To schedule a showing of 2756 Sheriff Way, Winter Park, Florida, Call David Shippey at 863-521-4517 TODAY!
Winter Park, FL 32792
- 3Beds
- 2.00Total Baths
- 2 Full, 0 HalfBaths
- 1,812SqFt
- 1965Year Built
- 0.20Acres
- MLS# O6402570
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market1 month, 9 days
- Area32792 - Winter Park/aloma
- CountyOrange
- Subdivision Winter Park Pines
Overview
**$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, youll 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 FRIDGEperfect 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 youre 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!
Agriculture / Farm
Association Fees / Info
Community Features: Pool, Sidewalks
Pets Allowed: Yes
Association: Yes
Bathroom Info
Total Baths: 2.00
Fullbaths: 2
Building Info
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Pool Features: Community
Fees / Restrictions
Financial
Original Price: $625,000
Garage / Parking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Floors: Tile
Levels: One
Laundry Features: WasherHookup
Interior Features: CeilingFans
Appliances: Dryer, Dishwasher, Microwave, Range, Refrigerator, WineRefrigerator, Washer
Lot Info
Direction Remarks: 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.
Lot Size Units: Acres
Lot Size Acres: 0.2
Lot Sqft: 8,758
Misc
Other
Special Conditions: None
Other Rooms Info
Property Info
Section: 09
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block
Stories: 1
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 6
Sqft Info
Sqft: 1,812
Bulding Area Sqft: 2,388
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 1
Tax Legal Description: WINTER PARK PINES UNIT FOUR Z/55 LOT 1 BLK C
Tax Block: C
Tax Annual Amount: 5547
Tax Book Number: Z-55
Unit Info
Utilities / Hvac
Heating: Central
Water Source: Public
Sewer: PublicSewer
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected
Waterfront / Water
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.This listing courtesy of Palm Circle Realty
If you have any questions on 2756 Sheriff Way, Winter Park, Florida, please call David Shippey at 863-521-4517.
MLS# O6402570 located at 2756 Sheriff Way, Winter Park, Florida is brought to you by David Shippey REALTOR®
2756 Sheriff Way, Winter Park, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 2756 Sheriff Way, Winter Park, Florida is O6402570.
The price for 2756 Sheriff Way, Winter Park, Florida is $595,000.
The status of 2756 Sheriff Way, Winter Park, Florida is Active.
The subdivision of 2756 Sheriff Way, Winter Park, Florida is Winter Park Pines.
The home located at 2756 Sheriff Way, Winter Park, Florida was built in 2026.
MLS# O6409379
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MLS IDX data last updated on 06-07-2026 9:27 AM EST.