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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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$254,500
$964/mo
Monthly Payment:
$964
Principal & Interest:
$942
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $50,900 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,819sq ft $140 / sq ft SFR
Lot Size6,883sq ft Built1989 On Site1days
This one of a kind home has been completely renovated inside and out with top notch materials. Owner is a professional interior designer, she spent over $110,000 during... more
This one of a kind home has been completely renovated inside and out with top notch materials. Owner is a professional interior designer, she spent over $110,000 during 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 speakers in ceiling. 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 features 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 also 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 N/A
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$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 Site3days
Welcome Home to this Custom Built Masterpiece in the heart of Winter Park conveniently located next to the exclusive Dubsdread Golf course, Thornton Park, College Park &... more
Welcome Home to this Custom Built Masterpiece in the heart of 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
$227,000
$841/mo
Monthly Payment:
$841
Principal & Interest:
$841
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,400 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,960sq ft $116 / sq ft SFR
Lot Size7,234sq ft Built1962 On Site3days
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
$369,900
$1,857/mo
Monthly Payment:
$1,857
Principal & Interest:
$1,370
HOA Dues:
$487
(Based on a 30 year fixed loan at 3.75% with $73,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,523sq ft $243 / sq ft CND
Lot Size13,106sq ft Built2006 On Site4days
Chic 2 Bedroom Condo in prime downtown Winter Park location. Walk to the Farmers Market and to Park Avenue's best Shops & Restaurants. Gated Community. Wonderful quiet unit with... more
Chic 2 Bedroom Condo in prime downtown Winter Park location. Walk to the Farmers Market and to Park Avenue's best Shops & Restaurants. Gated Community. Wonderful quiet unit with gorgeous 3rd floor views overlooking tree lined Virginia Avenue. Building has Elevator and enclosed hallways! Open Floor Plan with Volume Ceilings makes for spacious living. Kitchen features granite counters, stainless appliances, oversized tile floor and 42" cabinets. Expansive hardwood flooring. Master ensuite includes oversized bedroom, walk in closet, double vanities, garden tub and walk in shower. Upgraded carpet in the bedrooms. The community amenities include gated entrance, covered parking, pool, tennis courts, and clubhouse. Living Room and Dining Room fans do not convey. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$939,000
$4,424/mo
Monthly Payment:
$4,424
Principal & Interest:
$3,478
HOA Dues:
$946
(Based on a 30 year fixed loan at 3.75% with $187,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,007sq ft $468 / sq ft CND
Lot Size2.8acre Built1960 On Site4days
Lake Osceola/Whispering Waters waterfront condo "STANDARD DELUXE". Remodeled in 2012 with supreme traditional taste, quality and design. The view this unit offers is second to... more
Lake Osceola/Whispering Waters waterfront condo "STANDARD DELUXE". Remodeled in 2012 with supreme traditional taste, quality and design. The view this unit offers is second to none, it is truly extraordinary and cannot be overstated - you will know it when you see it. Personal privacy in a condo community is a critical must have and you will get it in this second floor unit. No foot traffic look-ins or parking lot views here. Condo comes with secure underground parking, storage area and walk-in storage vault. Flooring includes high quality carpeting, Brazilian cherry hardwood and porcelain tile. Crown moulding, high base and cap and trim backbanding throughout. Custom built-in entertainment center/display case, china storage closet and bar area. Master features large walk-in closet with excellent storage organization. Both bathrooms were gutted and outfitted with excellent cabinetry, marble, porcelain and stone. HVAC was completely replaced in 2012. Eat-in kitchen area also excellent lake views. Condo is outfitted with variable/dimable lighting throughout. Elevator parking to front door access, secondary access to pool area and front walk-up steps. Whispering Waters is a 3-minute walk to Park Avenue and its scores of dining and retail establishments. You can, by and large, leave your car parked and still go about a day in your new downtown Winter Park lifestyle! less
Listing Provided Courtesy of Rainmaker Properties Llc
Popularity N/A
$209,900
$777/mo
Monthly Payment:
$777
Principal & Interest:
$777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 4bath 1,851sq ft $113 / sq ft SFR
Lot Size8,442sq ft Built1980 On Site4days
Wow, wow, wow!!!!. Come and see this beautiful redone property. New kitchen cabinets, new stainless steal appliances, new interior and exterior paint, inground pool, screen... more
Wow, wow, wow!!!!. Come and see this beautiful redone property. New kitchen cabinets, new stainless steal appliances, new interior and exterior paint, inground pool, screen enclosure, one master bedroom with master bath, and one junior suite with junior bath. This house has 3 full baths and 1 half bath. New ceiling fans. New light fixtures. less
Listing Provided Courtesy of Florida Realty Investments
Popularity
$165,000
$611/mo
Monthly Payment:
$611
Principal & Interest:
$611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,784sq ft $92 / sq ft SFR
Lot Size11,172sq ft Built1972 On Site4days
Bank Owned -Wow, opportunity time for those who can move quickly. Large four bedroom two bathroom single family pool home located on a 0.26 acre fenced corner lot me within... more
Bank Owned -Wow, opportunity time for those who can move quickly. Large four bedroom two bathroom single family pool home located on a 0.26 acre fenced corner lot me within Winter Park's Wrenwood community. This 1,784 sq-ft family home just needs some sweat equity to make it your dream home. The floor plan has open living and family rooms with wood floors and a spacious tiled kitchen with a breakfast bar, plenty of cabinet space and a closet style pantry. T split plan has the master suite to the right and the other three bedrooms to the left. Two bedrooms have wood flooring and two are carpeted. The master suite features a 14x14 bedroom, tons of closet space and a bathroom with dual sinks and a shower stall that needs an update. There is French door access onto the large covered, screened rear porch and the secluded fenced back yard that has a large open wooden deck to sunbathe and a large swimming pool. The exterior has lush tropical landscaping. The location provides access to the sought after Seminole County school district and provides easy access to shopping, restaurants and the major road networks. Don't delay. less
Listing Provided Courtesy of Connect Realty.com 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 Site4days
New Construction, Executive level home on Hamilton Place Ct. 12 foot ceilings throughout first floor give this home a very open and inviting feel. Three bedrooms and three full... 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. 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
$1,450,000
$5,593/mo
Monthly Payment:
$5,593
Principal & Interest:
$5,372
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $290,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,628sq ft $313 / sq ft SFR
Lot Size16,692sq ft Built2004 On Site4days
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
$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 Site4days
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. Maint Fee of $851 includes: Water, Sewer, Garbage, ELECTRICITY, GAS, Maintenance and Insurance. 85% of occupants 55 and older. The owner is under 55 so is available under or over 55. less
Listing Provided Courtesy of Fannie Hillman & Associates
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 3bath 2,108sq ft $308 / sq ft SFR
Lot Size13,059sq ft Built1948 On Site4days
A charming California inspired bungalow with plantation shutters on the quiet brick street of desirable Glencoe Road. Three bedrooms and three baths in a three way split plan,... more
A charming California inspired bungalow with plantation shutters on the quiet brick street of desirable Glencoe Road. Three bedrooms and three baths in a three way split plan, this fabulous all updated Winter Park home with hard wood floors throughout shows like a model. Enter the bright and airy foyer with skylight which flows into a chic and expansive living room. The kitchen features granite counter tops, lovely crown molding, Kitchen Aid stainless steel appliances with wine bar, and gas range. Following is an enormous family room with voluminous ceilings overlooking a huge fenced yard and gorgeous screened pool with fiber optic lighting. You’ll love the spacious indoor laundry room with plenty of storage. This is an outstanding home. Expect to be impressed with this unique beauty. less
Listing Provided Courtesy of Kelly Price & Company Llc
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 Site4days
Open Sun Oct 26, 2pm-5pm
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
$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 32792
Orange County School District
3,113sq ft $61 / sq ft MFR
Lot Size16,716sq ft Built1986 On Site4days
Yes, it is a short sale but do not let that scare you. This is a great income property. Three units with tenants occupied. Rental rates are profitable. Property is within miles... more
Yes, it is a short sale but do not let that scare you. This is a great income property. Three units with tenants occupied. Rental rates are profitable. Property is within miles of UCF. Two units are rented at $800.00 monthly per unit and one if rented at $700.00 monthly. There is one garage per unit and No HOA. Expect a smooth transaction and a quick close. Bank awaiting an offer. less
Listing Provided Courtesy of Florida Horizons Real Estate
Popularity
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,148sq ft $209 / sq ft CND
Lot Size1.6acre Built1969 On Site4days
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
$799,000
$3,181/mo
Monthly Payment:
$3,181
Principal & Interest:
$2,960
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Baldwin Park Orange County School District
3bed 4bath 3,043sq ft $263 / sq ft SFR
Lot Size6,294sq ft Built2003 On Site4days
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
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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
1.941.487.1400
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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.

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Data last updated: Monday, October 20, 2014 at 2:51 PM