New49$349,900
4 bd · 2 ba · 2,018 sqft
44 Gunn Mountain Road, Winchester, NH
Homes Under $500K in Winchester, NH
Hide MapHomes Under $500K in Winchester, NH
18 Listings
New49$349,900
4 bd · 2 ba · 2,018 sqft
44 Gunn Mountain Road, Winchester, NH
43$299,000
3 bd · 2 ba · 1,623 sqft
4 Elderberry Lane, Winchester, NH
29$269,900
1 bd · 1 ba · 1,258 sqft
1 Oak Circle, Winchester, NH
Price Reduced45$459,900
3 bd · 2 ba · 2,016 sqft
366 Keene Road, Winchester, NH
Emily Lagerberg · R.H. Thackston & Company
Price Reduced17$310,000
3 bd · 1 ba · 1,548 sqft
73 Ashuelot Main Street, Winchester, NH
Peggy Winchester · ACORN REAL ESTATE GROUP LLC
Price Reduced38$357,900
3 bd · 2 ba · 1,956 sqft
10 Burt Hill Road, Winchester, NH
Lisa M Hall · BHG Masiello Peterborough
Price Reduced42$445,000
3 bd · 2 ba · 1,066 sqft
71 Headlands Road, Winchester, NH
Anna Schierioth · HKS Associates, Inc.
Price Reduced53$425,000
1 bd · 1 ba · 1,290 sqft
253 Back Ashuelot Road, Winchester, NH
Susan A Doyle · BHG Masiello Keene
Price Reduced13$120,000
3 bd · 1 ba · 1,457 sqft
190 Ashuelot Street, Winchester, NH
Laurie Mack · BHG Masiello Keene
Price Reduced60$429,900
3 bd · 2 ba · 1,808 sqft
166 Keene Road, Winchester, NH
Jamie Smith · BHG Masiello Keene
52$325,000
4 bd · 3 ba · 1,750 sqft
30 Melvin Bridge Road, Winchester, NH
Jonathan Griffus · BHG Masiello Keene
57$459,900
4 bd · 2 ba · 2,252 sqft
62 Parker Street, Winchester, NH
Emily Lagerberg · R.H. Thackston & Company
26$295,000
4 bd · 2 ba · 1,493 sqft
19 Back Ashuelot Road, Winchester, NH
Julie Emerson · EXP Realty
Price Reduced41$399,999
4 bd · 3 ba · 2,736 sqft
26 Mechanic Street, Winchester, NH
Kristen L Daigle · HKS Associates, Inc.
22$319,000
3 bd · 2 ba · 1,805 sqft
7 Purcell Road, Winchester, NH
Barbara Cleveland · Century 21 Highview Realty
Price Reduced12$289,000
3 bd · 2 ba · 1,100 sqft
82 Howard Street, Winchester, NH
Tyler Richer · AmeraBay
Price Reduced24$220,000
2 bd · 1 ba · 1,424 sqft
886 Keene Road, Winchester, NH
Rosemarie D Ledogar · RD Ledogar Real Estate
Price Reduced24$350,000
2 bd · 1 ba · 937 sqft
49 Forest Lake Circle, Winchester, NH
Vincent Dolan · RE/MAX Town & Country
NERENPrimeMLSSource: HJN community data
September 2026 · This period is still settling