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$3,395,000
14 Days On Site

160 W ROCKWOOD WAY
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
4,015
SqFt
$846
/SqFt
2017
Built
Subdivision:
FOREST HILLS
County:
Orange

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160 W ROCKWOOD WAY160 W ROCKWOOD WAY160 W ROCKWOOD WAY160 W ROCKWOOD WAY
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Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This custom home, designed and built by the celebrated Z-Properties, pairs timeless New England character with modern sensibilities. Every detail is intentional in this iconic design—nothing has been sacrificed. Situated on a 0.25-acre lot, a private courtyard welcomes you through a solid wood arched gate and along a slate pathway to the front door. Cedar shake detailing, a block wall surrounding the property, and classic architectural elements add to the style and charm of this Hamptons-inspired home. The residence features five bedrooms and five-and-a-half baths, including a first-floor primary suite and a dedicated guest house. Spanning 4,018 square feet, the home offers a thoughtfully designed floor plan with the primary suite on the first floor, while additional bedrooms and flexible living space are located upstairs. The guest house includes two ensuite bedrooms and a living room with vaulted ceilings and exposed wood beam details. Inside, a generous foyer welcomes you, where neutral-hued pine floors anchor the home and set a warm, inviting tone. Volume ceilings enhance the open floor plan, while an architectural skylight with transom windows floods the living room with natural light. A wall of custom built-in storage ensures everything has its place. The transition to the dining room is framed by backlit glass built-ins, while the centerpiece is a custom buffet accented by designer wall coverings and elegant lighting, creating a truly stunning entertaining space. Glass doors open to a covered lanai with tongue and groove ceiling a summer kitchen with pellet grill and bar seating, all overlooking the sparkling pool. A turf grass surround minimizes maintenance while providing year-round beauty. The lanai connects to separate guest house featuring 2 ensuite bedrooms and living space. The center courtyard is intimate, offering incredible privacy for this special place. The kitchen is beautifully appointed with paneled appliances, a Thermador chef's range with pot filler, and a stunning marble center island with counter seating. A butcher block work surface provides additional prep space, while a floor-to-ceiling wall of paneled cabinetry maximizes storage and organization. A breezeway drop zone with a built-in desk creates a functional everyday workspace, complemented by a separate laundry room. This home doesn't miss a beat. With an exceptional location, thoughtfully considered design, and award-winning builder, it offers the very best of Winter Park living. Zoned for Audubon K–8 and Winter Park High School, nationally recognized for its International Baccalaureate program, the home is just minutes from Rollins College, downtown Orlando, Park Avenue, and the area's beautiful parks. This exceptional property perfectly captures the timeless lifestyle that makes Winter Park so special.

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Listing Snapshot
Price 
$3,395,000
Days On Site 
14 Days
Bedrooms 
5
Inside Area (SqFt) 
4,015 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.26 Acres
Year Built 
2017
MLS® Number 
O6437722
Status 
Active
Property Tax 
$18,901
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
4 days agoStatus changed to Active
2 weeks agoListing first seen on site
General Features
Acres 
0.26
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
4959
Utilities 
Cable AvailableSewer Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
DishwasherDisposalDryerRangeRefrigerator
Cooling 
Central Air
Flooring 
Wood
Furnished 
Unfurnished
Heating 
Central
Interior 
High CeilingsIn-Law Floorplan
Laundry Features 
Inside
Bathroom 3 
Level - Second
Bathroom 5 
Level - First
Bedroom 2 
Level - Second
Bedroom 4 
Level - First
Dining Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BlockHardiPlank Type
Exterior 
CourtyardLightingOutdoor Grill
Fencing 
MasonryOther
Patio And Porch 
CoveredRear Porch
Pool Features 
In GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Audubon Park K8
Middle School
Audubon Park K-8
High School
Winter Park High
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY (407) 304-6458



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-09-14 08:36 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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