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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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$519,000
$1,836/mo
Monthly Payment:
$1,836
Principal & Interest:
$1,836
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $103,800 down)

1420 Aloma Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 3bath 2,347sq ft $221 / sq ft SFR
Lot Size19,883sq ft Built1936 On Site1days
Lakefront home near Rollins College and walking distance to Park Avenue. Updated kitchen, new roof in 2015, two masters with on suite bathrooms located on second floor,... more
Lakefront home near Rollins College and walking distance to Park Avenue. Updated kitchen, new roof in 2015, two masters with on suite bathrooms located on second floor, fireplace, balcony to enjoy the the serenity of Lake Sylvan in the evenings. Circular driveway for ease of entering and exiting. less
Listing Provided Courtesy of FLORIDA ONE REAL ESTATE LLC
Popularity N/A
$205,000
$727/mo
Monthly Payment:
$727
Principal & Interest:
$725
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.38% with $41,000 down)

1034 Bradford Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,162sq ft $95 / sq ft SFR
Lot Size9,759sq ft Built1976 On Site1days
Open Sun Jul 31, 1pm-5pm
Don't miss this wonderful light and airy four bedroom two bath pool home. Split bedroom plan, formal living and dining room. Wood floors or tile in all of the rooms. The kitchen... more
Don't miss this wonderful light and airy four bedroom two bath pool home. Split bedroom plan, formal living and dining room. Wood floors or tile in all of the rooms. The kitchen has a great view of the beautiful pool and back yard. There is also a large porch. the house sets on almost a quarter acre of land. less
Listing Provided Courtesy of WATSON REALTY CORP
Popularity N/A
$239,900
$849/mo
Monthly Payment:
$849
Principal & Interest:
$849
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $47,980 down)

110 Killarney Bay Court #5-1 NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 2bath 1,140sq ft $210 / sq ft CND
Lot Size4,646sq ft Built1986 On Site1days
Fully renovated - Ground Floor Condo - This Spacious end unit 2/2 offers a large living are with a open patio right off the great room. Separate dining room with beautiful... more
Fully renovated - Ground Floor Condo - This Spacious end unit 2/2 offers a large living are with a open patio right off the great room. Separate dining room with beautiful updated fixtures. There are new, wire brushed laminated floors throughout. The open Kitchen has new stainless steel appliance, granite counter tops and a lovely time backsplash and features a large breakfast bar and closet pantry. Lovely, corner wood burning Fireplace with a marble surround. Master suite has walk-in closet with a custom closet system. The second bedroom has sliding doors that open onto a screened and covered private patio. Spacious Inside laundry room. Community pool. dock , lake access and more. This beautifully maintained condo community is right across from Winter Park Village and just steps away from all the wonderful shopping and dining opportunities available in Winter Park. Hurry, this rare find will not last !!!! less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
Popularity N/A
$279,900
$990/mo
Monthly Payment:
$990
Principal & Interest:
$990
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $55,980 down)

934 Dupont Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 2bath 2,034sq ft $138 / sq ft SFR
Lot Size7,875sq ft Built1956 On Site1days
Pride of ownership shows in this open floor plan home with curb appeal galore! You can have it all - Privacy, space and large corner lot. Located near all that Winter Park has... more
Pride of ownership shows in this open floor plan home with curb appeal galore! You can have it all - Privacy, space and large corner lot. Located near all that Winter Park has to offer while close to everything you need " shopping, dining, and major highways! Youll love to call this amazing home yours from the remodeled kitchen and bathrooms, to the energy efficient appliances. Modern concepts include new plumbing, high efficiency AC and water heater, granite counter tops, stainless steel appliances, crown molding and so much more! Formal living and dining rooms flow to the kitchen and nook. Master bathroom has a large closet, and sitting area. Welcome home! less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE 2
Popularity N/A
$179,000
$1,014/mo
Monthly Payment:
$1,014
Principal & Interest:
$633
HOA Dues:
$381
(Based on a 30 year fixed loan at 3.38% with $35,800 down)

640 N Park Avenue #9 NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
1bath 539sq ft $332 / sq ft CND
Lot Size24,593sq ft Built1956 On Site1days
Park Avenue living at it's best! Park Aire is a quaint, retro condo right on Park Avenue. This is an end unit, studio condo overlooking the pool with amazing views out of the... more
Park Avenue living at it's best! Park Aire is a quaint, retro condo right on Park Avenue. This is an end unit, studio condo overlooking the pool with amazing views out of the huge picture window of newly designed Winter Park Country Club's golf course! Fresh paint inside, clean and ready to make your own. Large walk-in closet, cute little kitchen and full bath! Park Aire Condo has a salt water pool, two 3rd floor sun decks with view of WP Golf course and Casa Feliz, two laundry facilities, storage units for each condo, and this unit has the best designated parking spot of all the units! Walk to upscale dining, shops and live around million dollar homes at an amazing price! This location is one of the best in all of Winter Park!!!! less
Listing Provided Courtesy of SUN PROPERTIES, INC.
Popularity N/A
$249,900
$905/mo
Monthly Payment:
$905
Principal & Interest:
$884
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.38% with $49,980 down)

7817 Fox Knoll Place NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,629sq ft $153 / sq ft SFR
Lot Size9,240sq ft Built1989 On Site2days
Looking for your dream home in the desirable Winter Park area? Look no further than this charming home located on a quiet cul-de-sac surrounded by beautiful conservation areas!... more
Looking for your dream home in the desirable Winter Park area? Look no further than this charming home located on a quiet cul-de-sac surrounded by beautiful conservation areas! Harwood floors throughout spacious living area. Triple sliding doors lead out to sparkling pool and covered lanai. Second and third bedrooms recently renovated with Italian porcelain flooring. 3/2 with large master suite, bonus room and eat-in kitchen. Family room is pre-wired for surround sound. Window treatments and most appliances included. 2 car garage with built-in shelving and attic space provide plenty of storage space. less
Listing Provided Courtesy of LUXURY REALTY, INC.
Popularity N/A
$242,000
$856/mo
Monthly Payment:
$856
Principal & Interest:
$856
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $48,400 down)

2108 Shirewood Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,656sq ft $146 / sq ft SFR
Lot Size11,818sq ft Built1982 On Site2days
Own a pool home in Winter Park and be close to it all! This is a beautiful 3 bedroom 2 bathroom split floor plan home. Home sits near end of cul de sac in great quiet... more
Own a pool home in Winter Park and be close to it all! This is a beautiful 3 bedroom 2 bathroom split floor plan home. Home sits near end of cul de sac in great quiet neighborhood. Front entrance walkway is slate and leads to the front door which opens into small foyer area. Large REAL hardwood floor master bedroom with walk in closet. Huge great room with REAL hardwood floor. Eat in kitchen leads to beautiful Florida room exiting out to screened-in slate patio and pool. Fully landscaped around home with mature oaks on lot with 3-zone sprinkler system. Large fenced back yard! Bring the pets! Close to major shops, trendy Park Avenue, gyms, UCF, Full Sail, Valencia, and major roads! Walk to convenience store, bar, and restaurants! A+ School District! less
Listing Provided Courtesy of K CO
Popularity N/A
$429,000
$1,518/mo
Monthly Payment:
$1,518
Principal & Interest:
$1,518
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $85,800 down)

648 Balmoral Road NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 3bath 2,624sq ft $163 / sq ft SFR
Lot Size10,360sq ft Built1961 On Site2days
This beautiful home is located in the heart of Winter Park and so very convenient to many of the area's more popular destinations such as Park Avenue, Rollins College and... more
This beautiful home is located in the heart of Winter Park and so very convenient to many of the area's more popular destinations such as Park Avenue, Rollins College and Baldwin Park - the home features 4 bedrooms and 3 full bathrooms and so much space! Built in 1961, this home has distinct pride of ownership that is obvious in the care it has received over the years. With over 2600 square feet of living space, this is a great opportunity to call Winter Park your new home! Lake Berry is in the neighborhood and top rated schools is just another perk of the area! Lot's of little upgrades are part of this home, so you must see to appreciate. A fenced in yard is also part of this beautiful home - this is a GREAT family friendly neighborhood so call today for a private showing! Other area features include nearby chain of lakes, golf courses, Florida Hospital and so much more! Room measurements are approximate and should be independently verified. less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity N/A
$112,500
$650/mo
Monthly Payment:
$650
Principal & Interest:
$398
HOA Dues:
$252
(Based on a 30 year fixed loan at 3.38% with $22,500 down)

2452 Grand Teton Circle #2452 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,173sq ft $96 / sq ft CND
Lot Size2,014sq ft Built1981 On Site2days
Only one currently available in this awesome condominium complex in winter park. One story unit w/ two assigned parking spots right at your front door. New a/c unit (2014),... more
Only one currently available in this awesome condominium complex in winter park. One story unit w/ two assigned parking spots right at your front door. New a/c unit (2014), large living room& dining room (could be one spacious great room) featuring volume ceilings, 2 skylights & ceramic tile, eat-in kitchen featuring pass-thru opening, newer cabinets, all appliances included, closet pantry and light & bright! Spacious master suite with views of the patio area . . . Master bath features oversized shower, newer vanity and privacy! 2nd bedroom offers sliding door opening to private porch. 2nd full bathroom has tub w/shower, beautiful vanity and full size washer & dryer(brand new, 6/2016!) enclosed in its own area. Screened/covered porch has "rustic look" tile, storage area and is open to living room & master bedroom. less
Listing Provided Courtesy of EXIT REAL ESTATE RESULTS
Popularity N/A
$1,195,000
$4,279/mo
Monthly Payment:
$4,279
Principal & Interest:
$4,229
HOA Dues:
$50
(Based on a 30 year fixed loan at 3.38% with $239,000 down)

319 Santiago Drive NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
5bed 5bath 3,536sq ft $338 / sq ft SFR
Lot Size19,487sq ft Built1973 On Site2days
Modern Florida transitional style & totally renovated 3,536 sq ft, 5 bed, 4.5 bath Winter Park home. Lovely refinished original hardwood floors through the formal living &... more
Modern Florida transitional style & totally renovated 3,536 sq ft, 5 bed, 4.5 bath Winter Park home. Lovely refinished original hardwood floors through the formal living & dining rooms. Beautiful porcelain tile leads you into the light and bright family room w/ wood burning fireplace & open concept kitchen overlooking the covered lanai & pool patio. Quartz counters, new cabinets & under cabinet LED lights & professional grade stainless steel appliances w/ Bosch dishwasher & induction cook-top stove make this kitchen a true delight. Off the kitchen youll find the 1/2 bath, guest bedroom #1 w/ private full en-suite bath, interior laundry room, & stairs leading to the second floor guest bedroom (>500 sq ft) and its own full bath. The downstairs master bedroom retreat has French doors leading out to the pool area, 2 walk-in closets with custom built-ins (12x11) and a luxury master bath with dual sinks & large walk-in shower. Two other guest bedrooms & a renovated hall bath are also on the first floor. Triple glass sliders in the family room lead to the travertine paver covered lanai looking out to the refinished quartz, salt-water pool. Professionally landscaped & maintained by Signature Landscaping, the outdoor spaces are fully fenced, park-like and peaceful. New roof, plumbing, total home rewire, windows, AC duct work, & gas tankless hot water heater, all 5 renovated bathrooms, new interior/exterior paint " this house is waiting for the most discriminating buyer. Winter Park schools and walkable to Park Ave. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity N/A
$117,900
$417/mo
Monthly Payment:
$417
Principal & Interest:
$417
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $23,580 down)

3334 Royal Street NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
3bed 2bath 1,185sq ft $99 / sq ft SFR
Lot Size4,711sq ft Built1982 On Site2days
Great Investment opportunity! This 3 bed 2 bath duplex is a perfect cozy place to relax and enjoy life! Nice size kitchen included with a breakfast bar. Open space to entertain... more
Great Investment opportunity! This 3 bed 2 bath duplex is a perfect cozy place to relax and enjoy life! Nice size kitchen included with a breakfast bar. Open space to entertain in the dining room and Livingroom combo. Walk outside to your patio and enjoy your fabulously large fenced backyard! Great schools and close proximity to Costco, Millers Ale house, Full Sail University and more. less
Listing Provided Courtesy of CENTURY 21 ROO REALTY
Popularity N/A
$286,000
$1,050/mo
Monthly Payment:
$1,050
Principal & Interest:
$1,012
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.38% with $57,200 down)

4096 Waterview Loop NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,983sq ft $144 / sq ft SFR
Lot Size12,196sq ft Built1988 On Site2days
Location, Location, Location that's the first thing to look for and exactly what this home has to offer. Within the best A schools in Seminole County district and with easy... more
Location, Location, Location that's the first thing to look for and exactly what this home has to offer. Within the best A schools in Seminole County district and with easy accesses to freeways without all the traffic. Great plazas and Mall near by. This is not a house it's a home sweet home. They say a home is not a home without a fire place and this home has a nice fire place , a quiet Florida room and a nice size pool that over looks the water on the background. One can stay hours looking at the cranes, hawks and eagles flying around the trees and hunting for fish. This home is located in a quite nice well-kept neighborhood with friendly neighbors. The floor plan is great without stairs to have to climb up and down , the rooms are the perfect size with vaulted sealing in the family room, living room, kitchen, master bedroom and master bath, New shingles. This is the perfect home to raise a family and teach your child to ride a bike or go out to fish and spend some time together, many memories have been made there and are ready to be continued to be made. This is what this home has to offer. less
Listing Provided Courtesy of BLUE LIGHTHOUSE REALTY INC
Popularity N/A
$1,399,000
$4,951/mo
Monthly Payment:
$4,951
Principal & Interest:
$4,951
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $279,800 down)

320 Cortland Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 4bath 4,321sq ft $324 / sq ft SFR
Lot Size28,500sq ft Built1940 On Site2days
Stunning Olde World Masterpiece Estate completely remodeled by Bill Felkel! Walk to Park Ave. 4 bedrooms, 3.5 baths plus 2 offices. Casa Floresta-featured in WP Magazine and... more
Stunning Olde World Masterpiece Estate completely remodeled by Bill Felkel! Walk to Park Ave. 4 bedrooms, 3.5 baths plus 2 offices. Casa Floresta-featured in WP Magazine and Orlando Home & Leisure. Designed by WP's notable architect Harold Hair in 1937. 2010 Parade of Homes Winner! Four lots in the heart of WP. Enter into the picturesque courtyard with sections of reclaimed New Orleans iron and fountain. Cozy living room and wine closet and bar. Plaster walls, wood floors and authentic Spanish Saltillo tile floors (clay from river beds in Mexico). Breathtaking dining room-20 ft cathedral ceilings and wood burning fireplace. Relax in family rooms with hand-painted beams reproduced from Knowles Chapel and slate floors with floor to ceiling windows. Well appointed and gracious kitchen. Subzero, Thermador natural gas cooktop, 2 dishwashers. Bosch washer and dryer. Granite counters. Beautiful master bedroom, custom closet and spacious master bath with dual vanities, jetted tub, separate shower. Tranquil backyard setting with tons of entertaining areas. Saltwater/heated pool with hand-painted Mexican tile. Reclaimed Chicago brick pavers. Outdoor living room designed by Tom Lamar. Vintage barrel roof tiles to match home. Hand-painted Mexican tile sink. Hand cast fireplace, stone interior. Wood fired pizza oven. Hand-painted tresses (elements of Biltmore Hotel). Chandelier is original to the home. Hand forged iron encasing window, custom iron S-stops on shutters designed from Casa Feliz. Historic meets modern. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity N/A
$255,000
$902/mo
Monthly Payment:
$902
Principal & Interest:
$902
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $51,000 down)

4300 Enright Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,855sq ft $137 / sq ft SFR
Lot Size16,199sq ft Built2005 On Site2days
Short sale.
Short sale. less
Listing Provided Courtesy of RE/MAX INNOVATION
Popularity N/A
$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)

1189 Lazy Hollow Place NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,525sq ft $151 / sq ft SFR
Lot Size9,927sq ft Built1984 On Site3days
The price is RIGHT on this Winter Park POOL home!! Come see what this beautiful 3/2 with BONUS room has to offer! This home features a MODERN KITCHEN with stainless steel... more
The price is RIGHT on this Winter Park POOL home!! Come see what this beautiful 3/2 with BONUS room has to offer! This home features a MODERN KITCHEN with stainless steel appliances (new in 2013), gorgeous glass tile backsplash, upgraded track lighting, tile set on a diagonal, corian counters with integrated sink, custom UNDERMOUNT LIGHTING with interchangeable colors, and wainscoting in the breakfast nook. If you are tired of looking at homes where everything is old then you need to see this home!! The backyard is like your own PRIVATE oasis: featuring a screened porch with French doors, large POOL, large yard with storage shed, and no rear neighbors to look over the fence at you, there is plenty of space for great summer pool parties and room to add your swing sets and yard toys. Additional features/selling points: TWO A/C UNITS (replaced 2015, one for upstairs & one for downstairs), water heater replaced in 2015, exterior paint in 2013, fence painted in 2013, garage door opener replaced in 2016, pool pump replaced in 2013, new creepy crawly pool cleaner in 2015, irrigation system with new sod coming this week, DECORATIVE GLASS FRONT DOOR, and architectural re-roof in 2004. We really don't expect this one to last long so make your appointment today! less
Listing Provided Courtesy of VALENCE REALTY GROUP
Popularity N/A
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, July 28, 2016 at 2:25 PM. Properties in listings may have been sold or may no longer be available.