• Primary Photo - 59 Winesap Rd
  • Building Photo - 59 Winesap Rd
    Building Photo - 59 Winesap Rd
  • Building Photo - 59 Winesap Rd
    Building Photo - 59 Winesap Rd
$4,400 Total Monthly Price

59 Winesap Rd

,

Stamford, CT 06903

2 Weeks Ago
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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
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59 Winesap Rd
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Beds Baths Average SF
4 Bedrooms 4 Bedrooms 4 Br 3 Baths 3 Baths 3 Ba 2,184 SF

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

  • Dogs Allowed
  • Fees not specified
  • Cats Allowed
  • Fees not specified

Details

Lease Options

  • 12 Months

About This Property

NEW TO MARKET! Landscaping & pool maintenance included! Awe inspiring North Stamford retreat tucked away on quiet cul-de-sac road provides peace of mind & easy, green, healthy living. The extraordinary & expansive fully-fenced park-like grounds feature plenty of usable land for play, an in-ground salt water pool w/safety fence & gorgeous stonewall accents heated via a passive solar system set off at a perfect distance from the house, composting area, vegetable gardens, fruit trees, in-ground trampoline & tree swing, too! Mature landscaping affords ultimate privacy & space galore to celebrate life events w/those nearest & dearest to you. Relax & unwind on the deck overlooking the pool & grounds or step inside & rejuvenate in the sauna. Feel at ease w/auto generator, all newer appliances, 2-zoned heating & central air w/digital programmable thermostats, keyless front entry, vaulted ceilings w/skylights, hardwood floors & great natural light thru-out, ceiling fan, gas cooking & lots of storage, too! The finished walk-out LL affords endless possibilities & includes a family rm w/wood-burning fireplace, sliders out to patio & pool & access to a spacious full bathrm & another bedrm or office w/large dressing rm. Less than 1.5mi to golf, 3mi to conveniences, schools, nature center & more & just 4mi to Merritt & High Ridge Shopping Corridor, this sweet home & true sanctuary offers a lovely blend of serenity, privacy & convenience! Come walk the grounds & discover your favorite outdoor space today!

59 Winesap Rd is a house located in Fairfield County and the 06903 ZIP Code. This area is served by the Stamford School District attendance zone.

House Features

Washer/Dryer

Hardwood Floors

Fireplace

Smoke Free

  • Washer/Dryer
  • Smoke Free
  • Fireplace
  • Hardwood Floors
  • Vaulted Ceiling
  • Sauna
  • Pool
  • Patio
Location
59 Winesap Rd, Stamford,
CT 06903
Get Directions
Neighborhood

Six miles from downtown, the busy streets of Stamford open up to rambling roads, historic homes, and forested hills marked with old stone walls. The semi-rural suburb of North Stamford works hard to maintain this natural beauty. The Bartlett Arboretum and Gardens tends to 93 acres of hiking trails and gardens, and the Stamford Museum and Nature Center houses a working farm full of animals. North Stamford's zoning policies favor single-family homes, but newcomers find a choice selection of houses for rent scattered throughout the neighborhood.

Neighbors catch up at LaRocca’s Country Market, a small grocer and deli that has served the area for over 85 years. Residents run errands along High Ridge Road, just south of the Merritt Parkway, or grab dinner at one of the neighborhood's several restaurants. Popular options include upscale pub fare at the rustic Long Ridge Tavern and Mediterranean cuisine at the Madonia Restaurant and Bar.

Learn more about living in North Stamford 

Below are rent ranges for similar nearby apartments

Beds Average Size Lowest Typical Premium
1 Bed 1 Bed 1 Bed 550 Sq Ft $1,700 $2,450 $3,200
2 Beds 2 Beds 2 Beds 900 Sq Ft $2,750 — —
3 Beds 3 Beds 3 Beds 2092 Sq Ft $4,300 $7,000 $12,000
4 Beds 4 Beds 4 Beds 4638 Sq Ft $5,850 $7,312 $8,500
Amenities
  • Washer/Dryer
  • Smoke Free
  • Fireplace
  • Hardwood Floors
  • Vaulted Ceiling
  • Patio
  • Sauna
  • Pool
Education
Colleges & Universities Distance
Colleges & Universities Distance
University of Connecticut
Drive: 17 min 8.3 mi
Purchase College
Drive: 30 min 17.1 mi
Manhattanville College
Drive: 33 min 18.3 mi
Pace University, Pleasantville
Drive: 33 min 21.3 mi
59 Winesap Rd is within 17 minutes or 8.3 miles from University of Connecticut. It is also near Purchase College and Manhattanville College.
Schools
West School
Public Elementary School
Grades PK-5
483 Students
Nearby
Northeast School
Public Elementary School
Grades K-5
495 Students
Attendance Zone
Turn Of River School
Public Middle School
Grades 6-8
662 Students
Attendance Zone
Westhill High School
Public High School
Grades 9-12
2,265 Students
Attendance Zone
King School Inc
Private Elementary, Middle & High School
Grades PK-12
697 Students
Nearby
New Canaan Country School
Private Elementary & Middle School
Grades PK-8
566 Students
Nearby
Bi-Cultural Hebrew Academy
Private Elementary, Middle & High School
Grades PK-12
334 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

59 Winesap Rd is near Westchester County, located 20.2 miles or 31 minutes away, and LaGuardia, located 41.2 miles or 65 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Talmadge Hill Station
Drive: 12 min 6.9 mi
Springdale Station
Drive: 14 min 7.0 mi
Springdale Mw Facility
Drive: 16 min 7.9 mi
Glenbrook Station
Drive: 16 min 8.4 mi
New Canaan Station
Drive: 15 min 8.9 mi
Airports Distance
Airports Distance
Westchester County
 Drive: 31 min 20.2 mi
LaGuardia
 Drive: 65 min 41.2 mi

Walkability Near 59 Winesap Rd Stamford, CT 06903

Getting Around
Not Walkable
Walkability
10 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
90 / 100
Somewhat Bikeable
Bikeability
30 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 59 Winesap Rd.

Shopping Centers Distance
Shopping Centers Distance
High Ridge Center
Drive: 9 min 4.5 mi
Pound Ridge Square
Drive: 8 min 4.6 mi
Chimney Corners
Drive: 10 min 5.4 mi
59 Winesap Rd has 3 shopping centers within 5.4 miles, which is about a 10-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Bartlett Arboretum & Gardens
 Drive: 6 min 3.0 mi
Stamford Museum & Nature Center
 Drive: 8 min 3.5 mi
Westchester Wilderness Walk/Zofnass Family Preserve
 Drive: 11 min 4.7 mi
New Canaan Nature Center
 Drive: 15 min 5.0 mi
Mianus River Gorge Preserve
 Drive: 14 min 7.9 mi
59 Winesap Rd has 5 parks within 7.9 miles, including Bartlett Arboretum & Gardens, Stamford Museum & Nature Center, and Westchester Wilderness Walk/Zofnass Family Preserve.
Hospitals Distance
Hospitals Distance
Four Winds
Drive: 18 min 10.3 mi
Silver Hill Hospital
Drive: 20 min 11.6 mi
Norwalk Hospital
Drive: 19 min 12.3 mi
59 Winesap Rd has 3 hospitals within 12.3 miles, the nearest is Four Winds which is 10.3 miles away and a 18 minute drive.
Military Bases Distance
Military Bases Distance
Camp Smith NY State Military
Drive: 45 min 30.5 mi
Eatons Neck CG Station North
Drive: 120 min 71.3 mi
59 Winesap Rd is 30.5 miles from Camp Smith NY State Military, and is convenient to other military bases, including Eatons Neck CG Station North.

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