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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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$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 Site1days
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 Site1days
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 Site1days
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 Site1days
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 Site1days
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 Site1days
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 Site1days
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 Site1days
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
Home Photo
$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 Site1days
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 Site2days
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
$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)

2231 Nairn Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size8,671sq ft BuiltN/A On Site2days
Value is in the land! Corner Lot! Lot size is 70 x 140 ( 8,671 sf) located in Winter Park currently zoned R2...Beautiful trees!! The perfect lot to Build your dream home with A... more
Value is in the land! Corner Lot! Lot size is 70 x 140 ( 8,671 sf) located in Winter Park currently zoned R2...Beautiful trees!! The perfect lot to Build your dream home with A rated school conveniently located close to the YMCA, Park Avenue, Rollins College, Farmers Market, Florida Hospital... The lot can support building a good size home with garage and outdoor living spaces. Original Orange County master plan allows property to be zoned professional office. less
Listing Provided Courtesy of NEW CITY BROKERS, LLC
Popularity N/A
$69,900
$247/mo
Monthly Payment:
$247
Principal & Interest:
$247
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $13,980 down)

3651 N Goldenrod Road #203 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $83 / sq ft CND
Lot Size9,439sq ft Built1990 On Site2days
2 bedroom 2 bathroom condo with an open spacious floor plan. Granite countertops in the kitchen and bathroom, stainless steel appliances and ceramic tile in all the wet areas.... more
2 bedroom 2 bathroom condo with an open spacious floor plan. Granite countertops in the kitchen and bathroom, stainless steel appliances and ceramic tile in all the wet areas. The Lancelot complex has a lovely swimming pool for your use. This community is Centrally located next to all Shopping and Restaurants, A rated schools, minutes away from University of Central Florida (UCF), Valencia College, and Full Sail University. HOA covers Community Pool, Insurance Building, Private Road, Roof, Water/Sewer. less
Listing Provided Courtesy of CROWN REALTY & INVESTMENTS LLC
Popularity N/A
$119,000
$461/mo
Monthly Payment:
$461
Principal & Interest:
$421
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.38% with $23,800 down)

3113 Fairwood Court NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,068sq ft $111 / sq ft SFR
Lot Size3,831sq ft Built1981 On Site2days
WOW....beautiful remodel. Enter the tiled foyer with storage closet and check out the HUGE living space...over 17X17.....Vaulted ceilings....12 foot double sliding doors to... more
WOW....beautiful remodel. Enter the tiled foyer with storage closet and check out the HUGE living space...over 17X17.....Vaulted ceilings....12 foot double sliding doors to screened patio area. There are 2 bedrooms and 2 full baths. Master is 17X11 and has a big walk in closet with shelving and walk in shower in the bath. Second bath in hall has tub. There are sliding doors off second bedroom to a small private patio that has a storage room for bikes, gardening tools, trash cans etc. Kitchen has a window over the sink, range,fridge,dishwasher,disposal, ceiling fan and laundry room area with washer and dryer. Community pool. 2 car parking pad out front. Back yard is fenced and has another storage closet. Brand new carpet and paint. Squeaky clean. less
Listing Provided Courtesy of FUN HOMES
Popularity N/A
$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)

1184 Louisiana Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,000sq ft $249 / sq ft SFR
Lot Size10,163sq ft Built1970 On Site3days
Located on the quaint brick streets of Winter Park. This 3 bedroom 1.5 bathroom is located a block from Park Avenue. Perfect house to use as a starter home, investment property,... more
Located on the quaint brick streets of Winter Park. This 3 bedroom 1.5 bathroom is located a block from Park Avenue. Perfect house to use as a starter home, investment property, or tear it down and build a house of your dreams. Lot size is 10,162 sqft. less
Listing Provided Courtesy of REALTY AND COMPANY INT., LLC
Popularity N/A
$227,900
$806/mo
Monthly Payment:
$806
Principal & Interest:
$806
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,580 down)

1880 Aster Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,650sq ft $138 / sq ft SFR
Lot Size11,117sq ft Built1978 On Site3days
Very nice and bright in Garden Lake Estates right in Seminole County, Winter Park, this is a full 3 bedroom/2 bathrooms/2 Car garage home featuring: Split plan with volume... more
Very nice and bright in Garden Lake Estates right in Seminole County, Winter Park, this is a full 3 bedroom/2 bathrooms/2 Car garage home featuring: Split plan with volume Ceilings, spacious layout with separate and formal Living and Dining rooms. Kitchen and formal dinette area open up to a cozy and large Family room complete with a fireplace for warm cozy winter evenings at home. Flooring is ceramic tile throughout the common areas and carpet in the bedrooms. Master bathroom has been completely updated. There is a huge, screened in rear porch with an extra large yard that backs up to a conservation lot. No rear neighbors! Irrigation and sprinkler system in a separate water meter makes landscape upkeeping more economical. Home is zoned for desirable Seminole County schools and is close to major highways, local shopping centers and restaurants. This is the ideal startup home with lots of potential to make it quaint, spectacular and your very own Winter Park home. less
Listing Provided Courtesy of RE/MAX VANTAGE LLC
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: Wednesday, July 27, 2016 at 2:29 PM. Properties in listings may have been sold or may no longer be available.