Call your local brokerage at 844-662-5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

424 Properties Found [ Edit Search ]
Save This Search
Receive Email Alerts

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...
Show all »
First page 23 of 29 Last
$619,900
$2,296/mo
Monthly Payment:
$2,296
Principal & Interest:
$2,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $123,980 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 5,511sq ft $112 / sq ft SFR
Lot Size22,599sq ft Built1970 On Site196days
Great peaceful property in Winter Park. Needs a little TLC, however, it has great potential!
Great peaceful property in Winter Park. Needs a little TLC, however, it has great potential! less
Listing Provided Courtesy of Re/max Assured
Popularity
Your search results are current and complete. Learn more
$274,900
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $54,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,432sq ft $192 / sq ft SFR
Lot Size9,563sq ft Built1957 On Site198days
Reduced!!!Winter Park Charmer, looking for a gorgeous, move-in-ready home with everything brand new in the city of Winter Park. In this quiet street, this home was just... more
Reduced!!!Winter Park Charmer, looking for a gorgeous, move-in-ready home with everything brand new in the city of Winter Park. In this quiet street, this home was just completely renovated. It has is it all including a new roof, new double pane glass, low E windows, designer Kitchen with brand new cabinets, granite, stainless appliances, electric panel upgraded to include bathrooms, kitchen and family room. 2 Elegant new bath rooms with vanities , granite and Porcelain tile, new lighting, the original red oak hardwood floors have been completely redone, new interior doors with new hardware, upgraded base boards with crown molding, new drywall texture, exterior/interior paint, new Seville sod and upgraded front lawn landscape package, has a well and irrigation system, laundry with extra storage, renovated backyard shed for storage add to this a 1 car garage, new door with opener. Newer A/C, Newer plumbing. The "Huge" backyard (can be your blank canvas) easily accommodates a pool with extra space for a swing set, the existing shed and much more. If not the best, it is one of the best lots in the neighborhood. No HOA. A rated Winter Park schools, Walk to the YMCA, Whole Foods. Close to shopping and dining on Park Ave, Rollins College and Winter Park Hospital. Stop by ASAP to see this before it's snatched up!! OWNERS WILL CONTRIBUTE UP TO $4,000.00 TOWARDS buyer's closing costs with full offer!! less
Listing Provided Courtesy of Equitypoint Properties Llc
Popularity
$159,900
$592/mo
Monthly Payment:
$592
Principal & Interest:
$592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,232sq ft $130 / sq ft SFR
Lot Size24,877sq ft Built2014 On Site199days
Extra large centrally located property with brand new manufactured home. Fully landscaped, fenced, concrete drive. Country setting near all city conveniences. Space for large... more
Extra large centrally located property with brand new manufactured home. Fully landscaped, fenced, concrete drive. Country setting near all city conveniences. Space for large garage/shop for a business plus parking for your rv or boat. Unique property for this city location. A must see if you are looking for open space without losing convenience. less
Listing Provided Courtesy of Travis Sawchuk Commercial 1st
Popularity
$374,900
$1,411/mo
Monthly Payment:
$1,411
Principal & Interest:
$1,388
HOA Dues:
$23
(Based on a 30 year fixed loan at 3.75% with $74,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,846sq ft $132 / sq ft SFR
Lot Size29,761sq ft Built1995 On Site199days
Priced to sell fast!! This exquisite lake howell accessible home is located in the lost creek subdivision...A winter park favorable family location. Built in 1995, this home has... more
Priced to sell fast!! This exquisite lake howell accessible home is located in the lost creek subdivision...A winter park favorable family location. Built in 1995, this home has had only two owners! This nearly 1 acre estate is situated on a beautifully landscaped corner lot that backs up to a tropical canal that allows motor boats up to 14'. Elegant yet comfortable, the home was built to maximize space and allow flexibility in décor and varying tastes. The floor plan is masterfully laid out with 2 large living areas, a dining area and eat-in-kitchen, 4 bedrooms plus a bonus entertainment room. Features include vaulted cathedral ceilings, colonial baseboards; suede-textured walls and professionally organized and installed master closet. New embellishments include remodeled kitchen with huge chef's island accented with granite throughout, custom cappuccino cabinets, premium travertine tile, stainless steel appliances throughout, a cozy breakfast nook, hidden pantry plus attached sub-stair bonus pantry. Enjoy the premium wood laminate floors and meticulous detail in every room. Downstairs master suite overlooks lush yard and canal with attached bonus room, and walk-in closet, plus his & her sinks. Second first floor bedroom can be office or guest room with attached full bath. Two identical bedrooms upstairs also include a bathroom with his and her sinks and an attached loft that over-looks the huge living area. The property is fully fenced in & double gate for boat parking! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$1,575,000
$5,835/mo
Monthly Payment:
$5,835
Principal & Interest:
$5,835
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $315,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,300sq ft $366 / sq ft SFR
Lot Size11,819sq ft Built2014 On Site201days
Ira Kitograd and Zane Williams of IBK Construction and Z Properties proudly present their newest project. This custom 4 Bedroom 4.5 Bath home is the perfect respite for any... more
Ira Kitograd and Zane Williams of IBK Construction and Z Properties proudly present their newest project. This custom 4 Bedroom 4.5 Bath home is the perfect respite for any family. What sets this residence apart from others are many of its unique features. To highlight just a few; this home features two full first floor suites both with private baths. Perfect for an in-law suite or home office. The home has open contemporary styling but still is keeping true to traditional timeless architure. The home has two outdoor living / entertainment areas. The kitchen is a foodie lover's dream with ample work space, custom cabinetry and commercial style appliances. The private courtyard is an inviting entry into the residence. The first floor master consists of an oversize master retreat with spa like bathroom and ample built-ins and large closet space with views of the outdoor pool area. The second suite perfect for the in-laws or a private home office. The second floor boasts a generous oversize game room with two bedroom and two baths. Not to be missed are the ample storage and bonus spaces. Using some of the finest materials including Pella windows and doors, high efficiency A/C systems and energy saving insulation, real brick accents , paver driveways and much more. This unique plan is designed for today's families and lifestyle. Perfect for entertaining family and friends. Located in one of Winter Park most desirable areas. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$649,000
$2,404/mo
Monthly Payment:
$2,404
Principal & Interest:
$2,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,348sq ft $276 / sq ft SFR
Lot Size13,505sq ft Built1948 On Site203days
This beautiful, newly remodeled, Winter Park home is waiting for you. Bathed in natural light, this already spacious home has a very open feel to it. Large windows and French... more
This beautiful, newly remodeled, Winter Park home is waiting for you. Bathed in natural light, this already spacious home has a very open feel to it. Large windows and French doors allow you to overlook the large back yard and private pool. The contemporary style, hardwood floors and decorative crown molding throughout this home adds a gorgeous uniqueness to it. The kitchen, the heart of any home, is newly renovated with stunning granite counter tops, stainless steel appliances and has plenty of storage room. Enjoy a cozy night in with the family around the refaced wood burning fireplace in your open-plan family room. The master suite is a grand in size and has a beautiful bathroom with his and hers sinks and beautiful shower. The large walk-in master closet is designed with style in mind, with custom built-ins plenty of room for all your fashion accessories. The large backyard is perfect for summer time entertaining, with a covered dining area, custom fireplace and an outdoor shower as well as a huge yard and your very own private pool. Don't miss this opportunity to live in a Winter Park location surrounded by Million Dollar homes and just a stroll away from its Historic Downtown and popular Park Avenue and Winter Park Golf Club! less
Listing Provided Courtesy of Regal R.e. Professionals Llc
Popularity
$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,347sq ft $118 / sq ft SFR
Lot Size11,133sq ft Built1959 On Site203days
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does... more
Short sale. Listing price approved by lender.All home square footage and lot size, if exact square footage is concern, the property should be independently measured. Seller does not provide condo/ hoa docs, this is the responsibility of the buyer. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. Seller has retained an attorney to negotiate the short sale transaction. less
Listing Provided Courtesy of Florida Realty Team Of Central
Popularity
$835,000
$3,314/mo
Monthly Payment:
$3,314
Principal & Interest:
$3,093
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $167,000 down)
Winter Park, FL 32789
Windsong Orange County School District
3bed 4bath 3,170sq ft $263 / sq ft SFR
Lot Size6,970sq ft Built2005 On Site207days
Sophisticated masterpiece in prestigious Windsong! Custom designed and built with the highest standards, this architecture showpiece exudes elegance in every detail. Grand,... more
Sophisticated masterpiece in prestigious Windsong! Custom designed and built with the highest standards, this architecture showpiece exudes elegance in every detail. Grand, solid mahogany doors and oculus windows draw you into the home's formal entry where guests are greeted by a circular, iron staircase. Travertine and Indonesian wood flooring guide you through the home's exquisite European interior. French doors and oversized windows open off the lavish Great Room and allow for tranquil views of the Charleston-style courtyard and gardens, complete with stone columns and wood trellis. Columned archways, twelve foot ceilings, and a stately gas fireplace create a palatial ambience perfect for entertaining. Retreat upstairs via the home's hydraulic elevator and find solitude in the library or comfort in one of the three oversized bedrooms. This home pairs indoor and outdoor living into perfect harmony. Extensive upgrades, including wood shutters, crown molding, and insulated aluminum clad doors and windows create a high quality, low maintenance, and energy efficient home. Enjoy all the amenities Windsong has to offer from the community parks and playgrounds, to the Winter Park Chain of Lakes access and more all while taking advantage of the close proximity to downtown Winter Park's famed boutiques and restaurants and Baldwin Park's thriving downtown center. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$299,000
$1,857/mo
Monthly Payment:
$1,857
Principal & Interest:
$1,107
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32789
2bed 2bath 1,140sq ft $262 / sq ft CND
Lot Size3.3acre Built1921 On Site208days
This light and bright second floor end unit is located in the Historic Alabama lakefront condominium. This two bedroom, two bath unit has wonderful views, inside laundry room w/... more
This light and bright second floor end unit is located in the Historic Alabama lakefront condominium. This two bedroom, two bath unit has wonderful views, inside laundry room w/ washer & dryer, built in book shelves and crown molding in the great room. Building offers a secure lobby entrance, boat docks which may be rented yearly on a first come basis, a community pool & clubhouse as well as covered parking. The Alabama is situated on 3 acres in the prestigious "Vias" of Olde Winter Park. No rentals permitted in the building. Small to medium size pets are allowed. Walk to Park Avenues boutiques & restaurants. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$335,000
$1,249/mo
Monthly Payment:
$1,249
Principal & Interest:
$1,241
HOA Dues:
$8
(Based on a 30 year fixed loan at 3.75% with $67,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
5bed 3bath 2,249sq ft $149 / sq ft SFR
Lot Size35,343sq ft Built1971 On Site208days
Price Reduced!! Lakefront property zoned Winter Park Schools. Come view this 5 bedroom, 3 bath home that has a beautiful view of Lake Nan with an oversized Florida Room at the... more
Price Reduced!! Lakefront property zoned Winter Park Schools. Come view this 5 bedroom, 3 bath home that has a beautiful view of Lake Nan with an oversized Florida Room at the back of the home! Screened room overlooks lake. Large, oversized lot that has no neighbors on one side. Very lush, plants in backyard. An additional building has been built for a work shed or storage facility and even has a greenhouse. Home has only had one original owner and has been very well maintained, but it is dated. Does need some cosmetic upgrades. But spacious floor plan, living room and great room. Split floor plan and three full bathrooms. less
Listing Provided Courtesy of Florida Gold Realty
Popularity
$519,500
$1,924/mo
Monthly Payment:
$1,924
Principal & Interest:
$1,924
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $103,900 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,557sq ft $203 / sq ft SFR
Lot Size6,686sq ft Built1988 On Site209days
Winter Park Showplace "Cottage Home". Walk to Winter Park Avenue. Open floorplan. All wood floors downstairs. Many built-ins in master and den/television room. Fenced in... more
Winter Park Showplace "Cottage Home". Walk to Winter Park Avenue. Open floorplan. All wood floors downstairs. Many built-ins in master and den/television room. Fenced in backyard (room to add small pool according to the City of Winter Park). Surrounded by larger more expansive homes!! Upgraded landscaping. New flooring, cabinets, granite counters in bathrooms. Oversized master bedroom, nice sitting area on upstairs landing. Priced below recent appraisal by Tim Burns. A real decorator's showplace. Truly a "Must-See" home. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$409,740
$1,568/mo
Monthly Payment:
$1,568
Principal & Interest:
$1,518
HOA Dues:
$50
(Based on a 30 year fixed loan at 3.75% with $81,948 down)
Winter Park, FL 32792
5bed 4bath 3,152sq ft $130 / sq ft SFR
Lot Size9,100sq ft Built2014 On Site209days
Brand new home in access controlled community. This elegant 5 bedroom, 3.5 bath, 3 car garage home features upgrade cabinetry and flooring, stainless steel appliances, covered... more
Brand new home in access controlled community. This elegant 5 bedroom, 3.5 bath, 3 car garage home features upgrade cabinetry and flooring, stainless steel appliances, covered lanai and more. less
Listing Provided Courtesy of Ryland Homes Of Florida Realty
Popularity
$999,000
$3,701/mo
Monthly Payment:
$3,701
Principal & Interest:
$3,701
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,853sq ft $259 / sq ft SFR
Lot Size14,312sq ft Built1969 On Site211days
Absolutely stunning home in Park North, just blocks from Park Avenue shops and dining! This gorgeous four bedroom, three and one-half bath home, features over 3,800 square feet... more
Absolutely stunning home in Park North, just blocks from Park Avenue shops and dining! This gorgeous four bedroom, three and one-half bath home, features over 3,800 square feet of living space, including formal living and dining rooms, large eat-in kitchen, and illuminating sunroom. Tile flooring throughout home provides seamless transition from room to room. Kitchen is spacious with light cabinetry and custom granite counter tops. Great room off the kitchen has a lovely Spanish style, wood burning fireplace, and French doors that lead into the sunroom complete with a full bath, wet bar, and sparkling views of the pool. Master bedroom gives new meaning to the word retreat. Enter the master suite through the sitting area and find yourself in an expansive enclave of luxury and serenity. Master bath is luxurious with its highly appointed fixtures; walk-in shower, spa tub, his and her vanities, and vaulted ceilings. French doors off the master bath provide access to a great bonus space that could be used as an office or workout room, with views once again of the pool. Three oversized guest bedrooms, each with generous closet space, and a third full bath complete the interior living areas. Home sits on an oversized, corner lot with tons of green space, shaded by mature landscaping and majestic oaks. Located within such a short distance to all Winter Park has to offer, and zoned for A rated schools, this home is a must see! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$575,000
$2,130/mo
Monthly Payment:
$2,130
Principal & Interest:
$2,130
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $115,000 down)
Winter Park, FL 32792
Seminole County School District
5bed 4bath 3,756sq ft $153 / sq ft SFR
Lot Size10,209sq ft Built2015 On Site214days
To be built custom home. Help the builder make selections.
To be built custom home. Help the builder make selections. less
Listing Provided Courtesy of New Homes Real Estate, Inc.
Popularity
$254,999
$966/mo
Monthly Payment:
$966
Principal & Interest:
$944
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $51,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,906sq ft $134 / sq ft SFR
Lot Size6,842sq ft Built1989 On Site215days
Master bedroom is located downstairs. You will not want to miss this home! Many upgrades, all with quality materials. Designer touches throughout-owner holds a certificate in... more
Master bedroom is located downstairs. You will not want to miss this home! Many upgrades, all with quality materials. Designer touches throughout-owner holds a certificate in interior design. Completely updated home in sought after area of Winter Park, with modern yet timeless design. Subdivision is small, private, and zoned for Seminole county schools. This home has been well maintained and care for. Elegant dark/quality hardwood floors & base boards throughout, stainless steel appliances in kitchen. Updated bathrooms (2.5) with modern cabinets, tiles, fixtures, bathtub/Jacuzzi, shower doors, and lights. Updated master bedroom #1 closet-new high quality closet system and lighting installed. High quality dark wood shutters in living room, White shutters in bedroom#3, White shutters in master bedroom & Bathroom. A/C installed three years ago. Ceiling fans in all rooms, living, master room bedroom # 1,2,3 and 4. New sod in front & back yard (St. Augustine grass) and maintained with service from Heron Lawn & Pest Control. THIS HOME WON'T LAST LONG IN THE MARKET GET YOUR BUYERS TO SEE IT!!!! less
Listing Provided Courtesy of Ameriteam Realty, Inc.
Popularity
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
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
Content provided and owned by Coldwell Banker Residential Real Estate.
Loading....
Loading
The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Monday, December 22, 2014 at 8:39 AM