0.61 km
Distance
Whitchurch-Stouffville, Ontario, Canada
Buyers searching for homes near Sleepy Hollow Country Club usually want two things: access and context. This page is built to make that comparison easier by combining available listings, street-level location details, and nearby amenities in one place. Instead of jumping between different tools, you can review homes and local points of interest side by side, then decide which streets or neighborhoods match your priorities. For Whitchurch-Stouffville, ON, that means you can quickly compare options around a known destination before spending time on private tours.
Right now, this page shows 27 nearby homes and 20 surrounding points of interest. You can use the listing table to compare address, bed and bath counts, and list price, then use the categories section to understand what types of amenities are clustered around the area. Top nearby category signals include Recreation, Entertainment. This structure helps you compare convenience, neighborhood activity, and market options without leaving the page.
If you are relocating or narrowing your search, start with the homes shown here, then expand your review to nearby categories and additional location details. This workflow gives a more complete picture than price alone and helps avoid shortlisting homes that do not fit your day-to-day needs. Availability and pricing can change quickly, so checking this page regularly is useful when you are actively searching near Sleepy Hollow Country Club. Once a property looks promising, contact an agent to confirm the latest status and schedule a showing.
There are currently 27 active or coming-soon homes displayed near Sleepy Hollow Country Club on this page.
This page includes nearby home listings, home prices, bedroom and bathroom counts, and nearby points of interest around Sleepy Hollow Country Club in Whitchurch-Stouffville.
Use the nearby homes table and points-of-interest sections to compare listing prices, surrounding amenities, and local access points before scheduling a tour.
| Address | Bed / Bath | Listing Price |
|---|---|---|
18 HILL TOP TRAIL E
Beautiful 4 bedrooms/4 washrooms detached luxury estate home with over 5000 Sq Ft of Indoor Living Space on a hilltop with unhindered views of Sunrise and Moonrise yearlong.An outdoor Oasis with 4 level fully renovated and customized deck of over 1200 Sq Ft, surrounded by various matured trees that
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$1,995,000 |
50 MAXSON LANE
Welcome to 50 Maxson Lane, a spectacular 2024-built luxury estate situated on a premium end lot of just under one acre in one of Stouffville's most prestigious enclaves. Offering over 5, 100 sq. ft. of exquisitely finished living space, this home features 6 bedrooms and 6 full bathrooms, including a
Living Area:
Sqft.
|
6
Beds,
6
Baths
|
$3,250,000 |
17 SLEEPY HOLLOW LANE
Welcome to this exceptional, newly renovated executive residence in the prestigious community of Sleepy Hollow Estates. Perfectly situated on one of the most desirable cul-de-sac lots, this remarkable home backs onto protected conservation land and a scenic golf course, offering breathtaking western
Living Area:
Sqft.
|
6
Beds,
4
Baths
|
$2,449,999 |
63 SUTTONRAIL WAY
Discover Elevated Living In This Exquisite 4-Year-Old Fieldgate-Built Residence, Offering Approx. 2, 883 Sq. Ft. Above Grade Of Beautifully Designed Living Space. Crafted With Sophistication And Attention To Detail, This Exceptional Home Features 4 Spacious Bedrooms, Including A Luxurious Primary Re
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$1,288,000 |
13676 NINTH LINE
Over $150K spent in upgrades !! Rare opportunity to own a beautifully updated home in the heart of Stouffville-where timeless character meets modern peace of mind. This extensively improved property has undergone significant mechanical, structural, and aesthetic upgrades, allowing you to enjoy the c
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,599,000 |
17 HILL TOP TRAIL
Luxurious custom built bungalow on approximately 1.3 acre lot, approximately 5, 000 sq.ft. of beautifully renovated living space including basement on a spectacular lot fronting and backing onto Sleepy Hollow Golf Course, automatic gated driveway, Surrounded by breathtaking views and exceptional pri
Living Area:
Sqft.
|
4
Beds,
5
Baths
|
$2,480,000 |
6468 BETHESDA ROAD E
Experience Unparalleled Luxury In This Exceptional Custom Estate Set On A Gated 10-Acre Property. Thoughtfully Designed And Expertly Curated, This Stunning Residence Offers Approximately 12, 500 Sq. Ft. Of Luxurious Living Space, Combining Contemporary Style With Classic Refinement. A Grand Foyer Wi
Living Area:
Sqft.
|
5
Beds,
8
Baths
|
$8,299,000 |
2829 YORK DURHAM LINE
This legacy 16-acre multi-residential Country Estate with a private lake offers unmatched versatility, natural elegance, character and opportunity-all within minutes of in-town amenities, restaurants, shopping and convenient GTA/Toronto access. Ideally situated beside the renowned Granite Golf Club
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$4,850,000 |
244 GREENWOOD ROAD
Backing onto Greenspace! Over 2, 700 sq ft above grade plus a partially finished basement with 4-piece bath. Situated on a premium lot backing onto scenic greenspace with mature trees and walking trails, this spacious home offers 4 bedrooms, 5 bathrooms and an excellent layout. Located within walkin
Living Area:
Sqft.
|
4
Beds,
5
Baths
|
$1,059,000 |
13953 10TH LINE
Welcome to your dream home!!! Custom build Heritage Bungalow on Over 2 Acres of Tranquil Greenery*Discover this one-of-a-kind, custom-Built detached Executive bungalow nestled on more than 2 acres of peaceful, tree-lined property with 6 Bedrooms 4bathrooms and approximately 6, 000sqft of elegant liv
Living Area:
Sqft.
|
6
Beds,
4
Baths
|
$1,650,000 |
69 RAEVIEW DRIVE
Experience resort-style living in prestigious Sleepy Hollow Estates. Situated on a private 1.07-acre cul-de-sac lot, this extensively renovated luxury estate offers approximately 8, 000sq. ft. of finished living space, including approximately 5, 911 sq. ft. above grade, a finished lower level, and a
Living Area:
Sqft.
|
6
Beds,
7
Baths
|
$2,699,000 |
6068 BLOOMINGTON ROAD
All 4 acres sold as one parcel only. Buyer responsible for any future severance or subdivision. Asking: Approximately $798, 000 per acre. Total Price: $3, 200, 000 for all 4 acres. A unique opportunity to acquire prime land in one of Whitchurch-Stouffville's most sought-after estate communities. For
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$798,000 |
6 KINGSTREE COURT
Welcome to this exceptional estate home in the prestigious Bloomington Woods community of Whitchurch-Stouffville, built by renowned builder Geranium Homes. Situated on a premium 0.75-acre lot, private Cul-De-Sac. This beautifully maintained residence offers the perfect combination of luxury, comfort
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$2,198,000 |
248 GREENWOOD ROAD
Beautifully maintained 8-year-ol detached home featuring over $40, 000 in thoughtful upgrades and enhancements, backing onto greenspace. Enjoy 9-foot ceilings, elegant hardwood flooring, upgraded LED pot lights throughout, and brand-new light fixtures. The open-concept layout showcases a gourmet kit
Living Area:
Sqft.
|
5
Beds,
5
Baths
|
$1,579,000 |
26 KNIGHTS PLACE
Welcome to 26 Knights Place - where permanent privacy meets pride of ownership on a breathtaking, professionally landscaped one-acre lot at the end of a quiet cul-de-sac in the heart of Whitchurch-Stouffville. What makes this property truly rare: the land backing and flanking this home is protected
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,099,000 |
2 SAM DAVIS COURT
2 Sam Davis Court, Stouffville- A residence of extraordinary scale, elegance, and presence set on a rare 1.05-acre estate lot in one of Stouffville's most prestigious enclaves. Surrounded by luxury estate homes, this exceptional property offers over 10, 000 sq. ft. of finished living space designed
Living Area:
Sqft.
|
10
Beds,
7
Baths
|
$3,398,888 |
131 GREENWOOD ROAD
Welcome to 131 Greenwood Road, a beautifully built 2017 family home in the heart of Stouffville, where life feels a little softer and a lot more connected.This warm, carpet free 4 bedroom, 5 bathroom detached home sits on a premium 61 by 148 foot fenced lot backing onto peaceful trees. Fully finishe
Living Area:
Sqft.
|
8
Beds,
5
Baths
|
$1,349,800 |
13645 NINTH LINE
Set on an impressive 8.08 acres in the prestigious and highly sought-after hamlet of Bloomington, this exceptional estate presents a rare blend of luxury country living and outstanding future development potential. Surrounded by rolling landscapes and mature trees, the property offers a private and
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$5,975,000 |
556 FORSYTH FARM DRIVE
Welcome to 556 Forsyth Farm Dr ... a spacious 4-bedroom home in one of Stouffville's most sought-after neighbourhoods. Offering 2, 625sq ft above grade plus a partially finished basement with income potential, this home delivers comfort, style, and exceptional convenience. The inviting open-concept
Living Area:
Sqft.
|
5
Beds,
5
Baths
|
$1,109,000 |
13676 NINTH LINE
Over $150K spent in upgrades!! Rare opportunity to own a beautifully updated home in the heart of Stouffville-where timeless character meets modern peace of mind. This extensively improved property has undergone significant mechanical, structural, and aesthetic upgrades, allowing you to enjoy the ch
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,599,000 |
50 CONDUCTOR AVENUE
Welcome to this modern and beautifully upgraded double garage detached home in the highly desirable Stouffville community. Built in 2022 and meticulously maintained by the original owner, this home is in excellent condition and truly move-in ready. Featuring a striking contemporary exterior with cle
Living Area:
Sqft.
|
5
Beds,
5
Baths
|
$1,438,000 |
7 CONDUCTOR AVENUE
Spacious 3139 Sqft Detached, 5 beds & 4.5 baths w/ double garage. Open concept kitchen with breakfast bar and pantry and family room with gas fireplace. Library w/ double French doors on main floor. Master bedroom w 5 Pc ensuite, His/Hers sinks & walk- in closet. Unfinished basement with separate en
Living Area:
Sqft.
|
5
Beds,
5
Baths
|
$1,589,000 |
11 SLEEPY HOLLOW LANE
A Must See! Don't Miss This Exceptional Family Home In Prestigious Sleepy Hollow Estates. Offering Approximately 3, 800 Sq Ft Above Grade, This Residence Features A Spacious Family Room With Fireplace And Walk-Out To A Private Deck, Along With An Upgraded Kitchen Finished With High-Quality Materials
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$1,995,000 |
95 SUTTONRAIL WAY
Must See .Stunning Executive 3118 sqft 5-Bedroom Residence in a Mature & Highly Sought-After Community! Built in 2022 and with Tarion New Home Warranty. Bright, functional layout features 9ft ceilings on the main floor and upgraded hardwood flooring throughout the entire house (No Carpet!).A gourmet
Living Area:
Sqft.
|
5
Beds,
5
Baths
|
$1,428,000 |
6068 BLOOMINGTON ROAD
Stunning 4+ Acres land with your own private partion of pond Nestled within a community of multi-million-dollar residences**The long, tree-lined winding driveway leads you to a bright cozy custom built Walkout basement bungalow separate living, dining and family room that walks out to a huge deck wi
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$3,780,000 |
106 CONDUCTOR AVENUE
Siding onto pristine green space with no backyard neighbours, this exceptional 3, 136 sq ft home offers a rare blend of privacy, scale, and refined luxury. Set on a premium lot with tranquil natural views an enhanced by exterior pot lighting, this home delivers an elevated living experience rarely f
Living Area:
Sqft.
|
5
Beds,
5
Baths
|
$1,649,900 |
172 STEAM WHISTLE DRIVE
Introduction of 172 Steam Whistle: 5 Bedrm detached home w/ oversize Tandem + Unfinished Bsmt (As Per Builder & MPAC 3905 Sqft + 1899 Sqft Unfinished Walk-Up Basement). A rare opportunity to own a breathtaking Ravine & Pond Area for touching your nature life, offering short-walk to a lush, mature fo
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$2,278,990 |