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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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$54,900
$194/mo
Monthly Payment:
$194
Principal & Interest:
$194
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $10,980 down)

1000 S Semoran Boulevard #706 NEW Added to the site in the last 3 days

Winter Park, FL 32792
1bed 1bath 776sq ft $71 / sq ft CND
Lot Size6.0acre Built1969 On Site3days
Spotless 1 bedroom 1 bath condo in sought after Golfside Villas in Winter Park. Unit has fresh paint and new bright white Frigidaire appliances, and new ceiling fans. Brand new... more
Spotless 1 bedroom 1 bath condo in sought after Golfside Villas in Winter Park. Unit has fresh paint and new bright white Frigidaire appliances, and new ceiling fans. Brand new central air/heat will be installed on 5/7/16. A great investment property as this community is next to Full Sail University and minutes to UCF. Call today for your private showing! less
Listing Provided Courtesy of CREEGAN PROPERTY GROUP
Popularity
Your search results are current and complete. Learn more
$229,900
$813/mo
Monthly Payment:
$813
Principal & Interest:
$813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,980 down)

521 N Capen Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 1bath 1,026sq ft $224 / sq ft SFR
Lot Size6,001sq ft Built1940 On Site3days
6,000 square foot lot in an exciting area of Winter Park's new and dynamic West Side. Adjacent to new homes in the $700,000 range and in the same block as David Weekley's new... more
6,000 square foot lot in an exciting area of Winter Park's new and dynamic West Side. Adjacent to new homes in the $700,000 range and in the same block as David Weekley's new Park West at the Village. What a great location! Walking distance to Winter Park Village and the new Whole Foods. Close to Hannibal Square and its shopping and dining. Easy access to I4. Wonderful schools. This is a great opportunity to build an urban dream home in a location that is second to none for convenience, schools and amenities! Relaxed front setbacks due to neighboring structures and advantageous rear setbacks due to R3 zoning at rear of property. Structure is a tear down and has no value but will provide impact fee relief. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$228,190
$965/mo
Monthly Payment:
$965
Principal & Interest:
$807
HOA Dues:
$158
(Based on a 30 year fixed loan at 3.38% with $45,638 down)

7560 Aloma Pines Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
3bed 3bath 1,866sq ft $122 / sq ft TWN
Lot Size2,200sq ft Built2016 On Site3days
Pre-construction, to be built, new home estimated to be complete in October 2016. Aloma Trails is the brand new gated townhome community located in Winter Park. It is... more
Pre-construction, to be built, new home estimated to be complete in October 2016. Aloma Trails is the brand new gated townhome community located in Winter Park. It is conveniently located near UCF and Rollins College. Aloma Trails is zoned for A Rated Seminole county public schools. Park Avenue shopping and restaurants are close by. This beautiful Amelia-Island Palm Townhome is To Be Built and estimated to be completed in October 2016. It features 1,886 square feet of living space and is 3 bedrooms, 2 1/2 bathrooms. The kitchen showcases granite countertops, 42 upper cabinets, GE Stainless Steel appliance package including the microwave, oven, dishwasher, and smooth stop range. The living room is very large (21 x 13) and is open to the kitchen and dinette. Triple sliders let in a lot of natural lighting and open up to an extended patio. The owners suite features a spacious walk-in closet, raised dual vanity sinks in the bathroom with quartz countertops, and walk-in shower. Other included features are wrought iron stair railing, 18 x 18 ceramic tile in all wet areas including living room, rocker switches, wood window sills and much, much more! Disclaimer: All uploaded photos are stock photos of this floor plan. Home will look similar to photos. Builder will contribute $$$ towards Closing Costs. See on-site sales team for details. less
Listing Provided Courtesy of MARGE F MALTBIE
Popularity
$399,000
$1,412/mo
Monthly Payment:
$1,412
Principal & Interest:
$1,412
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $79,800 down)

1404 Grove Terrace NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 2bath 1,545sq ft $258 / sq ft SFR
Lot Size6,547sq ft Built1940 On Site3days
Live in Old Winter Park at an affordable price! This charming bungalow features hardwood floors, new blinds, cozy family room, large Master Suite, delightful rear deck & updated... more
Live in Old Winter Park at an affordable price! This charming bungalow features hardwood floors, new blinds, cozy family room, large Master Suite, delightful rear deck & updated baths.Located on a brick street & surrounded by million dollar homes, it's just a short block from Lake Mizell! . The kitchen has new dishwasher The Master bedroom features a nice walk in closet and the home has an abundance of storage. The bonus room is located behind the Master bedroom and could easily be a 3rd room New AC . Nice small Lot and Easy maintenance. May be can build a new home on this Lot . less
Listing Provided Courtesy of RE/MAX DOWNTOWN
Popularity
$89,995
$578/mo
Monthly Payment:
$578
Principal & Interest:
$318
HOA Dues:
$260
(Based on a 30 year fixed loan at 3.38% with $17,999 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,020sq ft $88 / sq ft CND
Lot SizeN/Asq ft Built1974 On Site4days
Just remodeled condo. Brand new appliances, tiles and laminated floors. Washer and dryer included. Close to University Blvd, Cotsco Wholesale, Full Sail University, Rolling... more
Just remodeled condo. Brand new appliances, tiles and laminated floors. Washer and dryer included. Close to University Blvd, Cotsco Wholesale, Full Sail University, Rolling College and shopping malls. Short distance to Downtown Orlando and Winter Park , water and external insurance are include in the HOA fees.Come and see this beauty today, it won't last long. less
Listing Provided Courtesy of ALL SEASONS REALTY
Popularity
$124,999
$839/mo
Monthly Payment:
$839
Principal & Interest:
$442
HOA Dues:
$397
(Based on a 30 year fixed loan at 3.38% with $25,000 down)
Winter Park, FL 32789
2bed 2bath 913sq ft $137 / sq ft CND
Lot Size5,299sq ft Built1967 On Site4days
Beautiful 2/2 Condo! Renovated, walk to Bistro's walk to Rollins Collage, Within minutes of major shops and restaurants in very sought after city. Movie theaters, Winter Park... more
Beautiful 2/2 Condo! Renovated, walk to Bistro's walk to Rollins Collage, Within minutes of major shops and restaurants in very sought after city. Movie theaters, Winter Park Village, well manicured neighborhood. Refrigerator, microwave, dishwasher, community pool, assigned parking this deal won't last long!! less
Listing Provided Courtesy of HOMS REALTY GROUP INC.
Popularity
$219,000
$1,140/mo
Monthly Payment:
$1,140
Principal & Interest:
$775
HOA Dues:
$365
(Based on a 30 year fixed loan at 3.38% with $43,800 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 798sq ft $274 / sq ft CND
Lot SizeN/Asq ft Built1981 On Site4days
Great location! This adorable second floor (top floor) 2/1 condo is located just two blocks from both winter park village and park ave and walking distance to hannibal square!... more
Great location! This adorable second floor (top floor) 2/1 condo is located just two blocks from both winter park village and park ave and walking distance to hannibal square! With updates galore from wood floors to granite countertops, tile, fresh interior paint and plantation shutters, you're bound to love this easy living, low maintenance, convenient condo! The complex has great reserves and has been undergoing capital improvements, which will be completed soon, too! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$119,000
$493/mo
Monthly Payment:
$493
Principal & Interest:
$421
HOA Dues:
$72
(Based on a 30 year fixed loan at 3.38% with $23,800 down)
Winter Park, FL 32792
2bed 2bath 1,020sq ft $117 / sq ft CND
Lot Size3,744sq ft Built1979 On Site4days
Charming town-home made for easy living...Located in the Winter Park area,,,,close to shops, restaurants and Full Sail University...A open floor plan and lots of natural light,... more
Charming town-home made for easy living...Located in the Winter Park area,,,,close to shops, restaurants and Full Sail University...A open floor plan and lots of natural light, combines 2 bedrooms and 2 baths with a specious living/ dinning area under a vaulted ceiling...A cozy kitchen with counter and space for stools, faces the living area for comfortable family gatherings..Every room is freshly painted and has wood laminate and tiles though-out...The spacious master bedroom, has a large walk-in closet - and a sliding door leading out to the back oasis. The private backyard is fenced and perfect for BBQ's and family picnics...This beautiful home is move in ready for families who want a well designed peaceful place to call HOME!!! less
Listing Provided Courtesy of MARCILLO REAL ESTATE LLC
Popularity
$295,000
$1,044/mo
Monthly Payment:
$1,044
Principal & Interest:
$1,044
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $59,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,624sq ft $182 / sq ft TWN
Lot Size4,105sq ft Built1984 On Site4days
Open Sat May 7, 11am-2pm
**New to the Market** This Gorgeous Mediterranean style Townhome is a MUST SEE! Private views overlooking the Howell Creek conservation area while still conveniently located in... more
**New to the Market** This Gorgeous Mediterranean style Townhome is a MUST SEE! Private views overlooking the Howell Creek conservation area while still conveniently located in Winter Park, near Park Ave, I-4 & Horatio. Highlights include: New roof, newly painted interior, new carpet in bedrooms, high ceilings, hardwood floors, wood burning fireplace, private garage and a large private screened porch with hot tub and a deck overlooking the picturesque views of the conservation area. Also, there is a Koi pond included adding even more tranquility to this beauty. It only gets better from there! Zoned for Winter Park Top rated schools and No HOA fees, which sets it apart! less
Listing Provided Courtesy of EMPIRE NETWORK REALTY
Popularity
$11,900,000
$42,113/mo
Monthly Payment:
$42,113
Principal & Interest:
$42,113
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $2,380,000 down)
Winter Park, FL 32789
Orange County School District
7bed 12bath 17,649sq ft $674 / sq ft SFR
Lot Size2.1acre Built2000 On Site5days
Welcome to The Winter Park Lakeview Estate, a two-acre, contemporary paradise with panoramic views of Lake Maitland on the Winter Park Chain. Designed by NBA star Horace Grant,... more
Welcome to The Winter Park Lakeview Estate, a two-acre, contemporary paradise with panoramic views of Lake Maitland on the Winter Park Chain. Designed by NBA star Horace Grant, expanded by Alan Ginsburg, and featured in the Wall Street Journal, this iconic estate is just a short walk to trendy Park Avenue bistros and shops. Glass walls span the rear of the home overlooking the pools waterfall and sweeping lake views, sitting on 140-feet of lake frontage. A grand entrance greets you with a dramatic marble foyer, a beautiful Chihuly chandelier and a curved open staircase. Designed for entertaining, the first floor includes a gourmet kitchen, game room with bar, theater, gym, detached guest suite, and family room with fireplace, bar and sliding glass walls, which open to a screened lanai offering summer kitchen with grill, wet bar and bath. Nearby, a newly added expansive ballroom accommodates 200 guests with wet bar and service kitchen. An elevator showcasing original Chihuly glass grants access to the second level with five bedrooms and the master retreat. A private balcony and staircase provides ultimate privacy for the owners quarters. The pool deck was designed for large gatherings and features terraced gardens, spa, heated infinity-edge pool and a summer kitchen. Marble steps lead to a boathouse, covered dock and lift, and sitting areas overlooking Lake Maitland. This beautiful estate was built in 2000 and maintained to perfection by four full-time house and maintenance managers. less
Listing Provided Courtesy of STOCKWORTH REALTY GROUP
Popularity
$775,000
$2,742/mo
Monthly Payment:
$2,742
Principal & Interest:
$2,742
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $155,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,432sq ft $319 / sq ft SFR
Lot Size36,559sq ft Built1957 On Site5days
Beautiful custom remodel (completed 2015)on lake bell in a quiet enclave winter park neighborhood this home shows like a model and lives like a million dollar plus lakefront.... more
Beautiful custom remodel (completed 2015)on lake bell in a quiet enclave winter park neighborhood this home shows like a model and lives like a million dollar plus lakefront. Gorgeous views of the pool and lake from nearly all the rooms in the house. The kitchen and great room have a wall of sliding glass doors that open to a huge porch that becomes outdoor living space and has a fully equipped summer kitchen that rivals any you've ever seen with it's own dishwasher, ice maker, sink, stainless steel cooktop, grill and hood. Enjoy boating, skiing and paddleboarding on this quiet lake. Conveniently located near i-4, the new whole foods, winter park village and lots of new restaurants and shops under development. This one is a must see! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$749,000
$2,650/mo
Monthly Payment:
$2,650
Principal & Interest:
$2,650
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $149,800 down)
Winter Park, FL 32792
Orange County School District
5bed 5bath 3,165sq ft $237 / sq ft SFR
Lot Size9,096sq ft Built2016 On Site5days
You can have it all in beautiful Winter Park! This beautiful new construction home is located on one of Winter Parks most desirable streets. Stepping into a David Weekley home,... more
You can have it all in beautiful Winter Park! This beautiful new construction home is located on one of Winter Parks most desirable streets. Stepping into a David Weekley home, you can feel the difference. It's not a coincidence that our homes tend to look and live better than the rest. It is a principle that we have been formulating for over forty years called LifeDesign. This open floor-plan boasts a spacious kitchen with an adjoining Family Room and Dining Room-perfect for entertaining family and friends. The first level also features a private study and guest suite. Tucked away from the rest of the home, Home-buyers will find a luxurious Owner's Retreat that features a serene master bath with dual vanities, soaking tub and an elegant shower. Three additional bedrooms, two bathrooms, and a spacious Children's Retreat await you at the top of the stairs. This home is a perfect reflection of your needs and how you use it- all the more reason it should be able to grow and change over time with your family. The perfect blend of form and function...LifeDesign. It's what sets David Weekley Homes apart from the rest. less
Listing Provided Courtesy of WEEKLEY HOMES REALTY COMPANY
Popularity
$42,000
$280/mo
Monthly Payment:
$280
Principal & Interest:
$148
HOA Dues:
$132
(Based on a 30 year fixed loan at 3.38% with $8,400 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 537sq ft $78 / sq ft CND
Lot Size10.1acre Built1974 On Site5days
Studio style condo located in Winter Park, with convenient access to shopping and public transport. Great investment property located on ground floor.
Studio style condo located in Winter Park, with convenient access to shopping and public transport. Great investment property located on ground floor. less
Listing Provided Courtesy of BRENNAN REAL ESTATE GROUP LLC
Popularity
$265,000
$937/mo
Monthly Payment:
$937
Principal & Interest:
$937
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $53,000 down)
Winter Park, FL 32789
Fairview Shores
3bed 2bath 1,492sq ft $178 / sq ft SFR
Lot Size7,000sq ft Built1952 On Site6days
Would you like to live in the most sought-after area in Orlando? This charming and completely upgraded 3 bedrooms and 2 bathrooms pool home at College Park is the house for you.... more
Would you like to live in the most sought-after area in Orlando? This charming and completely upgraded 3 bedrooms and 2 bathrooms pool home at College Park is the house for you. Enjoy the open floor plan with dark laminate flooring in the naturally lit living room with its vaulted ceiling. The kitchen is elegantly remodeled with beautiful cabinetry, stainless steel appliances and marble/ granite counter tops. To top this, the kitchen features a wine refrigerator for you convenience. The bathrooms were also remodeled last year. This gorgeous house offers plenty of room for entertainment whether it is in front of the wood burning fireplace in the family room or oversized screened patio which overlooks the backyard with its serene blue pool and splendid landscaping. To enjoy some outdoor shade, a lovely gazebo is ready for you at the far end of the yard. Don't miss on this great opportunity. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$625,000
$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 $125,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,770sq ft $353 / sq ft SFR
Lot Size10,114sq ft Built1958 On Site7days
Beautiful three bedroom, two bath home in the Vias. Charming character, hardwood floors, crown molding, wood burning fireplace, and more! Private, fenced backyard, is the... more
Beautiful three bedroom, two bath home in the Vias. Charming character, hardwood floors, crown molding, wood burning fireplace, and more! Private, fenced backyard, is the perfect place for relaxing and enjoying the outdoors. In ground pool and an outdoor fireplace compliment the homes open patios. Inside youll be hard-pressed to find a home with more authentic character. Formal living and dining rooms are spacious and the second living/family room with French doors overlooks the beautiful pool and backyard. Master bedroom has a full bath while the two guest rooms share a hall bath. New roof in 2015. Located in one of Winter Parks most desirable neighborhoods, the Vias offer picturesque streets, A-rated public schools, and are just a short bike ride to many nearby parks and trails as well as Park Avenue, the Racquet Club, and the Winter Park Golf Course. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
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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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Thursday, May 5, 2016 at 8:02 PM. Properties in listings may have been sold or may no longer be available.