OFF MARKET

Listed by Candy Sharp • Coldwell Banker RB/Wolfeboro. Bought with Bean Group / Portsmouth.

Off market sep 2018 for $325K

$660,590

•

2,230

sq ft

21 Sleepy Hollow Rd, Wolfeboro, NH 03894

About this home

Stately Colonial beautifully set on a natural-wooded lot, convenient to schools, and Wolfeboro amenities as well as all points south & east. Gleaming hardwood and tile flooring complement the well thought-out floorplan. Inviting foyer leads to an expansive mud-room/closet and then into the fully-applianced kitchen which flows into the dining area, all over-looking the private back yard. The front entry opens to the living room, and an office/study, 1/2 bath and laundry rounds out the first floor. Upstairs you find the spacious master bedroom with walk-in-closet, full bath with double sinks and 2 additional bedrooms. In the basement is a woodstove for supplemental heating, a workshop area along with additional living space to finish as you choose. The over-sized, detached garage has space above for storage or to convert to a game or craft room. Over an acre of land surrounds the home and offer shade gardens, grassy lawn, firepit and even space to pitch a tent or build a treehouse! Watch for more pics to come. ..

Single-familyProperty Type

1995Year Built

1.19 acresLot Size

$296Est. Price/Sq.Ft.

2 car garageParking

Listed by Candy Sharp • Coldwell Banker RB/Wolfeboro

Bought with Denise June • Bean Group / Portsmouth

Redfin checked: 3 minutes ago

•Source:PrimeMLS #4710174

Redfin Estimate

$660,590

$336K since sold in September 2018$17K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.1% lower than the average sale price ($703K) of 5 comparable homes.

SOLD OCT 5, 2026
$685,000
A
3 beds2 baths2,854 sq ft
4 Olsen Ln, Wolfeboro, NH 03894
SOLD AUG 11, 2026
$552,000
B
3 beds1.5 baths2,170 sq ft
4 Anagance Ln, Wolfeboro, NH 03894
SOLD JUN 25, 2026
$530,000
C
3 beds2 baths1,512 sq ft
151 Drew Hill Rd, Alton, NH 03809
SOLD SEP 10, 2026
$1,325,000
D
3 beds2 baths1,536 sq ft
230 Big Barndoor Is, Alton Bay, NH 03810
SOLD AUG 6, 2026
$425,000
E
3 beds1.5 baths1,586 sq ft
156 Trotting Track Rd, Wolfeboro, NH 03894

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Earn from this home

Sell

$403,587

Est. take-home

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Rent

$2,699/mo

Redfin rental estimate

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Market trends in 03894, NH

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.2%

0.1% MoM

Median sale price

$741K

$27K MoM

Avg. days on market

54d

10 days MoM

Recently sold homes

1 MoM

New listings for sale

$438,000
3 beds1 bath1,088 sq ft
10 Pine Hill Rd, Wolfeboro, NH 03894
$429,000
3 beds1 bath1,348 sq ft
850 Center St, Wolfeboro, NH 03894
$529,000
5 beds2 baths2,634 sq ft
21 Waumbeck Rd, Wolfeboro, NH 03894
$1,199,000
3 beds2.5 baths1,616 sq ft
36 Point Breeze Rd, Wolfeboro, NH 03894
$870,000
3 beds3.5 baths3,278 sq ft
127 Forest Rd, Wolfeboro, NH 03894
See all

Provided by Redfin

Sale history for 21 Sleepy Hollow Rd

Date

Event

Price

PrimeMLS #4710174

Sep 28, 2018

Sold

$325,000

$146/sq ft

Sep 12, 2018

Pending

—

Jul 30, 2018

Listed

$339,500

$152/sq ft

PrimeMLS #136008

Jul 16, 2004

Sold

$272,000

$122/sq ft

Mar 2, 2004

Listed

$295,000

$132/sq ft

Year

Property tax

Land + Additions

Assessment*

2024

$4,854 (+9.5%)

$88,200 + $217,100

$305,300

2023

$4,432 (+11.1%)

$88,200 + $213,500

$301,700

2022

$3,988 (−3.3%)

$88,200 + $213,500

$301,700

2021

$4,124 (+5.1%)

$88,200 + $213,500

$301,700

2020

$3,925 (−3.8%)

$88,200 + $213,500

$301,700

2019

$4,082 (+0.2%)

$77,400 + $180,300

$257,700

2018

$4,072 (+5.5%)

$77,400 + $180,300

$257,700

2017

$3,860 (+2.4%)

$77,400 + $180,300

$257,700

2016

$3,770 (+4.9%)

$77,400 + $180,300

$257,700

2015

$3,595 (+13.4%)

$77,400 + $180,300

$257,700

2014

$3,169 (+2.3%)

$55,600 + $188,000

$243,600

2013

$3,098

$55,600 + $185,900

$241,500

Tax history for 21 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2024

$4,854 (+9.5%)

$88,200 + $217,100

$305,300

2023

$4,432 (+11.1%)

$88,200 + $213,500

$301,700

2022

$3,988 (−3.3%)

$88,200 + $213,500

$301,700

2021

$4,124 (+5.1%)

$88,200 + $213,500

$301,700

2020

$3,925 (−3.8%)

$88,200 + $213,500

$301,700

2019

$4,082 (+0.2%)

$77,400 + $180,300

$257,700

2018

$4,072 (+5.5%)

$77,400 + $180,300

$257,700

2017

$3,860 (+2.4%)

$77,400 + $180,300

$257,700

2016

$3,770 (+4.9%)

$77,400 + $180,300

$257,700

2015

$3,595 (+13.4%)

$77,400 + $180,300

$257,700

2014

$3,169 (+2.3%)

$55,600 + $188,000

$243,600

2013

$3,098

$55,600 + $185,900

$241,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

1.19 Acres

Year renovated

—

Sq. Ft.

2,038

Year built

1995

Style

Single Family Residential

County

Carroll County

APN

816455

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 5, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached
Auto Open, Storage Above
Garage

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 1
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Interior
Bulkhead, Concrete Floor, Full, Partially Finished, Stairs - Interior

Other Interior Features
# of Rooms: 7
Flooring: Hardwood, Tile
Water Heater: Electric, Off Boiler

Equipment & Appliance Information
Dryer, Microwave, Oven - Double, Range - Electric, Refrigerator, Washer
Stove-Wood

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2230
Approximate Sq. Ft. Total: 2662
Color: Brown
Natural Shade, Porch - Covered
Construction: Wood Frame
Foundation: Poured Concrete
Roof: Shingle - Asphalt
Exterior: Clapboard

Driveway
Circular, Paved

Lot, Zoning, & Easement Information
Lot: 6
Country Setting, Landscaped

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1995

Financial

Assessment Information
Assessment Amount: 257700
Assessment Year: 2017

Tax Information
Tax Year: 2017
Gross Amount Tax: 3860

Other Tax Information
Page Deed: 806

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water, Stove - Wood
Heat Fuel: Oil, Wood

Sewer Information
Leach Field - Existing, On-Site Septic Exists, Private

Electric Information
200 Amp, Circuit Breaker(s)

Water Information
Drilled Well, Private

Location

School Information
School District: Governor Wentworth Regional
Elementary School: Carpenter Elementary
Elementary School: Carpenter Elementary
Middle/Jr School: Kingswood Regional Middle

Road Information
Road Frontage: Yes
Road Frontage Length: 175
Paved, Public

Other Location Information
Directions: South Main St. (Rt. 28) in Wolfeboro - turn onto Middleton Rd. and take the first road to the right at the Sleepy Hollow sign. Turn left and see #21 on the left.
Block: 0

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 2,038
Stories: 2.0
Lot Size: 1.19 acres
Style: Single Family Residential
Year Built: 1995
Year Renovated: —
County: Carroll County
APN: 816455

Home facts updated by county records on Aug 5, 2026

Around this home

Schools

Crescent Lake School

Public 4-6 • Assigned • 1.5mi

6/10

Kingswood Regional Middle School

Public 7-8 • Assigned • 1.5mi

6/10

Kingswood Regional High School

Public 9-12 • Assigned • 1.5mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 92° expected this year, 16 days in 30 years

4/10 Wind Factor

11% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Wolfeboro, NH • 03894

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$628,000 – $760,000

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New listings for sale in 03894

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10 Pine Hill Rd, Wolfeboro, NH 03894

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850 Center St, Wolfeboro, NH 03894

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5 beds2 baths2,634 sq ft

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3 beds2.5 baths1,616 sq ft

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$870,000

3 beds3.5 baths3,278 sq ft

127 Forest Rd, Wolfeboro, NH 03894

Home values near 21 Sleepy Hollow Rd

Data from public records.

Address	Redfin Estimate
19 Sleepy Hollow Rd, Wolfeboro, NH 3 Beds \| 2.5 Baths \| 2816 Sq. Ft.	$765,699
24 Sleepy Hollow Rd, Wolfeboro, NH 3 Beds \| 2 Baths \| 1911 Sq. Ft.	$352,970

Address	Redfin Estimate
20 Sleepy Hollow Rd, Wolfeboro, NH 3 Beds \| 2 Baths \| 2508 Sq. Ft.	$704,679
15 Sleepy Hollow Rd, Wolfeboro, NH 4 Beds \| 3 Baths \| 2538 Sq. Ft.	$694,731

Address	Redfin Estimate
22 Sleepy Hollow Rd, Wolfeboro, NH 3 Beds \| 2 Baths \| 1754 Sq. Ft.	$549,801
17 Sleepy Hollow Rd, Wolfeboro, NH 3 Beds \| 2 Baths \| 1925 Sq. Ft.	$539,197

Property information provided by PrimeMLS when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 03894, NH

Sale history for 21 Sleepy Hollow Rd

Tax history for 21 Sleepy Hollow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 03894

Home values near 21 Sleepy Hollow Rd

More real estate resources