Off Market May 2020 for $370K

$670,059

Est. refi paymentEst. refi $2,436/mo

•

1,692

sq ft

34 Wakeman Hill Rd, Sherman, CT 06784

About this home

This Adirondack style Cape Cod is privately situated on 3.42 acres and offers a 4-car detached garage with two oversized garage doors and a large finished walkup loft - all newly installed and completed. The home itself features a well-appointed kitchen that opens up to a large dining area with separate wet bar, freestanding propane stove and a wall of sliders leading to an expansive wraparound deck and hot tub - all ideal for entertaining. There is also a main level bedroom and a large but cosy living room w/fireplace and picture windows. The private master suite is on the upper level and offers a walk-in closet, adjacent 3 season porch and a full master bath w/adjacent laundry room. The finished loft over the detached garage features a cork floor and is well-suited for use as an office or yoga, artist or hobby studio. The garage has room for up to 5 vehicles or trucks and is ideal for the car collector hobbyist or contractor. There is also a single car attached garage. This is a unique, comfortable, low maintenance home, set against an extremely private and scenic back yard surrounded by dramatic rock outcroppings. Quaint and affordable, situated close to the NY line and Metro North trains, and less than than a 90-minute drive from Manhattan.

Single-familyProperty Type

1955Year Built

3.42 acresLot Size

$396Est. Price/Sq.Ft.

5 car garageParking

Listed by Irit Granger • William Pitt Sotheby's Int'l

Bought with Irit Granger • William Pitt Sotheby's Int'l

Source:Smart MLS #170276494

Redfin Estimate

$670,059

$300K since sold in May 2020$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 44.4% higher than the average sale price ($464K) of 6 comparable homes.

SOLD JUN 26, 2026
$439,000
A
2 beds2 baths1,400 sq ft
35 Route 39 S, Sherman, CT 06784
SOLD JUL 17, 2026
$585,000
B
2 beds2 baths1,440 sq ft
238 Pine Hill Rd, New Fairfield, CT 06812
SOLD JUL 10, 2026
$410,000
C
2 beds2 baths1,056 sq ft
4 Pepper Pond Rd, Sherman, CT 06784
SOLD JUN 26, 2026
$475,000
D
2 beds1 bath1,393 sq ft
17 Mauweehoo Hl, Sherman, CT 06784
SOLD APR 29, 2026
$465,000
E
2 beds2 baths1,418 sq ft
16 Big Trl, New Fairfield, CT 06812
SOLD AUG 31, 2026
$410,000
F
2 beds2 baths1,088 sq ft
17 Townsend Blvd, Pawling, NY 12564
Listing by Howard Hanna Rand Realty

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Earn from this home

Sell

$370,513

Est. take-home

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Refinance

Est. cash available

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Rent

$2,732/mo

Redfin rental estimate

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Market trends in 06784, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.9%

0.7% MoM

Median sale price

$822K

$93K MoM

Avg. days on market

49d

9 days MoM

Recently sold homes

1 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$440,000
3 beds1 bath1,125 sq ft
33 Route 55 W, Sherman, CT 06784
$1,295,000
6 beds5.5 baths4,258 sq ft
201 Route 37 S, Sherman, CT 06784
OPEN SAT, 2:30PM TO 4:30PM
$998,000
4 beds2.5 baths3,900 sq ft
2 Anderson Rd W, Sherman, CT 06784
See all

Provided by Redfin

Sale history for 34 Wakeman Hill Rd

Date

Event

Price

Smart MLS #170276494

May 18, 2020

Sold

$370,000

$219/sq ft

May 4, 2020

Pending

—

Apr 19, 2020

Contingent

—

Mar 25, 2020

Relisted

—

Mar 14, 2020

Contingent

—

Mar 14, 2020

Relisted

—

Mar 7, 2020

Contingent

—

Mar 3, 2020

Listed

$385,000

$228/sq ft

HGMLS #4635303

Jan 23, 2017

Price Changed

$350,000

$207/sq ft

Jan 23, 2017

Sold

$350,000

$207/sq ft

Dec 20, 2016

Contingent

—

Dec 20, 2016

Price Changed

$389,000

$230/sq ft

Oct 26, 2016

Price Changed

$389,000

$230/sq ft

Aug 12, 2016

Listed

$395,000

$233/sq ft

Offering the ultimate in country charm along with a location only 90 min. from NYC, this Adirondack style custom Cape Cod, expanded & completely updated is privately situated on 3.42 acres. There is an enormous 4 car detached garage with a walkup loft which could be finished as a studio. The home itself has beautiful wood floors throughout, a newly installed custom chef's kitchen with a dining area, a large Living Room with wood burning fplc & picture windows. There is a main floor bedroom (used as an office) with a full bath. The indoor Hot Tub could be moved outside, there is sufficient tile to repair the floor & convert into a family rm. Upstairs, a large master suite w/ wic, a 3 season porch & a full master bath with a separate laundry. This home is unique & comfortable, low maintenance & private. A joy to show!

OneKey® MLS as Distributed by MLS Grid #H4635303

Jan 23, 2017

Sold

$350,000

$207/sq ft

Aug 12, 2016

Listed

$389,000

$230/sq ft

Offering the ultimate in country charm along with a location only 90 min. from NYC, this Adirondack style custom Cape Cod, expanded & completely updated is privately situated on 3.42 acres. There is an enormous 4 car detached garage with a walkup loft which could be finished as a studio. The home itself has beautiful wood floors throughout, a newly installed custom chef's kitchen with a dining area, a large Living Room with wood burning fplc & picture windows. There is a main floor bedroom (used as an office) with a full bath. The indoor Hot Tub could be moved outside, there is sufficient tile to repair the floor & convert into a family rm. Upstairs, a large master suite w/wic, a 3 season porch & a full master bath with a separate laundry. This home is unique & comfortable, low maintenance & private. A joy to show! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,4+ Car Detached,

Smart MLS #99152486

Jan 23, 2017

Sold

$350,000

$207/sq ft

Dec 20, 2016

Listing Removed

—

Jul 8, 2016

Listed

$389,000

$230/sq ft

HGMLS #4630668

Oct 11, 2016

Delisted

—

Jul 7, 2016

Listed

OneKey® MLS as Distributed by MLS Grid #H4630668

Oct 11, 2016

Listing Removed

—

Jul 7, 2016

Listed

$485,000

$287/sq ft

Public Records

Aug 3, 1994

Sold

$130,000

$77/sq ft

Public Records

Aug 23, 1991

Sold

$199,900

$118/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,243 (−2.0%)

$91,100 + $203,100

$294,200

2022

$5,349 (−2.5%)

$91,100 + $203,100

$294,200

2021

$5,484 (−2.5%)

$91,100 + $203,100

$294,200

2020

$5,622 (−3.5%)

$91,100 + $203,100

$294,200

2019

$5,828 (+2.9%)

$91,100 + $203,100

$294,200

2018

$5,662

$91,100 + $187,400

$278,500

2017

$5,662

$91,100 + $187,400

$278,500

2016

$5,663 (+2.5%)

$91,140 + $187,390

$278,530

2014

$5,526

$91,140 + $187,390

$278,530

Tax history for 34 Wakeman Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,243 (−2.0%)

$91,100 + $203,100

$294,200

2022

$5,349 (−2.5%)

$91,100 + $203,100

$294,200

2021

$5,484 (−2.5%)

$91,100 + $203,100

$294,200

2020

$5,622 (−3.5%)

$91,100 + $203,100

$294,200

2019

$5,828 (+2.9%)

$91,100 + $203,100

$294,200

2018

$5,662

$91,100 + $187,400

$278,500

2017

$5,662

$91,100 + $187,400

$278,500

2016

$5,663 (+2.5%)

$91,140 + $187,390

$278,530

2014

$5,526

$91,140 + $187,390

$278,530

*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

Stories

Lot width

—

Lot depth

—

Lot size

3.42 Acres

Year renovated

—

Sq. Ft.

1,692

Year built

1955

Style

Single Family Residential

County

Fairfield County

APN

308914

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Detached Garage
Garages Number: 5

Interior

Interior Information
Total Rooms: 5
Interior Features: Auto Garage Door Opener
Thermostat(s)
Fireplaces Total: 1
Cooling System: Ceiling Fans, Window Unit
Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 2

Room Information
Rooms Additional: Foyer, Laundry Room, Workshop
Room Count: 7
Basement Description: Full With Walk-Out, Unfinished, Interior Access

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Porch-Enclosed, Wrap Around Deck

Lot Information
Lot Description: Cleared, Level Lot, Sloping Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Sage

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1692
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $294,200

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Hot Air, Wood/Coal Stove
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Thermopane Windows

Location

School Information
Middle Jr High School: Per Board of Ed
High School: Per Board of Ed
Elementary School: Sherman

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Park, Private School(s), Tennis Courts
Directions: Route 37 S to Wakeman to #34
County: Fairfield

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,692
Stories: 2.0
Lot Size: 3.42 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Fairfield County
APN: 308914

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Sherman School

Public PreK-8 • Assigned • 1.7mi

9/10

New Milford High School

Public 9-12 • Assigned • 5.0mi

6/10

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

3/10 Heat Factor

6 days above 96° expected this year, 12 days in 30 years

4/10 Wind Factor

17% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Sherman, CT • 06784

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 4.1 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$637,000 – $771,000

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New listings for sale in 06784

OPEN SAT, 12PM TO 2PM

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$1,295,000

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OPEN SAT, 2:30PM TO 4:30PM

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Home values near 34 Wakeman Hill Rd

Data from public records.

Address	Redfin Estimate
25 Wakeman Hill Road, Sherman, CT 4 Beds \| 4 Baths \| 3112 Sq. Ft.	$833,070
20 Wakeman Hill Road, Sherman, CT 3 Beds \| 2 Baths \| 1800 Sq. Ft.	$789,077

Address	Redfin Estimate
52 Wakeman Hill Road, Sherman, CT 4 Beds \| 2.5 Baths \| 3076 Sq. Ft.	$1,755,614
18 Wakeman Hill Road, Sherman, CT 3 Beds \| 3 Baths \| 4532 Sq. Ft.	$1,613,836

Address	Redfin Estimate
46 Wakeman Hill Road, Sherman, CT 3 Beds \| 3 Baths \| 2934 Sq. Ft.	$833,907
11 Wakeman Hill Road, Sherman, CT 4 Beds \| 3 Baths \| 2098 Sq. Ft.	$646,642

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06784, CT

Sale history for 34 Wakeman Hill Rd

Tax history for 34 Wakeman Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06784

Home values near 34 Wakeman Hill Rd

More real estate resources