Imagine having your own private resort in Cary, tucked into over 2 wooded acres with no mandatory HOA. A 20' x 40' saltwater pool, swim-in grotto, waterfall, tiki bar, hot tub, koi pond, barbecue area, oversized fire pit and horseshoe pits create an extraordinary setting for outdoor entertaining. Down a long, tree-canopied drive lined by a stone wall, this distinctive 4-bedroom home lives like a 5-bedroom and offers remarkable privacy while remaining convenient to shopping, dining, hospitals and everyday amenities. A stream winds through the property toward an adjacent pond, adding to the peaceful, secluded atmosphere while keeping you close to Cary's everyday conveniences. Inside, contemporary design meets Arts & Crafts character with extensive custom stonework, oak flooring, bespoke oak cabinetry and natural wood details. The dramatic two-story living room features custom windows and an oversized wood-burning fireplace with integrated firewood storage. Designed for cooking and gathering, the kitchen centers around an approximately 8.5' x 4' island and includes a prep sink, wine refrigerator, induction cooktop, convection oven, warming drawer and trash compactor. A slate feature wall with integrated water element adds another custom architectural detail. The nearby powder room continues the theme with custom woodwork, specialty lighting, waterfall-style sink and a unique countertop designed to resemble the depth and movement of water. The main-level primary suite opens through French doors directly to the hot tub and pool. Its custom closet offers extensive shoe and accessory storage, built-in cabinetry, concealed storage, wall safe and private laundry. The primary bath features dual waterfall-style vanities, towel warmers, programmable six-head shower, programmable jetted tub and private water closet with built-in storage. A custom library adjacent to the primary suite can double as a home office, while separate dining space and a sunroom provide additional places to gather. The sunroom opens directly to the outdoor entertaining areas. Upstairs, secondary bedrooms share a full bath with dual vanities and conveniently located second laundry. Above the detached garage, a separate pool house/accessory living space functions much like a fifth bedroom, offering flexible space for guests or recreation. The walkout lower level was made for movie and game nights, with a dedicated theater featuring a 120" projection screen, red velvet curtains and theater-style carpeting, plus a wet bar and game/poker area. A substantial workshop provides room for tools, woodworking and projects. With four-car garage space plus a carport, this private Cary retreat offers exceptional parking, storage and hobby space. Distinctive and exceptionally versatile, it combines custom craftsmanship, resort-style outdoor living and abundant entertainment space in a wooded setting that feels worlds away without sacrificing convenient access to shopping, dining, hospitals and everyday amenities.
East Cary, located between Downtown Cary and Walnut Street, is a residential and mixed-use Cary neighborhood with tree-lined streets and a rail-adjacent, small-town grid. The neighborhood’s character concentrates around the Academy Street and Chatham Street area, where patios, coffee counters, and local storefronts set a steady, walkable rhythm. Architectural cues lean toward mid-century ranches, updated cottages, and newer townhomes near the core. Bond Brothers Beer Company and The Cary Theater act as cultural anchors for evenings and weekends. The Downtown Cary Park adds a central green for concerts, play, and open-air lounging. Greenway links and pocket parks stitch the area into daily routines.
Provided by Walk Score and Local Logic
Offer insights
107 Winding Ridge Dr · $1,500,000
$1.47M and above
75% chance or better to win
Why $1.47M+ is a strong offer
DAYS ON MARKET
59 days
The average home goes pending in 42 days.
SALE-TO-LIST
98.5%
Most homes are selling 2% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Ceiling fans
Chandeliers
Recessed and track lighting
Smooth ceilings
Vaulted and high ceilings
Entrance foyer
Built-in bookcases and built-in features
Granite countertops
Kitchen island
Natural woodwork
Eat-in kitchen
Wet bar
Bidet
Double vanity
Separate shower and walk-in shower
Whirlpool tub
Walk-in closets
Room over garage
High-speed internet
Smart home features (smart thermostat, smart lights, smart cameras/recording)
Water closet
Bedrooms
4 bedrooms total
1 bedroom on the main level
Bathrooms
3 full bathrooms
1 half bathroom
Kitchen
Convection oven
Wall oven
Warming drawer
Electric cooktop
Induction cooktop
Microwave
Self-cleaning oven
Dishwasher
Refrigerator
Freezer
Bar fridge
Trash compactor
Wine refrigerator
Exhaust/vented fans
Stainless steel appliances
Smart appliances
Laundry & utility
Washer and dryer provided
Washer/dryer connections
Gas dryer hookup
Laundry closet
Laundry areas on main and upper levels and common area
Multiple laundry locations
Interior laundry
Flooring
Wood flooring
Luxury vinyl
Carpet
Heating & cooling
Central heating and central air
Heat pump
Fireplace heating and wood-burning option
Ceiling fans
Attic fan
Electric cooling
Exterior features
Covered, wrap-around and front/side/rear porches
Deck and patio
Balcony
Private yard and private entrance
Garden
Gazebo and pergola
Outdoor grill and gas grill
Barbecue area and fire pit
Outdoor lighting
Rain gutters
Smart exterior features (smart cameras/recording, smart lights, smart locks)
In-ground heated, filtered saltwater pool with waterfall
Heated spa
Home design
House
Three or more levels
No common walls
Parking
Attached garage
Garage with 4 spaces
Additional garage(s) / second garage
Carport (1 space)
Open parking with about 10 spaces
Security
Smart cameras/recording
Smart lock(s)
Construction
Cedar, cement siding, wood siding and stone veneer exterior
The R-40 districts are known as non-watershed residential districts. These districts allow a range of very-low to moderate-density residential development and various building forms, depending on the specific district. A limited number of nonresidential uses are also allowed. Some nonresidential uses are permitted by-right; others are allowed only within designated activity centers and then only if the Board of Adjustment first reviews and approves a site plan and Special Use Permit for such use.
Zone overlays
Swift Creek
Permitted uses
Include but are not limited to:
Religious facility
Housing-Single unit
Housing-Multiple units
Educational/school
Library
Golf related
Housing-Mobile home park
Park & open space
Feb 3, 2012 • Final
Hvac change out residential
HVAC
Nov 11, 2011 • Final
Bldg - alteration residential
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
7 days above 104° expected this year, 16 days in 30 years
6/10 Wind Factor
58% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Cary, NC • 27518
Average low and high temperatures (°F)
48
29
54
35
70
45
77
54
78
59
89
69
90
72
81
67
80
63
69
51
65
44
53
34
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
95/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Cary. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.2 hrs
5.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 107 Winding Ridge Dr
$1,429,959
$70K under list price of $1.50M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $875K to $1.2M.