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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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$179,900
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,401sq ft $128 / sq ft SFR
Lot Size7,714sq ft Built1980 On Site183days
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
We show you every available listing. Here's how
$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 Site186days
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! Minor repairs and electrical work being done during April. 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
$800,000
$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 $160,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,060sq ft $261 / sq ft SFR
Lot Size6,534sq ft Built2015 On Site187days
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, Porcelanosa Tile and laminate, granite, all kitchen appliances are Viking and high efficiency windows and doors. 17 by 10 foot light and bright loft, perfect for an informal living room with views of formal entry. 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 Site187days
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 Site188days
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
$876,000
$3,245/mo
Monthly Payment:
$3,245
Principal & Interest:
$3,245
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,200 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,416sq ft $256 / sq ft SFR
Lot Size9,599sq ft Built2014 On Site189days
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
$678,000
$2,511/mo
Monthly Payment:
$2,511
Principal & Interest:
$2,511
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $135,600 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,335sq ft $290 / sq ft SFR
Lot Size22,960sq ft Built1957 On Site191days
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
$899,000
$4,284/mo
Monthly Payment:
$4,284
Principal & Interest:
$3,330
HOA Dues:
$954
(Based on a 30 year fixed loan at 3.75% with $179,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,964sq ft $458 / sq ft CND
Lot Size2,562sq ft Built1960 On Site194days
Beautiful, total renovation on Lake Osceola, just off Park Avenue! This ground floor, two bedroom, two bath custom remodel has exquisite detailing that is pure perfection and... more
Beautiful, total renovation on Lake Osceola, just off Park Avenue! This ground floor, two bedroom, two bath custom remodel has exquisite detailing that is pure perfection and was completed in 2013. Expansive lake views lend a serene atmosphere with an added bonus of whispering waters in the adjacent cascading ponds. The gourmet kitchen is a chef's dream complete with Thermador appliances, quartzite natural stone counters and gorgeous custom cabinetry. Master bedroom has custom designed walk-in closet with an adjoining office overlooking an inviting patio. The bathrooms are dreamy and rich and give a new meaning to luxurious! Master bath has dual-headed travertine shower, dual sinks and beautiful lighting. Second bedroom has two closets and a sitting area overlooking the ponds. Additional amenities include walnut floors everywhere except bathrooms which have gleaming travertine floors. Hand plastered ceilings, crown molding in every room, recessed lighting, surround sound and a security system add to the beautiful interiors and enhance the ambience. A/C, ductwork, electrical, insulation and plumbing are all new! Totally move-in ready, this downtown Winter Park condo is a short distance from Park Avenue and its shops, restaurants, churches, museums, and parks. Rollins College is just around the corner. A rare find! 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 Site194days
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
$275,000
$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 $55,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,963sq ft $140 / sq ft SFR
Lot Size9,361sq ft Built1963 On Site195days
Larger open floor plan with separate living and family rooms. Oversize screen porch. Large circular driveway for easy in and out with plenty of parking. Newer kitchen with... more
Larger open floor plan with separate living and family rooms. Oversize screen porch. Large circular driveway for easy in and out with plenty of parking. Newer kitchen with granite tops. Master has two walk in closets. Owner is having a NEW SHINGLE ROOF installed. less
Listing Provided Courtesy of Wamsley Residential Realty Com
Popularity
$489,900
$2,565/mo
Monthly Payment:
$2,565
Principal & Interest:
$1,815
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $97,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,418sq ft $345 / sq ft CND
Lot Size3.3acre Built1921 On Site197days
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 Site198days
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 Site198days
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
$161,000
$596/mo
Monthly Payment:
$596
Principal & Interest:
$596
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,200 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,715sq ft $94 / sq ft SFR
Lot Size10,450sq ft Built1968 On Site201days
This is in an area of excellent Seminole County schools, near major transportation arteries, many shopping choices, the University of Central Florida and Full Sail University,... more
This is in an area of excellent Seminole County schools, near major transportation arteries, many shopping choices, the University of Central Florida and Full Sail University, Located within a established Winter Park Area, In close proximity to Aloma Ave. Oversized Corner Lot with mature landscaping. Fenced Rear Yard with screened enclosed pool, Spacious Living/Dining Room Combo, Galley Kitchen with rich brick backsplash opening to Family Room. Master bedroom has small kitchenette opening to pool area and could be used as a Mother-Law Suite. BUYER IS RESPONSIBLE FOR ACTIVATING UTILITIES FOR HOME INSPECTIONS. SQ footage, Room and Lot sizes should be Independently verified. ALL submitted offers will not be addressed until the property has been listed on MLS for 3 days. less
Listing Provided Courtesy of Chiodo Realty Group Inc
Popularity
$824,000
$3,052/mo
Monthly Payment:
$3,052
Principal & Interest:
$3,052
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $164,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,282sq ft $251 / sq ft SFR
Lot Size15,011sq ft Built1966 On Site207days
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This... more
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This stunning home has tons of green space, shaded by mature landscaping & majestic oaks. Floor plan is perfect for entertaining & family living. Spacious living and dining areas have wood floors, french doors & crown molding. Eat-in kitchen has light cabinets, stainless GE appliances & custom granite on the island, desk & butler pantry. Family room features a charming fireplace, tile floors, book nook & custom shelves and cabinets. Upgraded indoor/outdoor speaker system. All living spaces & bedrooms are naturally sunlit with double-pane windows & custom plantation shutters. Step outside the french doors & relax in your covered screened patio with granite counter beverage center & wall-mounted TV. Enjoy hours of outdoor living in the sparkling blue pool, hot shower & large lush private back yard. The 3 bedrooms downstairs are oversized. Upstairs, a spacious master bedroom gives new meaning to the word retreat with vaulted ceiling, seating area & master bath with granite counters. Be thrilled by the grand master closet with custom built-ins. Lastly, a spotless over-sized garage offers a work bench and plenty of storage. Enjoy the short walk or bike ride to Park Avenue restaurants, boutiques, Central Park, Farmers Market golf & racquet clubs, Enzian Theater, museums & playgrounds. Zoned for excellent schools, this home is a must-see! less
Listing Provided Courtesy of Belmont Realty
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: Tuesday, April 21, 2015 at 3:13 PM