31 Upton Hills is a one-of-a-kind home designed for the ultimate active lifestyle. Tucked away on a private 1.48-acre cul-de-sac lot, this architecturally distinct 5BR, 4.5BA Contemporary offers mostly single-level layout perfect for modern living. The heart of the home is a grand living area with cathedral ceilings and a two-story stone fireplace. The Euro-style chef’s kitchen is a social hub, featuring Sub-Zero/Miele appliances and custom cabinetry. The primary suite serves as a true retreat with a lofted office and marble en-suite bathroom with a steam shower and jetted soaking tub. The lower level is a world-class recreation wing: a half indoor basketball court, home theater, and gym provide year-round activity. Above the garage is a bonus suite with bath. Outside, a gunite pool and expansive deck offer a secluded resort feel. Set in the top-rated Masco schools, this property blends a unique sporting pedigree with refined elegance. A rare find.
Sold for $1,860,000
$1,860,000
31 Upton Hills Ln, Middleton, MA 01949
5beds
6,030sqft
Single Family Residence
Built in 1988
1.48 Acres Lot
$1,859,500 Zestimate®
$308/sqft
$7,953 Estimated rent
Home value
$1,859,500
$1.73M - $2.01M
$7,953/mo
Zestimate® history
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List your homeWhat's special
Two-story stone fireplaceSteam showerExpansive deckSecluded resort feelGunite poolHome theaterMarble en-suite bathroom
Zillow last checked:
Listing updated:
Listed by:
Nest | Syndi Zaiger Group 508-843-0300,
Compass 617-206-3333,
Syndi Zaiger 508-843-0300
Bought with:
Mike Quail Team
Gibson Sotheby's International Realty
Source: MLS PIN,MLS#: 73507962
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Skylight, Cathedral Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Balcony / Deck, Attic Access, Deck - Exterior, Double Vanity, Dressing Room, Exterior Access, Recessed Lighting, Slider
- Level: Main,First
- Area: 645.6
- Dimensions: 24 x 26.9
Bedroom 2
- Features: Ceiling Fan(s), Closet
- Level: First
- Area: 188.16
- Dimensions: 12.8 x 14.7
Bedroom 3
- Features: Ceiling Fan(s), Closet, Recessed Lighting
- Level: First
- Area: 237.16
- Dimensions: 12.1 x 19.6
Bedroom 4
- Features: Ceiling Fan(s), Closet, Flooring - Hardwood
- Level: First
- Area: 169.4
- Dimensions: 12.1 x 14
Bedroom 5
- Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet, Attic Access, Recessed Lighting
- Level: Second
- Area: 197.81
- Dimensions: 15.1 x 13.1
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub, Bathroom - With Tub, Closet - Linen, Flooring - Stone/Ceramic Tile, Flooring - Marble, Remodeled
- Level: Main,First
- Area: 138.47
- Dimensions: 15.2 x 9.11
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce
- Level: Main,First
- Area: 71.28
- Dimensions: 8.8 x 8.1
Bathroom 3
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
- Level: First
- Area: 42.78
- Dimensions: 6.2 x 6.9
Dining room
- Features: Ceiling Fan(s), Flooring - Hardwood, Balcony / Deck, French Doors, Recessed Lighting
- Level: Main,First
- Area: 233.16
- Dimensions: 17.4 x 13.4
Family room
- Features: Skylight, Ceiling Fan(s), Vaulted Ceiling(s), Flooring - Hardwood, Balcony / Deck, Deck - Exterior, Recessed Lighting, Slider
- Level: First
- Area: 337.08
- Dimensions: 21.2 x 15.9
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Exterior Access, Recessed Lighting, Stainless Steel Appliances, Lighting - Pendant
- Level: Main,First
- Area: 334.08
- Dimensions: 17.4 x 19.2
Living room
- Features: Skylight, Cathedral Ceiling(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box
- Level: First
- Area: 628.35
- Dimensions: 21.3 x 29.5
Heating
- Baseboard, Propane
Cooling
- Central Air, 3 or More
Appliances
- Included: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
- Laundry: Electric Dryer Hookup, Washer Hookup, Sink, In Basement
Features
- Recessed Lighting, Slider, Lighting - Overhead, Exercise Room, Media Room, Study, Play Room, Wired for Sound
- Flooring: Wood, Tile, Carpet, Flooring - Wood
- Basement: Full,Finished,Walk-Out Access,Interior Entry,Radon Remediation System,Concrete
- Number of fireplaces: 3
- Fireplace features: Family Room, Living Room, Master Bedroom
Interior area
- Total structure area: 6,030
- Total interior livable area: 6,030 sqft
- Finished area above ground: 4,090
- Finished area below ground: 1,940
Property
Parking
- Total spaces: 13
- Parking features: Attached, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street, Driveway
- Attached garage spaces: 3
- Uncovered spaces: 10
Features
- Patio & porch: Patio
- Exterior features: Patio, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Fenced Yard, Garden, Stone Wall
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Fenced/Enclosed,Fenced
Lot
- Size: 1.48 Acres
- Features: Level
Details
- Parcel number: M:0015 B:0000 L:0009 B,3786816
- Zoning: R1B
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Asphalt/Composition Shingles
Condition
- Year built: 1988
Utilities & green energy
- Electric: 220 Volts
- Sewer: Private Sewer
- Water: Public, Private, Other
- Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Shopping, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Public School
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Middleton
Financial & listing details
- Price per square foot: $308/sqft
- Tax assessed value: $1,836,200
- Annual tax amount: $23,177
- Date on market: 7/5/2026
- Listing terms: Contract
Price history
| Date | Event | Price |
|---|---|---|
| 7/23/2026 | Sold | $1,860,000-6.8%$308/sqft |
Source: MLS PIN #73507962 Report a problem | ||
| 5/5/2026 | Contingent | $1,995,000$331/sqft |
Source: MLS PIN #73507962 Report a problem | ||
| 4/27/2026 | Listed for sale | $1,995,000+23.7%$331/sqft |
Source: MLS PIN #73507962 Report a problem | ||
| 12/15/2021 | Sold | $1,613,000-4.8%$267/sqft |
Source: MLS PIN #72902617 Report a problem | ||
| 11/5/2021 | Pending sale | $1,695,000$281/sqft |
Source:  RE/MAX International #72902617 Report a problem | ||
| 9/30/2021 | Listed for sale | $1,695,000+83.2%$281/sqft |
Source: MLS PIN #72902617 Report a problem | ||
| 8/26/2011 | Sold | $925,000-6.4%$153/sqft |
Source: Public Record Report a problem | ||
| 7/23/2011 | Listed for sale | $988,000+14.2%$164/sqft |
Source: Coldwell Banker Residential Brokerage - #71264648 Report a problem | ||
| 9/18/2009 | Sold | $865,000-11.3%$143/sqft |
Source: Public Record Report a problem | ||
| 10/10/2003 | Sold | $975,000+572.4%$162/sqft |
Source: Public Record Report a problem | ||
| 5/11/1988 | Sold | $145,000$24/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,484 +15.1% | $1,722,800 +14.2% |
| 2024 | $17,789 -6.6% | $1,508,800 +2% |
| 2023 | $19,036 | $1,479,100 |
| 2022 | $19,036 +29.1% | $1,479,100 +37.7% |
| 2021 | $14,741 -5% | $1,074,400 -5.7% |
| 2020 | $15,519 +5.2% | $1,139,400 +5.7% |
| 2019 | $14,758 -8.5% | $1,078,000 -6.7% |
| 2018 | $16,136 +15.7% | $1,155,900 +15.6% |
| 2017 | $13,946 -2.3% | $999,700 -2.7% |
| 2016 | $14,273 +12.1% | $1,027,600 +11.2% |
| 2015 | $12,734 -0.5% | $924,100 +0.3% |
| 2014 | $12,801 +0.6% | $920,900 -1.6% |
| 2013 | $12,723 +15.1% | $936,200 +8.5% |
| 2012 | $11,056 +7.2% | $863,100 +1.9% |
| 2011 | $10,312 -9.2% | $847,300 -11.6% |
| 2010 | $11,353 +1.3% | $958,900 -6% |
| 2009 | $11,211 +8% | $1,020,100 -4.8% |
| 2008 | $10,384 -2.5% | $1,071,600 -1.3% |
| 2007 | $10,646 +6.2% | $1,085,200 +5.8% |
| 2006 | $10,023 +2.5% | $1,025,900 +6.9% |
| 2005 | $9,775 -12.3% | $959,300 -8.9% |
| 2004 | $11,140 +11.2% | $1,052,900 +16.2% |
| 2003 | $10,020 -1.1% | $906,000 +17.1% |
| 2001 | $10,132 -6.8% | $773,400 +7.7% |
| 2000 | $10,869 +4.9% | $717,900 +5.2% |
| 1998 | $10,362 | $682,580 |
Find assessor info on the county website
Neighborhood: 01949
Nearby homes
- $1,237,8004 bd2 ba2.7k sqft33 Donovans Way, Middleton, MA 01949Off Market
- $1,218,4003 bd3 ba2.6k sqft33 Upton Hills Ln, Middleton, MA 01949Off Market
- $1,181,7004 bd2 ba3.2k sqft31 Donovans Way, Middleton, MA 01949Off Market
- $1,244,2004 bd3 ba4.2k sqft30 Upton Hills Ln, Middleton, MA 01949Off Market
- $1,178,4004 bd2 ba2.8k sqft34 Donovans Way, Middleton, MA 01949Off Market
- $1,200,8003 bd2 ba4k sqft28 Upton Hills Ln, Middleton, MA 01949Off Market
- $1,088,1003 bd2 ba2.7k sqft27 Donovans Way, Middleton, MA 01949Off Market
- $1,441,9004 bd3 ba5k sqft36 Upton Hills Ln, Middleton, MA 01949Off Market
Nearby schools
GreatSchools rating
- 7/10Howe-Manning Elementary SchoolGrades: PK,3-6Distance: 1.6 mi
- 6/10Masconomet Regional Middle SchoolGrades: 7-8Distance: 4.1 mi
- 9/10Masconomet Regional High SchoolGrades: 9-12Distance: 4.1 mi
Schools provided by the listing agent
- Elementary: Fuller Meadow
- Middle: Masconomet
- High: Masconomet
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,859,500
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Estimated market value
$1,859,500
- Massachusetts
- Essex County
- Middleton
- 01949
- 31 Upton Hills Ln
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