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$1,550,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 3 Partial Baths
  • 5,871 Sq. Ft.
  • 12.05 Acres
  • 5 Car Garage
  • Updated 23 hours ago
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Set atop a majestic, private setting with sweeping views-including a stunning balcony vista of Mt. Monadnock-this exceptional 5-bedroom home in Swanzey offers the perfect blend of elegance, comfort, and quality craftsmanship. Designed for both everyday living and entertaining, the home features multiple inviting gathering spaces, from the sun-drenched sunroom to the beautifully appointed living and family rooms. A gracious morning staircase adds charm and functionality, while the first-floor office with custom built-ins provides an ideal work-from-home retreat. The expansive kitchen impresses with generous workspace, abundant cabinetry, and seamless flow into the surrounding living areas. Thoughtful architectural details, warm wood finishes, and high-end construction are evident throughout. Large island, wine fridge. Enjoy extensive hardscaping, including a spacious patio perfect for outdoor dining, relaxing, and taking in the serene landscape. Gazebo with hot tub, multiple outbuildings for projects and landscaping storage. The property continues to impress with an additional detached 3-bay garage and beautifully maintained grounds that enhance the home's sense of privacy and scale. A rare offering combining refined living, breathtaking views, and timeless quality-this is New Hampshire living at its finest. Additional 7.5 acre building lot abutting included for $1,650,000.

Full Property Details for 101 Highland Circle

General

  • Price: $1,550,000
  • Taxes: $20,905
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5086270
  • Updated: 4/30/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 15
  • Interior Features: Central Vacuum, Ceiling Fan, Dining Area, Draperies, Gas Fireplace, Hearth, Hot Tub, In-Law Suite, Kitchen Island, Kitchen/Dining, Primary BR w/ BA, Security, Soaking Tub, Vaulted Ceiling, Walk-In Closet, Whirlpool Tub, Walkup Attic
  • Fireplace: Yes
  • Appliances: Gas Cooktop, Dishwasher, Dryer, Microwave, Double Oven, Refrigerator, Washer, Domestic Water Heater, Wine Cooler
  • Flooring: Carpet, Ceramic Tile, Hardwood, Softwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 2
  • 3/4 Bathrooms: 1
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: 21'4" x 15'5", Level 2
  • Bedroom 1: 13'5" x 15'4", Level 2
  • Bedroom 2: 13'4" x 9'8", Level 2
  • Bedroom 3: 12'10" x 13'3", Level 2
  • Bedroom 4: 15'6" x 17', Level 1

Other Rooms

  • Living Room: 15'3" x 21'4", Level 1
  • Family Room: Family Room, 20'5" x 17', Level 1
  • Dining Room: Dining Room, 13'1" x 18'1", Level 1
  • Office: 15'11" x 17'4", Level 1
  • Den: Den, 11'5" x 13'4", Level 1
  • Rec Room: Basement
  • Sun Room/Solarium: 11'1" x 15'10", Level 1
  • Other Room 1: walkincloset11'8" x 17, Level 2
  • Studio: Basement

Additional Information

  • Equipment: Intercom, Security System, Hardwired Smoke Detector, Standby Generator

Exterior

  • Exterior Features: Balcony, Deck, Garden Space, Gazebo, Hot Tub, Outbuilding, Patio, Triple Pane Window(s)

Parking

  • Garage: Yes
  • Garage Spaces: 5
  • Parking: Auto Open, Direct Entry, Finished, Driveway, Paved, Attached, Detached

Location

  • County: Cheshire
  • Driving Directions: Route 32 past Swanzey Town Hall. Right onto Highland Circle, right turn in driveway.

School Information

  • School District: Monadnock Sch Dst SAU #93
  • Elementary School: Mount Caesar School
  • Middle School: Monadnock Regional Jr. High
  • High School: Monadnock Regional High Sch

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Baseboard, Hot Water, Wood/Oil Combo Furnace

Utilities

  • Sewer: 1500+ Gallon, Leach Field, Private, Septic

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Interior
  • Basement Desc.: Concrete, Finished, Exterior Stairs, Interior Stairs, Storage Space, Unfinished, Interior Access, Exterior Access
  • Roof: Asphalt Shingles
  • Stories/Levels: 2
  • Square Feet: 5,871
  • Finished Total: 5,871 Sq. Ft.
  • Finished Above Grnd: 5,001 Sq. Ft.
  • Finished Below Grnd: 870 Sq. Ft.
  • Year Built: 1991

Lot Features

  • Lot Size (Acres): 12.05
  • Lot Size (Sq. Ft.): 524,898
  • Frontage: Yes Road Frontage
  • Frontage Feet: 65
  • Driveway/Sidewalk: Paved
  • Zoning: Residential

Financial Considerations

  • Price Per Sq. Ft.: $264.01
  • Tax Amount: $20,905

Disclosures and Reports

  • Lot Number: 25

Listed by Greenwald Realty Group, Joshua Greenwald

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Listed by Greenwald Realty Group, Joshua Greenwald

Listing agent

— 101 Highland Circle —

  • Joshua Greenwald

    Greenwald Realty Group

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 101 Highland Circle

School District:Monadnock Regional School District
NameGradesDistance
Mount Caesar School
585 Old Homstead Hwy., Swanzey, NH 03446
PK-21.6 mi
Cutler School, Swanzey, NH
31 S. Winchester St., Swanzey, NH 03446
3-62.4 mi
Gilsum STEAM Academy
640 Route 10, Gilsum, NH 03448
K-613.6 mi
Monadnock Regional Middle School
580 Old Homestead Hwy., Swanzey, NH 03446
7-81.6 mi
Monadnock Regional High School
580 Old Homestead Hwy., Swanzey, NH 03446
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 101 Highland Circle Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/30/2026
Listed
$1,550,000
106.67%
MLS
9/29/2017
Sold
$750,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 101 Highland Circle

Year
Property Taxes
Change
Tax Assessment
Change
2025
$22,133
6%
$1,096,800
—
2024
$20,905
4%
$1,096,800
47%
2023
$20,037
7%
$745,700
—
2022
$18,643
2%
$745,700
—
2021
$18,277
-5%
$745,700
—
2020
$19,150
—
$745,700
—
2019
$19,209
-8%
$745,700
6%
2018
$20,967
6%
$706,200
—
2017
$19,853
-3%
$705,000
—
2016
$20,411
9%
$707,000
—
2015
$18,792
1%
$707,000
—
2014
$18,608
-3%
$707,000
-7%
2011
$19,170
—
$758,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Greenwald Realty Group, Joshua Greenwald

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101 Highland Circle, Swanzey, NH 03446 (MLS# 5086270) is a Single Family property with 5 bedrooms, 2 full bathrooms and 3 partial bathrooms. 101 Highland Circle is currently listed for $1,550,000 and was received on April 30, 2026. Want to learn more about 101 Highland Circle? Do you have questions about finding other Single Family real estate for sale in Swanzey? You can browse all Swanzey real estate or contact a Coldwell Banker agent to request more information.

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