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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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$129,900
$938/mo
Monthly Payment:
$938
Principal & Interest:
$481
HOA Dues:
$457
(Based on a 30 year fixed loan at 3.75% with $25,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 939sq ft $138 / sq ft CND
Lot Size1.4acre Built1985 On Site40days
Gorgeous and recently renovated 2/2 condo in great area of Winter Park! Light and bright, move-in ready end unit. All stainless appliances, granite, new cabinets, wood burning... more
Gorgeous and recently renovated 2/2 condo in great area of Winter Park! Light and bright, move-in ready end unit. All stainless appliances, granite, new cabinets, wood burning fireplace, ceiling fans, fixtures, carpet throughout except tile in wet areas. Convenient to shopping (walk to Publix), area restaurants, 5 minutes to Park Ave. Tile roofs were just replaced and buildings painted. Screened patio balcony with extra storage room. Assigned parking space and ample guest spaces as well. Community has gate out the back (residents only) to access traffic light for easy in and out of the community. less
Listing Provided Courtesy of Aig Realty Services Llc
Popularity
Your search results are current and complete. Learn more
$1,799,900
$6,668/mo
Monthly Payment:
$6,668
Principal & Interest:
$6,668
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $359,980 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,709sq ft $382 / sq ft SFR
Lot Size19,776sq ft Built2001 On Site40days
Luxury abounds around every corner of this Winter Park Estate home, located on the Winter Park Golf Course and just walking distance to Park Avenue. Special emphasis on wooden... more
Luxury abounds around every corner of this Winter Park Estate home, located on the Winter Park Golf Course and just walking distance to Park Avenue. Special emphasis on wooden features in this home from the Santos Mahogany flooring, to the built-in cabinetry of Curley Maple, Quilted Maple and Honduran Mahogany in the family room area. Stone fireplace keeps the family room cozy on cool winter evening. Wet bar features built-in Sub Zero wine refrigerator including a high performance GE Monogram ice maker. Kitchen features all upgraded appliances including a gas stove, granite counter tops, and breakfast nook. Pella windows throughout the home, along with many recent upgrades such as new sprinkler system, new outdoor lighting system, newly installed 12/2014 security camera system, (6 Terabyte NVR (not DVR) hard drive DOES NOT CONVEY) all 2MP IP cameras accessible from anywhere, (4 indoor, 4 outdoor), new pool filter, all A/C units serviced in 2015, upgraded security system to include all windows and doors, this home also comes with an "in-wall" pest system. The salt water pool and back yard has a garden like setting with lush landscaping completed with brick pavers and covered patio area. Separate guest house over the three car garage includes a kitchen with granite counter tops and full bath and a great balcony overlooking the lush pool area and back yard. This is an amazing home in the perfect location!! less
Listing Provided Courtesy of Florida In Motion Realty
Popularity
$529,000
$1,959/mo
Monthly Payment:
$1,959
Principal & Interest:
$1,959
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,395sq ft $221 / sq ft SFR
Lot Size9,651sq ft Built1955 On Site41days
Fantastic opportunity to live in the highly desirable "Tree street" neighborhood of Olde Winter Park. This 1-story 4 bedroom home is nestled under a beautiful canopy of Live Oak... more
Fantastic opportunity to live in the highly desirable "Tree street" neighborhood of Olde Winter Park. This 1-story 4 bedroom home is nestled under a beautiful canopy of Live Oak trees and has wonderful charm and curb appeal. The spacious floor plan offers a formal living and dining area, a separate family room, and an eat-in kitchen. The master retreat has vaulted ceilings and a newly renovated master bathroom. Other features include a split bedroom plan, oak hardwood floors, and mature landscaping in the beautiful fenced in back yard. The patio in the back yard is perfect for entertaining or relaxing under the shade of the stunning oak trees. Well located with easy access to the Winter Park YMCA, Interlachen Country Club, Winter Park Hospital, Rollins, and the Park Avenue retail shopping district. Add the top rated Winter Park schools and this is one not to be missed! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$169,900
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,305sq ft $130 / sq ft SFR
Lot Size10,152sq ft Built1982 On Site41days
Come see this charming 3 bedroom, 2 bath home located in the Oakcrest neighborhood in east Winter Park. Home features an open split bedroom floorplan which offers plenty of... more
Come see this charming 3 bedroom, 2 bath home located in the Oakcrest neighborhood in east Winter Park. Home features an open split bedroom floorplan which offers plenty of natural light. Enter this home into the spacious living room and dining room which also flows into the adjoining kitchen. Kitchen has plenty of counter space and cabinets for storage. All the main living areas have ceramic tile with laminate flooring in all three bedrooms. The spacious backyard is completely fenced for privacy. The home has recently been upgraded with a new HVAC system, new plumbing, and newly painted interior and exterior of the home. Conveniently located near shopping, dining and major highways. Excellent rated Seminole County Schools! This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
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
Orange County School District
2bed 1bath 1,132sq ft $352 / sq ft SFR
Lot Size10,510sq ft Built1951 On Site41days
Renovate or build new. Lot 60x175. Charming bungalow.
Renovate or build new. Lot 60x175. Charming bungalow. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$385,000
$1,426/mo
Monthly Payment:
$1,426
Principal & Interest:
$1,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size9,000sq ft BuiltN/A On Site41days
Your Dream Home awaits. What an amazing opportunity to build your dream home in the heart of Winter Park. Sought after location in Sylvan Lakes Shores. Enjoy Winter Parks rich... more
Your Dream Home awaits. What an amazing opportunity to build your dream home in the heart of Winter Park. Sought after location in Sylvan Lakes Shores. Enjoy Winter Parks rich and storied history as well as its dinning, shopping, art and culture that revolves to a great extent around its lakes. Live among the Winter Park Chain of Lakes which includes Lake Virginia, Lake Osceola, Lake Maitland, Lake Mizell, and Lake Minnehaha. Home of Park Avenue Shops, Rollins College, Winter Park YMCA and Winter Park Farmers Market. less
Listing Provided Courtesy of The K Co
Popularity
$475,000
$1,759/mo
Monthly Payment:
$1,759
Principal & Interest:
$1,759
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $95,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,221sq ft $214 / sq ft SFR
Lot Size12,764sq ft Built1956 On Site41days
Make yourself at home in this meticulously maintained house located in one of Winter Parks most established neighborhoods. Nestled on a quiet tree lined street this three... more
Make yourself at home in this meticulously maintained house located in one of Winter Parks most established neighborhoods. Nestled on a quiet tree lined street this three bedroom three bath home features beautiful hardwood floors, a charming Italian marble fireplace in the living room, renovated kitchen with granite counter tops, and two car garage. Enjoy relaxing in the spacious screened in patio overlooking the back yard with mature landscaping. The roof was replaced in 2009 with 30 year architectural shingles. This home has also been re-plumbed and the electrical updated in 2014. Live just minutes away from Baldwin Park, downtown Orlando, Winter Park's Park Avenue shopping district. Near fabulous schools, walk to Glenridge Middle school. Don’t miss out on the opportunity to live in this rapidly changing neighborhood with several new and renovated homes. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,130,000
$4,486/mo
Monthly Payment:
$4,486
Principal & Interest:
$4,186
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.75% with $226,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,794sq ft $404 / sq ft TWN
Lot Size3,746sq ft Built2001 On Site42days
Luxury freestanding townhome on Lake Virginia conveniently located just a short walk to Park Ave. Upon entering this beautiful, Tuscan inspired townhome you will immediately... more
Luxury freestanding townhome on Lake Virginia conveniently located just a short walk to Park Ave. Upon entering this beautiful, Tuscan inspired townhome you will immediately feel the bright, airy openness of the modern and spacious floor plan. Main level boasts travertine title throughout main level and elegant hard wood flooring in formal dining room. The large chef's kitchen offers stainless steel gas appliances, complimented by handsome wood custom cabinetry. Step out through the Great room French doors onto a private patio and relax in the in-ground hot tub. Find your way to the bedrooms using the stairs or take the elevator! You will appreciate the Master bedroom, with separate sitting area and large custom closets. The master also provides a private balcony with an extraordinary lake view. Additional two bedrooms include their own private bath. Community offers communal dock with assigned boat slip. This is a rare opportunity to purchase in the cozy community of Milano at Winter Park, which consists of only 6 homes total! Call today for a private viewing. less
Listing Provided Courtesy of Metro City Realty
Popularity
$247,500
$1,606/mo
Monthly Payment:
$1,606
Principal & Interest:
$916
HOA Dues:
$690
(Based on a 30 year fixed loan at 3.75% with $49,500 down)
Winter Park, FL 32789
2bed 2bath 1,148sq ft $216 / sq ft CND
Lot Size1.6acre Built1969 On Site45days
Reduced $10k! Stunning 2 bedroom, 2 full bath condo with updated kitchen - granite counters, wood cabinetry & stainless steel appliances. Enter this spacious unit with over 1100... more
Reduced $10k! Stunning 2 bedroom, 2 full bath condo with updated kitchen - granite counters, wood cabinetry & stainless steel appliances. Enter this spacious unit with over 1100 heated square feet and appreciate the smooth flow of the living space. Pay special attention to the additional storage room with plenty of cabinets off the master bedroom. Patio has been enclosed with nice, large windows to enjoy the lovely western views every day! Lake virginia coa recently finished a complete renovation of the exterior and both lobbies. Residents enjoy access to winter park chain of lake, rentable boat slips (when available), spectacular lake front pool, hot tub, sauna, fitness room and recently renovated clubroom plus rentable guest suite. Winter park living at it's finest! Walking distance to park avenue boutiques, fine & casual dining & exciting entertainment options. Easy access to sunrail, downtown orlando, oia & the attractions! This is a homepath property. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$55,900
$207/mo
Monthly Payment:
$207
Principal & Interest:
$207
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $11,180 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,020sq ft $55 / sq ft CND
Lot Size8,567sq ft Built1974 On Site45days
Traditional Sale !!! Excellent condo for first time buyer or investors!!!! Excellent income potential on this 2 bedroom, 2 bathroom condo in desirable Winter Park! Prime,... more
Traditional Sale !!! Excellent condo for first time buyer or investors!!!! Excellent income potential on this 2 bedroom, 2 bathroom condo in desirable Winter Park! Prime, CENTRAL LOCATION! Less than 1 mile from Full Sail University, 15 minutes from UCF, 15 minutes from Downtown Orlando! Once inside, you will find a large GREAT ROOM with living/dining combo, lots of NATURAL LIGHT, and sliders leading out to a large covered patio with STORAGE closet and washer/dryer hook-up! There is Laundromat on site as well. Condo has carpet in Rooms and ceramic tile throughout. ALL APPLIANCES included! Winter Park Woods offers residents a sparkling SWIMMING POOL, Tennis Courts, Playground, Clubhouse and Winter Park Schools and more! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$649,000
$2,404/mo
Monthly Payment:
$2,404
Principal & Interest:
$2,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,582sq ft $251 / sq ft SFR
Lot Size5,910sq ft Built2005 On Site45days
Open Sat Apr 25, 12pm-4pm
Live in the heart of Winter Park, within Walking Distance to Park Ave Shopping District, Rollins College, and so much more! This urban oasis places you in the center of it all,... more
Live in the heart of Winter Park, within Walking Distance to Park Ave Shopping District, Rollins College, and so much more! This urban oasis places you in the center of it all, yet provides all the modern conveniences of a well-built, modern construction home. Built in 2005, this 4 bedroom, 3 bath residence has high end finishes like hardwood floors, granite countertops & Stainless steel appliances, crown moulding, a wood burning fireplace, and ten-foot ceilings! The downstairs master suite is private with plantation shutters, a walk-in closet with built in shelving, and a spa-like master bath with separate shower and soaking tub & dual sinks. Upstairs you'll find 3 bedrooms and a bonus space with ceiling fans, custom cabinetry, and plantation shutters. A wrap-around porch welcomes you in with lots of covered spaces, and a 2-car garage with brick paver driveway is great for guest parking. This bungalow style home stays true to the historical committee with hearty plank lap siding and brick construction. Dual-pane wood windows throughout provide great energy insulation. A full irrigation system keeps your mature landscaping looking great. Come live the Winter Park Lifestyle! less
Listing Provided Courtesy of Regal R.e. Professionals Llc
Popularity
$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,720sq ft $202 / sq ft SFR
Lot Size8,397sq ft Built2002 On Site46days
Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as Granite, Hand Laid Tile and gorgeous... more
Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as Granite, Hand Laid Tile and gorgeous Lighting Fixtures throughout. The Kitchen and Breakfast area with its Stainless Steel Appliances, Designer Cabinets & Granite Counter Tops overlooks the beautiful backyard. The Master Suite has French Doors which lead to a Deck where one can sit and enjoy their morning coffee. The Master Bath has both a beautiful Tub to relax in as well as a Shower and two separate Vanities. Entertaining your thing? You will love this Outdoor Kitchen and Patio. All of this and a short jaunt to Park Avenue! Welcome Home!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$359,000
$1,330/mo
Monthly Payment:
$1,330
Principal & Interest:
$1,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $71,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,963sq ft BuiltN/A On Site47days
Great Location in the City of Winter Park.......large lot.......in Prime area.
Great Location in the City of Winter Park.......large lot.......in Prime area. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 5,100sq ft $647 / sq ft SFR
Lot Size16,439sq ft Built2016 On Site47days
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary... more
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary design that will satisfy the most discriminating buyers. The new, modern home design will offer the best of indoor-outdoor living with features such as: walls of glass, natural textures, natural stones, and many energy efficient materials. You can expect large sweeping lake views, large outdoor living areas with an emphasis on a connection between nature and modern comfort. This masterpiece will sit on the bank of lake mizell which is just a short stroll to park ave, the alfond, and rollins college. All pictures are intended as mere examples of what could be built on this waterfont lot. No picture is accurate or shall depict the exact home intended for this lot. Estimated home size shall be 5100 sq/ft and designed for a specific buyer. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$359,000
$1,330/mo
Monthly Payment:
$1,330
Principal & Interest:
$1,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $71,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,522sq ft $236 / sq ft SFR
Lot Size10,963sq ft Built1958 On Site47days
While an interesting Elevation..........the value is in the Land....1/4 acre... in Prime Location
While an interesting Elevation..........the value is in the Land....1/4 acre... in Prime Location less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
7 8 9 10 11 12 13 14 15 ... 20
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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The information being provided by Mid 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 Mid 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 Mid 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.

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Data last updated: Saturday, April 25, 2015 at 2:07 PM