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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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$725,000
$2,565/mo
Monthly Payment:
$2,565
Principal & Interest:
$2,565
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $145,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,483sq ft $292 / sq ft SFR
Lot Size9,714sq ft Built2009 On Site33days
This modern Mediterranean-style residence located off Old Winter Park Road has been fully renovated, and no details have been overlooked. Features of the unique, three bedroom,... more
This modern Mediterranean-style residence located off Old Winter Park Road has been fully renovated, and no details have been overlooked. Features of the unique, three bedroom, three-and-a-half-bath home include an open floor plan with 12-foot ceilings and a tranquil view of the courtyard pool and spa as you enter the home. The master bedroom takes over the whole second floor and is a true owners retreat. The detached en suite bedroom would be perfect as an in-law suite or office. Some of the homes upgrades include a new HVAC unit, new flooring, kitchen updates, automatic electric blinds, sound system, security system and landscaping, just to mention a few. Behind the home, the oversized two-car garage with a single covered parking area attached is ideal for the car collector or craftsman. In an excellent location and a great school district, this beautiful home is minutes from downtown Orlando, Winter Park and I-4. less
Listing Provided Courtesy of PREMIER SOTHEBY'S INT'L REALTY
Popularity
Your search results are current and complete. Learn more
$265,000
$975/mo
Monthly Payment:
$975
Principal & Interest:
$937
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.38% with $53,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,891sq ft $140 / sq ft SFR
Lot Size11,938sq ft Built1987 On Site33days
A wonderful home that has been lovingly cared for. This split floor plan 4 bedroom 2 bathroom home sits in a cul-de-sac on an large pie-shaped lot with a short private walk to... more
A wonderful home that has been lovingly cared for. This split floor plan 4 bedroom 2 bathroom home sits in a cul-de-sac on an large pie-shaped lot with a short private walk to the community lake. The interior will greet you with separate formal areas, perfect for entertaining. The owners have added fresh paint throughout, new carpet in the master bedroom, updated kitchen with quartz counter-tops and bathrooms with new tile and quartz counters, as well. You will find a fireplace in the family, perfect for those cozy nights with family, along with sliding glass doors that lead to the covered & screened patio. The exterior of the home has a new roof (complete with warranty), elastomaric paint, and a large fenced yard, ideal for a large family with pets. This home is just waiting for a new family~ what are you waiting for?! {Seller does not warrant the sprinkler system} less
Listing Provided Courtesy of CHAMBERLAIN REALTY LLC
Popularity
$1,250,000
$4,423/mo
Monthly Payment:
$4,423
Principal & Interest:
$4,423
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $250,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,836sq ft $326 / sq ft SFR
Lot Size12,002sq ft Built2016 On Site36days
Coming Summer 2016. Brand new " currently under construction. Stunning contemporary with an open concept floorplan, downstairs master suite, gourmet kitchen, oversized bedrooms,... more
Coming Summer 2016. Brand new " currently under construction. Stunning contemporary with an open concept floorplan, downstairs master suite, gourmet kitchen, oversized bedrooms, and more! Four bedrooms, four and one-half baths, a home office, hardwood flooring, designer finishes, and a private pool and spa. Still time to customize. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$699,000
$2,473/mo
Monthly Payment:
$2,473
Principal & Interest:
$2,473
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $139,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,312sq ft $302 / sq ft SFR
Lot Size11,700sq ft Built1957 On Site36days
Four bedroom, three bath home with in-law apartment in the Vias. Home sits on a large, meticulously landscaped corner lot. Stunning chefs kitchen with Caesartone countertops,... more
Four bedroom, three bath home with in-law apartment in the Vias. Home sits on a large, meticulously landscaped corner lot. Stunning chefs kitchen with Caesartone countertops, custom cabinetry, and stainless steel Viking appliances is a dream to cook in and is open to the homes family room with direct views of the pool area. Formal living/dining room features a beautiful wood burning fire place and plantation shutters. Master bedroom, with double walk-in closets, also has French doors that lead to the covered lanai. Second and third bedrooms are generously sized and share an updated hall bath. Stunning backyard showcases a built-in outdoor kitchen, complete with gas grill, wine/beer fridge, and sink. New plumbing (2014), new electrical (2014), sewer tie-in, indoor laundry, and an oversized paver driveway for additional parking have all been added for your convenience. Zone for A-rated schools, the Vias is a fantastic community with close proximity to several nearby parks and great shops and restaurants, including Park Avenue and Hannibal Square. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$749,000
$2,650/mo
Monthly Payment:
$2,650
Principal & Interest:
$2,650
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $149,800 down)
Winter Park, FL 32792
Orange County School District
4bed 4bath 3,122sq ft $240 / sq ft SFR
Lot Size10,179sq ft Built2016 On Site37days
Come enjoy this spacious David Weekley Home home, in beautiful Winter Park. This beautifully designed and appointed home has plenty of space with its 4 bedrooms, 3.5 baths,... more
Come enjoy this spacious David Weekley Home home, in beautiful Winter Park. This beautifully designed and appointed home has plenty of space with its 4 bedrooms, 3.5 baths, study, children's retreat, covered lanai, and plenty of storage space. It also boasts the newest David Weekley "Energy Saver" construction science that used Double Pane/Low-E II Vinyl Windows, Seer 14 A/C system, R-38 blown fiberglass insulation and many other energy-saving features. You will enjoy living among such timeless and elegant upgrades as distressed hardwood flooring that extends throughout the main living spaces; full overlay, glazed and raised panel cabinets with crown moulding and beveled knobs in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. This home is destined to truly enhance the lives of its future owners. Our Energy Saver Homes offer Homebuyers the best in energy-efficiency and are backed by our program's heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook! It's a win-win-win! less
Listing Provided Courtesy of WEEKLEY HOMES REALTY COMPANY
Popularity
$649,000
$2,296/mo
Monthly Payment:
$2,296
Principal & Interest:
$2,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $129,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,540sq ft $256 / sq ft SFR
Lot Size12,000sq ft Built1953 On Site37days
This is the house your buyers have been asking for! Fabulous home within walking distance to Park Avenue and Rollins College. Everything is done in this awesome house. Situated... more
This is the house your buyers have been asking for! Fabulous home within walking distance to Park Avenue and Rollins College. Everything is done in this awesome house. Situated on a spacious 12,00 sq.ft. lot surrounded by million dollar homes. Custom kitchen, renovated bathrooms, beautiful hardwood floors, crown molding, plantation shutters, extra large bedrooms plus an office/nursery off the master bedroom. Attached two car garage with carriage style doors, and circular paver driveway. Meticulous landscaping. No wasted space, so livable! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$995,000
$3,521/mo
Monthly Payment:
$3,521
Principal & Interest:
$3,521
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $199,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,212sq ft $310 / sq ft SFR
Lot Size8,598sq ft Built2016 On Site37days
Another stylish contemporary home in the heart of Winter Park by OHG Homes. Den on ground floor. Huge Master Bedroom and Bath suite, closet. You will love this house.
Another stylish contemporary home in the heart of Winter Park by OHG Homes. Den on ground floor. Huge Master Bedroom and Bath suite, closet. You will love this house. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$1,249,000
$4,420/mo
Monthly Payment:
$4,420
Principal & Interest:
$4,420
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $249,800 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,612sq ft $271 / sq ft SFR
Lot Size19,421sq ft Built1925 On Site38days
Located on a tree-lined Winter Park street you will find this 6 BR, 6 BA, 4612 HTD SF Spanish Revival pool home situated on a .44-acre lot. Here, the charm of 1920s architecture... more
Located on a tree-lined Winter Park street you will find this 6 BR, 6 BA, 4612 HTD SF Spanish Revival pool home situated on a .44-acre lot. Here, the charm of 1920s architecture blends seamlessly with the convenience of modern amenities. Originally built in 1925, the light and bright living space has been expanded and completely renovated. Downstairs, the living area begins with a formal living room, an intimate sitting room with a wood-burning fireplace that leads to a wing with two ensuite bedrooms, a sunken dining room with travertine floors, a computer niche opposite a guest room and bath. The kitchen features granite counters, counter-to-ceiling backsplash, 42" cherry cabinets, a four burner Wolf range, copper prep and main sinks, dual dishwashers, an under-counter ice maker, a walk-in pantry, a separate casual dining space, and an island/breakfast bar that opens up to the family room. Upstairs you will find two bedrooms, a detached bonus room, two oversized balconies and a master suite outfitted with a sitting room, a grand terrace overlooking the grounds, and a master bath with dual sinks, jetted tub and separate shower, and a large walk-in closet. Walled for privacy, the robust outdoor living area of the estate contains a sparkling pool and gazebo with an industrial grade summer kitchen, a covered sitting space with an entertainment system, a pergola and a gas fire pit. Convenient to I-4, Downtown Orlando, Park Avenue in Winter Park, Rollins College and endless dining and entertainment options. less
Listing Provided Courtesy of STOCKWORTH REALTY GROUP
Popularity
$189,900
$672/mo
Monthly Payment:
$672
Principal & Interest:
$672
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $37,980 down)
Winter Park, FL 32789
College Park Orange County School District
2bed 1bath 1,150sq ft $165 / sq ft SFR
Lot Size6,414sq ft Built1946 On Site38days
Remodeled 2 bedroom, 1 bath, 1 car garage home in Winter Park/College Park. Everything NEW! Roof, electric, plumbing, havoc, Kitchen and Bathroom. Beautiful refinished original... more
Remodeled 2 bedroom, 1 bath, 1 car garage home in Winter Park/College Park. Everything NEW! Roof, electric, plumbing, havoc, Kitchen and Bathroom. Beautiful refinished original pine hardwood floors. Show today, this one won't last long! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$1,790,000
$6,555/mo
Monthly Payment:
$6,555
Principal & Interest:
$6,334
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $358,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 5,147sq ft $348 / sq ft SFR
Lot Size17,583sq ft Built2003 On Site38days
Inspired by Old World style, this beautiful five bedroom, five and one-half bath home in Windsong is elegantly designed and offers an amazing floor plan. Downstairs master... more
Inspired by Old World style, this beautiful five bedroom, five and one-half bath home in Windsong is elegantly designed and offers an amazing floor plan. Downstairs master bedroom is truly spectacular, with a grand two-story custom built closet and a luxurious master bath, complete with jetted tub, walk-in shower, double vanity, and breakfast bar. Formal living and dining rooms are open with coffered ceilings and crown molding. Chefs kitchen with Wolf appliances features a 6-burner gas range, double panel refrigerators, a large island, and countertop seating that overlooks the family room. Two staircases lead to two separate upstairs living spaces; one with an oversized guest suite and full bath, the other with a spacious bonus room, walk out balcony, and two bedrooms, each with their own private bath. Wrought iron fencing encloses the well landscaped backyard, which backs up to the exclusive Genius Drive Nature Preserve. Located in the heart of Winter Park, residents of the prestigious Windsong community enjoy amenities like no other; chain of lakes access, fishing pier, parks, playgrounds, a splash park and close proximity to great shops and restaurants. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$289,900
$1,026/mo
Monthly Payment:
$1,026
Principal & Interest:
$1,025
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.38% with $57,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,040sq ft $142 / sq ft SFR
Lot Size10,800sq ft Built1972 On Site38days
You will be AMAZED from the minute you approach this lovingly-cared-for home. The driveway has been completely redone with pavers (and has plenty of space on the side of the... more
You will be AMAZED from the minute you approach this lovingly-cared-for home. The driveway has been completely redone with pavers (and has plenty of space on the side of the home for your RV, trailer, boat or guest parking). An open floorplan, great for entertaining, this 4 bedroom 2-1/2 bath home awaits you. Formal living and dining rooms plus and eat-in kitchen, family room and Florida room overlooking a private rear yard with immaculate inground pool and separate hot tub/spa. Crown mouldings throughout, wood burning fireplace, an oversized garage and a friendly neighborhood are just a few of the extras that should put this home at the very top of your list. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$800,000
$2,831/mo
Monthly Payment:
$2,831
Principal & Interest:
$2,831
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $160,000 down)
Winter Park, FL 32792
Orange County School District
6bed 6bath 5,000sq ft $160 / sq ft SFR
Lot Size14,630sq ft Built1962 On Site39days
This elegant, MUST SEE estate home is located within the CITY OF WINTER PARK. The kitchen is a chefs dream, complete with high-end ITALIAN GRANITE, SUBZERO REFRIGERATION,... more
This elegant, MUST SEE estate home is located within the CITY OF WINTER PARK. The kitchen is a chefs dream, complete with high-end ITALIAN GRANITE, SUBZERO REFRIGERATION, STAINLESS STEEL appliances, ISLAND, WOOD CABINETRY, and genuine CRYSTAL CHANDELIERS. The backyard is truly an oasis, with a POOL and SPA, TRAVERTINE decking, WROUGHT IRON safety gate, CABANA with FIREPLACE and speakers, KOI POND with waterfall and bridge, and OUTDOOR GRILL. The spacious home is complimented by the detached 1288 sq ft IN LAW SUITE/GUEST HOUSE with a full kitchen, spiral staircase, large bedroom, full bath, and additional living space. BOSE projection equipment and leather seating in the HOME THEATER are included with the sale of the home! Additional features include upgraded light fixtures, crown molding, wood floors, walk-in closets, French doors, a security system, and jetted tubs. A NEW ROOF was put on in 2013, and the dual AC units are newer as well (2015 and 2010). There is gated space to park an RV or BOAT. The CADY WAY TRAIL is located just behind the property, and ALL 3 SCHOOLS for which this home is zoned are in the neighborhood. PARK AVENUE, ROLLINS COLLEGE, multiple golf courses, and the Winter Park chain of lakes, are located just minutes from this home. less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE RLTY
Popularity
$2,200,000
$7,785/mo
Monthly Payment:
$7,785
Principal & Interest:
$7,785
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $440,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 6,362sq ft $346 / sq ft SFR
Lot Size17,500sq ft Built2007 On Site39days
If you have ever dreamed about it, this home has it! Walk up the new circular drive to a one of a kind home in the exclusive Winter Park Vias. It is a one of a kind 5 br 6 bath... more
If you have ever dreamed about it, this home has it! Walk up the new circular drive to a one of a kind home in the exclusive Winter Park Vias. It is a one of a kind 5 br 6 bath 6,362 sq ft home which has every appointment imaginable! The custom Chefs Kitchen has Wolf and Subzero appliances with marble countertops, island, custom cabinetry and custom ceiling. After dinner, relax in the beautiful INDOOR heated pool. The pool is recently renovated with a saltwater system and is complete with waterfall. All 5 bedrooms and 6 baths are graciously sized with upgrades throughout including new cabinetry and moldings. Additional amenities in the home include a custom paneled office, game/play room and fully appointed theatre room, complete with sound system, projector, screen and lutron lights. Walk outside to an additional pool and beautifully finished outdoor kitchen with retractable screen for entertaining. Keep all your vehicles on this property! In addition to the generous 2 car garage, there is a separate garage with a lift installed! In this home, everyone in your family will have their own piece of paradise! Other outdoor improvements include travertine tile, trek decking, efficient LED lighting and new landscaping. A-rated Winter Park school district. Walk to the Winter Park Racquet Club or stay home and enjoy all the luxuries of a 5 star resort! less
Listing Provided Courtesy of BUCKEYE REALTY LLC
Popularity
$337,000
$1,192/mo
Monthly Payment:
$1,192
Principal & Interest:
$1,192
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $67,400 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,930sq ft $175 / sq ft SFR
Lot Size9,091sq ft Built1965 On Site39days
This is a great mid-century residence in a well-established neighborhood in beautiful Winter Park. 3 / 2.5 bath home. Large updated kitchen, updated bathrooms, new flooring... more
This is a great mid-century residence in a well-established neighborhood in beautiful Winter Park. 3 / 2.5 bath home. Large updated kitchen, updated bathrooms, new flooring throughout living area. Granite counter tops. Brick driveway. Mature Oaks. 2 car garage. Wood burning fireplace. Formal dining room. High ceilings. Sprinkler system. Screened Patio. Well built and well maintained. Great neighborhood, great location, fantastic schools. less
Listing Provided Courtesy of LISTWITHFREEDOM.COM INC
Popularity
$929,000
$3,287/mo
Monthly Payment:
$3,287
Principal & Interest:
$3,287
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $185,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,527sq ft $263 / sq ft SFR
Lot Size21,025sq ft Built1948 On Site40days
Ideal location in old winter park! One mile to exclusive park ave, upscale shopping and gourmet restaurants centered around a chain of lakes, parks, golf courses and country... more
Ideal location in old winter park! One mile to exclusive park ave, upscale shopping and gourmet restaurants centered around a chain of lakes, parks, golf courses and country clubs. Walk to the best schools! 10 minutes to downtown orlando, without traffic or highways! Enchanting forrest hills neighborhood-2 beautiful lakes (lake sue & lake chelton), tree lined, brick paved streets with rolling hills and amazing sunsets on lake sue! This beautifully designed home was completely renovated in1997-new electrical, plumbing and roof with additions by winter park architect mark nasrallah. This home has 4 bedrooms and 2.5 baths with a split bedroom plan. A large master suite with granite fireplace, jacuzzi tub, double shower and large closets. Living room has a fireplace, the family room has 10 ft ceilings and a built-in entertainment center with french doors to covered porch and pool. A chef's eat-in kitchen has decor double ovens, a thermador 6 burner gas cooktop, built-in refrigerator, custom designed maple cabinets with granite counter tops. A formal dining room-10 ft ceilings, a built in china cabinet and french doors leading to a covered porch/pool. The home offers great outdoor patios and a covered porch overlooking resurfaced swimming pool. The home is situated on a professionally landscaped, fenced double lot and has a partial lake view, located on a quite street! Want a great lake view? Add a second floor to this property! Lots of room to grow! less
Listing Provided Courtesy of ADVANTAGE REAL EST. SERVICE
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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Friday, April 29, 2016 at 1:00 PM. Properties in listings may have been sold or may no longer be available.