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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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$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 Site160days
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
Your search results are current and complete. Learn more
$184,900
$685/mo
Monthly Payment:
$685
Principal & Interest:
$685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,401sq ft $132 / sq ft SFR
Lot Size7,714sq ft Built1980 On Site160days
Beautifully renovated 4 bedroom 2 bathroom split plan layout home in Winter Park. Excellent schools, shopping, and convenient location, come experience all Winter park has to... more
Beautifully renovated 4 bedroom 2 bathroom split plan layout home in Winter Park. Excellent schools, shopping, and convenient location, come experience all Winter park has to offer. Renovations include, new flooring, new architectural tab shingle roof, new interior and exterior paint, doors, hardware, baseboards.....too much to list. Agent/Owner. less
Listing Provided Courtesy of Home Pro Realty Corp.
Popularity
$338,700
$1,254/mo
Monthly Payment:
$1,254
Principal & Interest:
$1,254
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,740 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,927sq ft $176 / sq ft TWN
Lot Size9,093sq ft Built2014 On Site162days
Gorgeous Front Unit Newly Built 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,... more
Gorgeous Front Unit Newly Built 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, near Winter Park Memorial Hospital, Ward Park and convenient shops and restaurants on Aloma Ave., including Publix and Whole Foods. Only about 5 min. to Rollins College and Full Sail and about 15 min. to UCF. 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. An Association will be formed, comprised of all unit owners. The Association will only be responsible for paying the water and electric bill to run the common areas (with reimbursement from all unit owners) and for maintaining/repairing the driveway, irrigation and septic, when needed. 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. This unit is the front unit of the left (West) building. Note: Sale reflected in 2012 was for the vacant land. less
Listing Provided Courtesy of Kilsy J Vargas
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,960sq ft $102 / sq ft SFR
Lot Size7,234sq ft Built1962 On Site163days
Winter Park POOL Home with spacious & versatile living spaces! Price Reduced! Sought-after community located near Aloma & 436. Formal 18x12 Dining Room with fireplace and... more
Winter Park POOL Home with spacious & versatile living spaces! Price Reduced! 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 Site164days
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, Porcelanosa Tile, granite, all kitchen appliances are Viking and high efficiency windows and doors. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,395,000
$5,389/mo
Monthly Payment:
$5,389
Principal & Interest:
$5,168
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,628sq ft $301 / sq ft SFR
Lot Size16,692sq ft Built2004 On Site164days
Absolutely stunning five bedroom pool home in prestigious Windsong. Amazing floor plan with over 4,600 square feet of living space which includes formal living and dining rooms,... more
Absolutely stunning five bedroom pool home in prestigious Windsong. Amazing floor plan with over 4,600 square feet of living space which includes formal living and dining rooms, a spacious kitchen with butler’s pantry, family room with French doors leading out to the pool, a private master suite, an office/den, bonus room, and a loft! Finishes include gorgeous travertine and hardwood floors, extensive crown molding, beamed ceilings, and plantation shutters. Gourmet kitchen offers high-end appliances, a granite island, and large breakfast area. The master bedroom with separate sitting area has French doors with pool views and a luxurious master bath. Four bedrooms, two Jack and Jill baths and a loft area are located on the second floor. A separate second floor above the family room has a large bonus room. Enjoy the beautiful backyard with ivy-covered walls and wrought-iron fence, sparkling pool, and two covered patios. Picturesque circular drive leads to the three-car side entry garage. Windsong is a wonderful neighborhood offering exclusive amenities, such as community pools, parks, playgrounds, water park, and chain of lakes access. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$599,000
$3,599/mo
Monthly Payment:
$3,599
Principal & Interest:
$2,219
HOA Dues:
$1,380
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,296sq ft $261 / sq ft CND
Lot Size1.6acre Built1969 On Site165days
This 4 bedroom -- 4 bath canal view condo provides your buyer a unique opportunity to reside on the shoreline of Lake Virginia in the Heart of Olde Winter Park for under one... more
This 4 bedroom -- 4 bath canal view condo provides your buyer a unique opportunity to reside on the shoreline of Lake Virginia in the Heart of Olde Winter Park for under one million dollars. 2300 Square feet of open space featuring an oversized Gourmet kitchen with an abundance of wood cabinetry, ample counter space, stainless steel Jenn Aire appliances, custom glass range hood, dual drawer dishwasher, granite counter tops, wine cooler, designer lighting, and breakfast bar. The kitchen opens up to a formal dining room enhanced with built in cabinetry, and an expansive great room area with access to outdoor and enclosed balcony space, showcasing the great oak trees on the property. Featuring split plan, the unit offers two master suites, four full baths, and an abundance of closet space. This unique product affords the resident generous space for guests and entertaining. Building amenities include Winter Park Chain of Lakes access, boat slips (based upon availability), gorgeous lake front pool area, sauna, hot tub, clubroom, fitness center, and a rentable guest suite. The optimal location along with the now completed renovation makes this the new "Hot Spot" in Winter Park. Become a part of the new LVC and Winter Park lifestyle experience of local dining, boutique shopping, and entertainment on the Avenue. Lake Virginia Condominiums offers convenient access to Downtown Orlando, OIA, and the attractions. SELLER FINANCING AVAILABLE WITH 20% DOWN @ 6% FOR 5 YEARS. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$899,900
$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 $179,980 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,416sq ft $263 / sq ft SFR
Lot Size9,599sq ft Built2014 On Site166days
Beautiful Custom pool home in the heart of Winter Park. Come and experience this amazing 4 bedroom 4.5 bath pool home. This home features two bedrooms on the first floor with... more
Beautiful Custom pool home in the heart of Winter Park. Come and experience this amazing 4 bedroom 4.5 bath pool home. This home features two bedrooms on the first floor with one of them being the Master Bedroom. The master suite will make you think you are in a private spa with its custom free standing tub. The kitchen is the center of this beautiful home and it features granite counter tops, wood cabinetry, stainless steel Energy Star appliances and lots of space. In addition this home features custom base boards/ crown moldings and solid wood doors. In addition to all of this there is spacious covered lanai that open up to a custom pool. This home has it all and it has it on the day you call this beautiful house your home. Also, you are in walking distance to the YMCA, Lakemont Elementary. less
Listing Provided Courtesy of Real Living Good Neighbor Rlty
Popularity
$257,500
$954/mo
Monthly Payment:
$954
Principal & Interest:
$954
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,500 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,762sq ft $146 / sq ft SFR
Lot Size8,721sq ft Built1974 On Site166days
This 4 Bedroom, 2 bath pool home is located in the sought after Winter Park, Dommerich School District. The tastefully updated home is situated on a quaint street at the end of... more
This 4 Bedroom, 2 bath pool home is located in the sought after Winter Park, Dommerich School District. The tastefully updated home is situated on a quaint street at the end of a cul-de-sac, relieving you of the concern of drive-thru traffic congesting your elegant neighborhood. The distinctive flagstone exterior will add to a stunning curb appeal. This exquisite home, in a great subdivision, in a superb school district allures you with a leaded glass door for your entry way. You will find stunning honey oak laminate installed in all the main living areas. The kitchen has been updated with upscale cabinetry accented with a bit-tile backsplash, newer counter tops, double sinks and opens directly to the lovely family room which is perfect for those family gatherings. You will have the morning sunlight gleaming in through the French Doors of the formal dining room which gives direct access to glistening pool and patio area. The screened in pool, which sits adjacent to the 23x9 covered lanai, gives you four entrances to the pool area. This outdoor setting is ideal for relaxing, entertaining, or just fun. The master bedroom bath features an updated espresso marble top vanity. The master shower has also been retiled. The other 3 bedrooms have newer carpet and ceiling fans while the master has laminate. This split plan home, with an inside utility room, a two car garage, grants you the opportunity for comfortable Winter Park living in a quality neighborhood and a prestigious address. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$695,500
$2,576/mo
Monthly Payment:
$2,576
Principal & Interest:
$2,576
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,100 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,335sq ft $298 / sq ft SFR
Lot Size22,960sq ft Built1957 On Site168days
Half acre+ avalible in winter park proper!! The property is able to be divided per the city, making it an outstanding investment for any buyer! This renovated 3 bedroom 3 bath... more
Half acre+ avalible in winter park proper!! The property is able to be divided per the city, making it an outstanding investment for any buyer! This renovated 3 bedroom 3 bath home with solid oak floors boasts of open kitchen with natural lighting. Upgrades include designer cabinets, granite counters and lg stainless steel appliances. The beautiful master suite has a newly designed carrera marble bathroom with dual vanities, and trackless glass shower and bath. In the living area the charming wood burning fireplace and built-ins give the home stunning character with french doors that open out onto the brick patio overlooking the enormous, landscaped backyard. The home is set amongst the mature trees and brick streets of the sought after lake chelton neighborhood. "a" rated schools. This is an exceptional opportunity for any buyer. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$950,000
$4,473/mo
Monthly Payment:
$4,473
Principal & Interest:
$3,519
HOA Dues:
$954
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,964sq ft $484 / sq ft CND
Lot Size2,562sq ft Built1960 On Site171days
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and... more
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and sophisticated, the open floor plan provides natural light and flexibility. Kitchen, dining and family rooms enjoy expansive view of Lake Osceola. Gourmet kitchen has Thermador appliances, quartzite, natural stone counters, tile backsplash and breakfast bar. Laundry room, located off the kitchen, has a wall of shelving and additional storage. Master bedroom has custom designed walk-in closet and adjoining office nook. Adjoining patio area offers water views and lake breezes. Master bath has dual-headed travertine shower, two sinks, marble countertop and travertine flooring. Secondary bedroom has two closets and sitting area overlooking the pond. Additional amenities include walnut wood flooring throughout living areas, custom cabinetry, crown molding, recessed lighting, and surround sound and security system. Other new features: windows, A/C and ductwork, electrical, insulation and plumbing. This downtown Winter Park condo, in a 55+ community, is a short walk to restaurants, shopping, churches and Rollins College. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,568,000
$9,741/mo
Monthly Payment:
$9,741
Principal & Interest:
$9,514
HOA Dues:
$227
(Based on a 30 year fixed loan at 3.75% with $513,600 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 6,757sq ft $380 / sq ft SFR
Lot Size20,097sq ft Built2006 On Site171days
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai... more
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai with summer kitchen. Finely crafted with top of the line finishes including tray ceilings, beamed ceilings, crown molding, 8' cypress doors, Anderson thermo windows, automatic blinds, hand tumbled marble, light cream travertine stone and walnut wood floors. 2 stair cases, Library with custom built-ins, State of the art Audio Theater room with wet bar and automatic projector screen and blinds.A stunning first floor Master Suite with hand painted ceiling, morning kitchen and enormous custom closets. Gourmet Kitchen with arched brick ceiling is a Chef's paradise featuring granite counters, two Sub Zero refrigerators, Wolf oven and gas cooktop, Miele steamer oven, warming drawer, and coffee system, and U-line wine cooler.Custom Walkin pantry with loads of shelving. Kitchen opens to large Family Room with Fireplace and stunning custom built salt water aquarium which overlooks terrace, pool, and heated Jacuzzi with privacy wall. Well equipped summer kitchen with cozy fireplace, ice maker, and GE Monogram gas grill. Far too many impressive features to mention in this palatial home. Enjoy all the Fantastic amenities of the Windsong Community including water access to Winter Park chain of lakes, clubhouse with outside summer kitchen and swimming pool overlooking the lake. boating kayaking, playground in pristine condition. A Rated Schools. less
Listing Provided Courtesy of Grace Realty, Inc.
Popularity
$525,000
$2,695/mo
Monthly Payment:
$2,695
Principal & Interest:
$1,945
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,418sq ft $370 / sq ft CND
Lot Size3.3acre Built1921 On Site174days
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor... more
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor plan with views of Lake Maitland. Completely renovated in 2012, the residence emanates high end finishes and designer touches throughout. Upon entering the front door the customer will be impressed with the beautiful parquet hardwood floors, extensive mill work, built in cabinetry, recessed lighting, window treatments, large inside laundry room , and much more. Attention to detail is evident in every room. A spacious gourmet kitchen features marble counter tops, gorgeous 42” wood cabinetry, quality appliances, closet pantry, and breakfast bar. A large master bedroom suite will afford the new owner an abundance of closet space and warm ambient light. The tastefully finished master bath features marble tile from floor to ceiling throughout, walk in closet, and ample lighting. Building amenities include a secured lobby entrance, boat docks which may be rented yearly, a community pool & clubhouse, as well as covered parking. Located on five acres in the Via's of Olde Winter Park, the Alabama faces Lake Maitland where the community dock is located . Enjoy the close proximity of Park Avenue where fine dining and shopping await. No rentals are permitted in the building. Small to medium size pets are allowed. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$699,000
$2,589/mo
Monthly Payment:
$2,589
Principal & Interest:
$2,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,743sq ft $255 / sq ft SFR
Lot Size15,160sq ft Built1966 On Site175days
This beautiful well maintained home with its split floor plan and open feel allows for great entertainment. The large living room open to the dinning room gives you great views... more
This beautiful well maintained home with its split floor plan and open feel allows for great entertainment. The large living room open to the dinning room gives you great views of both the front yard and backyard with the large windows and sliding glass doors. The kitchen, recently updated with new cabinets and granite countertops has a view to the back porch, pool and is open to the family room. The large master suite is private and opens to the pool. The bath features his & her vanities, a standalone shower and a jacuzzi. The other two bedrooms are sized great and share a full bath. Additional highlights include gas fire place, original parquet wood floors, utility room and plenty of closet space. Walking distance to Park Avenue, Rollins College, The Alfond Inn, Winter Park Library and Winter Park SunRail station. less
Listing Provided Courtesy of Joel C Roycik Real Estate Llc
Popularity
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,889sq ft $119 / sq ft SFR
Lot Size9,090sq ft Built1953 On Site175days
Just reduced! Seller says sell! Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom,... more
Just reduced! Seller says sell! Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom, 2 bath home with pool needs remodeling. Bring your ideas for renovating and make it your dream home. New a/c and roof in 2011. Or you can build your dream home on this lot that is larger than most in the area. Near leu gardens, baldwin park and just minutes from park avenue in winter park and downtown orlando. Excellent school district. Home is sold "as-is"---- come see for yourself and bring your creative mind. Motivated seller! less
Listing Provided Courtesy of Uptown Realty Group
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.
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Data last updated: Sunday, March 29, 2015 at 1:02 PM