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Craulio De La Cruz Henriquez
REALTOR®

2756 Sheriff Way , Winter Park, FL 32792

$625,000
  • 2756 Sheriff Way , Winter Park, FL 32792 Main Photo

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New to the Market Active
BEDS3 BATHS2 full SQUARE FEET1,812 MLS#O6402570
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONWINTER PARK PINES

Property Description

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!

2756 Sheriff Way | MLS# O6402570

This single family home located at 2756 Sheriff Way , Winter Park, FL 32792 is currently listed for sale with an asking price of $625,000. This property was built in 1965 and has 3 bedrooms and 2 full baths with 1812 sq. ft. Sheriff Way is located in the WINTER PARK PINES subdivision. Search WINTER PARK PINES real estate on cdelacruzhenriquez.floridaexecutiverealty.com today.

Upcoming Open Houses

Open House Saturday May 16th, 12:00pm - 3:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 0.20 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $5,547
Year Built: 1965

Amenities

Ceiling Fans(s)
Sidewalk

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Directions: From I-4 Northbound, take W. Fairbanks Ave Exit into Winter Park (FL426) Turns into Aloma Ave. Turn Right onto N. Ranger Blvd, Right onto Cady Way, Right onto Gilbert Rd. and home will be on your Right. Corner of Sheriff Way and Gilbert Ave.
Exterior: Block
Flood Zone Code: X
Flooring: Tile
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.2
Ownership: Fee Simple
Pets Allowed: Yes
Pets Restrictions: Buyer/Buyer's Agent to verify all pet restrictions with local government.
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: ShowingTime
Special Sale Provisions: None
Utilities: Cable Available, Electricity Connected
Water: Public
Water Access Y/N: No
Zoning: R-1A

Room Sizes

Kitchen: 13x12
Dining Room: 10x13
Living Room: 18x15
Primary Bedroom: 16.5x10.5
Bedroom 2: 12x20.5
Bedroom 3: 11.5x10.5

Local Schools

High School: Winter Park High
Middle School: Glenridge Middle
Elementary School: Aloma Elem

Listed By / Shown By

Listed By

Agency Name: PALM CIRCLE REALTY
Agency Contact: 352-988-4975

Shown By

Agent Name: Craulio De La Cruz Henriquez
Agent Phone: (813) 623-2800
Agency Title: Florida Executive Realty

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Estimated Payment

$ 2,035.52 per month $1,390.98 Principal & Interest $462.25 Property Tax $182.29 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/13/2026. The listing information on this page last changed on 05/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 05/13/2026 12:21:22 PM EST) or Stellar MLS (last updated Wed 05/13/2026 12:02:42 PM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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