bath, Completed and ready for you to move right... more
Stop by on Sunday 2-4 and take a look. New construction town home, a rare find, and last one available. 3 bed 3 bath and one half bath, Completed and ready for you to move right in. An incredible property, elegantly finished and Walking to Park Avenue, Winter Park Library and to Rollins nestled in the heart of College Quarter. This back unit 3 bed/3 bath and one half bath is very private with nearly 2,000 square feet, open kitchen family and dining room plan with downstairs master bedroom. Incredible back yard space with 2 patios. Secondary bedrooms upstairs with generous additional loft/bonus room area. Hardwood floors in main living areas, spectacular kitchen with 42" cabinets, Bosch stainless steel appliances, counter-depth refrigerator, granite counters, custom backsplash, under cabinet lighting, and Kohler under-mount sink. Master suite is spacious with large walk-in closet and master bath includes double sinks, Kohler plumbing fixtures, garden tub, separate sunken shower with frame less glass enclosure. Downstairs utility and guest bath, open living with plenty of outside space for entertaining. 1-car garage with shared driveway, this town home is perfectly located to enjoy all the benefits of Winter Park and surrounded by estate homes. Energy Star rated appliances, 16-seer AC, 40-year shingle on roof, and casement windows make it green friendly. Don't miss this opportunity and incredible value in great location. Call us today for more details. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size31,844sq ft BuiltN/A On Site228days
Gorgeous lakefront lot in quiet Dubsdread neighborhood. Less than 1/2 mile from I-4, about two miles to Winter Park's Park Avenue, and under four miles to downtown Orlando. Lot... more
Gorgeous lakefront lot in quiet Dubsdread neighborhood. Less than 1/2 mile from I-4, about two miles to Winter Park's Park Avenue, and under four miles to downtown Orlando. Lot is high and dry and ready to build. Imagine looking out over the lake at amazing sunsets, boating and skiing on crystal-clear water on a private lake, and minutes from anywhere. less
Listing Provided Courtesy of Addvantage Real Estate Services
Popularity
$59,900
$432/mo
Monthly Payment:
$432
Principal & Interest:
$221
HOA Dues:
$211
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
Seminole County School District
1bed 1bath 678sq ft $88 / sq ft CND
Lot Size657sq ft Built1973 On Site234days
Unit 137 is also available For Sale. All units are tenant occupied.
Unit 137 is also available For Sale. All units are tenant occupied. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 2bath 2,008sq ft $298 / sq ft SFR
Lot Size17,959sq ft Built1968 On Site237days
You know it’s all about location; right, so let’s take a step back in time! Here is truly an amazing opportunity to acquire a true traditionally build &... more
You know it’s all about location; right, so let’s take a step back in time! Here is truly an amazing opportunity to acquire a true traditionally build & former custom home of a past era, and built as they used to build them! A wonderfully located home in the very desirable Virginia Heights district of Winter Park, FL 32789 which offers new and remodeled homes, many in the multi $M price range! The home majestically sits on this huge 90x200 lot which boasts mature trees & landscaping, but it does need some ground clearance work to reveal this true beauty! A diamond in the rough! The home offers a unique opportunity to a builder looking for a superb restoration/modernization project, or awaits that special discerning buyer with some vision to bring this traditional beauty back to its former glory! Designed for the owners back in 1967 & built in 1968, it has been home to the same owners/family since built. Copies of the original plans are available! It offers a huge frontage/gardens with a good size driveway, plus a massive and mature rear garden with beautiful trees. The entire property is in need of full restoration/modernization but it truly offers a very unique and hard to find opportunity in today’s market! This is a MUST see, to take in the levels of possibilities and future vision this property and location has to offer. Call today to book your accompanied viewing appointment. less
Listing Provided Courtesy of Century 21 Metro Lifestyles
Popularity
$189,000
$700/mo
Monthly Payment:
$700
Principal & Interest:
$700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,004sq ft $94 / sq ft SFR
Lot Size8,320sq ft Built1968 On Site238days
Back on market!! Financing fell through!!! Priced below appraisal!!! Move in ready immaculate home with 26x13 bonus room featuring wood burning brick fireplace. New carpet and... more
Back on market!! Financing fell through!!! Priced below appraisal!!! Move in ready immaculate home with 26x13 bonus room featuring wood burning brick fireplace. New carpet and 18"tile throughout. Beautiful updated bathrooms. Freshly painted interior. Newer ac. Split plan. Wood deck, fenced backyard. Oversized 2-car garage with storage. Great location convenient to downtown winter park, shopping. Dining,ucf and full sail. Seller motivated. Make an offer!!! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$924,900
$3,426/mo
Monthly Payment:
$3,426
Principal & Interest:
$3,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $184,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,250sq ft $285 / sq ft SFR
Lot Size17,777sq ft Built2015 On Site249days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** This beautiful ,traditional 2 story is located on a large, oversized lot. New construction... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** This beautiful ,traditional 2 story is located on a large, oversized lot. New construction by Arlington Homes in the Winter Park school district. The kitchen features, granite, Kitchen Aid built in wall oven and microwave, 36" professional cooktop and a 36" French door refrigerator. Solid wood custom cabinetry and a large pantry make this kitchen a cooks dream! There is a large open great room and a master downstairs. 3 en-suite bedrooms and a loft give the whole family space and privacy. The builder did not forget energy efficiency as well. Radiant barrier insulation, Low E windows, tankless water heaters and NEST thermostats keep the energy bills low. The exterior features a lovely covered outdoor living area and plenty of room for a pool in the future. A 3 car garage completes the picture making this a fantastic new home for your family. Act now and select your own finishes! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$529,900
$1,963/mo
Monthly Payment:
$1,963
Principal & Interest:
$1,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,861sq ft $185 / sq ft SFR
Lot Size7,750sq ft Built1925 On Site251days
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2... more
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2 car garage, and much more! Nestled amongst towering trees and lake midgett with it's beautiful fountain on a quaint brick street. Located near rollins college and park ave. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$829,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$3,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,540sq ft $326 / sq ft SFR
Lot Size8,437sq ft Built2003 On Site251days
Open Sun Mar 29, 12pm-3pm
This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this... more
This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this 2,540 square foot light and bright home. No detail has been overlooked. Hardwood flooring, plantation shutters and crown molding can be found throughout the entire house. French doors open from the expansive first floor living area and master suite to the salt-water pool surrounded by red brick pavers and a yard full of immaculately maintained landscaping. The gourmet kitchen features granite and wood countertops and has been recently updated with new appliances, a chef’s dream. A wooden staircase with wrought-iron banisters leads upstairs to the two additional bedrooms, one containing a small balcony overlooking the pavered front patio area and providing views of the mature oak trees of Moss Lane. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. Deeded lake access with a prime location near Lake Maitland and The Winter Park Racquet Club as well as a short distance from downtown Winter Park make this home a real gem that must be seen! UPDATE: New paint in select rooms as seen in photos. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 1bath 1,092sq ft $549 / sq ft SFR
Lot Size21,003sq ft Built1960 On Site253days
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1516 Minnesota is 3 lots with 150FF x... more
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1516 Minnesota is 3 lots with 150FF x 140'deep with a 3/1 home providing $1000/mo income, 12mo lease started 4/01/14. Only being sold together with 1518 Minnesota Ave MLS# O5308267 also 3 lots with 150FF x 140'deep with a 3/2 home providing $1150/mo income,12month lease started 5/01/14 plus 1/1cottage providing $650/mo income. Purchase this 300x140 (.96Ac) property with $2800/mo income today, hold for appreciation or future higher density development opportunity. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 3bath 1,701sq ft $352 / sq ft SFR
Lot Size20,863sq ft Built1953 On Site253days
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1518 Minnesota is 3 lots with 150FF x... more
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1518 Minnesota is 3 lots with 150FF x 140'deep with a 3/2 home providing $1150/mo income,12month lease started 5/01/14 + 1/1cottage providing $650/mo income. Only being sold together with 1516 Minnesota Ave MLS#O5308266 also 3 lots with 150FF x 140'deep with a 3/1 home providing $1000/mo income, 12mo lease started 4/01/14. Purchase this 300x140 (.96Ac) property with $2800/mo income today, hold for appreciation or future higher density development opportunity. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$795,000
$2,945/mo
Monthly Payment:
$2,945
Principal & Interest:
$2,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 3,595sq ft $221 / sq ft SFR
Lot Size14,280sq ft Built1957 On Site256days
Priced below appraisal! Wonderful Home in a tucked-away area in the heart of Winter Park. Main House with 3 Bedrooms 3.5 Baths and Office/Study connected to Master... more
Priced below appraisal! Wonderful Home in a tucked-away area in the heart of Winter Park. Main House with 3 Bedrooms 3.5 Baths and Office/Study connected to Master Downstairs.......then GUEST/IN-LAW HOUSE w/Living Room, Bedroom, Bath, and Complete Kitchen. All very Spacious Rooms...Gourmet Kitchen opening to Family Room opening to Dining Room...all overlooking the Beautiful Screened Pool. Two Fireplaces...one in the Family Room, one in the Living Room. 2BR 2 Baths upstairs. High end appliances: Sub-Zero Refrigerator, Wolf Gas Range/Convection Oven and Bosch Dishwasher. 3-Car Garage...one with a full Bath. LAKE OSCEOLA ACCESS ACROSS THE STREET. Beautiful Landscaping/Trees. Family Room and Kitchen TVs plus Surround Sound stay. RENOVATED IN 2003 and 2006! Now it can be Yours!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$998,000
$3,697/mo
Monthly Payment:
$3,697
Principal & Interest:
$3,697
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,600 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,767sq ft $265 / sq ft SFR
Lot Size12,059sq ft Built2014 On Site257days
The moment you walk in the front door of an Osprey Custom Home, you're drawn by the innovative, open floor plans. We encourage you to customize your home and put your personal... more
The moment you walk in the front door of an Osprey Custom Home, you're drawn by the innovative, open floor plans. We encourage you to customize your home and put your personal touch on it. Our experience allows us to offer creative suggestions that can significantly enhance the comfort and value of your new home. This home combines the timeless elegance of an estate with the amenities that today's luxury buyers expect. Please see a list of exterior appointments, energy saving features and technology, interior appointments, gourmet kitchen features, and luxury master suite features attached to Matrix. Floor plans and survey are also attached to Matrix. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
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: Sunday, March 29, 2015 at 1:02 PM