Single Family Residence at 160 W ROCKWOOD WAY, WINTER PARK
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$3,395,000

160 W ROCKWOOD WAY
WINTER PARK, FL 32789
Listed by PREMIER SOTHEBY'S INTL. REALTY
Bedrooms
5
Bathrooms
5.5
Living area
4,015 sqft
Year built
2017

About this home

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.

Highlights

Private pool

Property details

MLS #
MFRO6437722
Property type
Single Family Residence
Subdivision
FOREST HILLS
Status
Active
Days on market
N/A
On market date
September 10, 2026
Stories
N/A
Total bathrooms
5.5
Garage spaces
2
Parking spaces
N/A
Lot size
0.26 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
AUDUBON PARK SCHOOL
0.67 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,091
Student:teacher ratio
16.3:1
District
ORANGE
Middle
GLENRIDGE MIDDLE
0.8 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,110
Student:teacher ratio
18.8:1
District
ORANGE
High
WINTER PARK HIGH
1.72 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
3,354
Student:teacher ratio
20.3:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

84
Highly walkable
out of 100
EPA National Walkability Index
15.8 / 20 -- Most walkable
Nearby-amenity density
90 / 100
Restaurants & cafes20
Grocery stores3
Parks15
Schools5
Transit stops20
Pharmacies1

Mortgage calculator

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Est. monthly payment
$20,595/mo
$679,000 down
$2,716,000 loan
Principal & interest$17,616
Property tax (est.)$2,829
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 14 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.