Is a car needed in Weston, CT?

As of early 2026, 98% of users say car is needed

Are yards well-kept in Weston, CT?

As of early 2026, 96% of users say yards are well-kept

Is parking easy in Weston, CT?

As of early 2026, 95% of users say parking is easy

As of early 2026, 95% of users say it's quiet

Is there wildlife in Weston, CT?

As of early 2026, 85% of users say there's wildlife

Is Weston, CT dog-friendly?

As of early 2026, 80% of users say it's dog friendly

Does Weston, CT show holiday spirit?

As of early 2026, 73% of users say there's holiday spirit

Are neighbors friendly in Weston, CT?

As of early 2026, 62% of users say neighbors are friendly

Would people walk alone at night in Weston, CT?

As of early 2026, 62% of users say people would walk alone at night

Do kids play outside in Weston, CT?

As of early 2026, 56% of users say kids play outside

Do residents of Weston, CT plan to stay at least 5 years?

As of early 2026, 52% of users say they plan to stay for at least 5 years

Are there community events in Weston, CT?

As of early 2026, 47% of users say there are community events

FOR SALE

2 ACRES

38 Old Redding Road
Weston, CT 06883

4 Beds
4 Baths
3,457 sqft (on 2 acres)

$1,375,000

Est. Mortgage $8,892/mo*

Get Pre-Qualified

$1,375,000

Est. Mortgage $8,892/mo*

Get Pre-Qualified

4 Beds

4 Baths

3,457 sqft

(on 2 acres)

We estimate this home will sell faster than 91% nearby.

Local Information

-- mins to

Commute Destination

Description

This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train stations of Westport and Fairfield. The home's immaculate exterior sets a welcoming tone with an oversized front porch with seating that beckons you inside. Upon entry, the home unfolds with an open layout featuring vaulted ceilings, skylights, walls of glass, rich wood floors, and fireplaces that add warmth and character. The main house offers a first-floor primary suite with walk-in closet and sunlit bath with double sinks, tub/shower, and sauna, along with access to a versatile loft. The great room features a dramatic two-story fireplace and flows into the dining room, living room, and kitchen, all filled with natural light and opening to the outdoor decks. Two powder rooms and a second loft level include a dedicated office, sitting room, & studio/recreation room. Lower level offers a family room with fireplace, three bedrooms, and a renovated full bathroom. Each room opens via sliders to decks/patio, and a laundry room completes this level. A renovated studio with separate entry and full bath offers multiple uses. A special home offering privacy, beauty, and seamless living

We estimate this home will sell faster than 91% nearby.

Home Highlights

Parking

2 Car Garage

Outdoor

Patio, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

$398

Listed

10 days ago

Home Details for 38 Old Redding Road

Interior Features
Interior Details Basement: NoneNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Great Room, Kitchen, Living Room, Loft, Office, Rec Play Room, Studio Apt
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout Living Area: 3457 Square Feet
Appliances & Utilities Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Trash Compactor, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Forced Air,Zoned,Electric,OilHas CoolingAir Conditioning: Central Air,Window Unit(s),ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltPatio / Porch: Deck, PatioFencing: ElectricOther Structures: Shed(s)Exterior: BalconyFoundation: Concrete PerimeterNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage Waterfront: Beach AccessFrontage Type: Golf CourseNot on Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 2279 Square FeetFinished Area (below surface): 1178 Square Feet

Days on Market
Days on Market: 10

Property Information
Year Built Year Built: 1975
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building Construction Materials: Vertical Siding, Cedar, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 406089

Price & Status
Price List Price: $1,375,000Price Per Sqft: $398
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: Active

Media
See Virtual Tour

Location
Direction & Address City: WestonCommunity: Lower Weston
School Information Elementary School: HurlbuttJr High / Middle School: WestonHigh School: Weston

Agent Information
Listing Agent Listing ID: 24176914

Building
Building Area Building Area: 3457 Square Feet

HOA
No HOA

Lot Information
Lot Area: 2 Acres

Miscellaneous
Mls Number: 24176914Attic: NoneAttribution Contact: (203) 247-0450Above Grade Unfinished Area: 2279Activation Date: Thu Jun 04 2026

Last check for updates: about 20 hours ago

Listing courtesy of Lori Elkins Ferber, (203) 247-0450

William Raveis Real Estate, (203) 247-0450

Source: Smart MLS, MLS#24176914

Also Listed on Smart MLS.

Market trends in Weston

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

11MoM

Price History for 38 Old Redding Road

Date	Price	Event	Source
06/04/2026	$1,375,000	Listed For Sale	Smart MLS #24176914

07/01/2010	$899,000	ListingRemoved	Agent Provided

05/21/2010	$899,000	Listed For Sale	Agent Provided

04/07/2010	$837,000	Sold	Smart MLS #98447442
Recording Date 04/07/2010 County Transfer Tax N/A Total Transfer Tax N/A
01/14/2010	$899,000	Listed For Sale	Agent Provided

11/11/2009	$999,000	ListingRemoved	Agent Provided

05/14/2009	$999,000	Listed For Sale	Agent Provided

09/16/2008	$1,149,000	ListingRemoved	Agent Provided

06/11/2008	$1,149,000	Listed For Sale	Agent Provided

04/30/2003	$982,500	Sold	Smart MLS #98160076
Recording Date 04/30/2003 County Transfer Tax N/A Total Transfer Tax N/A
05/24/2002	$915,500	Sold	Smart MLS #98125160
Recording Date 05/24/2002 County Transfer Tax N/A Total Transfer Tax N/A
06/17/1999	$640,000	Sold	N/A
Recording Date 06/17/1999 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$15,907
Assessment	$665,560

Home facts updated by county records

Comparable Sales for 38 Old Redding Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5 Stonehenge Road, Weston, CT	0.47	Single-Family Home	$760,000	04/28/26	5	3.5	3,226
29 Stonehenge Road, Weston, CT	0.37	Single-Family Home	$875,000	06/17/25	3	2.5	2,980
2 Aspetuck Hill Lane, Weston, CT	0.37	Single-Family Home	$1,400,000	06/26/25	4	4	5,228
3 Mayflower Lane, Weston, CT	0.14	Single-Family Home	$2,100,000	02/25/26	6	6	6,342
28 Wells Hill Road, Weston, CT	0.58	Single-Family Home	$2,170,000	11/10/25	5	3.5	5,750
140 Mile Common Road, Easton, CT	0.73	Single-Family Home	$1,501,000	04/15/26	3	3.5	3,452
70 Redding Road, Easton, CT	0.44	Single-Family Home	$2,577,000	10/15/25	5	3	4,170
4 Aspetuck Lane, Weston, CT	0.74	Single-Family Home	$1,390,000	11/10/25	4	3	3,025
62 Wells Hill Road, Weston, CT	0.89	Single-Family Home	$1,075,000	09/23/25	5	3	3,965
29 Old Stage Coach Road, Weston, CT	0.78	Single-Family Home	$1,252,500	12/01/25	5	4.5	4,898

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $1,824,800
4 bd
3.5 ba
6,053 sqft
34 Old Redding Road,
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William Raveis Real Estate
OFF MARKET
Est. $1,400,000
4 bd
3 ba
3,870 sqft
43 Old Redding Road,
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Berkshire Hathaway NE Prop.
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Est. $2,195,000
5 bd
5.5 ba
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Compass Connecticut, LLC
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FEB 25, 2026
$2,100,000
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3 Mayflower Lane,
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6 bd
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William Pitt Sotheby's Int'l
OFF MARKET
Est. $2,199,300
6 bd
4.5 ba
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47 Old Redding Road,
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William Pitt Sotheby's Int'l
OFF MARKET
Mayflower Lane,
Weston, CT 06883
Coldwell Banker/Tilghman&Frost
OFF MARKET
Est. $1,128,200
4 bd
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56 Old Redding Road,
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Higgins Group Bedford Square
OFF MARKET
Est. $1,616,400
3 bd
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14 Codfish Lane,
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William Pitt Sotheby's Int'l
OFF MARKET
Est. $935,300
2 bd
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37 Codfish Lane,
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Coldwell Banker Realty
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Est. $2,025,400
5 bd
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Berkshire Hathaway NE Prop.

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 38 Old Redding Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Weston

At least 40 Trulia users voted on each feature.

98 % Say car is needed
96 % Say yards are well-kept
95 % Say parking is easy
95 % Say it's quiet
85 % Say there's wildlife
80 % Say it's dog friendly
73 % Say there's holiday spirit
62 % Say neighbors are friendly
62 % Say people would walk alone at night
56 % Say kids play outside
52 % Say they plan to stay for at least 5 years
47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Nikkivines
Resident
5y ago
"it's gorgeous and rural. it's that perfect combination of large its and a really tight knit community."
3
Flag
Unspecified
Resident
5y ago
"I work from home, so commuting isn’t an issue for me. We do have several restaurants, pharmacies and grocery stores within 5-10 minutes. "
4
Flag
Romulo V.
Resident
7y ago
"Each house has lots of outdoor space (2-acre law) which is perfect for dogs. There’re dog parks near the area which is great for dog interaction. "
2
Flag
Lisa_singer
Resident
7y ago
"Great school system, supportive, welcoming community. Nature Preserve, Historic Society, Pond, cute town center"
1
Flag
mhcampbell73
11y ago
"The town is gear toward families with children as opposed to couples with grown children or retirees. The schools and activities for kids are top notch. However, the cost of living is very high due to the property taxes assessed to support the school system. There is no industry and only a small business base to defray taxes in this primarily bedroom community."
0
Flag
mhcampbell73
11y ago
"With two acre zoning, houses are spaced apart which is why walkability is low. But shopping and restaurants abound in neighboring towns with good access. The school system would rival many private schools. Lots of trees and wildlife. It's just plain beautiful."
0
Flag
ronfin
12y ago
"School are superb, train to Grand Central is 20 minutes away, (1h train ride), safe and child friendly. 15-25 minutes from great restaurants in Westport, Norwalk and Wilton"
0
Flag
Lindsayjillmarcus
14y ago
"I moved to Weston for the town's amazing school system. The Weston community is top notch and the people are friendly. I chose Weston over Westport as this town has so much charm."
1
Flag

LGBTQ Local Legal Protections

Lori Elkins Ferber, William Raveis Real Estate, (203) 247-0450

Agent Phone: (203) 247-0450

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

38 Old Redding Road, Weston, CT 06883 is a 4 bedroom, 5 bathroom, 3,457 sqft single-family home built in 1975. This property is currently available for sale and was listed by Smart MLS on May 31, 2026. The MLS # for this home is MLS# 24176914.

38 Old Redding Road
Weston, CT 06883

$1,375,000

$1,375,000

Local Information