Welcome home to this truly exceptional, move-in ready two-story gem in the highly desirable Orchard Hills community of Winter Garden—showing like a brand-new model home! Meticulously maintained by the owners, this nine-year-old home feels fresh, modern, and beautifully cared for from the moment you arrive. Step inside to an inviting open-concept design featuring stylish wood-look tile throughout the first floor, a bright and spacious living area, and a stunning, modern kitchen complete with a large center island, stainless steel appliances, quartz countertops, and abundant cabinetry—perfect for entertaining or everyday living. A versatile bonus room near the rear of the home offers the ideal space for a home office or guest retreat, along with a convenient half bath and extra storage. Enjoy Florida living with the charming, enclosed patio that connects to the rear-entry two-car garage with additional storage. Upstairs, a generous loft leads to three bedrooms, including a serene primary suite with a private balcony overlooking tranquil pond views. The spa-like ensuite bath features a walk-in shower, soaking tub, and private water closet. Additional upgrades include a full home fire sprinkler system, helping reduce homeowners’ insurance costs, and rain gutters. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention—making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!
Sold for $565,000
$565,000
5561 Cypress Hill Rd, Winter Garden, FL 34787
3beds
2,470sqft
Single Family Residence
Built in 2016
4,563 Square Feet Lot
$566,600 Zestimate®
$229/sqft
$2,966 Estimated rent
Home value
$566,600
$521,000 - $618,000
$2,966/mo
Zestimate® history
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$2,966/mo
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$4,241/mo
Est. payment
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$4,241/mo
Est. payment
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List your homeWhat's special
Move-in ready two-story gemLarge center islandGenerous loftQuartz countertopsVersatile bonus roomExtra storageSoaking tub
Zillow last checked:
Listing updated:
Listing Provided by:
Kathy McDonald 407-973-4026,
WATSON REALTY CORP 407-332-6000
Bought with:
Shelley Dawson, 3308982
COMPASS FLORIDA LLC
Source: Stellar MLS,MLS#: O6383015
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Other, Walk-In Closet(s)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 15x17
Bedroom 2
- Features: Built-in Closet
- Level: Second
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 3
- Features: Built-in Closet
- Level: Second
- Area: 132 Square Feet
- Dimensions: 12x11
Primary bathroom
- Features: Dual Sinks, Garden Bath, Stone Counters, Water Closet/Priv Toilet, Linen Closet
- Level: Second
Bathroom 2
- Level: Second
Bathroom 3
- Level: First
Balcony porch lanai
- Level: First
- Area: 120 Square Feet
- Dimensions: 12x10
Balcony porch lanai
- Level: Second
Den
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Dining room
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Kitchen
- Features: Pantry
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Laundry
- Level: Second
Living room
- Level: First
- Area: 306 Square Feet
- Dimensions: 18x17
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Microwave, Range, Refrigerator, Dishwasher, Disposal, Electric Water Heater
- Laundry: Laundry Room, Electric Dryer Hookup, Inside, Upper Level, Washer Hookup
Features
- Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Walk-In Closet(s), Ceiling Fan(s)
- Flooring: Tile, Carpet
- Has fireplace: No
Interior area
- Total structure area: 3,698
- Total interior livable area: 2,470 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Screened, Front Porch, Rear Porch
- Exterior features: Balcony, Sidewalk, Rain Gutters
- Has view: Yes
- View description: Water, Pond
- Has water view: Yes
- Water view: Water,Pond
Lot
- Size: 4,563 sqft
Details
- Parcel number: 152327584903580
- Zoning: ORG-P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco, Block, Concrete
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2016
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Water Available, Electricity Available, Electricity Connected
Community & neighborhood
Security
- Security features: Fire Sprinkler System
Location
- Region: Winter Garden
- Subdivision: ORCHARD HILLS PHASE 2
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $188 monthly
- Association name: Paul Clark
- Association phone: 407-347-9923
- Second association name: First Service Residential
- Second association phone: 407-347-9923
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 5/6/2026 | Sold | $565,000-5%$229/sqft |
Source:  Stellar MLS #O6383015 Report a problem | ||
| 4/4/2026 | Pending sale | $595,000$241/sqft |
Source: Stellar MLS #O6383015 Report a problem | ||
| 2/17/2026 | Listed for sale | $595,000+112.1%$241/sqft |
Source: Stellar MLS #O6383015 Report a problem | ||
| 7/6/2016 | Sold | $280,490$114/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,080 +7.5% | $319,345 +3% |
| 2023 | $4,728 +4.1% | $310,044 +3% |
| 2022 | $4,541 +1.2% | $301,014 +3% |
| 2021 | $4,489 +1.1% | $292,247 +1.4% |
| 2020 | $4,442 +0.9% | $288,212 +2.3% |
| 2019 | $4,401 +0.8% | $281,732 +1.9% |
| 2018 | $4,367 | $276,479 +2.1% |
| 2017 | $4,367 +1.3% | $270,792 +673.7% |
| 2016 | $4,309 +318% | $35,000 +16.7% |
| 2015 | $1,031 | $30,000 |
Find assessor info on the county website
Neighborhood: 34787
Nearby schools
GreatSchools rating
- 10/10Keenes Crossing Elementary SchoolGrades: PK-5Distance: 0.6 mi
- 9/10Bridgewater Middle SchoolGrades: 6-8Distance: 0.6 mi
- 7/10Windermere High SchoolGrades: 9-12Distance: 1.8 mi
Schools provided by the listing agent
- Elementary: Keene Crossing Elementary
- Middle: Bridgewater Middle
- High: Windermere High School
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$566,600
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$566,600
- Florida
- Orange County
- Winter Garden
- 34787
- 5561 Cypress Hill Rd
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