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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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$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
3bed 2bath 1,889sq ft $119 / sq ft SFR
Lot Size9,090sq ft Built1953 On Site178days
Just reduced! Seller says sell! Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom,... more
Just reduced! Seller says sell! Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom, 2 bath home with pool needs remodeling. Bring your ideas for renovating and make it your dream home. New a/c and roof in 2011. Or you can build your dream home on this lot that is larger than most in the area. Near leu gardens, baldwin park and just minutes from park avenue in winter park and downtown orlando. Excellent school district. Home is sold "as-is"---- come see for yourself and bring your creative mind. Motivated seller! less
Listing Provided Courtesy of Uptown Realty Group
Popularity
Your search results are current and complete. Learn more
$1,450,000
$5,372/mo
Monthly Payment:
$5,372
Principal & Interest:
$5,372
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $290,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 4,231sq ft $343 / sq ft SFR
Lot Size14,128sq ft Built2015 On Site181days
This spacious 5 bedroom executive home will be located on a quiet brick lined street in the heart of Winter Park. At 4231 sq. ft. this home boasts a master suite plus guest... more
This spacious 5 bedroom executive home will be located on a quiet brick lined street in the heart of Winter Park. At 4231 sq. ft. this home boasts a master suite plus guest suite on the first floor, with 3 full bedrooms and baths plus bonus space on the second. The home also features a luxury kitchen with gas range, built in appliances and double islands that open to a large gathering area with gas fireplace. Perfect for entertaining, the kitchen and gathering area open up to a large covered lanai complete with outdoor kitchen, and sparkling pool. Additional features include outdoor entertaining area with fireplace, professional landscaping and hardwood floors throughout. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$161,000
$596/mo
Monthly Payment:
$596
Principal & Interest:
$596
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,200 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,715sq ft $94 / sq ft SFR
Lot Size10,450sq ft Built1968 On Site181days
This is in an area of excellent Seminole County schools, near major transportation arteries, many shopping choices, the University of Central Florida and Full Sail University,... more
This is in an area of excellent Seminole County schools, near major transportation arteries, many shopping choices, the University of Central Florida and Full Sail University, Located within a established Winter Park Area, In close proximity to Aloma Ave. Oversized Corner Lot with mature landscaping. Fenced Rear Yard with screened enclosed pool, Spacious Living/Dining Room Combo, Galley Kitchen with rich brick backsplash opening to Family Room. Master bedroom has small kitchenette opening to pool area and could be used as a Mother-Law Suite. BUYER IS RESPONSIBLE FOR ACTIVATING UTILITIES FOR HOME INSPECTIONS. SQ footage, Room and Lot sizes should be Independently verified. ALL submitted offers will not be addressed until the property has been listed on MLS for 3 days. less
Listing Provided Courtesy of Chiodo Realty Group Inc
Popularity
$824,000
$3,052/mo
Monthly Payment:
$3,052
Principal & Interest:
$3,052
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $164,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,282sq ft $251 / sq ft SFR
Lot Size15,011sq ft Built1966 On Site187days
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This... more
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This stunning home has tons of green space, shaded by mature landscaping & majestic oaks. Floor plan is perfect for entertaining & family living. Spacious living and dining areas have wood floors, french doors & crown molding. Eat-in kitchen has light cabinets, stainless GE appliances & custom granite on the island, desk & butler pantry. Family room features a charming fireplace, tile floors, book nook & custom shelves and cabinets. Upgraded indoor/outdoor speaker system. All living spaces & bedrooms are naturally sunlit with double-pane windows & custom plantation shutters. Step outside the french doors & relax in your covered screened patio with granite counter beverage center & wall-mounted TV. Enjoy hours of outdoor living in the sparkling blue pool, hot shower & large lush private back yard. The 3 bedrooms downstairs are oversized. Upstairs, a spacious master bedroom gives new meaning to the word retreat with vaulted ceiling, seating area & master bath with granite counters. Be thrilled by the grand master closet with custom built-ins. Lastly, a spotless over-sized garage offers a work bench and plenty of storage. Enjoy the short walk or bike ride to Park Avenue restaurants, boutiques, Central Park, Farmers Market golf & racquet clubs, Enzian Theater, museums & playgrounds. Zoned for excellent schools, this home is a must-see! less
Listing Provided Courtesy of Belmont Realty
Popularity
$644,900
$2,389/mo
Monthly Payment:
$2,389
Principal & Interest:
$2,389
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $128,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,100sq ft $208 / sq ft SFR
Lot Size11,262sq ft Built2000 On Site188days
Gorgous Winter Park home located in Orange County. 4 Bedrooms/4 Bathrooms between upstairs and downstairs. The home is a two story home with steel appliances, beautiful crown... more
Gorgous Winter Park home located in Orange County. 4 Bedrooms/4 Bathrooms between upstairs and downstairs. The home is a two story home with steel appliances, beautiful crown molding throughout the home, luxurious chandeliers, nice hard wood flooring and additional storage space is very convenient. Upstairs is a den which is perfect for office space and/or play room. Unfortunately, the property needs the roof replaced, but besides that, the property has a lot of potential. Come see and make an offer today. less
Listing Provided Courtesy of Re/max Assured
Popularity
$743,990
$2,756/mo
Monthly Payment:
$2,756
Principal & Interest:
$2,756
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $148,798 down)
Winter Park, FL 32789
4bed 4bath 2,648sq ft $281 / sq ft SFR
Lot Size5,996sq ft Built2014 On Site191days
Take advantage of our $10,000 Home Discount! And we’ll pay $7,500 towards your closing costs when you use our preferred lander and Title Company! But hurry, home must... more
Take advantage of our $10,000 Home Discount! And we’ll pay $7,500 towards your closing costs when you use our preferred lander and Title Company! But hurry, home must close on or before March 31, 2015! Start fresh and Buy New in Winter Park’s oldest area! This new home has the garage in the back with a private gated alley access. Step back into time with the nostalgic exterior style with all the modern materials, processes and energy efficiency. This popular floorplan has an oversized kitchen and island in the heart of the home, connected to the single dining room area, first floor master bedroom The interior design selections have Transitional home appointed with painted white cabinets featuring a quartz Carrera style countertop with a warm gray glass & stone mosaic backsplash in the kitchen. Hand scraped Stonehenge wood flooring blends the comfort and warmth of contemporary design with clean profiles and understated colors of a cool palate. Craftsman trim detail and stained Oak treads on staircase coupled with nickel finishes and lighting throughout. Our Energy Saver Homes offer Homebuyers the best in energy-efficiency and are backed by our program’s heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook… it’s a win-win-win! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$995,000
$3,686/mo
Monthly Payment:
$3,686
Principal & Interest:
$3,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,267sq ft $305 / sq ft SFR
Lot Size9,851sq ft Built2014 On Site198days
Rex-Tibbs "2014" transitional design located on a secluded quiet street in Olde Winter Park. Home sits on a great corner lot with majestic oaks & picturesque fenced back yard... more
Rex-Tibbs "2014" transitional design located on a secluded quiet street in Olde Winter Park. Home sits on a great corner lot with majestic oaks & picturesque fenced back yard with pool, this brand new home features 4 BE / 4 full baths, bright-open floor plan, euro-modern island kitchen open to gathering room w/ fireplace & built-ins, bonus room for flex space... wood, tile & stone floors, granite/marble tops, custom cabinetry, built-ins, crown moldings, Thermador stainless appliances and much more! This home is well under way and due for completion by the holidays year end in 2014... *** Walking distance to Phelps Park & the YMCA... Please contact listing agents for further details & specifications... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$669,000
$2,478/mo
Monthly Payment:
$2,478
Principal & Interest:
$2,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $133,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,587sq ft $259 / sq ft SFR
Lot Size2.6acre Built1959 On Site198days
Unique family home on beautiful Lake Spier in Winter Park. Buyer's looking for quality and location will be impressed with this renovated waterfront home featuring 3 bedroom, 2... more
Unique family home on beautiful Lake Spier in Winter Park. Buyer's looking for quality and location will be impressed with this renovated waterfront home featuring 3 bedroom, 2 bath and 2,600 sq. ft. of interior living space. Breathtaking lake views from the formal living and dining, family room and kitchen through the abundant North-facing glass doors and windows. Ideally located adjacent to Baldwin Park and Windsong gifting future owners to enjoy the conveniences without the fees and/or restrictions. Noteworthy improvements: architectural Pella windows, custom made cabinetry, Baker's Pride pizza oven, $10,000 mosaic kitchen floor, commercial stainless appliances including gas Wolf stove, solid wood interior doors, tongue & groove ceiling, claw foot tub, custom stone fireplace and hardwood flooring. Peace and tranquility are in abundance with no public access to the lake. Corner lot, 158' of frontage, large deck, boat dock, detached one-car garage with plenty of second story storage space, and custom kids play house. Established community with good access to major roads, business, health care, shopping, the best schools, and local attractions - virtually everything. It is now possible to purchase a waterfront Winter Park (32789) home for under one million dollars! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$699,000
$2,756/mo
Monthly Payment:
$2,756
Principal & Interest:
$2,589
HOA Dues:
$167
(Based on a 30 year fixed loan at 3.75% with $139,800 down)
Winter Park, FL 32792
Seminole County School District
4bed 5bath 4,625sq ft $151 / sq ft SFR
Lot Size24,034sq ft Built2006 On Site200days
***new price*** short sale. You will feel relaxed as you drive into your private, gated, lakefront community to one of 5 distinct custom built homes. Centrally located in the... more
***new price*** short sale. You will feel relaxed as you drive into your private, gated, lakefront community to one of 5 distinct custom built homes. Centrally located in the heart of the winter park, oviedo area. Front wrought iron gates open to the elaborately landscaped garden with a queen palm. From the moment you walk through the grand foyer you experience the warmth and ease of living in this well laid out floor plan. The first floor layout includes a bonus room or possible in-law suite with private bedroom, bath and living room. Spacious island kitchen features italian granite, impressive top of the line appliances (stainless monogram series), 6 burner dacor gas stove, 48" built in refrigerator, brazilian cherry wood cabinets, breakfast bar, huge walk in pantry. Family room has triple sliders, transoms & built ins. Master bedroom has beautiful wood floors & custom tray ceiling. Magnificent master bath includes walk in shower, niches, custom tray ceiling & huge california closet. Adjoining study with built ins. Upstairs is another oversized bonus room with full bath. House details include custom crown molding throughout, built in desk, soaring ceilings, italian granite, energy efficient windows, wired for surround sound, alarm, in lay floors, 3 a/c units. Outsidefeatures a charming patio fireplace area for those cool evenings, summer kitchen, circular paver driveway, 3 car garage, impressive selection of fruit trees. Convenient access to 434, 436 and 417. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$3,500,000
$12,967/mo
Monthly Payment:
$12,967
Principal & Interest:
$12,967
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $700,000 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 8,410sq ft $416 / sq ft SFR
Lot Size1.1acre Built2014 On Site202days
Step into this dramatic Mid-Century Modern home and you'll never want to leave. Enjoy the perfection of the white glass porcelain floors and dramatic windows, as you overlook... more
Step into this dramatic Mid-Century Modern home and you'll never want to leave. Enjoy the perfection of the white glass porcelain floors and dramatic windows, as you overlook the spectacular courtyard from every room. Entertain large parties simply with the spacious and commercial grade kitchen, grand family and living rooms, and resort-like courtyard. Display art, cars, or RVs in the oversized heated and air-conditioned garage space with over 20 ft. of ceiling height (with space for 19 cars). And, with the push of one button, activate the external shades to cover all exterior windows, doors, and garage doors, providing the ultimate in security and privacy. This one-of-a-kind contemporary masterpiece on 1.15 acres in the heart of Winter Park is the ultimate in design, privacy, luxury, and security. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size9,905sq ft BuiltN/A On Site203days
1/4 + Acre corner Lot For Sale! Located in Winter Park, Off of Lakemont ave & Mizell Ave. Charming 3/2.5 Home is included. Beautifully landscaped. Lovely entry way thru a Dutch... more
1/4 + Acre corner Lot For Sale! Located in Winter Park, Off of Lakemont ave & Mizell Ave. Charming 3/2.5 Home is included. Beautifully landscaped. Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet flooring & Flat ceiling thru- out. Tile Kitchen, Appliances included, 2 Pantries. 2 Nice sized Bedrooms, with Closet Space to the Ceiling. New Windows! Dinning room, with Bay Window! Thru garage you will find a Laundry room with a Full bathroom, Including shower. Relaxing Fenced in back yard!! This Home is clean and well maintained, Newer Trane AC unit and recently re-plumbed 3 years ago!! Survey Available! Come see this Charming Beauty today!! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity N/A
$409,500
$1,724/mo
Monthly Payment:
$1,724
Principal & Interest:
$1,517
HOA Dues:
$207
(Based on a 30 year fixed loan at 3.75% with $81,900 down)
Winter Park, FL 32789
Windsong Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,826sq ft BuiltN/A On Site205days
Come build your dream home on one of the last remaining lots in Windsong! There are approved plans available for a 3400 sf home or you can bring your own builder. Call listing... more
Come build your dream home on one of the last remaining lots in Windsong! There are approved plans available for a 3400 sf home or you can bring your own builder. Call listing agent for details. less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$219,900
$814/mo
Monthly Payment:
$814
Principal & Interest:
$814
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 3bath 1,483sq ft $148 / sq ft SFR
Lot Size8,375sq ft Built1959 On Site212days
Wow! Shows like a model~ charming 4/3 pool home in the tucked away and favorable subdivision of eastbrook. Everything is new including; st. Augustine sod, landscaping, interior... more
Wow! Shows like a model~ charming 4/3 pool home in the tucked away and favorable subdivision of eastbrook. Everything is new including; st. Augustine sod, landscaping, interior & exterior paint, carpet, wood flooring, double pane windows, plumbing, electrical, stainless steel appliances with a gas range, fixtures, faucets, solid wood window sills, wood closet doors, concrete showers, frameless shower enclosures, ceiling fans, granite counter tops, pendant lighting, upgraded cabinetry with soft close drawers and an instant hot water heater! this cozy home is situated on a large and private lot with a serene setting overlooking a sparkling pool with new blue diamond bright. from the moment you drive up, you will appreciate the curb appeal and the brick paved drive way. This open floor plan was made for the entertainer with a family room open to the kitchen and an over abundance of counter space, many upgraded cabinets and a large island. this home is very close to downtown, old winter park, great shopping and schools. a must see!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$279,900
$1,037/mo
Monthly Payment:
$1,037
Principal & Interest:
$1,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,852sq ft $151 / sq ft SFR
Lot Size11,425sq ft Built1968 On Site216days
Start packing because this home is move-in ready! Tucked under the beautiful shaded trees you will find this gorgeous home located in a peaceful and most desirable neighborhood... more
Start packing because this home is move-in ready! Tucked under the beautiful shaded trees you will find this gorgeous home located in a peaceful and most desirable neighborhood in the heart of Winter Park. Inside you will find a floor plan boasting 3 bedrooms, 2 bathrooms, and a large bonus room with over 1700 sq feet. Title throughout the house with a skylight. Enjoy the large screen enclosed patio and hours of fun in the extra large pool. Mature trees and almost new fancy fence that add beauty to this large corner lot. 2 car garage, yet you could fit 3 standard size cars. It has easy access to schools area shopping, dining and main roadways. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,492sq ft $235 / sq ft SFR
Lot Size9,905sq ft Built1954 On Site216days
Charming 3/2.5 Home Located in Winter Park. Beautifully landscaped, corner lot! Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet... more
Charming 3/2.5 Home Located in Winter Park. Beautifully landscaped, corner lot! Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet flooring & Flat ceiling thru- out. Tile Kitchen, Appliances included, 2 Pantries. 2 Nice sized Bedrooms, with Closet Space to the Ceiling. New Windows! Dinning room, with Bay Window! Thru garage you will find a Laundry room with a Full bathroom, Including shower. Relaxing Fenced in back yard!! This Home is clean and well maintained, Newer Trane AC unit and recently re-plumbed 3 years ago And Brand New Updated Electrical!!!! This home Much much more!! Come see this Charming Beauty today!! Call us to schedule a viewing!! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
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: Wednesday, April 1, 2015 at 4:40 AM