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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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$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 5,100sq ft $647 / sq ft SFR
Lot Size16,439sq ft Built2016 On Site20days
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary... more
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary design that will satisfy the most discriminating buyers. The new, modern home design will offer the best of indoor-outdoor living with features such as: walls of glass, natural textures, natural stones, and many energy efficient materials. You can expect large sweeping lake views, large outdoor living areas with an emphasis on a connection between nature and modern comfort. This masterpiece will sit on the bank of lake mizell which is just a short stroll to park ave, the alfond, and rollins college. All pictures are intended as mere examples of what could be built on this waterfont lot. No picture is accurate or shall depict the exact home intended for this lot. Estimated home size shall be 5100 sq/ft and designed for a specific buyer. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
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$359,000
$1,330/mo
Monthly Payment:
$1,330
Principal & Interest:
$1,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $71,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,522sq ft $236 / sq ft SFR
Lot Size10,963sq ft Built1958 On Site20days
While an interesting Elevation..........the value is in the Land....1/4 acre... in Prime Location
While an interesting Elevation..........the value is in the Land....1/4 acre... in Prime Location less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$51,400
$355/mo
Monthly Payment:
$355
Principal & Interest:
$190
HOA Dues:
$165
(Based on a 30 year fixed loan at 3.75% with $10,280 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 809sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site20days
Turn key operation- all units fully rented! Low maintenance unit, long term tenants and Great Cash Flow! Can you ask for more? Located in The Colonies, this condo is just... more
Turn key operation- all units fully rented! Low maintenance unit, long term tenants and Great Cash Flow! Can you ask for more? Located in The Colonies, this condo is just minutes from UCF and Full Sail University. This property will not last long. Don't wait & Call today before it's gone! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other fully rented condos: #O5351985, #O5351996 , #O5351992 . All units located in the same development! The Colonies community has swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Axon Realty, Inc
Popularity
$259,000
$980/mo
Monthly Payment:
$980
Principal & Interest:
$959
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32792
Seminole County School District
5bed 2bath 2,642sq ft $98 / sq ft SFR
Lot Size19,815sq ft Built1989 On Site20days
Traditional sale!!!! Seller is very motivated!!!! Outstanding spacious home on a cul de sac, with a large driveway and lawn. Home has 5 bedrooms, and two bathrooms, with plenty... more
Traditional sale!!!! Seller is very motivated!!!! Outstanding spacious home on a cul de sac, with a large driveway and lawn. Home has 5 bedrooms, and two bathrooms, with plenty of space for a large family. Master bedroom has a bathroom, with a large garden bathtub and separate shower, with a double sink vanity. One of the bedrooms close to the foyer has double french doors, which can be used as an office/den. Spacious open floor plan, with plenty of windows for natural lighting. Brand new roof done in 2013. Living room has an inviting wood burning fireplace. Eat in kitchen. Separate laundry room. Fire alarm through-out the house. Garage has been converted with permits. Charming wood patio outside, overlooking a big fenced in yard, with mature trees. House has plenty of potential, great for entertaining! less
Listing Provided Courtesy of Arvia Realty Llc
Popularity
$560,000
$2,074/mo
Monthly Payment:
$2,074
Principal & Interest:
$2,074
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $112,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,420sq ft $231 / sq ft SFR
Lot Size14,363sq ft Built1957 On Site21days
Open Sun Mar 29, 2pm-4pm
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique... more
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique blend of rustic Florida and lakefront bliss on Lake Forest which is a non-motorized spring fed lake. This type of home doesn't come along very often and the moment you step in the front door, you will fall in love. Features include terra cotta and brick flooring in living areas, carpet in bedrooms, open kitchen to breakfast room with views of the lake, and wood beam ceilings. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$92,900
$384/mo
Monthly Payment:
$384
Principal & Interest:
$344
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.75% with $18,580 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,143sq ft $81 / sq ft TWN
Lot Size2,427sq ft Built1984 On Site21days
Super location! 2 bedroom, 2 bathroom townhome in villas of casselberry. Airy high ceilings & big screened porch overlooks your private shaded backyard oasis. Updated baths with... more
Super location! 2 bedroom, 2 bathroom townhome in villas of casselberry. Airy high ceilings & big screened porch overlooks your private shaded backyard oasis. Updated baths with ceramic tile, large rooms with tons of natural light throughout. Pretty laminate wood flooring and parquet in the bedrooms. Nice big closets! Attached 1 car garage. Want to be within minutes of full sail university? With low hoa dues? This is the one! 1.6 miles from full sail, with major shopping, grocery stores, restaurants & medical on the way. 8 miles from university of central florida & only 18 miles from two international airports! Desirable seminole county schools & centrally located within ez reach of major commutes. Come by & look, bring your imagination to finish the upgrades that the prior owner started, and get ready to move in!! This is a fannie mae homepath property. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity
$67,500
$496/mo
Monthly Payment:
$496
Principal & Interest:
$250
HOA Dues:
$246
(Based on a 30 year fixed loan at 3.75% with $13,500 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,062sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site21days
Great Investment Property: Easy to rent, low maintenance unit with long term tenants and Great Cash Flow! Can you ask for more? Conveniently located in The Colonies, this two... more
Great Investment Property: Easy to rent, low maintenance unit with long term tenants and Great Cash Flow! Can you ask for more? Conveniently located in The Colonies, this two bedroom condo is just minutes from UCF and Full Sail. This condo will not last long. Don't wait and call today before it's gone! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other condos: #O5351985, #O5351977, #O5351992 . All units fully rented and located in the same development! Enjoy swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Axon Realty, Inc
Popularity
$250,000
$964/mo
Monthly Payment:
$964
Principal & Interest:
$926
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 2,078sq ft $120 / sq ft SFR
Lot Size7,015sq ft Built1989 On Site21days
Price Reduction of $10,000. Very nice 3 bedroom, 2 ½ bath Winter Park pool home on tree lined street in sought after Trinity Bay! Community pool, playground, park, lake... more
Price Reduction of $10,000. Very nice 3 bedroom, 2 ½ bath Winter Park pool home on tree lined street in sought after Trinity Bay! Community pool, playground, park, lake access to ski-lake and community dock, and walk to Trinity Prep. Well- kept home with huge/oversized great room, vaulted ceilings, wood burning fireplace, crown molding and beautiful tile. Formal dining room with French doors, along with breakfast room and great room all opening to the relaxing, gas heated pool and fenced backyard oasis. Pool has been recently re-surfaced; cheerful kitchen; cozy family room; Half Bath has been recently updated; beautiful conservation lot with no rear neighbors!! All bedrooms are upstairs and are carpeted; downstairs is all tile. This beautiful home is a pleasure to show! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
$42,500
$323/mo
Monthly Payment:
$323
Principal & Interest:
$157
HOA Dues:
$166
(Based on a 30 year fixed loan at 3.75% with $8,500 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 664sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site21days
Turn key operation- all units fully rented! Low maintenance unit, long term tenants and Great Cash Flow! Can you ask for more? Located in The Colonies, this condo is just... more
Turn key operation- all units fully rented! Low maintenance unit, long term tenants and Great Cash Flow! Can you ask for more? Located in The Colonies, this condo is just minutes from UCF and Full Sail. This property will not last long. Don't wait & Call today before it's gone! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other fully rented condos: #O5351985, #O5351996 , #O5351992 . All units located in the same development! Enjoy swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Axon Realty, Inc
Popularity
$34,100
$264/mo
Monthly Payment:
$264
Principal & Interest:
$126
HOA Dues:
$138
(Based on a 30 year fixed loan at 3.75% with $6,820 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 537sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site21days
Wow! A must for any real estate investor! Easy maintenance, long term tenants and Great CASH Flow! Located in The Colonies, this spacious condo is just minutes from UCF and Full... more
Wow! A must for any real estate investor! Easy maintenance, long term tenants and Great CASH Flow! Located in The Colonies, this spacious condo is just minutes from UCF and Full Sail. Don't wait and call today before it's too late! Need to expand your portfolio? This cash producing unit can be purchased as a package with 3 other condos: #O5351996 , #O5351977, #O5351992 . All units located in the same development! Enjoy swimming pool, tennis courts, playground and recreation facility. less
Listing Provided Courtesy of Axon Realty, Inc
Popularity
$229,900
$864/mo
Monthly Payment:
$864
Principal & Interest:
$851
HOA Dues:
$13
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 2,195sq ft $105 / sq ft SFR
Lot Size10,929sq ft Built1987 On Site21days
Beautiful 4 bedroom 2 bathroom home on a quiet cul-de-sac in Lake Waunatta Cove. Kitchen has been upgraded and overlooks the spacious living room with beautiful wood floors and... more
Beautiful 4 bedroom 2 bathroom home on a quiet cul-de-sac in Lake Waunatta Cove. Kitchen has been upgraded and overlooks the spacious living room with beautiful wood floors and vaulted ceilings. Large master bedroom with garden tub in the bathroom. The community is in an excellent school district! Close to all your shopping, dining and entertainment needs. This is a Fannie Mae Homepath property. less
Listing Provided Courtesy of Smith Realty Inc
Popularity
$80,000
$296/mo
Monthly Payment:
$296
Principal & Interest:
$296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $16,000 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 793sq ft $101 / sq ft CND
Lot Size19.0acre Built1970 On Site21days
Rare Find- spacious 2nd floor 1/1 in Winter Park. Gorgeous garden views. All appliances stay, 3 comm. pools, tennis courts, home warranty. Near shopping, parks, hospital and... more
Rare Find- spacious 2nd floor 1/1 in Winter Park. Gorgeous garden views. All appliances stay, 3 comm. pools, tennis courts, home warranty. Near shopping, parks, hospital and colleges. Pet friendly. GREAT FIND!!!Fours Seasons was created and tailored with you in mind, combining traditional grace with friendliness and quiet city charm that says ' home'. inside this wonderful condo, you will quickly notice the details. Formal dining room, spacious floorplan, greats views, lots of closets and storage space to name a few. Four Seasons is located in one of Winter Parks most convenient neighborhoods, and best kept secret, located only minutes from downtown Orlando. Parks entertainment, fine dining, and great shopping are also nearby, as well as Rollins College. Join you neighbors for a talk down by the pool or just relax in the excitement of living in beautiful Winter Park. HOME WARRANTY INCLUDED less
Listing Provided Courtesy of Winter Park Real Estate Co Llc
Popularity
$1,099,000
$4,071/mo
Monthly Payment:
$4,071
Principal & Interest:
$4,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,161sq ft $264 / sq ft SFR
Lot Size16,136sq ft Built1965 On Site23days
Do you want to live in the heart of Olde Winter Park in a charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths with an expansive lot? Then look no... more
Do you want to live in the heart of Olde Winter Park in a charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths with an expansive lot? Then look no further this property is ideally located on a secluded cul de sac with towering trees in a wonderful area of Winter Park. Its walking distance to Winter Park Racquet Club & minutes from downtown Park Ave/WP restaurants & shops. Features spacious Living & Dining rooms for formal entertaining with wood floors, crown molding & plantation shutters. The Kitchen hosts GE Stainless appliances, wine refrigerator with built in wine rack, snack bar counter plus eat in breakfast area. The Family room offers a built in media center, travertine mosaic tile & stone fireplace, surround sound & French doors out to spacious Lanai. Lanai has brick paver flooring, bead board composite ceiling & designer fans. Enormous Master has a separate sitting/exercise/office area & a gorgeous bath. One of the best features of the home is the detached home office/media room or playroom with wonderful wood floors, crown molding & inset lighting. The enormous backyard offers plenty of room to add a pool & outdoor summer kitchen & cabana, if desired. Don't miss the opportunity to live in this wonderful home in the very desirable WP School District! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,805sq ft $276 / sq ft SFR
Lot Size6,519sq ft Built1980 On Site23days
Tucked away in the beautiful tree streets of Winter Park, this newly renovated home is full of custom finishing touches. 3BR/2.5BA. 1,805 sq. ft. of freshly painted clean lines... more
Tucked away in the beautiful tree streets of Winter Park, this newly renovated home is full of custom finishing touches. 3BR/2.5BA. 1,805 sq. ft. of freshly painted clean lines with 10 ft. ceilings, 6 inch crown molding, and plantation shutters throughout. Your guests will be impressed when they are welcomed into your grand marble hallway with a view through to the open concept great room, kitchen and large screened porch. Enjoy entertaining in your formal living room that flows into the dining room, divided by charming French doors, decorator chair rail and new berber carpet. Your master retreat has his and hers closets and a beautiful en suite with newly decorated large shower area for comfort. The 3rd bedroom could easily serve as a office or den. Your spacious Kitchen features a Sub-Zero refrigerator, built in microwave, closet pantry, solid wood cabinets, and a center island for convenience when cooking or entertaining. Open your large four door sliders to extend the great room onto your covered porch that has access to a small, tiled side patio area great for small dogs. Your storage space will be enhanced by the convenient mechanical hanging storage lifts installed in the garage. New Roof, Irrigation System, Electrical Panel, Privacy Fence & Gates, AC Ducts, Interior Paint throughout and Berber Carpet installed in 2015. All Windows, Water Heater with copper piping replaced in 2012. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
$2,295,000
$8,502/mo
Monthly Payment:
$8,502
Principal & Interest:
$8,502
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $459,000 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,943sq ft $331 / sq ft SFR
Lot Size25,880sq ft Built1999 On Site23days
Open Sun Mar 29, 2pm-5pm
Gorgeous Winter Park Estate on tree lined brick street in the heart of town. This stunning custom home has a Mediterranean flair with a beautiful pool are and a full guest... more
Gorgeous Winter Park Estate on tree lined brick street in the heart of town. This stunning custom home has a Mediterranean flair with a beautiful pool are and a full guest apartment. Five luxury suites~each with private bath and private walk in closet. The sixth bedroom is a detached suite that is finished with hard wood flooring and newly renovated private bath. There is a circular driveway with brick pavers and an exquisite stone fountain-plenty of parking. Majestic hand carved solid wood double-door which sets the tone of quality products and strong attention to detail featured throughout this luxury home. Magnificent foyer. Formal living room with cast stone columns. Exotic coral-style Travertine flooring. Venetian plaster compliments the walls. The perfect gourmet kitchen features custom cabinetry, natural gas cook top, and spacious island with cook's second sink. The large family room has wood-beam ceilings, spectacular wood burning stone fireplace, chic bar and high-tech surround sound system. State-of-the-art home theatre. Spectacular heated salt water pool and oversized spa. Excellent location with strong schools. less
Listing Provided Courtesy of Kelly Price & Company Llc
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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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 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Saturday, March 28, 2015 at 8:49 PM