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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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$990,000
$3,503/mo
Monthly Payment:
$3,503
Principal & Interest:
$3,503
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $198,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,140sq ft $315 / sq ft SFR
Lot Size11,743sq ft Built2012 On Site13days
Winter Park Treasure! You will fall in love with this 2012 Lundev custom 4 bed, 6 bath open floorplan and huge entertaining backyard with saltwater pool. Home has all the newest... more
Winter Park Treasure! You will fall in love with this 2012 Lundev custom 4 bed, 6 bath open floorplan and huge entertaining backyard with saltwater pool. Home has all the newest bells and whistles in prestigious neighborhood adjacent to Windsong. Wood floors and travertine throughout. Separate dining room and office. Spacious downstairs master with gorgeous granite, dual vanity master bathroom, separate shower and spa tub and huge walk-in closet. Best in class family room and kitchen with French doors and views of resort style back yard and pool. Two Butlers pantry areas and big walk-in pantry including wine fridge. Gourmet kitchen has upgraded off-white shaker cabinets, high-end stainless steel appliances, huge granite center island, gas stove and plenty of entertaining and eat-in space. TV wall has beautiful stone accents and surround sound. Loft upstairs for kids hangout. Three spacious bedrooms and storage room. Additional area perfect for gym or bonus/office. Outdoor patio is designed for fun! Grill is connected to the gas line. Outdoor speakers enable you to play music while you host pool party. Saltwater pool has floor cleaning system. Newly landscaped and lush backyard. Oversized epoxy 2 car garage with tons of storage. Tankless gas on demand hot water heater, Isolene foam in walls and roof make utility bills a breeze. Average $200-350. In wall pest system means never having to be home again for treatments! Upgraded doors. Walk and bike to restaurants, Park Ave and best WP schools! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
We show you every available listing. Here's how
$249,000
$881/mo
Monthly Payment:
$881
Principal & Interest:
$881
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $49,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,470sq ft $169 / sq ft SFR
Lot Size13,081sq ft Built1958 On Site13days
The Winter Park School Zone! 3/2 Winter Park Estates Home with huge backyard. Home features ceramic tile throughout, a newer kitchen with granite counter tops and all appliances... more
The Winter Park School Zone! 3/2 Winter Park Estates Home with huge backyard. Home features ceramic tile throughout, a newer kitchen with granite counter tops and all appliances and eat in area in kitchen. Inside laundry room. Bathrooms have been remodeled. Gate with double panels to allow for RV or boat parking. Huge backyard. "A" rated school district. 2016-2017 School year: Aloma Elem, Glenridge, WPHS! less
Listing Provided Courtesy of RE/MAX TOWN & COUNTRY REALTY
Popularity
$330,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $66,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,908sq ft $173 / sq ft SFR
Lot Size9,300sq ft Built1965 On Site13days
Beautiful move in ready home in a quiet street in highly desirable winter park pines neighborhood. Home features four large bedrooms and two baths. Bathroom features glass... more
Beautiful move in ready home in a quiet street in highly desirable winter park pines neighborhood. Home features four large bedrooms and two baths. Bathroom features glass enclosed shower and quartz vanity top. Master bedroom has walk-in closet with built-in shelves. New hardwood floors 2014. The kitchen looks out into the covered/screened porch area. Fully remodeled kitchen in 2014 features white cabinets, quartz countertop and stainless steel appliances with glass cook top & built-in microwave and oven. New tile floor 2014. New roof 2013. Repiped 2014. Large screened in porch perfect for entertaining. Mature landscaping. This neighborhood is conveniently located with easy access to ucf, rollins college, full sail university, ymca, downtown winter park, downtown orlando, and all of winter parks a-rated schools. Close to the cady way exercise trail, cady way pool, and the winter park pines golf course. This is a truly special home with great curb appeal in an excellent school district and will not last for long. Call for your private showing! less
Listing Provided Courtesy of WATSON REALTY CORP
Popularity
$595,000
$2,105/mo
Monthly Payment:
$2,105
Principal & Interest:
$2,105
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $119,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,279sq ft $261 / sq ft SFR
Lot Size4,626sq ft Built1925 On Site13days
'College Quarter' two story 1920's charmer with deeded access to Winter Park chain of lakes located a short stroll from Rollins College, the shores of Lake Virginia, and Park... more
'College Quarter' two story 1920's charmer with deeded access to Winter Park chain of lakes located a short stroll from Rollins College, the shores of Lake Virginia, and Park Avenue. Meticulously maintained and updated with original wood floors and cathedral ceilings in formal areas and a wood burning fireplace in the living room. Enjoy the sunny Florida room with two sets of arched French doors that lead to the formal areas. Spacious kitchen complete with stainless steel refrigerator, gas cooktop, double oven, and wine refrigeration. Two bedrooms and two baths on first floor including en suite bedroom with adjacent study and renovated bath. Private second floor master suite with cathedral ceiling, separate sitting room, and three closets including walk-in. Master bath features double vanity, separate shower, and garden tub. Cathedral or 9 1/2 flat ceilings with expansive windows throughout. Two new A/C units; newer appliances, plumbing, electrical, windows, and roof. Rare opportunity to purchase a fabulous house in the desirable College Quarter historic district. less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$209,900
$781/mo
Monthly Payment:
$781
Principal & Interest:
$742
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.38% with $41,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,600sq ft $131 / sq ft SFR
Lot Size6,188sq ft Built1984 On Site14days
Beautiful 3 Bedroom 2 bath with 2 car garage on corner lot with view of the lake. Open spacious floor plan, vaulted ceilings, fireplace and yard with shade trees. Country Lane... more
Beautiful 3 Bedroom 2 bath with 2 car garage on corner lot with view of the lake. Open spacious floor plan, vaulted ceilings, fireplace and yard with shade trees. Country Lane is a very desirable, established neighborhood with its own private dock, coded lake access, tennis courts and playground. Centrally located with easy access to the 417 and minutes from Full Sail, Valencia Community College, Rollins and UCF. New roof is being installed prior to sale with architectural shingles. less
Listing Provided Courtesy of XLN REALTY, LLC
Popularity
$1,895,000
$6,927/mo
Monthly Payment:
$6,927
Principal & Interest:
$6,706
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $379,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,175sq ft $307 / sq ft SFR
Lot Size20,639sq ft Built2005 On Site14days
Elegant Modern Mediterranean on premium oversized lot and scenic pond with fountain and chain of lakes access directly across street... Home features 4 or 5 bedrooms, 7 baths... more
Elegant Modern Mediterranean on premium oversized lot and scenic pond with fountain and chain of lakes access directly across street... Home features 4 or 5 bedrooms, 7 baths and 2 bonus/media rooms, with 6,175 SF of bright-open modern interiors. Grand two-story entry invites guests along with soaring ceilings, polished marble flooring, beautiful wrought-iron staircase, and extensive glass letting in lots of natural light. Luxury continues throughout the home & into the designer island kitchen with solid wood cabinetry and hand-carved trimming, glass doors, granite countertops & top-of-the-line chefs appliances... the kitchen is open to a fabulous large family room with lake and pool views also gas fireplace & built-in cabinetry with walk-thru to breakfast area & wet bar. Executive office with floor to ceiling bookshelves & tray ceiling off the downstairs wonderful master retreat featuring lavish, two-story, solid-wood closet. Master bath leaves little to be desired with its jetted tub, large walk-in shower, & double vanities. Upstairs provides the perfect retreat for entertaining. Billiard room with full bar overlooks downstairs living area & home theater makes movie night at home a cinematic event. Three of the four upstairs bedrooms are generously sized & offer full bath, walk-in closets & walk-out balcony. Resort style pool & spa, gazebo with summer kitchen, & covered patio exemplify outdoor living at its finest also a spacious 3-car side entry garage and circular driveway. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$389,000
$1,459/mo
Monthly Payment:
$1,459
Principal & Interest:
$1,376
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.38% with $77,800 down)
Winter Park, FL 32792
4bed 3bath 2,535sq ft $153 / sq ft SFR
Lot Size5,750sq ft Built2014 On Site14days
Shows like new, this spacious 4 bedroom 3 bath home has wood flooring on the first floor in kitchen, living areas and stairway leading up to a huge bonus room and master suite... more
Shows like new, this spacious 4 bedroom 3 bath home has wood flooring on the first floor in kitchen, living areas and stairway leading up to a huge bonus room and master suite on the second floor! The gourmet kitchen has 42 inch upgraded cabinets, beautifully polished stone counter tops, plenty of space for a dinette. You will love that the kitchen is open to the family room and French doors leading out to the screened lanai! Great for entertaining. This GATED WINTER PARK COMMUNITY is only minutes from downtown Winter Park, convenient to shopping, restaurants, Seminole County Schools and major roads. less
Listing Provided Courtesy of REALTY RESOURCE OF CENTRAL FL.
Popularity
$695,000
$2,459/mo
Monthly Payment:
$2,459
Principal & Interest:
$2,459
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $139,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size14,351sq ft BuiltN/A On Site14days
Fantastic 131 x 110 corner lot in the Via's, 14,410 platted, but from curb to rear and side property lines you have approximately 20,000 total square feet due to extremely... more
Fantastic 131 x 110 corner lot in the Via's, 14,410 platted, but from curb to rear and side property lines you have approximately 20,000 total square feet due to extremely generous right of ways. So visually, you have a lot that is approximately 20,000, but youre not paying RE taxes on this additional dirt! Your maximum FAR is just under 5,500 sf and all of the power lines are about to go underground in this corridor within the next few months. A very private lot that sits up nice and high with Lake Maitland views from the second floor, blocks away from the WPRC. Front setback on Azalea is 25 and side yard on Cypress is at 25, per correspondence with the City of WP. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$225,000
$796/mo
Monthly Payment:
$796
Principal & Interest:
$796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,229sq ft BuiltN/A On Site14days
Spectacular Location! Build your Dream Home in Downtown Winter Park. Amazing 2 block walk to all Park Avenue Boutique Shops and Wonderful Restaurants. Location, Location!... more
Spectacular Location! Build your Dream Home in Downtown Winter Park. Amazing 2 block walk to all Park Avenue Boutique Shops and Wonderful Restaurants. Location, Location! Literally at your fingertips! Extremely short walk to Hannibal Square, Cask and Larder, Ravenous Pig, Dexters, Antonios, Luma, The Wine Room, Starbucks, Winter Park Farmers Market, and Winter Park Village, the list goes on and on! Large Beautiful Newly Built Homes already on the street. Wonderful Walk to Everything Location including Rollins College. Take Advantage of this Opportunity to Live 2 Blocks from the Hottest and Most Desirable Street in all of Orlando! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$149,000
$747/mo
Monthly Payment:
$747
Principal & Interest:
$527
HOA Dues:
$220
(Based on a 30 year fixed loan at 3.38% with $29,800 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,565sq ft $95 / sq ft TWN
Lot Size960sq ft Built2008 On Site14days
Turn key living at its best!!! Enjoy this quiet and clean community that is just minutes to UCF, FullSail, downtown, shopping and restaurants. This lovely Town home (condo) has... more
Turn key living at its best!!! Enjoy this quiet and clean community that is just minutes to UCF, FullSail, downtown, shopping and restaurants. This lovely Town home (condo) has many features including a spacious floor plan with 3 bedrooms and 2.5 bathrooms, with the half bath downstairs. The kitchen boasts Corian counter-tops, an island with bar stool seating and ceramic tile flooring that extends into the foyer. It comes completed with 36" upper maple cabinets, microwave, refrigerator & dishwasher are all included! There is cultured marble in all the bathrooms, 2" horizontal blinds throughout, and even a built in desk upstairs that's perfect for a home office! This home is complete with a single car garage with the washer & dryer included in the sale. Relax in the screened-in Lanai over looking the private wooded lot behind you. Perfect for privacy and for entertaining guests. Your HOA provides maintenance free living with low monthly fees! Very quiet and peaceful area, but close to everything! CALL NOW for your own private viewing. less
Listing Provided Courtesy of VIRTUOSO INVESTMENT REALTY LLC
Popularity
$465,000
$1,645/mo
Monthly Payment:
$1,645
Principal & Interest:
$1,645
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $93,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,848sq ft $252 / sq ft SFR
Lot Size11,932sq ft Built1956 On Site15days
Beautifully remodeled home in the heart of Winter Park! This home has been completely renovated and thoughtfully updated in 2016 with high end finishings. All core systems... more
Beautifully remodeled home in the heart of Winter Park! This home has been completely renovated and thoughtfully updated in 2016 with high end finishings. All core systems including HVAC (including all components and ductwork), plumbing, electrical, and roof have been recently installed. This 1848 sq.ft. house includes beautiful bamboo flooring throughout, new stainless appliances, new granite countertops, new 42 maple cabinets, open floor plan, and plenty of natural light! Other features of this solid block home include: newly painted interior and exterior, fully remodeled bathrooms including all new lighting/fixtures, sinks, toilets, bathtub (2nd bedroom). Large lot with over 1/4 acre of land has plenty of room to install a pool. Premium location in WP and just minutes from Park Avenue shops/restaurants, Baldwin Park, Rollins Collegeall within a short distance to the top rated schools in the area! Schedule your showing today, this property will not be on the market very long! less
Listing Provided Courtesy of THE REAL ESTATE PRINCIPLE, INC
Popularity
$908,000
$3,213/mo
Monthly Payment:
$3,213
Principal & Interest:
$3,213
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $181,600 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,790sq ft $240 / sq ft SFR
Lot Size13,515sq ft Built1965 On Site15days
Lots of space in this traditional Winter Park pool home in the very desirable Green Oak neighborhood is what you'll find here! Beautiful oversized enclosed pool includes a... more
Lots of space in this traditional Winter Park pool home in the very desirable Green Oak neighborhood is what you'll find here! Beautiful oversized enclosed pool includes a summer kitchen for your outside dining entertainment. The Master BR is downstairs with French doors leading to the pool also has a separate dressing room easily converted to a nursery or office. It's all about the family room with 2 story vaulted ceilings and built in wood shelves which centers around a fireplace. Formal living room also has a fireplace and there's a dining room for your gala events. Two different staircases lead to the upstairs which features 2 bedrooms sharing a jack and jill bathroom. Separate BR and bath down the hall in addition to upstairs bonus room that can also be a bedroom. There's a full bath on the lanai that abuts the "art/craft" room that can be easily converted into a mother-n-law suite since it has an exterior doorway. Don't forget the game room - billards or play room -whichever fits your family's needs. Home offers storage space galore! And it's all about the location. .walk to Park Ave., Enzian Theatre, Park Maitland school. Truly an impeccable home with "A" rated schools and all within walking distance to Park Ave. . . .Call today for your showing. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$1,125,000
$3,981/mo
Monthly Payment:
$3,981
Principal & Interest:
$3,981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $225,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,559sq ft $316 / sq ft SFR
Lot Size11,139sq ft Built2005 On Site15days
Like New Construction 5/3.5 Mediterranean pool home with a fresh and clean feel in the heart of Olde Winter Park. Original owner with recent updates. Features updated cool... more
Like New Construction 5/3.5 Mediterranean pool home with a fresh and clean feel in the heart of Olde Winter Park. Original owner with recent updates. Features updated cool neutral grey color palette, premium stone and solid wood finishes throughout. Downstairs paneled library/office, great/family area with separate dining room and large kitchen with stainless steel Dacor and Bosch gas appliances including wine cooler and island sink. Beautiful downstairs master suite with hydro spa tub, generous closets, double sink vanity and separate multi-head shower. Large breakfast nook allows great view of lush backyard and pool. Upstairs fifth bedroom can be study/office/media. Summer kitchen and beautiful pool add to expansive secluded backyard with updated landscape. Energy efficient double-paned insulated windows and doors. Great walk/bike proximity to Winter Park YMCA, local community parks, and Park Avenue's trendy shops and restaurants. Winter Park schools. less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity
$255,000
$1,434/mo
Monthly Payment:
$1,434
Principal & Interest:
$902
HOA Dues:
$532
(Based on a 30 year fixed loan at 3.38% with $51,000 down)
Winter Park, FL 32789
1bed 1bath 900sq ft $283 / sq ft CND
Lot Size2.8acre Built1960 On Site15days
Estate sale!!! Welcome to winter park lake side living. This 1 bedroom, 1 bathroom condo offers serene views with rich beautiful landscaping and ponds. The property has an... more
Estate sale!!! Welcome to winter park lake side living. This 1 bedroom, 1 bathroom condo offers serene views with rich beautiful landscaping and ponds. The property has an elevator and a community pool to enjoy year round. Walking distance from rollins college, museums and winter parks famous park avenue shopping. less
Listing Provided Courtesy of CONSORTIUM CAPITAL LLC
Popularity
$229,000
$810/mo
Monthly Payment:
$810
Principal & Interest:
$810
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,485sq ft $154 / sq ft SFR
Lot Size15,925sq ft Built1958 On Site15days
Immaculate move-in ready home located in a desirable neighborhood, in beautiful Winter Park. Large 3 bedrooms, 2 bath house. Enjoy the lake view from your screened in back... more
Immaculate move-in ready home located in a desirable neighborhood, in beautiful Winter Park. Large 3 bedrooms, 2 bath house. Enjoy the lake view from your screened in back patio. Freshly painted with original hard wood floors throughout the home and tile in the kitchen and bathrooms. Great schools and easy access to Park Avenue and I-4. This home will not last long. Do not miss the opportunity to live in Winter Park. less
Listing Provided Courtesy of WEICHERT REALTORS HALLMARK PR
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: Tuesday, May 31, 2016 at 3:49 AM. Properties in listings may have been sold or may no longer be available.