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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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$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)
Winter Park, FL 32789
Orange County School District
5bed 3bath 1,940sq ft $144 / sq ft SFR
Lot Size6,751sq ft Built1952 On Site55days
Make your home in the new trending Winter Park West Side. This spacious five bedroom three bath offers a split plan with hardwood and tile floors throughout. Large kitchen with... more
Make your home in the new trending Winter Park West Side. This spacious five bedroom three bath offers a split plan with hardwood and tile floors throughout. Large kitchen with dining area is perfect for entertaining family and guests. A spacious fenced in backyard provides privacy from the street and neighbors. Steps away from Park Ave, Winter Park Village, and shopping, you will not miss any of the action in desirable Winter Park. less
Listing Provided Courtesy of JOSHUA UNLIMITED INC
Popularity
We show you every available listing. Here's how
$1,299,900
$4,600/mo
Monthly Payment:
$4,600
Principal & Interest:
$4,600
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $259,980 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,176sq ft $409 / sq ft CND
Lot SizeN/Asq ft Built2008 On Site56days
With the opulent finishes you would expect of a luxury residence in the heart of winter park, the douglas grand is one of the finest places to call home. Elegant shops and... more
With the opulent finishes you would expect of a luxury residence in the heart of winter park, the douglas grand is one of the finest places to call home. Elegant shops and boutiques that line park avenue, direct access to central park, the location is superb. This premium corner 3 bed residence offers closet built ins throughout and custom plantation shutters installed throughout the home. New washer dryer installed as well. Douglas grand offers controlled access gated entrances and controlled access to reception lobbies, covered assigned parking garage, masonry construction, concrete block partition walls between residences, 13 seer heat pump hvac with digital programmable thermostats, and large walk in closets. Kitchens are adorned with exotic granite countertops, premium stainless steel appliances in bosch, wolf and sub zero and solid wood cabinetry. Dramatic ceiling heights and lots of extra designer touches finish off these beautiful custom residences. less
Listing Provided Courtesy of PREMIER PROPERTY GROUP III
Popularity
$1,325,000
$4,689/mo
Monthly Payment:
$4,689
Principal & Interest:
$4,689
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $265,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,410sq ft $389 / sq ft SFR
Lot Size9,480sq ft Built2016 On Site56days
One of four fabulous single family detached homes to be built as a part of a planned development being built in downtown winter park adjacent to the golf course and a short walk... more
One of four fabulous single family detached homes to be built as a part of a planned development being built in downtown winter park adjacent to the golf course and a short walk to park avenue. This, 3,410 sf air-conditioned space (and 4,829 sf built-up) beautiful modern santa barara style custom hoe, has been thoughtfully designed by winter park's award wining architect slocum platts, and is being built by experienced winter park builder, feely custom homes. Featuring an elegant, bright and open floor plan with high ceilings. You enter the home through an impressive foyer with a 16 foot ceiling leading, on one side, to a guest suite or study/office with it's own private full bath; and on the other side, to the master retreat with 16 foot tray ceiling and dual walk-in closets, a spa-like all marble bath with, a free-standing tub, an enclosed w.C with bidet, and a shower. The living area starts with the grand room with 18 foot ceilings flowing seamlessly into the dining room area opens to the gourmet kitchen with an island an counter seating, high end appliances and cabinetry; and is open to the gathering room. The dougle sided gas fireplace is the centerpiece to all of these rooms, which overlook a huge 14 x 35 covered lanai with a summer kitchen. Folding french doors from the lanai make this part of the living space and is ideal for entertaining or dining al fresco. Upstairs you will find two bedroom suites with walk in closets and private baths - (see attachment for additional remarks) less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$734,900
$2,600/mo
Monthly Payment:
$2,600
Principal & Interest:
$2,600
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $146,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,951sq ft $249 / sq ft SFR
Lot Size9,104sq ft Built2007 On Site56days
Olde Winter Park Mediterranean home with downstairs Master Suite and guest room with full bath. Upon entering this home, you walk past a breathtaking staircase that divides the... more
Olde Winter Park Mediterranean home with downstairs Master Suite and guest room with full bath. Upon entering this home, you walk past a breathtaking staircase that divides the formal dining room from the great family room. Don't miss the separate office or the quaint wine room on the way to the gallery style kitchen with breakfast nook. Stainless appliances, granite counter tops, wood cabinetry and high-end finishes throughout the interior. For outdoor living, enjoy the covered patio overlooking the private backyard. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$150,000
$980/mo
Monthly Payment:
$980
Principal & Interest:
$530
HOA Dues:
$450
(Based on a 30 year fixed loan at 3.38% with $30,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,256sq ft $119 / sq ft CND
Lot Size18,049sq ft Built1985 On Site56days
Wonderful Winter Park Garden Style Condo! This unit features a tranquil rear patio thats just perfect for entertaining or lazing away a summer day with your favorite book, a... more
Wonderful Winter Park Garden Style Condo! This unit features a tranquil rear patio thats just perfect for entertaining or lazing away a summer day with your favorite book, a courtyard entry, 2 car attached garage, and beautiful easy care ceramic tile flooring throughout the living, dining and kitchen. Near shopping, dining, entertainment venues and ample recreation opportunities. Buyer to verify all HOA if applicable, as well as room measurements. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$650,000
$2,300/mo
Monthly Payment:
$2,300
Principal & Interest:
$2,300
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $130,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,200sq ft $295 / sq ft SFR
Lot Size5,997sq ft Built2016 On Site57days
Brand new modern dream home! Light and bright throughout with luxurious finishes and amenities. Spacious kitchen with every amenity, features large island with exotic quartz... more
Brand new modern dream home! Light and bright throughout with luxurious finishes and amenities. Spacious kitchen with every amenity, features large island with exotic quartz counter tops, and gorgeous wood cabinetry. Stainless steel appliances - top of the line. Adjacent dining area, with timeless contemporary touches throughout. Luxurious first den/study or guest room with full bath. Master bedroom has his and her closets featuring a large balcony with stunning glass railing. Bath features cool contemporary lines and fixtures with designer tile, separate soaking tub, and dual vanities featuring quartz counter tops. Don't miss this opportunity to own this fantastic new home in prime winter park for a great price! less
Listing Provided Courtesy of CLASSIC HOMES
Popularity
$995,000
$3,742/mo
Monthly Payment:
$3,742
Principal & Interest:
$3,521
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $199,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,672sq ft $271 / sq ft SFR
Lot Size10,544sq ft Built2005 On Site57days
Beautiful 5 bedroom 3.5 bath Mediterranean Windsong home. First floor master bedroom overlooking beautiful pool are with summer kitchen. Hardwood floors, crown molding,... more
Beautiful 5 bedroom 3.5 bath Mediterranean Windsong home. First floor master bedroom overlooking beautiful pool are with summer kitchen. Hardwood floors, crown molding, travertine and custom gourmet kitchen opens to family room and wine bar. Gas, stove, granite countertops, formal living room and dining room. Large bonus room upstairs along with 4 bedrooms. Great family home in GREAT location with Winter Park Schools. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$279,900
$1,011/mo
Monthly Payment:
$1,011
Principal & Interest:
$990
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.38% with $55,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 2,002sq ft $140 / sq ft SFR
Lot Size12,824sq ft Built1978 On Site58days
REDUCED! Beautiful updated house in Winter Park! Formal Living room, Dining room and Family room with fireplace. Large newer kitchen with corian counters and breakfast room.... more
REDUCED! Beautiful updated house in Winter Park! Formal Living room, Dining room and Family room with fireplace. Large newer kitchen with corian counters and breakfast room. Huge master suite with walk-in closet. Newer roof. Inside utility room. Solar hot water heater. Side entrance 2 car garage. Big screened in porch. Irrigation on shallow well. Nice yard. Great school district of Lakemont Elementary, Maitland Middle, and Winter Park High School! Excellent location near Full Sail, UCF, and Park Avenue, and SR436. Transferable termite bond. Excellent condition. Move right in! MUST SEE!!! MAKE OFFER! less
Listing Provided Courtesy of HOME SOLD NETWORK LLC
Popularity
$869,000
$3,075/mo
Monthly Payment:
$3,075
Principal & Interest:
$3,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $173,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,200sq ft $272 / sq ft SFR
Lot Size8,768sq ft Built2016 On Site58days
Brand new "craftsman style" construction! Light and bright throughout with luxurious finishes and amenities at a great price -range price ($869,000 w/o pool or $895,000 with... more
Brand new "craftsman style" construction! Light and bright throughout with luxurious finishes and amenities at a great price -range price ($869,000 w/o pool or $895,000 with pool) beautiful kitchen features, stainless steel appliances including a dual fuel gas/electric range, drawer style microwave, granite counter tops, a large island with a solid surface quartz counter top, custom cabinetry. Adjacent dining area, with timeless contemporary touches throughout. Luxurious first floor master, with large walk in closet. Private bathroom and suite. Bath features cool contemporary lines and fixtures. Spacious shower, separate soaking tub, and dual vanities with travertine tile flooring and counter tops. Second floor entertainment retreat, ideal for theatre room, child's play area, or second living room. Three spacious guest suites, each with their own bath and walk in closets. This timeless home features 2 on demand gas water heaters, lp gas fireplace, 10' ceilings through out, outdoor lanai. This modern design palate combining contemporary elements with classic elegance blends harmoniously with the winter park community. Close to the ymca, shopping and dinning. less
Listing Provided Courtesy of CLASSIC HOMES
Popularity
$2,265,000
$8,015/mo
Monthly Payment:
$8,015
Principal & Interest:
$8,015
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $453,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,826sq ft $469 / sq ft SFR
Lot Size14,584sq ft Built2016 On Site58days
Pre-Construction. To be built. Wonderful opportunity to customize details on this stunning Modern Mediterranean only footsteps from Park Avenue shops & restaurants 6553 SF... more
Pre-Construction. To be built. Wonderful opportunity to customize details on this stunning Modern Mediterranean only footsteps from Park Avenue shops & restaurants 6553 SF estate thoughtfully designed for gracious living by award-winning architect Slocum & Platts & builder Feely Custom Homes. Elegant home w/ a sense of arrival begins along 180' of Park Ave frontage. Natural gas lanterns invite you through a 6' wide metal gate leading into a 22' high foyer, welcoming you to an open designed residence w/ 12' ceilings, double sided fireplace, seamless views of the lanai, pool & water fall through the expansive folding doors. A perfect blend of indoor-outdoor living. The open floor plan flows from the living areas into a professional Sub Zero/Wolf Kitchen and a bar with a 150 bottle electric wine cellar designed to entertain or partition off for catering w/ hidden custom pocket doors. The open plan leads into a library and an expansive master suite, a private dressing room with 5-sided mirror and a spa-quality bathroom in Calcutta Gold marble throughout. The Pool and Spa are accompanied by an outdoor trellised dining room and summer kitchen with shell/limestone pavers. Features: 4 private suites, 3 car garage with a circular drive, security system, professionally organized closets, Jeld-Wen windows & doors, barrel tile roof, designer detailed ceilings with wood beams, two gas fireplaces and an extensive use of high-end materials. Truly one of the finest new construction opportunities in downtown Winter Park! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$449,000
$2,082/mo
Monthly Payment:
$2,082
Principal & Interest:
$1,589
HOA Dues:
$493
(Based on a 30 year fixed loan at 3.38% with $89,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,544sq ft $291 / sq ft CND
Lot Size13,106sq ft Built2006 On Site58days
Great corner unit in gated Park West Condo Community. Tall ceilings, open view, granite counters in kitchen and wood floors. Community has pool and tennis. Located on the corner... more
Great corner unit in gated Park West Condo Community. Tall ceilings, open view, granite counters in kitchen and wood floors. Community has pool and tennis. Located on the corner of New York Ave. and Morse Blvd., easy stroll to Park Avenue restaurants and shopping. less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$350,000
$1,238/mo
Monthly Payment:
$1,238
Principal & Interest:
$1,238
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $70,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 2,371sq ft $148 / sq ft SFR
Lot Size12,559sq ft Built1968 On Site58days
Excellent floor plan that has been nicely updated in established Winter Park neighborhood! This split 4-bedroom plan centers around a lovely kitchen and family room, large... more
Excellent floor plan that has been nicely updated in established Winter Park neighborhood! This split 4-bedroom plan centers around a lovely kitchen and family room, large enough to host many friends and family! Solid mahogany hardwood floors throughout and granite in the kitchen. Double front doors open to a true foyer with hall closet to greet your guests. Home also features a grand living and dining rooms. Master bedroom has a large walk-in closet with built-in's and on-suite. There's even room for another closet! The Florida room is large and leads to fantastic pool area and large yard, with a covered pergola. Home is on an oversized corner lot with a side entry garage. A great opportunity for a growing family! less
Listing Provided Courtesy of PENNY BROKERS INC
Popularity
$1,374,900
$4,865/mo
Monthly Payment:
$4,865
Principal & Interest:
$4,865
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $274,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,343sq ft $317 / sq ft SFR
Lot Size12,663sq ft Built1998 On Site58days
This southern living style pool home built by posada custom homes is loaded w/ charm. Situated on a quiet street in the heart of the prestigious vias, this home has three... more
This southern living style pool home built by posada custom homes is loaded w/ charm. Situated on a quiet street in the heart of the prestigious vias, this home has three fireplaces, beautiful hard wood floors, four bedrooms, four baths, a den/formal living, formal dining, spacious family room, eat-in kitchen, large bonus room & office/nursery off the master. Foyer has a fabulous winding staircase & soaring two-story ceiling. Private back yard with 40 lap pool, brick patio & trellis create a setting that is perfect for entertaining or quiet relaxation. Recent updates include: wood floors, water treatment system, re-plumbed, carpet, plantation shutters & custom lighting fixtures. Minutes to the winter park racquet club & park avenues shops & restaurants. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$850,000
$3,008/mo
Monthly Payment:
$3,008
Principal & Interest:
$3,008
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $170,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,200sq ft $386 / sq ft SFR
Lot Size15,325sq ft Built1958 On Site58days
Fabulous property in the Heart of the Vias on beautiful oversized corner lot walking distance to WPRC... Charming Winter Park home completely renovated with quality and sleek... more
Fabulous property in the Heart of the Vias on beautiful oversized corner lot walking distance to WPRC... Charming Winter Park home completely renovated with quality and sleek modern interiors, all one level home with very bright-open floor plan, elegant chefs kitchen with quartz counters, Carrera marble, high end fixtures & stainless steel appliances. Beautiful refinished hardwood floors, fireplace, dining area, and light and bright family room. Indoor laundry and mud room. Insulated & air conditioned garage. Back yard is a park like setting with large patio & fountain perfect for entertaining. Minutes to the Winter Park Racquet Club, ICC, Phelps Park/YMCA, Park Avenue restaurants and The Farmers Market. Expect to be impressed! (Note: current owners just invested apprx. $90,000 in additional improvements - list available upon request & attached in MLS) unexpectedly moving... less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$1,499,990
$5,358/mo
Monthly Payment:
$5,358
Principal & Interest:
$5,308
HOA Dues:
$50
(Based on a 30 year fixed loan at 3.38% with $299,998 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 5,429sq ft $276 / sq ft SFR
Lot Size21,070sq ft Built1983 On Site59days
Fully reconstructed two-story traditional 5 bedroom, 4 1/2 bath brick residence set on a half acre bordering Howell's Creek and Mead Gardens. Sevilla is walking distance to Park... more
Fully reconstructed two-story traditional 5 bedroom, 4 1/2 bath brick residence set on a half acre bordering Howell's Creek and Mead Gardens. Sevilla is walking distance to Park Avenue. This exquisitely detailed home showcases a dramatic staircase that leads you upstairs to a huge bonus/game room, and 4 bedrooms and 2 full baths. Entertain in the gourmet eat-in kitchen which is designed around a cozy fireplace, wine cooler, beautiful wood cabinets and granite island. All the finishes were chosen to work in harmony to create a top quality family home in Winter Park. All doors, windows, flooring, wood cabinets, chandeliers, and plumbing fixtures were hand selected by the owner. The first floor master suite has a lavish his/her bathroom with an incredible Jacuzzi bathtub. The interior of the home is marked with 4 fireplaces, sophisticated security, & a state of the art CAT 5 audio/video system, wired for cable, satellite and video distribution, with 25 built in speakers throughout the home & outdoor patios. Outdoor spaces capitalize on the pool, lush landscaping, play house and dock on Howell's Creek. This home is ideal for large gatherings with beautiful up lighting on the house and landscaping. The home has newer mechanical systems, roof, AC, duct work, electrical wiring, plumbing, insulation, Anderson double paned windows, doors, hardware, central vacuum system, lighting and plumbing fixtures. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Wednesday, May 4, 2016 at 7:54 PM. Properties in listings may have been sold or may no longer be available.