Price Reduced 1.36%

$725,000 ($536.64 per sqft)

Est. Mortgage $3,477/mo *

Quick Pre-Approval

Brochure

Call Text Schedule Tour Request More Information

Listing courtesy of Vincent Dolan, RE/MAX Town & Country 603-357-4100

Price History

$735,000
6/10/2025

$725,000
11/19/2025

27 Headlands Road, Winchester, NH, 03470

27 Headlands Road, Winchester, NH, 03470
View larger map Directions

7 rooms

2 beds

1 Full / 1 Half baths

1992

Cape, Post and Beam

1,351 sqft

Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being offered as part of a portfolio of short-term rental properties.

Status:

Active

Type:

Single-family residential

Zoning:

Forest Lake District

Frontage:

71

Heating:

Baseboard

Cooling:

Mini Split

Basement:

Finished, Interior Stairs, Walkout

Parking:

Parking Spaces 4

Acreage:

0.16

Est. Taxes:

$9,340

Lot Description:

Lake Frontage,Lake View,Sloping,Waterfront

Amenities:

Beach Access, Beach Rights

Waterfront:

Yes

Elementary School:

Winchester School

School District:

Winchester

MLS #:

5045812

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$695,000

2 beds

2 baths

1,978 sqft

19 Monomonac Terrace, Rindge, NH, 03461

$726,000

3 beds

3 baths

2,064 sqft

94 FITCH Road, Jaffrey, NH, 03452

$699,000

3 beds

2.5 baths

1,944 sqft

57 Roberts Drive, #19, Jaffrey, NH, 03452

Price Reduced!

$699,000

4 beds

2.5 baths

3,254 sqft

300 Wentworth Road, Walpole, NH, 03608

$765,000

2 beds

1 baths

1,689 sqft

16 Stone Road, Stoddard, NH, 03464

Price Reduced!

$749,900

4 beds

3 baths

2,975 sqft

73 Lake Shore Drive, Winchester, NH, 03470

Price Reduced!

$759,000

3 beds

2.5 baths

2,592 sqft

11 & 13 Dulcies Point Road, Kingston, NH, 03848

Price Reduced!

$729,900

4 beds

3.5 baths

3,388 sqft

75 Main Street, Jaffrey, NH, 03452

$784,900

5 beds

2.5 baths

2,059 sqft

40 Roberts Drive, #3, Jaffrey, NH, 03452

Price Reduced!

$695,000

4 beds

3 baths

3,792 sqft

314 Richmond Road, Fitzwilliam, NH, 03447

$759,900

3 beds

2.5 baths

2,011 sqft

60 Roberts Drive, #8, Jaffrey, NH, 03452

Price Reduced!

$750,000

5 beds

3.5 baths

3,958 sqft

61 Elm Street, Walpole, NH, 03608

Price Reduced!

$699,000

5 beds

3 baths

3,872 sqft

24 Red Gate Road, Jaffrey, NH, 03452

Price Reduced!

$719,900

3 beds

2.5 baths

2,250 sqft

21 West Shore Park Road, Kingston, NH, 03848

Price Reduced!

$690,000

4 beds

2.5 baths

2,436 sqft

24 Sawyers Crossing Road, Swanzey, NH, 03446

$699,900

3 beds

2 baths

1,526 sqft

Lot 4 Saybrook Drive, Rindge, NH, 03461

New or Coming Soon Properties

New Listing!

$699,000

3 beds

2.5 baths

1,600 sqft

3 Melina's Way, Thornton, NH, 03285

New Listing!

$675,000

3 beds

3 baths

3,012 sqft

57 Sunny Lane, Sunapee, NH, 03782

New Listing!

$700,000

3 beds

2.5 baths

2,342 sqft

40 North Wood Road, Dunbarton, NH, 03046-4708

New Listing!

$729,900

3 beds

2.5 baths

2,160 sqft

335 Raymond Road, Chester, NH, 03036

New Listing!

$749,000

2 beds

1 baths

660 sqft

3 Fire Road, #151, Strafford, NH, 03590

New Listing!

$695,000

3 beds

2 baths

2,256 sqft

227 Twist Hill Road, Dunbarton, NH, 03046

New Listing!

$736,900

4 beds

2.5 baths

2,350 sqft

642 Alton Mountain Road, Alton, NH, 03810

New Listing!

$719,900

3 beds

2.5 baths

2,454 sqft

34 Lindsay Road, Hooksett, NH, 03106

New Listing!

$750,000

4 beds

2.5 baths

4,278 sqft

95 Hitching Post Lane, Bedford, NH, 03110

New Listing!

$749,900

3 beds

2 baths

1,774 sqft

78 Dearborn Avenue, Hampton, NH, 03842

New Listing!

$675,000

3 beds

2 baths

2,356 sqft

105 Pound Road, Farmington, NH, 03835

New Listing!

$659,000

3 beds

1.5 baths

1,967 sqft

27 Windsor Lane, #B, Hudson, NH, 03051

New Listing!

$694,900

3 beds

2 baths

2,145 sqft

130 Watson Road, Winchester, NH, 03470

New Listing!

$725,000

3 beds

2 baths

2,158 sqft

118 Birch Road, Chester, NH, 03036

New Listing!

$689,900

4 beds

2.5 baths

2,350 sqft

606 Alton Mountain Road, Alton, NH, 03810

New Listing!

$685,000

3 beds

2.5 baths

2,410 sqft

84 Bishop Road, Belmont, NH, 03220