2756 Sheriff WayWinter Park, FL 32792Price: $595,000

  • Price: $595,000
  • Est. Mortgage of $/month
  • 48 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
Pending
2756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 327922756 Sheriff Way Winter Park FL 32792
QR Code

Driving Directions

  • 3Bedrooms
  • 0.2Acreage
  • 2Bathrooms
  • 1965Year Built
Under contract-accepting backup offers. **$30,000 Price Improvement!! Welcome to your beautifully updated slice of the Florida Dream here in Winter Park! Perfectly positioned on a desirable corner lot, this thoughtfully renovated home blends modern design, comfort, and functionality - minutes away from Advent Health, Park Avenue, and Schools! From the moment you step inside, you'll notice the extensive tile flooring, upgraded lighting, and stylish finishes throughout. The heart of the home is the stunning RENOVATED KITCHEN featuring QUARTZ countertops, rich NAVY cabinetry, stainless steel appliances, and a gorgeous wine & coffee bar complete with a built-in WINE FRIDGE-perfect for entertaining or slow Florida mornings at home. Need space to work or unwind? The dedicated OFFICE with MODERN BARN DOORS creates the ideal work-from-home setup, while the additional BONUS ROOM offers endless flexibility as a playroom, reading retreat, media space, or hobby room. Down the hall, the spacious and serene Primary Suite invites you to unwind in the renovated, spa-inspired rain showerhead for a relaxing start or finish to your day. The 2nd bedroom has been dubbed the "Hotel Room" by guests because of its larger size and additional sitting area. This space is perfect for MULTIGENERATIONAL LIVING, whether they are coming home for the summer, guests visiting Central Florida on vacation, or extended family needing a space of their own! The 3rd bedroom is across the hall from the Primary and features laminate flooring, so you truly have 3 dedicated bedrooms PLUS an office! Practical upgrades set this home apart from others in the community, including CUSTOM BLINDS Throughout & 5 1/4 INCH BASEBOARDS in the main living areas, an indoor, heated & cooled LAUNDRY ROOM, Replaced A/C (Inside 2020, Outside 2019), NEW ROOF (2022), PVC REPIPE (2018), NEW SEWER, NEWLY FENCED BACKYARD (2022), WIFI Garage Opener (2020)a storage shed, and a NEW (2021) COVERED & SCREENED LANAI with waterproof and weatherproof interlocking flooring, designed for year-round indoor/outdoor living enjoyment. This move-in-ready abode delivers the perfect balance of style and everyday living! Whether you're hosting friends, working remotely, or simply enjoying the Florida lifestyle, this remarkable gem is located blocks away from Cady Way Trail and Ward Park, and just minutes from the award-winning restaurants on Park Avenue, and in the Baldwin Park & Mills50 shopping districts! Don't sleep on this one, call and schedule your private showing today!
Listing Courtesy of PALM CIRCLE REALTY

Ask A Question

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from Fusilier Realty Group. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Elementary SchoolAloma Elem
  • High SchoolWinter Park High
  • Junior HighGlenridge Middle

Location

  • Address2756 Sheriff Way
  • AreaWinter Park/Aloma
  • CountyOrange
  • Exterior Features Sidewalk
  • StateFL
  • SubdivisionWinter Park Pines
  • TownWinter Park
  • Township 22
  • Zip32792

Property

  • ZoningR-1A

Utilities

  • Cooling Central Air
  • Heating Central
  • Laundry Features Washer Hookup
  • Sewer Public Sewer
  • Utilities Cable Available, Electricity Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Water ViewNo

Basic Information

  • List Price$595,000
  • ListingContractDate2026-04-15
  • MLS NumberO6402570
  • Mls Status Pending
  • OriginalListPrice625000
  • PostalCodePlus44333
  • PublicSurveyRange30
  • StatusPEN

Building

  • Bathroom2
  • Construction Materials Block
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces2
  • Levels One
  • RoofShingle
  • Rooms6
  • Year Built1965

Property Information

  • Acreage0.2
  • Attached Garage YN Yes
  • Building Area Total 2,388
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot Size Square Feet 8,758
  • MFR Living Area Meters 168
  • MFR Lot Size Square Meters 814
  • MFR Total Acreage 0 to less than 1/4
  • Square Feet1,812

Other

  • Building Area Source Public Records
  • Date Listed05/12/2026
  • MFR Additional Lease Restrictions Buyer/Buyer's Agent to verify all leasing restrictions with local government.
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-06-07T01:32:31
  • Usm Previous StatusActive
  • View Count2

Tax Information

  • MFR Association Fee Requirement Optional
  • Tax Year 2025
  • Taxes$5,547

Rooms

  • Bedrooms3
  • Full Bath2

Basic Information

  • MFR Virtual Tour URL Unbranded 2 Click Here
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Interior

  • Flooring Tile
  • Furnished Unfurnished

Amenities

  • Appliances IncludedDishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Association YN Yes
  • Community Features Pool
  • MFR Amenities Additional Fees Winter Park Cady Way Pool is Available with a Seasonal Pass - Buyer to verify pricing with the City of Winter Park. HOA membership is optional and voluntary. Buyer to verify HOA rules and restrictions.
  • MFR Pet Restrictions Buyer/Buyer's Agent to verify all pet restrictions with local government.
  • Other AmenitiesPool
  • PetsYes
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 29, 2026 3:04 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Fusilier Realty Group. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.