5531 Cypress Hill Rd

Winter Garden, FL 34787

$625,000
Price
4
Beds
2,204 Sq. Ft.
$284 / Sq. Ft.
2,204
Sq. Ft.
$284
per Sq. Ft.
a view of a house with a yard and potted plants
a view of a patio with couches and potted plants
a view of a swimming pool with an ocean view
a kitchen with stainless steel appliances kitchen island a refrigerator and a sink
a large white kitchen with cabinets chairs and refrigerator
a large kitchen with a table and chairs
a living room with furniture and a flat screen tv
a view of a dining room with furniture and chandelier
a view of a dining room with furniture and chandelier
a living room with furniture
a spacious bedroom with a bed and a flat screen television
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture a window and a flat screen tv
a spacious bedroom with a bed and a large window
a bedroom with a bed and a large window
a spacious bedroom with a bed and wooden floor
a bathroom with a shower and a sink
a bathroom with a sink and mirror with shower
a bathroom with a double vanity sink a mirror and a shower
a bathroom with a toilet and a shower
a view of a livingroom from a hallway
a bedroom with a bed and a bookshelf
a bedroom with a bed and a painting on the wall
a bedroom with a bed and a flat screen tv
a bathroom with a granite countertop sink toilet and shower
a bathroom with a sink and mirror
a bathroom with a sink vanity mirror and toilet
a living room with furniture
a living room with furniture
a living room with furniture and a wooden floor
a living room with furniture and a wooden floor
a view of hallway with livingroom and wooden floor
a view of a hallway with wooden floor
a bathroom with a granite countertop toilet sink and mirror
a bathroom with a toilet a sink and a mirror
a bathroom with a sink and a shower
a bathroom with a tub and shower
a view of bathroom with shower
a close view of a utility room with dryer and washer
a view of a room with gym equipment
a view of a house with swimming pool and a yard
a view of a park with iron fence
a view of a house with a park
a front view of a house with a yard table and chairs
a living room with furniture and a wooden floor
a view of a room with gym equipment
a living room with lots of furniture and gym equipment
a view of a swimming pool with lounge chair
a view of a swimming pool with outdoor seating

Description

Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha cabinetry, granite countertops, an oversized eat-in island, drinking water filtration system, and a new Samsung...Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha cabinetry, granite countertops, an oversized eat-in island, drinking water filtration system, and a new Samsung refrigerator with transferable warranty through November 2030. High-end upgrades include dimmable lighting throughout, Level 2 EV charger, and a private home theater with Klipsch Reference Premiere speakers, Dolby Atmos surround sound, and a 150" motorized screen (theater components negotiable). Additional highlights include a two-car garage with custom built-in cabinetry and charging station. Residents enjoy resort-style amenities: zero-entry pool, clubhouse, fitness center, playgrounds, dog park, scenic bike trails, and included lawn care and landscaping. Prime location just minutes to Publix, Walmart, Aldi, TJ Maxx, Cinepolis, Urban Air, dining and cafés; 10 minutes to Winter Garden Village, 17 minutes to Costco. Zoned for A-rated, highly sought-after schools within a short bike ride.
  1. Listed by Olga Kaza, PA • Brokerage DRE #1054576 • OLYMPUS EXECUTIVE REALTY INC
    P: (407)-756-6318 C: (407)-756-6318 olga.kaza@hotmail.com

Property Details for 5531 Cypress Hill Road

Subdivision Name
ORCHARD HILLS PH 2 SIGNATURE LAKES
Township
23
Garage Spaces
2
Waterfront
No
Furnished
Negotiable
LISTING UPDATED: 01/30/2026 06:59 AM

Property Details for 5531 Cypress Hill Road

StatusActive
MLS #O6378167
Days on Market9
Taxes$8,644 / year
HOA Fees$2,260 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2016
Lot Size0.15 AC / 6,744 SF
CountyOrange County

Location

Listing Courtesy of OLYMPUS EXECUTIVE REALTY INC, Olga Kaza, PA
Add your commute

Building Information for 5531 Cypress Hill Road

Stories1Year Built2016Building Size-Lot Size0.15 AC / 6,744 SF

Payment Calculator

$3,955 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,046

Property Taxes

$720

HOA Dues

$188

The Payment Calculator is for illustrative purposes only.

Property Information for 5531 Cypress Hill Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2804.0
  • Building Area Units: Square Feet
  • Community Features: Clubhouse, Deed Restrictions, Dog Park, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks
  • Direction Faces: North
  • Directions: 535 S and right onto Tilden Rd. Left onto Tiny Rd. Left onto Cypress Hill Rd. Home is on the left.
  • 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
  • Senior Community: No
  • Unit Number: No
  • Street Number: 5531
  • Street Name: CYPRESS HILL
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER GARDEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: Community Pool, Maintenance Structure, Maintenance Grounds, Recreational Facilities
  • Association Fee Requirement: Required
  • Association Name: PAUL CLARK
  • Association Phone: 407-347-9923
  • Association: Yes
  • CDD: No
  • Pet Restrictions: PER HOA
  • Tax Block: 369
  • Tax Book Number: 85/35
  • Tax Legal Description: ORCHARD HILLS PHASE 2 85/35 LOT 369
  • Tax Lot: 369
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 152327584903690
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: P-D
  • Living Area: 2204
Property and Assessments
  • Year Built Numeric: 2016
  • Association Amenities: Clubhouse, Fitness Center, Maintenance, Park, Playground, Pool, Recreation Facilities, Trail(s)
  • Flood Zone Code: 0
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 15
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Phone Available, Sprinkler Recycled, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Stucco
  • Exterior Features: Irrigation System, Sidewalk, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Covered, Patio
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Security Features: Smoke Detector(s)
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Great Room
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Laminate, Tile
  • Heating: Central, Electric
  • Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Stone Counters, Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: No
  • Window Features: Blinds, Drapes, Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 5531 Cypress Hill Road

DateEvent & SourcePriceAppreciation
Jan 29, 2026

Listed (Active)

MFRMLS #O6378167

$625,000—
May 14, 2021

Sold (Public Record)

Public Record #1461835079

$420,000—
May 14, 2021

Sold (Public Record)

Public Record #1462053030

$420,000

+6.8% / yr

May 14, 2021

Sold

MFRMLS #O5933036

$420,000—
Mar 28, 2021

Pending

MFRMLS #O5933036

—
Mar 26, 2021

Listed (Active)

MFRMLS #O5933036

$415,000—
May 20, 2016

Sold (Public Record)

Public Record #572467146

$302,800—
DateEvent & SourcePrice
01/29/2026

Listed (Active)

MFRMLS #O6378167

$625,000
05/14/2021

Sold (Public Record)

Public Record #1461835079

$420,000
05/14/2021

Sold (Public Record)

Public Record #1462053030

$420,000

+6.8% / yr

05/14/2021

Sold

MFRMLS #O5933036

$420,000
03/28/2021

Pending

MFRMLS #O5933036

—
03/26/2021

Listed (Active)

MFRMLS #O5933036

$415,000
05/20/2016

Sold (Public Record)

Public Record #572467146

$302,800

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

Public Records for 5531 Cypress Hill Road

Taxable ValueLand$110,000Additions$405,330Total$515,330
Tax Record2024$8,584 ($715 / month)
Home Facts
Beds4Total Finished SqFt2,204 SqFtAbove Grade Finished SqFt2,204 SqFtStories1Lot Size6,752 SqFtStyleSingle Family ResidenceYear Built2016ZoningP-DCountyORANGEAPN15-23-27-5849-03-690

Schools near 5531 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 5531 Cypress Hill Road, Winter Garden, FL 34787

5531 Cypress Hill Road is a single family home for sale in Winter Garden, FL 34787. This property was listed for sale on January 29, 2026 by OLYMPUS EXECUTIVE REALTY INC, it's currently listed at $625,000. It has been on the market for a total of 9 days and was last sold on May 14, 2021. This listing's school district is Orange County Public Schools. Nearby schools include Keenes Crossing Elementary School, Cornerstone Academy Charter and Bridgewater Middle School. 5531 Cypress Hill Road is a 4-bed, 3-bath, 2,204 sqft single family home built in 2016.

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 OLYMPUS EXECUTIVE REALTY INC, Olga Kaza, PA

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: 01/30/2026 06:59 AM