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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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$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 Site45days
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
Your search results are current and complete. Learn more
$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 Site46days
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 Site47days
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 Site47days
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 Site48days
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 Site48days
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 Site48days
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 Site48days
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 Site48days
*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 Site49days
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!... more
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 Site49days
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
$549,900
$2,037/mo
Monthly Payment:
$2,037
Principal & Interest:
$2,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,980 down)
Winter Park, FL 32789
4bed 3bath 2,579sq ft $213 / sq ft SFR
Lot Size6,750sq ft Built2014 On Site49days
Open Sun Dec 7, 1pm-3:30pm
Brand new construction. Ready to move in!. Wonderful "orwin manor area". this contemporary style home features: 10'ceilings throughout,wood floors, quartz... more
Brand new construction. Ready to move in!. Wonderful "orwin manor area". this contemporary style home features: 10'ceilings throughout,wood floors, quartz counter tops, 8' doors, gas fireplace, ge profile stainless steel double gas range, dishwasher and microwave drawer, 2 efficient on-demand tankless gas water heaters, crown molding, architectural shingle roof, upgraded designer tile, upgraded lighting and plumbing fixtures and an all glass/aluminum garage door. enjoy entertaining with the open floor plan featuring designer kitchen with sit down island seating and dinning nook, formal dinning room and a spacious family room with a natural gas fireplace looking out to a 20 x 12 covered lanai. First floor master bedroom with his and her closets, separate shower with rain and wall plumbing fixtures and floating double vanity with granite counter tops. You will love the material selections in this home. you will be glad that you saw this home. less
Listing Provided Courtesy of Classic Homes
Popularity
$69,900
$483/mo
Monthly Payment:
$483
Principal & Interest:
$258
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
2bed 3bath 1,031sq ft $68 / sq ft TWN
Lot Size31,698sq ft Built1983 On Site50days
This 2 bedroom townhome offers private bathrooms in each bedroom, laminate flooring in the living areas and on the stairs as well as ceramic tile flooring in the kitchen and on... more
This 2 bedroom townhome offers private bathrooms in each bedroom, laminate flooring in the living areas and on the stairs as well as ceramic tile flooring in the kitchen and on the private, fenced back patio. Add your own touches and finishes and make this unit your own. Located in the established Goldenrod Road area of East Orlando, this unit provides easy access to shopping, dining, major access roads and schools. Relax and enjoy the community pool and playground as well. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of C21/oviedo Realty
Popularity
$395,000
$1,463/mo
Monthly Payment:
$1,463
Principal & Interest:
$1,463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,000 down)
Winter Park, FL 32792
Orange County School District
5bed 3bath 2,600sq ft $152 / sq ft SFR
Lot Size11,183sq ft Built1957 On Site50days
Gorgeous, completely renovated 5 bedroom 3 full bath home. Rarely available 3 blocks from Winter Park High School. Minutes to Cady Way Park. All new roof, electric, plumbing,... more
Gorgeous, completely renovated 5 bedroom 3 full bath home. Rarely available 3 blocks from Winter Park High School. Minutes to Cady Way Park. All new roof, electric, plumbing, floors, paint, lighting, landscaping, windows, kitchen is Victorian Creme Cabinets with Designer slide in range and bathrooms are all new and gorgeous Master shower is huge and has 2 shower heads and built in seat. Come see your dream home with your dream space. Completely open floor plan means you can have Formal Living room, Formal Dining room, Study, Office, playroom, huge family room any way you want to use it! There are also 2 Master bedrooms and an irrigation well. This is a beauty in a great neighborhood. Big homes like this, near Winter park High, come around very rarely so don't wait. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$900,000
$3,334/mo
Monthly Payment:
$3,334
Principal & Interest:
$3,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $180,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 3,162sq ft $285 / sq ft SFR
Lot Size8,385sq ft Built2015 On Site51days
Pre-construction. Stunning WayCool Homes by Phil Kean contemporary home. Breath-taking curb appeal. Three bedroom (plus office), three bath two-story home - brand new for you.... more
Pre-construction. Stunning WayCool Homes by Phil Kean contemporary home. Breath-taking curb appeal. Three bedroom (plus office), three bath two-story home - brand new for you. Phil Kean Designs is the 2013 National Custom Home Builder of the Year. Buyer is not limited to plan/renderings shown, and can meet with the design team to select plan and finishes. Purchase price subject to increase based on buyer's selections of finishes. less
Listing Provided Courtesy of Not Available
Popularity
7 8 9 10 11 12 13 14 15 ... 20
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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: Wednesday, November 26, 2014 at 3:59 PM