155 Shortwoods Rd, New Fairfield, CT 06812

Off market mar 2026 for $925K

$1,382,402

Est. refi paymentEst. refi $8,202/mo

•

5,036

sq ft

155 Shortwoods Rd, New Fairfield, CT 06812

About this home

Welcome to Starcastle, a remarkable 23.5-acre estate offering privacy, natural beauty, and expansive views. Set amid mature woods and rolling hills, the property overlooks Squantz Pond, Candlewood Lake, and protected parklands, providing a stunning backdrop in every direction. Located just 71 miles from NYC, it offers a rare combination of seclusion and accessibility. At the heart of the property sits a spacious four-bedroom, five-bathroom home designed by the acclaimed architect Roy Mason, known for his distinctive and visionary style. The home is ideal for entertaining, multi-generational living, or creative pursuits. Additional highlights include a luxurious gunite pool, open grounds for recreation or gatherings, and a landscape that feels both hidden and vast. Starcastle is a one-of-a-kind retreat where privacy, beauty, and architectural significance come together. Schedule your visit today to experience it firsthand.

Serious buyers only please. Some online sites are misrepresenting the price as click bait. Be sure to contact your local agent for accurate listing data.

Single-familyProperty Type

1985Year Built

23.5 acresLot Size

$275Est. Price/Sq.Ft.

3 car garageParking

Listed by Lisa Weisenberger • Luks Realty

Contact: Agent Attribution Contact: (914) 589-9294 | Office Attribution Contact: (203) 746-0535

Bought with Gabrielle Gearhart • William Pitt Sotheby's Int'l

Bought with Tom Skillman • William Pitt Sotheby's Int'l

Source:Smart MLS #24090182

Redfin Estimate

$1,382,402

$457K since sold in March 2026$241K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.5% lower than the average sale price ($1.99M) of 6 comparable homes.

SOLD SEP 30, 2026
$1,201,000
A
4 beds3.5 baths5,499 sq ft
8 Rock Ridge Ct, New Fairfield, CT 06812
SOLD MAY 15, 2026
$3,950,000
B
4 beds4 baths4,152 sq ft
8 Heritage Island Rd, New Fairfield, CT 06812
SOLD JUN 11, 2026
$3,145,000
C
4 beds3.5 baths3,688 sq ft
4 Harbour View Dr, New Fairfield, CT 06812
SOLD MAY 22, 2026
$1,100,000
D
4 beds3.5 baths5,176 sq ft
11 Hillcrest Dr, New Fairfield, CT 06812
SOLD MAY 7, 2026
$1,700,000
E
4 beds4 baths5,041 sq ft
2 Sail Harbour Dr, Sherman, CT 06784
SOLD AUG 31, 2026
$830,000
F
4 beds3 baths5,342 sq ft
7 Glenview Dr, Sherman, CT 06784

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Earn from this home

Sell

$567,967

Est. take-home

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Refinance

Est. cash available

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Market trends in 06812, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.7%

+0.1% MoM

Median sale price

$615K

$181 MoM

Avg. days on market

48d

8 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 28 HRS AGO
$575,000
4 beds3 baths2,814 sq ft
15 Ilion Rd, New Fairfield, CT 06812
$399,900
3 beds1 bath960 sq ft
10 Brook Dr, New Fairfield, CT 06812
$525,000
3 beds2 baths1,564 sq ft
14 Indian Hill Rd, New Fairfield, CT 06812
$489,000
2 beds2 baths1,440 sq ft
53 Wood Creek Rd, New Fairfield, CT 06812
$899,900
3 beds2 baths1,904 sq ft
108 Shortwoods Rd, New Fairfield, CT 06812
$649,000
3 beds3 baths2,664 sq ft
22 Wood Creek Rd, New Fairfield, CT 06812
$399,900
2 beds1.5 baths1,730 sq ft
22 Southview Rd, New Fairfield, CT 06812
$679,900
3 beds2.5 baths1,560 sq ft
5 Twin Rocks Dr, New Fairfield, CT 06812
$499,999
4 beds2 baths1,570 sq ft
20 Fulton Dr, New Fairfield, CT 06812
$2,150,000
5 beds3.5 baths3,718 sq ft
78 Lake Dr S, New Fairfield, CT 06812
See all

Provided by Redfin

Sale history for 155 Shortwoods Rd

Date

Event

Price

Smart MLS #24090182

Mar 30, 2026

Sold

$925,000

$184/sq ft

Mar 2, 2026

Pending

—

Dec 12, 2025

Contingent

—

Sep 9, 2025

Price Changed

$1,199,000

$238/sq ft

Jun 27, 2025

Price Changed

$1,400,000

$278/sq ft

May 8, 2025

Listed

$1,500,000

$298/sq ft

May 4, 2025

Coming Soon

$1,500,000

$298/sq ft

Public Records

Nov 6, 2007

Sold

$1,200,000

$238/sq ft

Smart MLS #98337949

Sep 1, 2007

Listing Removed

—

Jun 18, 2007

Listed

$1,500,000

$298/sq ft

Smart MLS #98337951

Aug 31, 2007

Listing Removed

—

Jun 18, 2007

Listed

$1,250,000

$248/sq ft

Smart MLS #98235759

Sep 28, 2006

Listing Removed

—

May 5, 2005

Listed

$1,750,000

$347/sq ft

Smart MLS #98205775

Sep 28, 2006

Listing Removed

—

Jul 20, 2004

Listed

$1,750,000

$347/sq ft

Smart MLS #98168034

Jun 22, 2004

Listing Removed

—

Jun 30, 2003

Listed

$1,999,999

$397/sq ft

Smart MLS #98132658

Jun 29, 2003

Listing Removed

—

Jun 6, 2002

Listed

$1,999,999

$397/sq ft

Smart MLS #95033707

Oct 27, 1997

Listing Removed

—

Nov 16, 1995

Listed

$2,200,000

$437/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$19,144 (+3.1%)

$198,600 + $391,000

$589,600

2021

$18,567 (+3.0%)

$198,600 + $391,000

$589,600

2020

$18,030 (−10.3%)

$198,600 + $391,000

$589,600

2019

$20,097 (+1.0%)

$214,900 + $435,500

$650,400

2018

$19,889 (+2.5%)

$214,900 + $435,500

$650,400

2017

$19,395 (+4.0%)

$214,900 + $435,500

$650,400

2016

$18,653 (−4.8%)

$214,900 + $435,500

$650,400

2014

$19,599

$211,000 + $540,500

$751,500

Tax history for 155 Shortwoods Rd

Year

Property tax

Land + Additions

Assessment*

2022

$19,144 (+3.1%)

$198,600 + $391,000

$589,600

2021

$18,567 (+3.0%)

$198,600 + $391,000

$589,600

2020

$18,030 (−10.3%)

$198,600 + $391,000

$589,600

2019

$20,097 (+1.0%)

$214,900 + $435,500

$650,400

2018

$19,889 (+2.5%)

$214,900 + $435,500

$650,400

2017

$19,395 (+4.0%)

$214,900 + $435,500

$650,400

2016

$18,653 (−4.8%)

$214,900 + $435,500

$650,400

2014

$19,599

$211,000 + $540,500

$751,500

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

23.5 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

225185

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Detached Garage
Garages Number: 3

Interior

Virtual Tour Information

Interior Information
Total Rooms: 6
Laundry Room Location: off kitchen
Laundry Room Info: Main Level
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 5

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Crawl Space, Partial, Unfinished, Concrete Floor

Exterior

Exterior Features
Exterior Siding: Other
Exterior Features: Balcony, Gazebo, Deck, Garden Area, Guest House, French Doors

Lot Information
Lot Description: Secluded, Rocky, Sloping Lot, Professionally Landscaped, Rolling, Water View

Pool Information
Swimming Pool
Pool Description: Gunite, Heated, In Ground Pool

Building Information
Foundation Type: Concrete
Construction Description: Other
Color: white

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 0

Financial

Assessments Information
Assessed Value: $886,000

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Heat Pump
Heat Fuel Type: Electric

Location

School Information
Middle Jr High School: New Fairfield
Intermediate School: Meeting House
High School: New Fairfield
Elementary School: Consolidated

Location Information
State: Connecticut
Nearby Amenities: Health Club, Lake, Library, Medical Facilities, Park, Shopping/Mall
Directions: GPS friendly, pass the guest house ad head up the hill.
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 23.5 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 225185

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

New Fairfield Elementary School

Public PreK-5 • Assigned • 3.2mi

7/10

New Fairfield Middle School

Public 6-8 • Assigned • 3.4mi

8/10

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

0.46% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

4/10 Wind Factor

19% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

New Fairfield, CT • 06812

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.31M – $1.59M

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New listings for sale in 06812

NEW 28 HRS AGO

$575,000

4 beds3 baths2,814 sq ft

15 Ilion Rd, New Fairfield, CT 06812

$399,900

3 beds1 bath960 sq ft

10 Brook Dr, New Fairfield, CT 06812

$525,000

3 beds2 baths1,564 sq ft

14 Indian Hill Rd, New Fairfield, CT 06812

$489,000

2 beds2 baths1,440 sq ft

53 Wood Creek Rd, New Fairfield, CT 06812

$899,900

3 beds2 baths1,904 sq ft

108 Shortwoods Rd, New Fairfield, CT 06812

$649,000

3 beds3 baths2,664 sq ft

22 Wood Creek Rd, New Fairfield, CT 06812

$399,900

2 beds1.5 baths1,730 sq ft

22 Southview Rd, New Fairfield, CT 06812

$679,900

3 beds2.5 baths1,560 sq ft

5 Twin Rocks Dr, New Fairfield, CT 06812

$499,999

4 beds2 baths1,570 sq ft

20 Fulton Dr, New Fairfield, CT 06812

Home values near 155 Shortwoods Rd

Data from public records.

Address	Redfin Estimate
247 State Route 39, New Fairfield, CT 3 Beds \| 2 Baths \| 1593 Sq. Ft.	$530,269
2 Old Bogus Road, New Fairfield, CT 2 Beds \| 1 Baths \| 1456 Sq. Ft.	$464,189

Address	Redfin Estimate
245 State Route 39, New Fairfield, CT 3 Beds \| 2 Baths \| 1610 Sq. Ft.	$478,353
2 Rose Lane, New Fairfield, CT 4 Beds \| 4.5 Baths \| 2679 Sq. Ft.	$704,632

Address	Redfin Estimate
3 Park Road, New Fairfield, CT 4 Beds \| 2.5 Baths \| 2316 Sq. Ft.	$674,876
3 Holly Drive, New Fairfield, CT 2 Beds \| 1 Baths \| 668 Sq. Ft.	$282,848

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06812, CT

Sale history for 155 Shortwoods Rd

Tax history for 155 Shortwoods Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06812

Home values near 155 Shortwoods Rd

More real estate resources