5755 Cypress Hill Rd

Winter Garden, FL 34787

$455,000
Price
3
Beds
1,797 Sq. Ft.
$253 / Sq. Ft.
1,797
Sq. Ft.
$253
per Sq. Ft.
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Description

Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills community of Winter Garden, offering 3 bedrooms, 2.5 baths, a 2-car garage, and abundant natural light throughout. As you enter the home, you are welcomed into the dining area which then flows seamlessly into the spacious living room and kitchen, creating an inviting layout perfect for everyday living and entertaining. Tile flooring extends throughout the downstairs living areas, kitchen, and wet areas for style...Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills community of Winter Garden, offering 3 bedrooms, 2.5 baths, a 2-car garage, and abundant natural light throughout. As you enter the home, you are welcomed into the dining area which then flows seamlessly into the spacious living room and kitchen, creating an inviting layout perfect for everyday living and entertaining. Tile flooring extends throughout the downstairs living areas, kitchen, and wet areas for style and easy maintenance. The kitchen features stunning granite countertops that contrast beautifully with the white cabinetry, along with stainless steel appliances all included. Upstairs, you’ll find all three bedrooms with comfortable carpet flooring, as well as a convenient laundry room complete with washer and dryer. The primary bedroom offers private access to a balcony where you can enjoy peaceful water views and relax in a serene outdoor setting. Residents of Orchard Hills enjoy exceptional amenities including a clubhouse, fitness center, picnic area with grills, dog park, playground, and a vibrant community atmosphere with events and social clubs designed to build lasting relationships.
  1. Listed by Francisco Nieves-Taranto • Brokerage DRE #1000748 • CT HOMES REALTY CORPORATION
    P: (321)-248-4149 C: (321)-248-4149 francisco@rentcare.net

Property Details for 5755 Cypress Hill Road

Architectural Style
Contemporary
Subdivision Name
ORCHARD HILLS PH 4
Township
23
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 05/07/2026 06:54 AM

Property Details for 5755 Cypress Hill Road

StatusActive
MLS #O6404161
Days on Market4
Taxes$4,506 / year
HOA Fees$1,015 / quarter
Condo/Co-op Fees-
Property TypeTownhouse
MLS TypeResidential / Townhouse
Year Built2019
Lot Size0.10 AC / 4,180 SF
CountyOrange County
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Location

Listing Courtesy of CT HOMES REALTY CORPORATION, Francisco Nieves-Taranto
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Building Information for 5755 Cypress Hill Road

Stories2Residences-Year Built2019Lot Size0.10 AC / 4,180 SF

Payment Calculator

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$3,005 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,291

Property Taxes

$376

HOA Dues

$338

The Payment Calculator is for illustrative purposes only.

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Property Information for 5755 Cypress Hill Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2439.0
  • Building Area Units: Square Feet
  • Building Name Number: 5755
  • Community Features: Clubhouse, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks
  • Direction Faces: Southwest
  • Directions: From Florida’s Turnpike, take the exit for SR429 North toward Apopka. Take exit to Schofield Rd and turn left and turn right onto Avalon Road, then turn left on Orchard Hills Blvd. Turn onto Cypress Hill Rd.
  • Elementary School: Keene Crossing Elementary
  • Middle Or Junior School: Bridgewater Middle
  • High School: Windermere High School
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 5755
  • Street Name: CYPRESS HILL
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER GARDEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Driveway
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: Community Pool, Maintenance Grounds, Pool Maintenance, Recreational Facilities
  • Association Fee Requirement: Required
  • Association Name: Orchard Hills
  • Association Phone: Paul Clark
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Verify with HOA
  • Tax Block: 00
  • Tax Book Number: 5856
  • Tax Legal Description: ORCHARD HILLS PHASE 4 91/129 LOT 604
  • Tax Lot: 604
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Corner Lot, Level, Sidewalk
  • Parcel Number: 152327585606040
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: P-D
  • Living Area: 1797
Property and Assessments
  • Year Built Numeric: 2019
  • Association Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Recreation Facilities
  • Flood Zone Code: X
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0380H
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 27
  • Public Survey Section: 15
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Rain Gutters, Sidewalk
  • Foundation Details: Slab
  • Levels: Two
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Inside Utility
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Tile
  • Heating: Central
  • Interior Features: Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Stone Counters, Thermostat, Walk-In Closet(s)
  • Laundry Features: Inside, Laundry Room, Upper Level
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 5.0
  • Water View: No
  • Window Features: Drapes
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Breed Restrictions

Property History for 5755 Cypress Hill Road

DateEvent & SourcePriceAppreciation
May 3, 2026

Listed (Active)

MFRMLS #O6404161

$455,000—
Aug 14, 2020

Sold (Public Record)

Public Record #676224652

$311,000—
Aug 14, 2020

Sold

MFRMLS #O5872458

$311,000—
DateEvent & SourcePrice
05/03/2026

Listed (Active)

MFRMLS #O6404161

$455,000
08/14/2020

Sold (Public Record)

Public Record #676224652

$311,000
08/14/2020

Sold

MFRMLS #O5872458

$311,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5755 Cypress Hill Road

Taxable ValueLand-Additions-Total-
Tax Record2024$4,270 ($356 / month)
Home Facts
Beds2Total Finished SqFt1,797 SqFtAbove Grade Finished SqFt1,797 SqFtStories2Lot Size4,180 SqFtStyleTownhouseYear Built2019ZoningP-DCountyORANGEAPN15-23-27-5856-06-040

Schools near 5755 Cypress Hill Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Keenes Crossing Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Bridgewater Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Keenes Crossing Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Bridgewater Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 5755 Cypress Hill Road, Winter Garden, FL 34787

5755 Cypress Hill Road is a townhouse for sale in Winter Garden, FL 34787. This property was listed for sale on May 3, 2026 by CT HOMES REALTY CORPORATION, it's currently listed at $455,000. It has been on the market for a total of 4 days and was last sold on August 14, 2020. This listing's school district is Orange County Public Schools. Nearby schools include Keenes Crossing Elementary School, Cornerstone Academy Charter and Bridgewater Middle School. 5755 Cypress Hill Road is a 3-bed, 3-bath, 1,797 sqft townhouse built in 2019.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of CT HOMES REALTY CORPORATION, Francisco Nieves-Taranto

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the 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 MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 05/07/2026 06:54 AM