160 W Rockwood Way,WINTER PARK, FL 32789
WINTER PARK, FL 32789
Description
Under contract-accepting backup offers. 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.
Details
| MLS # | O6437722 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | For-sale |
| Status | Active Under Contract |
| Year | 2017 |
| Days On Site | 60 |
| Listing Provided By | PREMIER SOTHEBY'S INTL. REALTY | Alison Mosley |
Features
| Bed(s) | 5 |
|---|---|
| Bath(s) | 6 Total |
| SQ Feet | 4,015 |
| Garage | 2 |
| Pool | Yes |
| Story(s) | 2 |
| Zoning | R-1AA |
| Acreage | 0.26 |
Taxes
| Property | 18901 |
|---|
Area Information
| State | FL |
|---|---|
| County | Orange |
| City | WINTER PARK |
| Zip Code | 32789 |
| Area | 32789 Winter Park |
| Community Name | FOREST HILLS |
| School District | Winter Park High |
| Elementary School | Audubon Park K8 |
| High School | Winter Park High |
| Listing VS Median (in FOREST HILLS) | |
Price: $3,395,000 low | high Med: $312,000 sqft: 4,015 low | high Med: 1,952 $ / sqft: $846 low | high Med: $171 On site: 60 low | high Med: 68 | |
Market Activity 32789
Request a showing
Request a showing
Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 31, 2026 at 1:34:11 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Contact
Learn More About This Property
| State | FL |
|---|---|
| County | Orange |
| City | WINTER PARK |
| Zip Code | 32789 |
| Area | 32789 Winter Park |
| Community Name | FOREST HILLS |
| School District | Winter Park High |
| Elementary School | Audubon Park K8 |
| High School | Winter Park High |
| Listing VS Median (in FOREST HILLS) | |
Price: $3,395,000 low | high Med: $312,000 sqft: 4,015 low | high Med: 1,952 $ / sqft: $846 low | high Med: $171 On site: 60 low | high Med: 68 | |
 | $2,950,0001821 Englewood RdWinter Park, FL 32789 |
 | $3,390,0001751 Glencoe RdWinter Park, FL 32789 |
 | $3,250,0002823 Parkland CircleWinter Park, FL 32789 |
 | $3,195,0002119 Howard DrWinter Park, FL 32789 |