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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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$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size20,387sq ft BuiltN/A On Site62days
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City... more
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City of Winter Park. This is for the buyer who wants seclusion and privacy. The value is in the land! Sought after Winter Park schools: Lakemont Elementary, Maitland Middle and Winter Park High School. Enjoy all of the Winter Park amenities and the best Metro Orlando has to offer. This is definitely Central Florida's gem - Winter Park. A property with old Florida charm. You can bring your own builder for this site without any HOA fees or CDC fees. less
Listing Provided Courtesy of City Realty
Popularity
We show you every available listing. Here's how
$189,900
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,278sq ft $149 / sq ft SFR
Lot Size7,700sq ft Built1955 On Site62days
Not a short sale or bank owned. Immediate response. Charming renovated ranch in desirable winter park.Split floor plan. Beautiful laminate flooring throughout common areas with... more
Not a short sale or bank owned. Immediate response. Charming renovated ranch in desirable winter park.Split floor plan. Beautiful laminate flooring throughout common areas with gorgeous tile in baths. Kitchen is showroom quality featuring carrara marble and stainless steel appliances. New windows and fresh paint complete this home. Florida room overlooks large fenced back yard. Too much to lst. Must see. Wont last. Move in ready less
Listing Provided Courtesy of South Realty, Inc
Popularity
$72,900
$508/mo
Monthly Payment:
$508
Principal & Interest:
$270
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $14,580 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $87 / sq ft CND
Lot Size9,439sq ft Built1990 On Site63days
This charming and clean Condo is rented and kept in a good condition. Community is Centrally located next to all Shopping and Restaurants, minutes away from" University of... more
This charming and clean Condo is rented and kept in a good condition. Community is Centrally located next to all Shopping and Restaurants, minutes away from" University of Central Florida" (UCF), "Valencia College" and "Full Sail University". This is not REO Or Short sale. Quick sale, Investors dreams, Won't last long!!! less
Listing Provided Courtesy of Bristol Real Estate, Inc.
Popularity
$185,000
$688/mo
Monthly Payment:
$688
Principal & Interest:
$685
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $37,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,873sq ft $99 / sq ft SFR
Lot Size14,341sq ft Built1968 On Site63days
Quiet Cul-De-Sac is the perfect location for this .33 acre lot!! 3 Bedroom 2 bath PLUS 14 x 13 BONUS ROOM perfect for 4th bedroom, game room or home office (Seller will... more
Quiet Cul-De-Sac is the perfect location for this .33 acre lot!! 3 Bedroom 2 bath PLUS 14 x 13 BONUS ROOM perfect for 4th bedroom, game room or home office (Seller will convert Bonus room back to garage if desired) Excellent floor plan offers laminate floors & granite kitchen countertops. Light & bright with formal living room & large kitchen opens to eat-in kitchen/dining room and oversized family room! Enjoy the massive, fenced backyard with sparkling pool from your friendly screened patio. Roof less than 2 years old & updated AC!! Welcome Home!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$118,900
$440/mo
Monthly Payment:
$440
Principal & Interest:
$440
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $23,780 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,356sq ft $88 / sq ft SFR
Lot Size9,096sq ft Built1960 On Site63days
Great 3 bedroom 2 bathroom POOL home in the Eastbrook subdivision in Winter Park. Open floor plan with ceramic tile and recently updated bathrooms. Screened-in back porch... more
Great 3 bedroom 2 bathroom POOL home in the Eastbrook subdivision in Winter Park. Open floor plan with ceramic tile and recently updated bathrooms. Screened-in back porch overlooks a huge pool and fenced-in yard! This is a great neighborhood located in a good school district, near major bus routes, restaurants and schools. This is a Fannie Mae Homepath property. less
Listing Provided Courtesy of Smith Realty Inc
Popularity
$239,900
$910/mo
Monthly Payment:
$910
Principal & Interest:
$888
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,819sq ft $132 / sq ft SFR
Lot Size6,883sq ft Built1989 On Site64days
One of a kind home has been completely renovated with top notch materials. Owner is a professional interior designer; she spent over $110,000 over 9 months for renovations. Open... more
One of a kind home has been completely renovated with top notch materials. Owner is a professional interior designer; she spent over $110,000 over 9 months for renovations. Open the entry french doors reveals a living room that is magazine worthy, 24x24 black ceramic tiles contrasts hand laid natural stone wall, Martin Logan ceiling speakers. The modern kitchen features quartz counter tops, brick backdrop, German made cabinets, sleek appliances, glass cook top, built in wall oven, stainless exterior venting range hood, recessed lighting. The office area has solid bamboo floors & stone covered fire place. The home has volume ceilings through out, and many big windows to provide plenty of light. Custom window treatments for all windows will be INCLUDED. Master bedroom has bamboo floors, big windows, and two beautiful drop lights made from sea shells. Master bedroom closet features a unique glass panel closet door & custom wood organization system. The huge mater bathroom has his and her sinks, frame-less shower, tub with mosaic surround, upscale ceramic tiles throughout. The split plan home features two good sized guest bedrooms with wood floors and remote controlled fans. Upgraded insulation. All interior doors were replaced with solid core designer doors. Guest bath also features frame-less shower & two person sink. The house has been repainted with Behr Ultra Premium inside and out. Just installed new St Augustine sod. Vibrant garden in the rear is beautiful yet low maintenance. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$352,750
$1,306/mo
Monthly Payment:
$1,306
Principal & Interest:
$1,306
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $70,550 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,927sq ft $183 / sq ft TWN
Lot Size9,093sq ft Built2014 On Site65days
Take Advantage of this PRE-SELLING Price (to change SOON). Very few details to complete construction (Estimated completion: December 2014). Gorgeous Front Unit Colonial style 3... more
Take Advantage of this PRE-SELLING Price (to change SOON). Very few details to complete construction (Estimated completion: December 2014). Gorgeous Front Unit Colonial style 3 Bedroom + Downstairs Bonus Room (Den/Office) and 2 1/2 bath townhome with 1,927 sq ft located in the Winter Park Pines area. Most outstanding features include: 42" high Wood-Like European Style Kitchen Cabinets with Granite Countertop, Stainless Steel Appliances, incl. Refrigerator, 10' Ceiling - 1st Floor, Bonus Room Downstairs / Den/Office (12'x15'), Tile Floor Downstairs, High Quality Wood-like Laminate Floor Upstairs, Porch and Terrace. A HOA is not planned since the ownership is fee simple (not condominium) with common electric and water bills to be shared by owners. Lot size, parcel ID and legal description specified are subject to change once the 2 units in the building are individually recorded in Orange County. Note: Sale reflected in 2012 was for the vacant land. less
Listing Provided Courtesy of Not Available
Popularity N/A
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
College Park Orange County School District
5bed 4bath 3,554sq ft $169 / sq ft SFR
Lot Size7,498sq ft Built2008 On Site66days
Welcome Home to this Custom Built Masterpiece in Winter Park conveniently located next to the exclusive Dubsdread Golf course, Thornton Park, College Park & Downtown. You will... more
Welcome Home to this Custom Built Masterpiece in Winter Park conveniently located next to the exclusive Dubsdread Golf course, Thornton Park, College Park & Downtown. You will enjoy entering your new home that boast of 26’ high ceilings & high windows allowing a spacious feeling with beautiful natural light that you will love.The intricate detail of this home is sure to impress with its, Wood and Marble flooring, Rod Iron Wine Cellar & Staircase, Baseboards, Crown Molding, Volume Ceilings, Arched Entryways, Coffered Lighted Ceilings, Granite & Stone throughout the Kitchen & Bathrooms. This well laid out floor plan offers a large Formal Dinning area, first floor Master Suite with a Garden Tub & Rain Shower & slider leading to the private courtyard, a Guest Bedroom & Bath, & utility room. As you enter the second floor you will love the large loft with its beautiful views & the potential to be a theater room, this home is wired with Cat 5 & A.V. (see Features List) featuring speakers in every room. This second floor also offers 3 bedrooms, two connected by a Jack & Jill, & its own utility room.Functionality shows throughout with, Tank Less Water Heater, ISO- Insulation, Central Vacuum, Security System & Central Intercom. Enjoy opening all 3 Sliders for the fresh breeze while enjoying your Kitchen designed for a chef with Maple Cabinetry, Stainless Steel Appliances, Gas Range & Hood or just enjoying your private courtyard oasis with your Gas heated Pool and Spa, Summer Kitchen, & Gas Fireplace. less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$217,000
$803/mo
Monthly Payment:
$803
Principal & Interest:
$803
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,400 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,960sq ft $111 / sq ft SFR
Lot Size7,234sq ft Built1962 On Site66days
Winter Park POOL Home with spacious & versatile living spaces! Sought-after community located near Aloma & 436. Formal 18x12 Dining Room with fireplace and awesome new... more
Winter Park POOL Home with spacious & versatile living spaces! Sought-after community located near Aloma & 436. Formal 18x12 Dining Room with fireplace and awesome new engineered-wood floor could easily serve as Office/Family Room/4th bedroom. The light & bright Florida Room (20x14) looks out onto the private fenced backyard with stunning tropical plants around the large pool. The eat-in Kitchen features ceramic tile flooring, wood block counter-top, plenty of cabinetry space, plus pantry in hallway close-by. Over-sized Living Room (19x19) with side-entry door from carport features a wood-burning fireplace, several secret storage spaces, and beautiful ceramic tile flooring with wood-look! Ready to move in--freshly painted inside & out! Seller will provide a transferable Termite Bond and a Home Warranty with acceptable offer. less
Listing Provided Courtesy of Dave Lowe Realty, Inc.
Popularity
$900,000
$3,334/mo
Monthly Payment:
$3,334
Principal & Interest:
$3,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $180,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,060sq ft $294 / sq ft SFR
Lot Size6,534sq ft Built2015 On Site67days
New Construction, Executive level home on Hamilton Place Ct. 12 foot ceilings throughout first floor give this home a very open and inviting feel. 20 Foot ceilings in entry and... more
New Construction, Executive level home on Hamilton Place Ct. 12 foot ceilings throughout first floor give this home a very open and inviting feel. 20 Foot ceilings in entry and main living area. Three bedrooms and three full baths to include a master on first floor and second floor. High end finishes throughout, including wood floors, crown molding, granite and high efficiency windows and doors. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$440,000
$1,630/mo
Monthly Payment:
$1,630
Principal & Interest:
$1,630
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $88,000 down)
Winter Park, FL 32789
2bed 2bath 1,900sq ft $232 / sq ft CND
Lot Size2.8acre Built1960 On Site67days
Downtown Winter Park Condo on the 3rd (top) Floor.....2/2 with Rotunda off the Master Bedroom, Screened Porch, Large Kitchen with newer Appliances, Laundry Room, spacious Living... more
Downtown Winter Park Condo on the 3rd (top) Floor.....2/2 with Rotunda off the Master Bedroom, Screened Porch, Large Kitchen with newer Appliances, Laundry Room, spacious Living Room, Underground Garage with Elevator leading up to Condo. BOAT SLIP on LAKE OSCEOLA. You can use, Lease or Sell it to another Whispering Waters owner. Maint Fee of $851 includes: Water, Sewer, Garbage, ELECTRICITY, GAS, Maintenance and Insurance. 85% of occupants are 55 and older. The owner is under 55 so is available to under or over 55. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$895,000
$3,315/mo
Monthly Payment:
$3,315
Principal & Interest:
$3,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,222sq ft $278 / sq ft SFR
Lot Size13,013sq ft Built1998 On Site67days
Elegant four bedroom, three and one-half-bath home in the heart of the Vias. Designed and built by custom home builder Keith Groninger, this stunning traditional home boasts... more
Elegant four bedroom, three and one-half-bath home in the heart of the Vias. Designed and built by custom home builder Keith Groninger, this stunning traditional home boasts over 3,200 SF of comfortable living space and offers high ceilings, arched entries, and wood flooring throughout the downstairs living area. Large eat-in kitchen is open to the family room and features wood cabinetry with granite counters. French doors lead off the formal living and family rooms and open up to a covered lanai and screened-in pool. Living room showcases a marble encased fireplace with built-in bookshelves. Downstairs master suite is luxurious with a master bath that includes his and her vanities, walk-in shower, jetted tub, and an oversized closet. Downstairs also includes a separate guest room, a full bath, an office/den, and formal dining. Upstairs, find two more bedrooms, which share a Jack and Jill bath, and two finished storage areas, which could easily be converted into an additional bonus room(s). Set back from the road, this home exudes curb appeal with a brick exterior, lantern entry, shutters, and mature Magnolia trees. Located in the heart of the Vias, one of Winter Park’s most sought after neighborhoods, and zoned for A-rated schools, this home won’t last! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$198,900
$736/mo
Monthly Payment:
$736
Principal & Interest:
$736
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,780 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,377sq ft $144 / sq ft SFR
Lot Size7,688sq ft Built1956 On Site67days
Beautifully remodeled Winter Park home in an excellent location! 1.4 miles from Winter Park Village, 4.5 miles from Downtown Orlando! Great neighborhood! New flooring along with... more
Beautifully remodeled Winter Park home in an excellent location! 1.4 miles from Winter Park Village, 4.5 miles from Downtown Orlando! Great neighborhood! New flooring along with resurfaced original hardwood, new paint inside and out with texturing, recessed lighting, new bathrooms with fixtures. The remodeled kitchen is a must-see! less
Listing Provided Courtesy of Coldwell Banker Res Re.
Popularity
$229,900
$851/mo
Monthly Payment:
$851
Principal & Interest:
$851
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,148sq ft $200 / sq ft CND
Lot Size1.6acre Built1969 On Site67days
Great price on this great Winter park condo. Lake Virginia Condos recently finished a complete renovation on the exterior and both lobbies. Unit has a view of Lake Osceola from... more
Great price on this great Winter park condo. Lake Virginia Condos recently finished a complete renovation on the exterior and both lobbies. Unit has a view of Lake Osceola from Master bedroom window and the property sits directly on Lake Virginia with lakeside pool and dock (boat slips available for rent). The well appointed club room available for parties has a wonderful view of the lake also. Easy show! less
Listing Provided Courtesy of Hewitt Residential, Llc
Popularity
$789,000
$3,144/mo
Monthly Payment:
$3,144
Principal & Interest:
$2,923
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $157,800 down)
Winter Park, FL 32789
Baldwin Park Orange County School District
3bed 4bath 3,043sq ft $259 / sq ft SFR
Lot Size6,294sq ft Built2003 On Site67days
Pristine windsong villa! This picture perfect home is both luxurious and low maintenance. A column-lined foyer with a stunning vaulted ceiling leads into the beautiful living... more
Pristine windsong villa! This picture perfect home is both luxurious and low maintenance. A column-lined foyer with a stunning vaulted ceiling leads into the beautiful living and dining area. Gorgeous travertine floors downstairs, hardwoods upstairs, incredible trim-work, thick mouldings and high ceilings. The spacious well-equipped kitchen with black granite and warm mahogany cabinetry has a 6-burner gas range and hood, stainless appliances, island, built-in desk, counter seating for four and a breakfast area. The kitchen opens onto the family room with detailed built-ins, a pass-through gas fireplace and wet bar with wine storage and icemaker. The stately master has a trey ceiling, two balconies and a gas fireplace. Fabulous master bath with separate vanities, jetted tub and walk-in closet. Two additional bedrooms upstairs with tasteful interior baths, an office with custom built-ins and a large laundry room. French doors throughout the main level open to a summer kitchen and key-west style heated dip pool. Room in the private backyard for pets, a garden or swing-set! Two 2014 trane hvacs with digital thermostats and a 2014 hot water heater. Windsong amenities include parks, two community pools, a playground and chain-of-lakes access with boat rentals for residents. Welcome to luxury with excellent value! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
8 9 10 11 12 13 14 15 16 ... 21
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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.

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Data last updated: Monday, December 22, 2014 at 6:17 AM