Updated 5+ Days Ago
Highlights
- Open floor plan
- Brand-new appliances
- Renovated kitchen
- Soaring cathedral ceilings
- Peaceful surroundings
- Kitchenette
Location
158 Steep Hill Rd, Weston, CT 06883, USA
Tour 158 Steep Hill Rd
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Amenities for 158 Steep Hill Rd
Features
| Central Air | Fireplace |
Appliances
| Dishwasher | In-Unit Laundry |
Community
| Basement | Fitness Center |
Grounds
| Garage Parking | Outdoor Space |
| Three Parking Spaces |
Other
| Architecture Style: Contemporary | Eight Rooms |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
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REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
About 158 Steep Hill Rd
Property Status: Active Light-filled, beautifully renovated and wonderfully versatile, this striking Weston contemporary offers over 5,000 square feet of living space in a private yet convenient setting. From the moment you enter, the home impresses with a dramatic great room featuring soaring cathedral ceilings, skylights and walls of windows that bring the outdoors in. Designed for everyday living and entertaining, the open, airy floor plan features two fireplaces and multiple decks for relaxing and enjoying the surrounding landscape. The renovated kitchen offers brand-new appliances, generous workspace and an easy connection to the living and dining areas. The main-level primary suite provides the ease of one-floor living, while additional bedrooms offer plenty of room for family and guests. A private space above the garage is ideal as an au pair suite, guest quarters or home office. The finished lower level adds even more flexibility with space for a possible 6th BR, recreation/media room, fitness area and kitchenette. Numerous decks overlook the beautiful private yard. Just minutes from charming Weston Center and Weston's top-rated schools, residents also enjoy beach rights at Westport's Compo Beach. A rare combination of space, style, privacy and convenience. Enjoy the best of Weston living-peaceful surroundings, award-winning schools (bus stop at end of driveway!), a welcoming town center and easy access to Westport's shopping, dining, train and beaches. Also listed for SALE. Office Phone: (203) 429-4020 Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 158 Steep Hill Rd compares to other nearby properties.
Positives
- More space
- The 5-bedroom is 1373 sqft larger than other listings nearby
- Fitness center
- The gym is just a few steps away
- Images Available
- There are at least 10 photos of this property
Considerations
- Greater distance from grade schools
- The nearest elementary school is farther than 1.7 miles away
- Greater distance from middle schools
- The nearest middle school is farther than 1.6 miles away
Address details
| Zip code | 06883 |
|---|---|
| Type | House for rent |
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Rent trends in Weston
Median rents as of Oct 17 2026.
Weston
| Month | Median Rent |
|---|---|
| September 2025 | $4,400 |
| October 2025 | $4,400 |
| July 2026 | $6,200 |
| August 2026 | $6,200 |
| September 2026 | $8,725 |
| October 2026 | $10,916 |
Schools near 158 Steep Hill Rd
Weston Intermediate School
95 school rd
weston, CT, 6883
3-5Public
A
Hurlbutt Elementary School
9 school rd
weston, CT, 6883
PK, K-2Public
B+
Norwalk Early Childhood Center
11 allen rd
norwalk, CT, 6851
PKPublic
Classical Studies Magnet Academy
659 beechwood ave
bridgeport, CT, 6605
PKPublic
Geraldine Claytor Magnet Academy
240 ocean terrace
bridgeport, CT, 6605
PK, K-8Public
C-
Getting around Weston near 158 Steep Hill Rd
Walking
1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Driving
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
3/10
This is semi-bikeable, but you’ll need another way of getting around.
Points of interest for 158 Steep Hill Rd, Weston
Groceries
2/10
Few or no groceries within a short drive
Shopping
2/10
Few or no shops within a short drive
Cafes
1/10
Few or no cafés within a short drive
Restaurants
3/10
Some restaurants within a short drive
Primary schools
0/10
Closest elementary school further than a 30-minute walk
High schools
0/10
Closest high school further than a 30-minute walk
Parks
4/10
Moderate amount of park space nearby
Nightlife
1/10
Few or no bars within a short drive
Explore the area around 158 Steep Hill Rd
Peter's Weston Market
190 Weston Rd
Lily's Weston Market
190 Weston Rd
Gruel Britinnia
161 Cross Hwy
Village Market
108 Old Ridgefield Rd
Stop & Shop Supermarket
5 River Rd
Imposter LLC
7 Primrose Ln
Breitling USA, Inc
206 Danbury Rd
The Turnover Shop
98 Old Ridgefield Rd
Be Chic
78 Old Ridgefield Rd
Wilton Cleaners & Tailors
74 Old Ridgefield Rd
Uncle Leo's Coffee
19 Main St
Connecticut Coffee & Grill
16 Center St
Tusk & Cup Fine Coffee
142 Old Ridgefield Rd
Starbucks
21 River Rd
SoBol of Wilton
5 River Rd
Black Cat Grille
59 Ethan Allen Highway
Brennan's Shebeen Irish Bar & Grill
2425 Morehouse Hwy
Barcelona Wine Bar
4180 Black Rock Tpke
Hudson Malone
323 Main St
Barn Door Restaurant
37 Ethan Allen Hwy
Creative Cakes By Bari Lynn
190 Weston Rd
Penny Ha' Penny
28 Cannon Rd
Michelinas Bakery
126 Old Ridgefield Rd
The Painted Cookies LLC
101 Old Ridgefield Rd
European Food Import LLC
253 Chestnut Hill Rd
Elisabeth Luce Moore Preserve
Walter Wagner Preserve
Katherine Ordway Preserve
Devils Glen Park
Garden
Namaste New York
15 10 O Clock Ln
Valz Kreationz
The Olde Blue Bird Inn Restaurant
363 Black Rock Tpke
Lunch Box
190 Weston Rd
Sugar High LLC
37 Oak Ln
7 / Cannondale Rd Cannondale MTA Station
Danbury-Ridgefield-Norwalk 7 Link
7 / Cannondale Road Cannondale MTA Station
Danbury-Ridgefield-Norwalk 7 Link
Wilton High School
Danbury-Ridgefield-Norwalk 7 Link
Wilton Splash Car Wash
Danbury-Ridgefield-Norwalk 7 Link
10 / 20 Westport
Wilton Center - Sono Station
Cannondale
New Haven Line
Wilton
New Haven Line
Branchville
New Haven Line
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