150 East Flag Swamp Road
Roxbury, CT 06783
2 Beds
2 Baths
1,248 sqft (on 10.17 acres)
2 Beds
2 Baths
1,248 sqft
(on 10.17 acres)
Local Information
- Map ViewExplore the area around 150 East Flag Swamp Road.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
This wonderful log cabin home is brimming with character and sits on a private 10+ acre parcel. Inside you will love the open floorplan, character wood beams and large windows/sliding doors which frame generous nature views outside. The home feels significantly larger and is well proportioned, especially in the living and dining rooms. The kitchen offers ample work area and storage. Glass sliding doors access a great covered porch which steps out from the kitchen and dining areas. One bedroom and full bath is located on the main level with a tremendous loft bedroom, exterior balcony and full bathroom situated above. The lower level offers a large two car garage, laundry and immense storage. There are endless options for expansion and to make the property useful for trails, 4 wheelers, hunting, horses or other wildlife. Very low real estate taxes! New roof, gutters, gutter screens & SS refrigerator in 2023. Heating, cooling and tankless hot water heater all replaced in last 1 to 9 years. This home needs nothing and is ready for it's next owner. An excellent weekend getaway, downsizing option or ideal for for a hunting enthusiast or anyone seeking privacy and character! Low Low Real Estate Taxes! Come and have a look!
150 East Flag Swamp Road, Roxbury, CT 06783 is a 2 bedroom, 2 bathroom, 1,248 sqft single-family home built in 1994. It last sold for $560,000 on Sep 27, 2023 (2% below the $569,000 asking price). More recently, it was listed as a rental in November 2025 with an asking price of $6,500 per month. That rental listing was removed on November 24, 2025. It is currently off market. The Trulia Estimate is $712,200, with a rent estimate of $3,189/month.
Home Highlights
Parking
2 Car Garage
Outdoor
Yes
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 150 East Flag Swamp Road
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Interior Details Basement: Full,Unfinished,Concrete,Garage AccessNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Other |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1248 Square Feet |
Appliances & Utilities Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Tankless Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,PropaneHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: CoveredExterior: Rain GuttersFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Private,Gravel |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1248 Square Feet |
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Year Built Year Built: 1994 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Log |
Building Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: noneParcel Number: 866414 |
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Price List Price: $569,000 |
Status Change & Dates Off Market Date: Sun Aug 06 2023Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: Roxbury |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed |
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Building Area Building Area: 1248 Square Feet |
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No HOA |
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Lot Area: 10.17 Acres |
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BasementMls Number: 170563978Attic: NoneAbove Grade Unfinished Area: 1248 |
Last check for updates: about 11 hours ago
Listed by Jon T. Magnotta, (203) 246-5052
Outlook Realty, (203) 246-5052
Bought with: Jon T. Magnotta, (203) 246-5052, Outlook Realty, (203) 246-5052
Source: Smart MLS, MLS#170563978
Price History for 150 East Flag Swamp Road
| Date | Price | Event | Source |
|---|---|---|---|
| 11/24/2025 | $6,500 | ListingRemoved | Zillow Rentals |
| 11/03/2025 | $6,500 | Listed For Rent | Zillow Rentals |
| 09/27/2023 | $560,000 | Sold | Smart MLS #170563978 |
| 08/06/2023 | $569,000 | Pending | Smart MLS #170563978 |
| 08/05/2023 | ListingRemoved | Smart MLS #170563978 | |
| 07/14/2023 | $569,000 | PriceChange | Smart MLS #170563978 |
| 04/21/2023 | $599,000 | Listed For Sale | Smart MLS #170563978 |
| 12/09/1993 | $60,000 | Sold | N/A |
Market trends in Roxbury
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
32
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,029 |
| Assessment | $309,960 |
Home facts updated by county records
Comparable Sales for 150 East Flag Swamp Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.45 | Single-Family Home | $917,500 | 08/21/25 | 4 | 2.5 | 3,004 | |
0.89 | Single-Family Home | $615,000 | 03/17/26 | 4 | 3 | 2,682 | |
0.98 | Single-Family Home | $1,650,000 | 10/23/25 | 3 | 3.5 | 3,302 | |
1.12 | Single-Family Home | $640,000 | 09/26/25 | 4 | 2.5 | 2,626 | |
1.12 | Single-Family Home | $1,200,000 | 10/17/25 | 3 | 2.5 | 3,920 | |
1.15 | Single-Family Home | $895,000 | 01/23/26 | 4 | 3 | 3,624 | |
1.15 | Single-Family Home | $2,575,000 | 08/29/25 | 3 | 3.5 | 3,384 | |
1.92 | Single-Family Home | $475,000 | 11/24/25 | 3 | 2.5 | 1,332 | |
1.82 | Single-Family Home | $522,500 | 02/18/26 | 4 | 2 | 1,987 |
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Assigned Schools
These are the assigned schools for 150 East Flag Swamp Road.
- Booth Free School
- K-5
- Public
- 86 Students
NAGreatSchools RatingParent Rating AverageBooth Free is a wonderful school! The faculty holds a high standard of learning and provides individualized attention to each student to achieve that goal. The school is an inviting place where students are encouraged to learn and parents feel welcome.Parent Review10y ago - Shepaug Valley School
- 6-12
- Public
- 486 Students
8/10GreatSchools RatingParent Rating AverageHad a horrible experience here. Bullying was really bad from students and many teachers alike. Even things down to assault and harassment. Students threatening my safety and threatening to come to my house. Rampant drug problem because of all the wealth in the area. Many reviews praising but ask yourself is that realistic? The perfect school they pretend to be?Other Review10mo ago 
Check out schools near 150 East Flag Swamp Road.
What Locals Say about Roxbury
At least 2 Trulia users voted on each feature.
100 % Say there's holiday spirit
100 % Say car is needed
100 % Say it's quiet
80 % Say yards are well-kept
80 % Say it's dog friendly
80 % Say parking is easy
67 % Say there's wildlife
50 % Say people would walk alone at night
50 % Say they plan to stay for at least 5 years
29 % Say neighbors are friendly
25 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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