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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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$649,900
$2,299/mo
Monthly Payment:
$2,299
Principal & Interest:
$2,299
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $129,980 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size15,371sq ft BuiltN/A On Site48days
Look no further for the perfect location to build your home. This lot is on a tree-lined, cobblestone street one block from Lake Virginia and Winter Park Chain of Lakes and... more
Look no further for the perfect location to build your home. This lot is on a tree-lined, cobblestone street one block from Lake Virginia and Winter Park Chain of Lakes and among the most beautiful estate homes in Winter Park. The lot is generous, roughly measuring 110'X140' with mature landscaping, nestling it in for privacy. Location is ideal to to all major roadways and easy access to downtown and airport. Walk or bike to Park Avenue and enjoy all the amenities Winter Park has to offer. A lifestyle like no other, don't miss this opportunity, land is cleared and ready to go. Call today. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
Your search results are current and complete. Learn more
$324,900
$1,149/mo
Monthly Payment:
$1,149
Principal & Interest:
$1,149
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $64,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,320sq ft $246 / sq ft SFR
Lot Size7,533sq ft Built1998 On Site49days
A gem in the heart of winter park for a great price!! This immaculate 3 bedroom 2 bathroom home is completely move in ready! Overflowing with new upgrades both inside and out,... more
A gem in the heart of winter park for a great price!! This immaculate 3 bedroom 2 bathroom home is completely move in ready! Overflowing with new upgrades both inside and out, this concrete constructed charming bungalow style home is a new owner's dream just waiting to be scooped up. Built in 1998 and renovated in 2015, the current owners have made many improvements including but not limited to new oak wood flooring and baseboards, ss appliances, window treatments and blinds throughout, new lighting both indoors and outdoors, renovated bathrooms, new privacy fencing, wired shed in the backyard and much, much more! A true urban lifestyle right at your fingertips, this home is located within blocks of some of winter park's best kept secrets including the restaurants and unique shops of park avenue and hannibal square, the winter park farmer's market, the sunrail station and central park, morse park and playground, rollins college, etc.! less
Listing Provided Courtesy of KELLER WILLIAMS AT THE PARKS
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 Site49days
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 home, 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 and counter seating, high end appliances and cabinetry; and is open to the gathering room. The double sided gas fireplace is the centerpiece to all of these rooms, which overlook a huge 14 x 35 covered lanai with a summer ktichen. Folding french doors from the lanai make this part of the living space and is ideal for entertaining or dining al fresco. (see attachment for additional remarks). less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$865,000
$3,061/mo
Monthly Payment:
$3,061
Principal & Interest:
$3,061
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $173,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,180sq ft $272 / sq ft SFR
Lot Size9,450sq ft Built2016 On Site49days
Introducing this spectacular two-story French-Contemporary inspired estate perfectly situated on a cul-de-sac in desirable Winter Park. With captivating curb appeal and allured... more
Introducing this spectacular two-story French-Contemporary inspired estate perfectly situated on a cul-de-sac in desirable Winter Park. With captivating curb appeal and allured landscaping, this French flared home is a must see. Enjoy the open floor plan featuring a large foyer, followed by a chefs kitchen that includes granite and custom cabinetry with beautiful island seating perfect for entertaining guests. A large living room with a prodigious fireplace looks out to the private backyard surrounded with 6 white PVC fence. The Master suite has its own double doors that segue strait to the back porch. With a walk-in closet, an oversized shower and double vanity sinks accompanied with quartz countertops, this bedroom leaves a wonderful impression. The first floor is also home to the first of three guest bedrooms. A large closet gives way to an aesthetically pleasing private bathroom appointed with marble countertops and a large bathtub. Downstairs also entertains a half bathroom next to an extravagant laundry room made for your built-in appliances. As you travel upstairs you find the second and third guest bedrooms. Each has their own private bathroom including granite countertops and walk in shower. A special feature to the home is the added bonus room perfect for games and entertaining. The whole home is outfitted with classic crown molding and double pane windows. Close to Park Ave., shops, and fine dining, this upscale home is turnkey ready. less
Listing Provided Courtesy of JOSHUA UNLIMITED INC
Popularity
$899,000
$3,181/mo
Monthly Payment:
$3,181
Principal & Interest:
$3,181
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $179,800 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,423sq ft $263 / sq ft SFR
Lot Size12,552sq ft Built2014 On Site49days
Don't miss this newly built in November 2014 Winter Park five bedroom PLUS office and game room situated on a stunning lot and brick street. Lot dimensions are 83 x 150 in a... more
Don't miss this newly built in November 2014 Winter Park five bedroom PLUS office and game room situated on a stunning lot and brick street. Lot dimensions are 83 x 150 in a highly desirable location! The house exterior design and elements are replica of the award winning "House of Windsor" by Windsor Smith- Brentwood, CA. One-story light and bright with great open entertaining floor plan. Stunning interior details including White Oak engineered flooring, marble foyer, grass cloth wallpaper in the office, Quartzite (natural stone) waterfall counter top island and counters in kitchen, tray ceiling in dining room and gorgeous marble surrounded, modern fireplace overlooking large backyard and pool. Masterpiece kitchen featuring Verona (Italian made) 36 inch Dual Fuel gas range, Bosch Dishwasher, GE French Door fridge, U-line wine cooler. Generous sized master bedroom with high end bathroom; marble tile shower, claw foot tub and Carrera marble counters. Bedrooms all private and three way split plan, nicely appointed and quiet guest suite perfect for parents or out of towners. Restoration Hardware chandeliers and fixtures throughout home. Restoration Hardware vanities. New salt water pool. Travertine paved front walk way, screened porch and pool deck. Black metal gate entrance, remote controlled for cars and detached 2 car garage. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$284,900
$1,008/mo
Monthly Payment:
$1,008
Principal & Interest:
$1,008
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $56,980 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 1,940sq ft $147 / sq ft SFR
Lot Size6,751sq ft Built1952 On Site49days
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
$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 Site50days
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 Site50days
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
$749,900
$2,653/mo
Monthly Payment:
$2,653
Principal & Interest:
$2,653
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $149,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,951sq ft $254 / sq ft SFR
Lot Size9,104sq ft Built2007 On Site50days
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 Site50days
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 Site51days
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
$289,000
$1,043/mo
Monthly Payment:
$1,043
Principal & Interest:
$1,022
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.38% with $57,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 2,002sq ft $144 / sq ft SFR
Lot Size12,824sq ft Built1978 On Site52days
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. 2005 new roof, wiring and walls, and new flooring. 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
$895,000
$3,167/mo
Monthly Payment:
$3,167
Principal & Interest:
$3,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $179,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,200sq ft $280 / sq ft SFR
Lot Size8,768sq ft Built2016 On Site52days
Brand new "craftsman style" construction! Light and bright throughout with luxurious finishes and amenities. Beautiful kitchen features, stainless steel appliances including a... more
Brand new "craftsman style" construction! Light and bright throughout with luxurious finishes and amenities. 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. Want a pool? Owner will provide a pool allowance. You will love this home. 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 Site52days
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 Site52days
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
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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: Thursday, April 28, 2016 at 1:44 PM. Properties in listings may have been sold or may no longer be available.