38 Highland Ave
Redding, CT 06896
- 3 Beds
- 2.5 Baths
- 2,478 sqft (on 0.46 acres)
3 Beds
2.5 Baths
2,478 sqft
(on 0.46 acres)
Local Information
-- mins to
Description
Travel back in time to experience this impeccably restored, updated and maintained 1929 Arts and Crafts bungalow. Rare and beautiful, this distinctive home has been lovingly cared for by just three families since its inception. Marvel at the period architecture and interior design which has been meticulously restored to its original splendor while modern amenities have been âquietlyâ added to meet todayâs needs. Current owner has painstakingly added exceptional touches such as copper half-round gutters, Arroyo Craftsman light fixtures, hand-hammered copper farmhouse sink, hand-blown glass cabinet hardware and a large wine cellar. Special features include beautifully restored original wood floors and window, door and baseboard moldings, newer kitchen cabinets, granite counters and stainless appliances. Plus, a Butlerâs Pantry that was designed to serve as a âBakerâs Pantry.â Gorgeous stone fireplace in the spacious yet cozy living room. Three generously sized bedrooms, 2.5 baths, and a finished basement (additional square feet) round off this architecturally significant home. Perched atop a small hill, nestled at the end of a quiet cul-de-sac this property feels like a vacation hideaway yet itâs just a 3-minute walk to the ever-popular Georgetown area with fabulous restaurants and shops. For commuters, itâs less than a mile to Rt. 7 and only 1.7 miles to the Branchville train station (Metro North). A perfect home for your year-round retreat or your weekend escape.
38 Highland Ave, Redding, CT 06896 is a 3 bedroom, 3 bathroom, 2,478 sqft single-family home built in 1929. It last sold for $480,000 on Jan 11, 2021. It is currently off market. The Trulia Estimate is $776,600, with a rent estimate of $4,442/month.
Home Highlights
Parking
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 38 Highland Ave
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Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard |
Interior Details Number of Rooms: 6 |
Appliances & Utilities Cable ReadyDishwasherDryerRefrigerator |
Fireplace & Spa FireplaceHot Tub or Spa |
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Exterior Home Features Roof: AsphaltDeckExterior: Wood |
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached |
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Year Built Year Built: 1929 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Units in Building: 1 |
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Lot Area: 0.46 acres |
Price History for 38 Highland Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 01/11/2021 | $480,000 | Sold | Smart MLS #170350389 |
| 11/11/2020 | $440,000 | Pending | Agent Provided |
| 11/06/2020 | $440,000 | Listed For Sale | Agent Provided |
| 08/16/1999 | $297,000 | Sold | Smart MLS #98045340 |
| 06/28/1993 | $162,500 | Sold | Smart MLS #93130555 |
Market trends in Redding
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
49
20MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,825 |
| Assessment | $332,600 |
Home facts updated by county records
Comparable Sales for 38 Highland Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.29 | Single-Family Home | $639,000 | 08/20/25 | 4 | 1.5 | 1,938 | |
0.41 | Single-Family Home | $549,000 | 05/01/26 | 2 | 2 | 1,952 | |
0.32 | Single-Family Home | $505,000 | 01/30/26 | 2 | 2 | 1,544 | |
0.50 | Single-Family Home | $600,000 | 10/06/25 | 3 | 2 | 1,314 | |
0.36 | Single-Family Home | $1,040,000 | 12/05/25 | 4 | 3 | 2,854 | |
0.13 | Single-Family Home | $790,000 | 08/06/25 | 3 | 2.5 | 2,022 | |
0.52 | Single-Family Home | $625,000 | 07/17/25 | 2 | 1.5 | 1,406 | |
0.67 | Single-Family Home | $820,000 | 07/11/25 | 3 | 3.5 | 2,500 | |
0.49 | Single-Family Home | $700,000 | 12/02/25 | 3 | 2 | 1,840 | |
0.35 | Single-Family Home | $1,261,000 | 06/26/26 | 4 | 3.5 | 3,631 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 38 Highland Ave.
What Locals Say about Redding
At least 41 Trulia users voted on each feature.
96 % Say there's wildlife
91 % Say parking is easy
88 % Say car is needed
87 % Say there's holiday spirit
86 % Say it's dog friendly
84 % Say it's quiet
76 % Say yards are well-kept
71 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
63 % Say there are community events
59 % Say people would walk alone at night
42 % Say kids play outside
33 % Say it's walkable to restaurants
12 % Say it's walkable to grocery stores
12 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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