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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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$165,000
$611/mo
Monthly Payment:
$611
Principal & Interest:
$611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,635sq ft $101 / sq ft SFR
Lot Size7,878sq ft Built1974 On Site40days
This wonderful 3 bedroom 2 bath pool home located in Winter Park is a MUST SEE. This home has been updated and MOVE IN READY. The entire interior has newly fresh paint. New tile... more
This wonderful 3 bedroom 2 bath pool home located in Winter Park is a MUST SEE. This home has been updated and MOVE IN READY. The entire interior has newly fresh paint. New tile throughout the house with open floor plan offers plenty space to entertain your family. Enjoy this beautiful home with fences and several tropical fruit trees in the back yard. The location is proximate to grocery stores, banks, and other businesses. All stainless steel appliances stay in the kitchen as well as washer and dryer. New roof was replaced in 2006. Motivated seller, seller will entertain all reasonable offers, quick response!!! less
Listing Provided Courtesy of Homes In Florida Real Estate
Popularity
Your search results are current and complete. Learn more
$199,900
$776/mo
Monthly Payment:
$776
Principal & Interest:
$740
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,546sq ft $129 / sq ft SFR
Lot Size5,888sq ft Built1987 On Site40days
Move-in ready and available for a quick close! Beautiful home in good condition located in a charming subdivision. This wonderful home has updated kitchen & bathrooms which... more
Move-in ready and available for a quick close! Beautiful home in good condition located in a charming subdivision. This wonderful home has updated kitchen & bathrooms which compliment a very functional floor plan with an eat in kitchen, living room/dining area combined to make one large room, perfect for entertaining! Master bedroom downstairs with a huge walk-in closet! Mature landscaping adds to the feeling of privacy to be enjoyed on the rear screened porch or paver patio. less
Listing Provided Courtesy of Cfrp Realty Llc
Popularity
$869,900
$3,222/mo
Monthly Payment:
$3,222
Principal & Interest:
$3,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $173,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,167sq ft $275 / sq ft SFR
Lot Size13,544sq ft Built2000 On Site40days
This Lovely, well appointed Traditional home is located in the Heart of Winter Park! Light and Bright this Professionally decorated home has Plantation Shutters and Crown... more
This Lovely, well appointed Traditional home is located in the Heart of Winter Park! Light and Bright this Professionally decorated home has Plantation Shutters and Crown Moulding throughout, Cherry cabinets in kitchen and baths, Sablestone counters, beautiful wallpaper, 10 ft ceilings, and spacious indoor laundry room. The formal living and dining rooms flow nicely to the kitchen and family room and out to a very spacious 37x11 screened porch. The kitchen has a closet pantry, built-in desk plus, and an eat-in area that adjoins the family room. French doors and custom built cabinetry are just a few wonderful features of the family room. This split bedroom plan offers a downstairs luxurious master suite with two walk-in closets and his and her baths with a walk through shower and garden tub. Two of the four additional bedrooms are on the other side of the home with a bath to share. Upstairs has two bedrooms both with 11x4 alcoves and a large jack and jill bath with a shower and linen closet. The home is situated on an oversized, beautfully landscaped lot. Circular drive invites you into the home and an additional driveway leads to the attached two car garage. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$725,000
$2,686/mo
Monthly Payment:
$2,686
Principal & Interest:
$2,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $145,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,335sq ft $310 / sq ft SFR
Lot Size22,960sq ft Built1957 On Site41days
This stunning 3 bedroom 3 bath home sits on one of the only rare DOUBLE LOTS left in Winter Park. It is able to be sub divided per the city, making it an outstanding investment... more
This stunning 3 bedroom 3 bath home sits on one of the only rare DOUBLE LOTS left in Winter Park. It is able to be sub divided per the city, making it an outstanding investment for any buyer! The home is set amongst the Mature Trees and Brick streets of the sought after Lake Chelton neighborhood. The size of the property is not the only thing you will love about this home. The home has been renovated with more than excellent finishes including newly refinished original hardwood floors, Carrera Marble, Granite, gorgeous exposed dark wood-beam ceilings in the family room and breakfast rooms, solid wood shutters, built-ins and many more stylish upgrades you will need to see. The kitchen, bright, light and open boasts of white custom cabinetry, light granite countertops and LG stainless steel appliances. The Master Suite bathroom is adorned with Carrera marble, double sink vanities and custom Carrera marble tub and shower. In the living area the charming wood burning fireplace and built-ins give the home stunning character with french doors that open out onto the Brick Patio overlooking the Enormous, Lush Green landscaped backyard. "A" rated schools. This is an Exceptional Opportunity for any buyer. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$155,500
$576/mo
Monthly Payment:
$576
Principal & Interest:
$576
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,100 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,730sq ft $90 / sq ft SFR
Lot Size7,000sq ft Built1938 On Site41days
Not a short sale or bank owned. Sold "as is" property is in need of rehab and has lots of potentials! Accessibly located near i-4, florida hospital, dubsdread golf course and... more
Not a short sale or bank owned. Sold "as is" property is in need of rehab and has lots of potentials! Accessibly located near i-4, florida hospital, dubsdread golf course and minutes to downtown orlando. Calling all investors and 1st time home buyers, a must see 2 story, 1 car garage, 4 beds, 2 full baths, 1730 sq. Built in 1938 fixer upper home in winter park--submit your highest and best offer! Do not miss this astounding opportunity to purchase a home on the north side of the dubsdread golf community; this home will not last long! less
Listing Provided Courtesy of Greater Orlando Realty, Llc
Popularity
$198,900
$736/mo
Monthly Payment:
$736
Principal & Interest:
$736
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,780 down)
Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,379sq ft $84 / sq ft SFR
Lot Size8,964sq ft Built1981 On Site42days
Great 4 bed/4 bath home on large lot with screened enclosed pool and spa ! There is a master bedroom downstairs with a large walk in closet and full bath along with a 2nd master... more
Great 4 bed/4 bath home on large lot with screened enclosed pool and spa ! There is a master bedroom downstairs with a large walk in closet and full bath along with a 2nd master upstairs with full bath including garden tub and an enormous walk in closet. The garage has been converted into a 3rd master with full bath that could be used as in law suite, teenagers delight or a great office area with its own private entrance. Wood beam ceilings in large living area with stone fireplace. Sliding doors leading to screen enclosed patio/pool, fenced yard for complete privacy ! NO HOA !! Home is sold "As-Is" and needs some TLC. less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity
$335,000
$1,241/mo
Monthly Payment:
$1,241
Principal & Interest:
$1,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,000 down)
Winter Park, FL 32792
Baldwin Park Orange County School District
4bed 2bath 1,813sq ft $185 / sq ft SFR
Lot Size11,185sq ft Built1961 On Site43days
NEW PRICE! Amazing home that has been completely renovated and is in the sought after community of Kenilworth Estates. This property features a 2 car garage with garage door... more
NEW PRICE! Amazing home that has been completely renovated and is in the sought after community of Kenilworth Estates. This property features a 2 car garage with garage door openers, interior utility room, refinished wood floors and no carpeting. The kitchen is brand new and comes complete with stainless steel appliances, solid surface countertops, wood cabinetry and a beautiful backsplash. This home has been freshly painted both interior and exterior and all of the interior doors are brand new. The windows have been replaced using insulated double pane glass and the french doors were added to bring lots of natural light into the family room which leads to the inviting backyard. The backyard has a new rear wall and a new fence with entry gates and there is a sprinkler system to keep the entire yard looking amazing. There are 2 workshop/sheds in the backyard. Great for that person who likes a place to store their tools. The HVAC is brand new - both the interior and exterior units. The home was re-plumbed. The electrical panel is new along with all of the wiring in the kitchen. The rest of the electrical in the home has been updated. Finally, Woodcrest is a quiet street. This property comes with a transferrable termite bond and is ready to call your HOME. less
Listing Provided Courtesy of Parkside Properties, Llc
Popularity
$599,900
$2,222/mo
Monthly Payment:
$2,222
Principal & Interest:
$2,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,038sq ft $197 / sq ft SFR
Lot Size10,381sq ft Built1973 On Site43days
This beautiful updated home is move-in ready. Offering 4 bedrooms and 3 baths, this pool home has over 3,000 SF of space with separate formal living and dining rooms. Open... more
This beautiful updated home is move-in ready. Offering 4 bedrooms and 3 baths, this pool home has over 3,000 SF of space with separate formal living and dining rooms. Open kitchen features granite counters, stainless appliances and a large island with eat-in space. The oversized family room or "man cave" has a half kitchen and wet bar. Wood floors, plantation shutters, crown moulding and French doors throughout. recent updates include new AC and electrical panel, new landscape lighting, new pool pump, new electric gate and new pool awning. Plenty of parking with pavered circle driveway, parking pad and garage. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$70,000
$259/mo
Monthly Payment:
$259
Principal & Interest:
$259
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $14,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 808sq ft $87 / sq ft CND
Lot Size5,826sq ft Built1984 On Site44days
Great affordable 2 bed 1 bath 808 sf condo in desirable winter park. presently leased for $725/month. keep leasing for $725/ mo ( or more) or owner... more
Great affordable 2 bed 1 bath 808 sf condo in desirable winter park. presently leased for $725/month. keep leasing for $725/ mo ( or more) or owner occupy. please do not disturb tenants. Contact listing agent. 24-48 hr minimum notice required for showing. priced at just $70,000 owner will be firm at listing price and will not consider lower offers. less
Listing Provided Courtesy of Not Available
Popularity
$969,000
$4,536/mo
Monthly Payment:
$4,536
Principal & Interest:
$3,590
HOA Dues:
$946
(Based on a 30 year fixed loan at 3.75% with $193,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,964sq ft $493 / sq ft CND
Lot Size2,562sq ft Built1960 On Site44days
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and... more
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and sophisticated, the open floor plan provides natural light and flexibility. Kitchen, dining and family rooms enjoy expansive view of Lake Osceola. Gourmet kitchen has Thermador appliances, quartzite, natural stone counters, tile backsplash and breakfast bar. Laundry room, located off the kitchen, has a wall of shelving and additional storage. Master bedroom has custom designed walk-in closet and adjoining office nook. Adjoining patio area offers water views and lake breezes. Master bath has dual-headed travertine shower, two sinks, marble countertop and travertine flooring. Secondary bedroom has two closets and sitting area overlooking the pond. Additional amenities include walnut wood flooring throughout living areas, custom cabinetry, crown molding, recessed lighting, and surround sound and security system. Other new features: windows, A/C and ductwork, electrical, insulation and plumbing. This downtown Winter Park condo, in a 55+ community, is a short walk to restaurants, shopping, churches and Rollins College. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,758,000
$10,445/mo
Monthly Payment:
$10,445
Principal & Interest:
$10,218
HOA Dues:
$227
(Based on a 30 year fixed loan at 3.75% with $551,600 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 6,757sq ft $408 / sq ft SFR
Lot Size20,097sq ft Built2006 On Site44days
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai... more
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai with summer kitchen. Finely crafted with top of the line finishes including tray ceilings, beamed ceilings, crown molding, 8' cypress doors, Anderson thermo windows, automatic blinds, hand tumbled marble, light cream travertine stone and walnut wood floors. 2 stair cases, Library with custom built-ins, State of the art Audio Theater room with wet bar and automatic projector screen and blinds.A stunning first floor Master Suite with hand painted ceiling, morning kitchen and enormous custom closets. Gourmet Kitchen with arched brick ceiling is a Chef's paradise featuring granite counters, two Sub Zero refrigerators, Wolf oven and gas cooktop, Miele steamer oven, warming drawer, and coffee system, and U-line wine cooler.Custom Walkin pantry with loads of shelving. Kitchen opens to large Family Room with Fireplace and stunning custom built salt water aquarium which overlooks terrace, pool, and heated Jacuzzi with privacy wall. Well equipped summer kitchen with cozy fireplace, ice maker, and GE Monogram gas grill. Far too many impressive features to mention in this palatial home. Enjoy all the Fantastic amenities of the Windsong Community including water access to Winter Park chain of lakes, clubhouse with outside summer kitchen and swimming pool overlooking the lake. boating kayaking, playground in pristine condition. A Rated Schools. less
Listing Provided Courtesy of Grace Realty, Inc.
Popularity
$1,595,000
$6,130/mo
Monthly Payment:
$6,130
Principal & Interest:
$5,909
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $319,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 5,650sq ft $282 / sq ft SFR
Lot Size12,097sq ft Built2006 On Site44days
Beautiful and timeless windsong home. A one of a kind custom cahill built home. Large but warm and inviting 6 bedroom home including an inlaw suite with a mini kitchen and... more
Beautiful and timeless windsong home. A one of a kind custom cahill built home. Large but warm and inviting 6 bedroom home including an inlaw suite with a mini kitchen and separate entrance. This home is near 6000 square feet when including the third floor air conditioned attic space that was once used as a media room. (not included in listing square footage). This home has every amenity imaginable. Top of the line features include mahogany door, travertine and wood flooring, custom hearth cabinets around 3 fireplaces, plantation shutters, custom glass work, beamed ceilings and surround sound throughout the house. A very beautiful master suite is situated on the first floor with amazing ceiling work detail and a spa like master bath and an outdoor shower and retreat with a private secluded jacuzzi. Also on the first floor is a large bright office and a guest bedroom. Upstairs there are 3 large bedrooms and a huge game and family room. Beautiful back porch for entertaining around the tropically landscaped pool. This home is truely one of a kind. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$489,000
$1,811/mo
Monthly Payment:
$1,811
Principal & Interest:
$1,811
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $97,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,472sq ft $198 / sq ft SFR
Lot Size13,000sq ft Built1947 On Site44days
Open Sat Nov 22, 1pm-4pm
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for.... more
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for. Almost everything was renovated within the last 2 years. The first thing that will strike you is the incredibly OPEN FLOOR PLAN. The kitchen is remarkable, with granite countertops, double built-in ovens, stainless appliances, and ample counter space. All three bedrooms are HUGE by downtown standards. The master bath looks like a spa, with garden tub, separate open shower, and plentiful built-in cabinetry. The very large screened lanai overlooks the ENORMOUS backyard, with wooden deck, paver area and plenty of open grass. Surround sound speakers throughout most of the house. Two-car garage. Double lot. New AC units. Newly insulated attic. Tucked away in an ideal part of Orwin Manor, away from high-traffic areas. 32789 zip code. Most furniture is negotiable. less
Listing Provided Courtesy of Uown Real Estate
Popularity
$199,990
$779/mo
Monthly Payment:
$779
Principal & Interest:
$740
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.75% with $39,998 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,307sq ft $153 / sq ft SFR
Lot Size9,112sq ft Built1986 On Site45days
Just Reduced! This pool home shows like a model home! Come see this beautifully well kept 1 story single family pool home in desirable Winter Park. Access to Lake Florence and... more
Just Reduced! This pool home shows like a model home! Come see this beautifully well kept 1 story single family pool home in desirable Winter Park. Access to Lake Florence and Tennis courts! The rear patio is huge, fenced and the sparkling pool creates the perfect oasis. Enjoy your beautiful Florida days and nights in the great patio space. Interior features gorgeous tile and high grade wood laminate floors, convenient eat-in kitchen with stainless steel appliances and so much more. Large master bedroom with a walk in closet and a master bath with an oversized shower! Get creative with the awesome atrium space! Open floor plan lends itself to any accommodation. less
Listing Provided Courtesy of Ecos Realty Llc
Popularity
$215,000
$796/mo
Monthly Payment:
$796
Principal & Interest:
$796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,684sq ft $128 / sq ft SFR
Lot Size15,697sq ft Built1960 On Site45days
Excellent location for your buyers to customize and make this home their own. Large acreage of the lot and central location for enjoying all the best that Winter Park has to... more
Excellent location for your buyers to customize and make this home their own. Large acreage of the lot and central location for enjoying all the best that Winter Park has to offer. Buyers to pay Doc Stamps on the Deed. *Investor offers will NOT be entertained until 20 days after listing date. This property is eligible under the Freddie Mac First Look initiative through 10/29/2014. less
Listing Provided Courtesy of Millenium Realty Group
Popularity
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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
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Data last updated: Saturday, November 22, 2014 at 5:28 PM