5 Buttonhook Drive
Portland, CT 06480
3 Beds
1 Bath
1,416 sqft (on 0.52 acres)
$358,000
Last Sold: Mar 2, 2026
9% over list $329K
$253/sqft
Est. Refi. Payment $2,447/mo*
$358,000
Last Sold: Mar 2, 2026
9% over list $329K
$253/sqft
Est. Refi. Payment $2,447/mo*
3 Beds
1 Bath
1,416 sqft
(on 0.52 acres)
Local Information
- Map ViewExplore the area around 5 Buttonhook Drive.
- Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
One floor living at its best especially in this price range and condition. This 3 Bedroom 1,440 sq ft ranch set in a desirable, scenic neighborhood offering flexible living. The spacious living room features a fireplace and bay window, creating a bright and welcoming space. A large eat-in kitchen offers ample room for everyday dining and entertaining. Three comfortable bedrooms feature hardwood floors and generous natural light. A finished, heated bonus room provides exceptional versatility and may serve as a family room, dining area, or study with hardwood floors, a bay window, and sliders opening to a spacious raised deck-ideal for relaxing or hosting guests. Enjoy a peaceful residential setting with easy access to shopping, dining, schools, parks, and major commuter routes. A walk-out basement and expanded driveway add everyday convenience, while the outdoor space offers both privacy and usability. A well-balanced home combining space, flexibility, and a location that makes daily living easy.
5 Buttonhook Drive, Portland, CT 06480 is a 3 bedroom, 1 bathroom, 1,416 sqft single-family home built in 1964. It last sold for $358,000 on Mar 2, 2026 (9% above the $329,000 asking price). It is currently off market. The Trulia Estimate is $364,500, with a rent estimate of $2,828/month.
Home Highlights
Parking
Open Parking
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
$253/sqft
Listed
180+ days ago
Home Details for 5 Buttonhook Drive
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Interior Details Basement: FullNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 1416 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Zoned,ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 10Parking: Paved,Driveway,Private |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1416 Square Feet |
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Year Built Year Built: 1964 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1033802 |
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Price List Price: $329,000Price Per Sqft: $253/sqft |
Status Change & Dates Off Market Date: Sat Dec 27 2025Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: PortlandCommunity: Penfield Hill |
School Information Elementary School: Per Board of EdJr High / Middle School: Portland, BrownstoneHigh School: Portland |
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Building Area Building Area: 1416 Square Feet |
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Community Features: Golf, Library, Medical Facilities |
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No HOA |
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Lot Area: 0.52 acres |
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BasementMls Number: 24145715Attic: Access Via HatchAttribution Contact: jim@harrs.comAbove Grade Unfinished Area: 1416 |
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GolfLibraryMedical Facilities |
Last check for updates: about 8 hours ago
Listed by Jim A. Harrington
Carl Guild & Associates, (860) 474-3500
Bought with: Jim A. Harrington, (860) 966-9966, Carl Guild & Associates, (860) 474-3500
Source: Smart MLS, MLS#24145715
Price History for 5 Buttonhook Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 03/02/2026 | $358,000 | Sold | Smart MLS #24145715 |
| 12/27/2025 | $329,000 | Pending | Smart MLS #24145715 |
| 12/22/2025 | $329,000 | Listed For Sale | Smart MLS #24145715 |
| 11/13/2017 | $194,900 | Sold | Smart MLS #170014628 |
| 09/19/2017 | $194,900 | Listed For Sale | Agent Provided |
| 01/28/2013 | $178,000 | Sold | N/A |
| 10/11/2012 | $189,900 | Pending | Agent Provided |
| 07/10/2012 | $189,900 | PriceChange | Agent Provided |
| 05/19/2012 | $199,900 | PriceChange | Agent Provided |
| 04/26/2012 | $209,900 | Listed For Sale | Agent Provided |
| 01/11/2011 | $1,300 | ListingRemoved | Agent Provided |
| 10/02/2010 | $1,300 | PriceChange | Agent Provided |
| 09/11/2010 | $225,000 | Listed For Sale | Agent Provided |
| 04/30/2010 | $164,485 | Sold | Smart MLS #V984791 |
| 11/23/2009 | $311,485 | Sold | N/A |
| 02/02/2005 | $251,000 | Sold | N/A |
| 11/05/2004 | $150,000 | Sold | N/A |
Market trends in Portland
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
28
12MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,907 |
| Assessment | $139,020 |
Home facts updated by county records
Comparable Sales for 5 Buttonhook Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $500,000 | 06/15/26 | 3 | 2.5 | 2,207 | |
0.06 | Single-Family Home | $475,000 | 01/15/26 | 3 | 2.5 | 2,272 | |
0.36 | Single-Family Home | $465,000 | 06/05/26 | 3 | 2.5 | 1,742 | |
0.40 | Single-Family Home | $550,000 | 05/29/26 | 3 | 2 | 2,374 | |
0.31 | Single-Family Home | $484,056 | 06/03/26 | 3 | 2 | 1,897 | |
0.69 | Single-Family Home | $452,000 | 10/02/25 | 3 | 2 | 1,907 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETColdwell Banker Realty
SOLDJAN 15, 2026Statewide Premier Prop. LLC
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OFF MARKETProperty Works New England
OFF MARKETWilliam Raveis Real Estate
OFF MARKETWilliam Raveis Real Estate
OFF MARKETDave Jones Realty, LLC
SOLDJUN 5, 2026Berkshire Hathaway NE Prop.
Assigned Schools
These are the assigned schools for 5 Buttonhook Drive.
- Gildersleeve School
- 2-4
- Public
- 253 Students
9/10GreatSchools RatingParent Rating AverageThis school is in no way suited to deal with children with behavioral special needs or mental health issues. My child's behavior problems intensified after we had a meeting to "fix" his behavior as they did not keep up with their end and did not hold him to any type of standards for his behavior.Other Review9y ago - Portland High School
- 9-12
- Public
- 323 Students
5/10GreatSchools RatingParent Rating AverageN/AParent Review17y ago - Portland Middle School
- 7-8
- Public
- 214 Students
7/10GreatSchools RatingParent Rating AverageYes, parents must take accountabilty for kids but too many parents (everywhere) DON'T. This town is no exception; With nearly 20 years of parenting in this school system, we noticed it is not unusal for children of transplant citizens/taxpayers to have a tough entry into the school social structure of the school system. Newcomers don't have the advantage of knowing the social structure as townies do. Middle school years (like many public middle schools) were the absolute worst and administrators proved to be shockingly ineffective. As someone told friends decads ago, "Many people here send their kids here until 8th grade; then seek alternatives." 20/20 hindsight--would NOT bring children to this school system. Since administrators are beholden to BOE/community expectations, magnet and private schools are super alternatives.Parent Review12y ago - Valley View School
- PK-1
- Public
- 219 Students
NAGreatSchools RatingParent Rating AverageMy oldest child has serious mental health and behavioral concerns. When he was in 1st grade he threatened other kids in the cafeteria saying he was going to "pull the fire alarm and kill his teacher and burn down the school". Not only did they not report this incident, they covered it up! I had to call 211 to get it documented myself and they did not punish my child, or even have the guidance counselor talk to him. They also did not bother to put this in his records and blamed this on him being "off of his meds" when in fact he was on MORE medication but was having it administered at home instead since they started lying and saying his behavior was improved when he started taking them at schoolEven though this was not the case. This is NOT the district for you if your child has behavioral concerns or mental health issuesOther Review9y ago - Brownstone Intermediate School
- 5-6
- Public
- 217 Students
7/10GreatSchools RatingParent Rating AverageOur three children attended BIS from 2013 to 2020 and had excellent experiences. The new principal for 2021-22 is an inspiring educator and empathetic leader.Parent Review4y ago 
Check out schools near 5 Buttonhook Drive.
What Locals Say about Portland
At least 44 Trulia users voted on each feature.
88 % Say car is needed
87 % Say it's dog friendly
86 % Say parking is easy
81 % Say yards are well-kept
79 % Say there's holiday spirit
76 % Say people would walk alone at night
73 % Say there's wildlife
71 % Say it's quiet
66 % Say kids play outside
64 % Say neighbors are friendly
51 % Say streets are well-lit
49 % Say they plan to stay for at least 5 years
46 % Say there are sidewalks
42 % Say it's walkable to restaurants
34 % Say there are community events
25 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 5 Buttonhook Drive
SOLDJUL 2, 2026Cavanaugh & Company LLC
SOLDJUN 30, 2026Coldwell Banker Realty
SOLDJUN 30, 2026William Raveis Real Estate
SOLDJUN 26, 2026Roundtree Realty LLC
SOLDJUN 23, 2026Carl Guild & Associates
SOLDJUN 23, 2026Berkshire Hathaway NE Prop.
SOLDJUN 18, 2026Berkshire Hathaway NE Prop.
SOLDJUN 18, 2026William Pitt Sotheby's International Realty- See more homes for sale inPortland
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