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301 Tiffany Hill Road, 
Weare, NH 03281-5203

$499,900


4

Beds


2

Baths


2,851

Sq Ft


Single Family

Active

Listed by

Anna Kerr, akerr@innovativesells.com

, 

Ella Kerr

RE/MAX Innovative Properties - Windham

, 

6372

603-484-8594

Last updated:

October 24, 2026, 11:28 AM

MLS#

5100275

Source:

PrimeMLS

About This Home

301 Tiffany Hill Road

BACK ON THE MARKET -MOTIVATED SELLER_AMAZING NEW PRICE! $499,900! OPEN HOUSE SUN 2-5. Step back in time and own a remarkable piece of NH history! Believed to date to circa 1794, the historic Old Osborne House offers approx. 2,850+ sq. ft., 4 bedrooms, 2 baths & 7.58 private acres. Rich in original character, this antique Colonial features 6 fireplaces, original wide-plank pine floors, 2 staircases & hand-hewn post-and-beam construction. A hidden room beneath the home adds to its intrigue and is believed by local historians to have connections to the Underground Railroad. The impressive barn complex includes a 40' x 26' 2-story workshop and a magnificent 56' x 40' 3-story bank barn with classic timber-frame construction, hand-hewn joinery & drive-under lower level with multiple bays. Approx. 5 acres feature electric fencing, offering possibilities for horses, farming, workshops & more. Privately situated on a quiet dirt road, the property offers open fields, mature fruit & hickory trees, perennial gardens & a peaceful rural setting. Located not far from Horace Lake and numerous walking & hiking trails. Recent improvements include a new roof, on-demand heating system, newer furnace, 12 Andersen windows, blown-in exterior wall insulation & freshly painted exterior. Many important improvements have been completed; the home will benefit from additional updates & TLC, offering an opportunity to further restore and enhance this unique historic property while preserving its character & charm. A truly special property with history, land, exceptional barns & endless potential.

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1780

Price Summary

499,900

$175 per Sq. Ft.

MLS #:

5100275

Last Updated:

October 24, 2026, 11:28 AM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

2,851 Sq. Ft.


Structure

Structure

Building Area:

3,090 Sq. Ft.

Year Built:

1780


Lot

Lot Size (Sq. Ft):

330,185


Finances & Disclosures

Finances

Price:

$499,900

Price per Sq. Ft:

$175 per Sq. Ft.

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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 24, 2026

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.