Contact One Click Broker
Contacting One Click Broker
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
1208 Winding Cypress Court, KISSIMMEE, FL 34746
Active
  1. Image 1 of 24 For 1208 Winding Cypress Court
  2. Image 2 of 24 For 1208 Winding Cypress Court
  3. Image 3 of 24 For 1208 Winding Cypress Court
  4. Image 4 of 24 For 1208 Winding Cypress Court
  5. Image 5 of 24 For 1208 Winding Cypress Court
  6. Image 6 of 24 For 1208 Winding Cypress Court
  7. Image 7 of 24 For 1208 Winding Cypress Court
  8. Image 8 of 24 For 1208 Winding Cypress Court
  9. Image 9 of 24 For 1208 Winding Cypress Court
  10. Image 10 of 24 For 1208 Winding Cypress Court
  11. Image 11 of 24 For 1208 Winding Cypress Court
  12. Image 12 of 24 For 1208 Winding Cypress Court
  13. Image 13 of 24 For 1208 Winding Cypress Court
  14. Image 14 of 24 For 1208 Winding Cypress Court
  15. Image 15 of 24 For 1208 Winding Cypress Court
  16. Image 16 of 24 For 1208 Winding Cypress Court
  17. Image 17 of 24 For 1208 Winding Cypress Court
  18. Image 18 of 24 For 1208 Winding Cypress Court
  19. Image 19 of 24 For 1208 Winding Cypress Court
  20. Image 20 of 24 For 1208 Winding Cypress Court
  21. Image 21 of 24 For 1208 Winding Cypress Court
  22. Image 22 of 24 For 1208 Winding Cypress Court
  23. Image 23 of 24 For 1208 Winding Cypress Court
  24. Image 24 of 24 For 1208 Winding Cypress Court
Property Photos
1208 Winding Cypress Court
Image Gallery
Would you like to sell your home before you purchase this one?
Priced at Only: $515,000
For more Information Call:
Address: 1208 Winding Cypress Court, KISSIMMEE, FL 34746
Property Location and Similar Properties
All
Similar
  1. Image 1 of 24 For 1208 Winding Cypress Court
  2. Image 2 of 24 For 1208 Winding Cypress Court
  3. Image 3 of 24 For 1208 Winding Cypress Court
  4. Image 4 of 24 For 1208 Winding Cypress Court
  5. Image 5 of 24 For 1208 Winding Cypress Court
  6. Image 6 of 24 For 1208 Winding Cypress Court
  7. Image 7 of 24 For 1208 Winding Cypress Court
  8. Image 8 of 24 For 1208 Winding Cypress Court
  9. Image 9 of 24 For 1208 Winding Cypress Court
  10. Image 10 of 24 For 1208 Winding Cypress Court
  11. Image 11 of 24 For 1208 Winding Cypress Court
  12. Image 12 of 24 For 1208 Winding Cypress Court
  13. Image 13 of 24 For 1208 Winding Cypress Court
  14. Image 14 of 24 For 1208 Winding Cypress Court
  15. Image 15 of 24 For 1208 Winding Cypress Court
  16. Image 16 of 24 For 1208 Winding Cypress Court
  17. Image 17 of 24 For 1208 Winding Cypress Court
  18. Image 18 of 24 For 1208 Winding Cypress Court
  19. Image 19 of 24 For 1208 Winding Cypress Court
  20. Image 20 of 24 For 1208 Winding Cypress Court
  21. Image 21 of 24 For 1208 Winding Cypress Court
  22. Image 22 of 24 For 1208 Winding Cypress Court
  23. Image 23 of 24 For 1208 Winding Cypress Court
  24. Image 24 of 24 For 1208 Winding Cypress Court
Request More Information
  • All fields are required.
Virtual Tour
More Like This
  • MLS#: O6359179 ( Residential )
  • Street Address: 1208 Winding Cypress Court
  • Viewed: 269
  • Price: $515,000
  • Price sqft: $160
  • Waterfront: No
  • Year Built: 2003
  • Bldg sqft: 3210
  • Bedrooms: 5
  • Total Baths: 5
  • Full Baths: 3
  • 1/2 Baths: 2
  • Garage / Parking Spaces: 2
  • Days On Market: 73
  • Additional Information
  • Geolocation: 28.2731 / -81.4653
  • County: OSCEOLA
  • City: KISSIMMEE
  • Zipcode: 34746
  • Subdivision: Cumbrian Lakes Resort Ph 2
  • High School: Poinciana High School
  • Provided by: LPT REALTY, LLC
  • Contact: Maria Cuffaro
  • 877-366-2213
  • mfrmls
  • DMCA Notice
  • Description
    This fully upgraded 5 bedroom, 3 bathroom home in a gated resort community presents a highly profitable investment opportunity. Previously a successful Airbnb, the property was always professionally cleaned and is now ready for continued rental. Inside, the home boasts a modern, open concept layout, ideal for both relaxation and entertainment. The spacious living and dining areas flow seamlessly into a well equipped kitchen with contemporary appliances, granite countertops, and a breakfast bar. The adjacent family room offers a cozy retreat, perfect for unwinding after a busy day. The master suite features a large walk in closet and a luxurious en suite bathroom with dual vanities, a soaking tub, and a separate shower. The remaining four bedrooms are generously sized and offers versatile living space for family, guests, or home offices. 3 full bathrooms and 2 half baths are conveniently located throughout the home. Step outside to the private, screened in pool area, requiring minimal maintenance for hassle free enjoyment. The pool deck offers ample space for lounging, dining, or hosting gatherings, with peaceful water views that enhance the relaxing atmosphere. The property also includes a Tesla charger, adding modern convenience for electric vehicle owners. Security is enhanced with a state of the art CCTV system, providing comprehensive coverage throughout the exterior of the property and the main living room. Located in a desirable gated community, this home offers easy access to major attractions, the best schools in te area, shopping, dining, and highways, making it an ideal choice for investors seeking a high return rental property in a prime location.
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered
  • Flooring: Carpet, Ceramic Tile, Laminate
  • Living Area: 2572.00
  • Roof: Shingle
Property Information
  • Property Condition: Completed
School Information
  • High School: Poinciana High School
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
  • Parking Features: Curb Parking, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, On Street, Open, Oversized
Eco-Communities
  • Pool Features: In Ground, Screen Enclosure
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central
  • Pets Allowed: Yes
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected
Finance and Tax Information
  • Home Owners Association Fee: 175.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2024
Other Features
  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
  • Association Name: Sentry Management
  • Country: US
  • Interior Features: Ceiling Fans(s), High Ceilings, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Walk-In Closet(s)
  • Legal Description: CUMBRIAN LAKES RESORT PHASE 2 PB 13 PG 79-100 LOT 109
  • Levels: Two
  • Area Major: 34746 - Kissimmee (West of Town)
  • Occupant Type: Tenant
  • Parcel Number: 36-25-28-1273-0001-1090
  • Style: Contemporary
  • Views: 269
  • Zoning Code: KMPU
Similar Properties

Active
Details for 4602 Cumbrian Lakes Drive, KISSIMMEE, FL 34746
$522,500.00 ($88.85 / sqft )

4602 Cumbrian Lakes Drive More Like This

VA ASSUMABLE MORTGAGE AT 5% and you don't have to be a Vet to qualify. Welcome home to your Disney area retreat, nestled just 15 minutes (14 miles) from the magic of Disney Parks in the serene Cumbria

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 5881 sqft
  1. MLSID: S5121846
  2. Provided by FREEMAN REALTY SOLUTIONS LLC
  3. Contact Eric Freeman
  4. mfrmls
  5. DMCA Notice
52 Pictures and Information
Active
Details for 2514 Dharma Circle, KISSIMMEE, FL 34746
$543,500.00 ($147.93 / sqft )

2514 Dharma Circle Virtual Tour More Like This

Income Ready | 6 Bedrooms | 5.5 Bathrooms | Private Pool (heated) home is the perfect blend of vacation and investment potential. Resort is approved for short term rental. This home is its ready to w

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 6
  3. Approx. 3674 sqft
  1. MLSID: S5127601
  2. Provided by CHARLES RUTENBERG REALTY ORLANDO
  3. Contact Aria Pedroso
  4. mfrmls
  5. DMCA Notice
26 Pictures and Information
Active
Details for 195 Hideaway Beach Lane, KISSIMMEE, FL 34746
$475,000.00 ($143.51 / sqft )

195 Hideaway Beach Lane Virtual Tour More Like This

Looking for your ideal vacation home? Discover 195 Hideaway Beach Lane, a luxurious 6 bedroom, 5.5 bathroom fully furnished home in the esteemed guard gated Terra Verde Resort. Perfect as a family ret

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 6
  3. Approx. 3310 sqft
  1. MLSID: S5129129
  2. Provided by TEAM DONOVAN
  3. Contact James Donovan
  4. mfrmls
  5. DMCA Notice
55 Pictures and Information
Active
Details for 949 Lake Berkley Drive, KISSIMMEE, FL 34746
$605,000.00 ($178.47 / sqft )

949 Lake Berkley Drive Virtual Tour More Like This

Beautiful fully furnished lakefront home, featuring 7 bedrooms and 4.5 baths, located in the gated community of Lake Berkley Resort. Upon entering this home, you will be immediately drawn to the seren

  1. Request Information
  1. Bedrooms: 7
  2. Baths: 5
  3. Approx. 3390 sqft
  1. MLSID: S5141254
  2. Provided by GOLDEN SUN REALTY INC
  3. Contact Sam Li
  4. mfrmls
  5. DMCA Notice
28 Pictures and Information
Active
Details for 221 Las Fuentes Drive, KISSIMMEE, FL 34746
$539,900.00 ($127.85 / sqft )

221 Las Fuentes Drive Virtual Tour More Like This

Who Could Pass Up the Real Estate Deal of the Season? Who, after another PRICE REDUCTION, would miss out on one of Orlandos top vacation home deals, a literal cash machine just 10 miles from Disney W

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 7
  3. Approx. 4223 sqft
  1. MLSID: O6249325
  2. Provided by FLORIDA REALTY MARKETPLACE
  3. Contact Dan Dumeng
  4. mfrmls
  5. DMCA Notice
52 Pictures and Information
Active
Details for 2641 Tranquility Way, KISSIMMEE, FL 34746
$599,000.00 ($163.04 / sqft )

2641 Tranquility Way More Like This

Fully Furnished Disney Resort Vacation Home on a Corner Lot with a Large Private Heated Pool! Located in the highly sought after, 24 hour manned gated community of Veranda Palms, this home offers ever

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 5
  3. Approx. 3674 sqft
  1. MLSID: O6269604
  2. Provided by HAVEN PROPERTY GROUP LLC
  3. Contact Lindsay Crum
  4. mfrmls
  5. DMCA Notice
41 Pictures and Information
Active
Details for 178 Marcello Boulevard, KISSIMMEE, FL 34746
$599,000.00 ($156.40 / sqft )

178 Marcello Boulevard Virtual Tour More Like This

Premium Lot , in front of the park and great value! This stunning 8 bedroom, 3,000+ square foot home, located on a desirable corner lot in the gated Bella Vida community in Kissimmee, offers a fantast

  1. Request Information
  1. Bedrooms: 8
  2. Baths: 5
  3. Approx. 3830 sqft
  1. MLSID: O6279744
  2. Provided by BRIC REALTY LLC
  3. Contact Sangita Khatri
  4. mfrmls
  5. DMCA Notice
76 Pictures and Information
Active
Details for 1527 Angler Avenue, KISSIMMEE, FL 34746
$549,000.00 ($152.20 / sqft )

1527 Angler Avenue Virtual Tour More Like This

Beautiful 5 Bedroom Home with Stunning Lake View! Welcome to this better than new, spacious 5 bedroom, 4.5 bathroom home with an upstairs loft located in the desirable Shingle Creek Reserve at The Oa

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 3607 sqft
  1. MLSID: O6349376
  2. Provided by M2M REALTY
  3. Contact Mariana Micheti
  4. mfrmls
  5. DMCA Notice
81 Pictures and Information
Active
Details for Address Not Provided
$549,000.00 ($130.00 / sqft )

Address Not Provided Virtual Tour Reduced More Like This

Discover the ultimate blend of luxury and comfort in this stunning 6 bed, 5. 5 bath retreat located in one of kissimmees premier resort communities. This home offers six spacious bedrooms including fo

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 6
  3. Approx. 4223 sqft
  1. MLSID: O6354938
  2. Provided by GLOBAL FLORIDA REALTY
  3. Contact Lorena Hilel
  4. mfrmls
  5. DMCA Notice
40 Pictures and Information
Active
Details for 1055 Lake Berkley Drive, KISSIMMEE, FL 34746
$534,000.00 ($157.52 / sqft )

1055 Lake Berkley Drive Virtual Tour Reduced More Like This

Fully furnished and move in ready, this beautiful vacation home is located in the gated Lake Berkley community and backs directly to a peaceful nature preserve. Thoughtful updates throughout give the

  1. Request Information
  1. Bedrooms: 7
  2. Baths: 5
  3. Approx. 3390 sqft
  1. MLSID: O6373790
  2. Provided by KELLER WILLIAMS WINTER PARK
  3. Contact Liam Glover PA
  4. mfrmls
  5. DMCA Notice
49 Pictures and Information
Nearby Subdivisions
Bass Lake Estates   Bella Isle Isles Of Bellalago   Bellalago   Bellalago Ph 03   Bellalago Ph 1x   Bellalago Ph 2n   Bellalago Ph 3   Bellalago Ph 3m   Bellalago Ph 4k   Bellalago Ph 4p   Bellalago Ph 5   Bellalago Ph 5 O   Bellalago Ph 5j   Bellalago Ph 5j Sec 2   Bellalago Ph 5j Sec 3   Bellalago Ph 6h 6i   Bellalago Ph 7l   Bellalago Ph B2   Bellalago Ph5j Section 2   Bellalagoph 5j Sec 2   Bellavida   Bellavida Ph 1   Bellavida Ph 2a   Bellavida Ph 2b   Bellavida Ph 2c   Bellavida Resort   Bobbie Jean Acres   Brighton Lakes P2   Brighton Lakes Ph 1   Brighton Lakes Ph 1 Parcel F   Brighton Lakes Ph 1 Parcels A    Brighton Lakes Ph 1 Prcl C   Brighton Lakes Ph 1 Prcl D   Brighton Lakes Ph 2 Prcl H   Brighton Lakes Ph I   Campbell City   Campbell Heights   Casa Bella   Chatham Park At Sausalito   Chatham Park At Sausalito Ph 2   Chatham Park At Sausalito Ph 3   Chatham Park Ph 03   Concorde Estates   Concorde Estates Ph 1   Concorde Estates Ph 1b   Concorde Estates Ph 2   Concorde Estates Ph 2a   Concorde Estates Ph 2b   Country Creek Estates Ph 02   Country Creek Estates Ph 2   Cove At Storey Lake 4   Cove At Storey Lake 5   Cove At Storey Lake Ii   Cove At Storey Lake Iii   Covestorey Lake Ii   Covestorey Lake Iv   Covestorey Lk V   Creekside Ph 2   Creekside Ph 3   Crystal Cove Residence   Crystal Cove Resort   Cumbrian Lakes Resort   Cumbrian Lakes Resort Ph 01   Cumbrian Lakes Resort Ph 1   Cumbrian Lakes Resort Ph 2   Cumbrian Lakes Resort Ph 3   Cumbrian Lakes Resorts   Cypress Hammock   Cypress Hammock Ph 1   Cypress Hammock Ph 2   Cypress Shadows   Eagle Lake Ph 1   Eagle Lake Ph 2a   Eagle Lake Ph 2b   Eagle Lake Ph 3   Eagle Lake Ph 4a   Eagle Lake Ph 4b   Eagle Pointe   Eagle Pointe Ph 03   Eagle Pointe Ph 2   Eagle Pointe Ph 4   Eagle Trace   Evergreen Park   Evergreen Place   Forest   Fountains On Pleasant Hill Roa   Greenpoint Essential Bldg 1   Greenpoint Essential Hotel Con   Ham Brown Reserve Ph 1a   Ham Brown Reserve Ph 1a 1b 1c    Hamlets   Harbor Shores   Hawks Run   Hidden Harbor   Indian Point Ph 1   Indian Point Ph 5   Indian Point Ph 7   Indian Wells   Isles Of Bellalago   Isles Of Bellalago Ph 2   Islesbellalago   Kings Cove   Knightsbridge 50s   Knightsbridge Ph 1   Lake Berkley Resort   Lake Berkley Resort Ph 02   Lake Berkley Resort Ph 2   Legacy Grand   Legacy Grand East Gate A Condo   Legacy Grand East Gate Condo   Liberty Village Ph 1   Liberty Village Ph 2   Liberty Vlg Ph 1   Maingate Hotel Condo   Montego Bay   Na   Not Applicable   Oak Hammock Preserve Un 01   Oak Pointe   Oaks   Oaks Ph 1 B1   Oaks Ph 1 B2   Orange Blossom Acres   Orange Vista   Orangebranch Bay   Overoaks Rep 1   Pastures The   Pineridge Estates   Pleasant Hill Heights   Pleasant Hill Lakes   Pleasant Hill Trails   Reedy Reserve Ph 2   Seasons   Shingle Creek Reserve At The O   Shingle Crk Reserve Oaks Ph 3   Siesta Lago   Storey Creek   Storey Creek 50s   Storey Creek Ph 1   Storey Creek Ph 2a   Storey Creek Ph 2a Pb 28 Pgs 1   Storey Creek Ph 2b   Storey Creek Ph 3a   Storey Creek Ph 3b 4   Storey Creek Ph 5   Storey Creek Ph 6   Storey Creek Ph6   Storey Lake   Storey Lake 2 50 Resort   Storey Lake Iii   Storey Lake Pb 23 Pg 150167 Bl   Storey Lake Ph 3   Storey Lake Ph I2   Storey Lake Ph I3a   Storey Lake Tr K   Terra Verde   Terra Verde Ph 2   Terra Verde Resort   The Oaks   The Terraces At Storey Lake Co   Tohop Estates   Veranda Palms   Veranda Palms Ph 1c   Veranda Palms Ph 2   Veranda Palms Ph 2a   Veranda Palms Ph 2b1   Veranda Palms Ph 2b22c   Wilderness Ph 3 The   Windmill Point   Windward Cay  
Skip to Main Content
  1. One Click Broker
  2. 800.557.8193
  3. Toll Free: 800.557.8193
  4. billing@brokeridxsites.com