Sold
Last Sold Price
4 beds3,018 sqft
27 Castlewood Rd, Simsbury, CT 06089
Single FamilyProperty Type
1.04 acresLot Size
1979Year Built
$156/sq ftPrice per sq ft
2 carsParking Spaces

Description

Spectacular, 4 Bdrm HOME RETREAT & SANCTUARY in much sought-after location on quiet circled road, minutes from downtown Simsbury & 20 mins from all major Highways & Hartford! Plus the perfect Trifecta... Natural Gas, Public Water & Public Sewer! This fabulous outdoor oasis is surrounded by mature trees creating natural privacy & is professionally landscaped. The backyard multi-area trex & wood deck features a fabulous built-in stone & granite outdoor kitchen & large deck gazebo. Follow the stone...Spectacular, 4 Bdrm HOME RETREAT & SANCTUARY in much sought-after location on quiet circled road, minutes from downtown Simsbury & 20 mins from all major Highways & Hartford! Plus the perfect Trifecta... Natural Gas, Public Water & Public Sewer! This fabulous outdoor oasis is surrounded by mature trees creating natural privacy & is professionally landscaped. The backyard multi-area trex & wood deck features a fabulous built-in stone & granite outdoor kitchen & large deck gazebo. Follow the stone path to Relax in the newer Hot Tub, winter or summer, housed in an Oriental-Styled teak Cabana w/sliding windows, doors & skylight. The home's inside is equally stunning w/soaring ceilings, 2 story windows & brick, see-thru fireplace. The family room’s wall of floor to ceiling windows & sliders give access & accent the expanded outdoor living space. All the flexible spaces make entertaining your friends easy & fun! Currently using Liv. rm as Dining rm. The master Bdrm Suite features a dressing area, walk-in closet & amazing master bath w/glass shower & more. The upper hallway full bathroom, remodeled only 6 months ago, has all new tile & glass shower/tub, granite counter, double sink cabinet & tile floor. New Furnace & Tankless Hot Water Heater, Newer Air Conditioning, Newer Roof, Sprinkler Irrigation System, Recently Painted inside & out & most windows are newer too. At this amazing price you can add your own personal style & any updating you want! Amazing price. Won't Last!
  • Listed by: Margo A Ross 860.977.0270 margo.ross@raveis.com • William Raveis Real Estate
Listing closed: 01/20/2021 12:00 AM • Source: SMARTMLS, MLS#: 170347465

See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$550,000

Avg days on market

10

Sale-to-list ratio

103.4%

Simsbury, CT

9 comparable properties found

a front view of a house with a garden
1

$540,000

Sold 06/19/25

4
Bedrooms
2,872
Square Feet
1.13
Acres
$515,000 | 5 Vining Drive, Simsbury, CT 06070
2

$515,000

Sold 10/15/25

4
Bedrooms
2,566
Square Feet
1.19
Acres
3

$415,000

Sold 05/02/25

4
Bedrooms
2.5
Bathrooms
2,520
Square Feet
0.95
Acres
a front view of a house with a garden and trees
4

$585,000

Sold 08/24/26

4
Bedrooms
2,716
Square Feet
1.1
Acres
$550,000 | 93 Old Meadow Plain Road, Simsbury, CT 06089
5

$550,000

Sold 06/12/26

4
Bedrooms
2,436
Square Feet
1.07
Acres
$625,000 | 34 Drumlin Road, Simsbury, CT 06070
6

$625,000

Sold 01/17/25

4
Bedrooms
2,645
Square Feet
0.94
Acres
$593,000 | 18 Chestnut Hill Road, Simsbury, CT 06092
7

$593,000

Sold 08/22/25

4
Bedrooms
2,636
Square Feet
0.78
Acres
$550,000 | 28 Wheeler Road, Simsbury, CT 06070
8

$550,000

Sold 11/17/25

4
Bedrooms
2,494
Square Feet
1.01
Acres
$452,500 | 25 Bob White Way, Simsbury, CT 06089
9

$452,500

Sold 12/12/24

4
Bedrooms
3,698
Square Feet
0.98
Acres

Location

Listing Courtesy of William Raveis Real Estate, Margo A Ross

Sold By Bottom Line Realty, Jaimie Andrews

Add your commute

Payment Calculator

$3,473 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,520

Property Taxes

$954

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 27 Castlewood Road

Property Details
  • Taxes: $11,444 / year
  • MLS Type: Residential
  • Basement Description: Full, Interior Access, Garage Access
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: Weatogue
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1979
  • Lot Size: 1.04 AC / 45,302 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Blue Ridge Dr>Castlehill Dr>Castlewood or Hopmeadow St.>Rosewood>Castlewood
  • Elementary School: Per Board of Ed
  • High School: Simsbury
  • Latitude: 41.82005
  • Longitude: -72.83974
  • Middle Jr High School: Henry James
  • Neighborhood Amenities: Golf Course, Library, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Public Pool, Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2020-June 2021
  • Property Tax: $11,444
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Cabana, Deck, Gutters, Hot Tub, Shed
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Ceiling Fans, Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Main Level
  • Room Count: 11
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Island,Tile Floor
  • Room Length: 23.3
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 14.0
Room 2
  • Room Entry Order: 10
  • Room Features: Double-Sink,Full Bath,Granite Counters,Stall Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Primary Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Granite Counters,Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 4
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window
  • Room Length: 13.9
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 5
  • Room Entry Order: 3
  • Room Features: 2 Story Window(s),Cathedral Ceiling,Ceiling Fan,Fireplace,Interior Balcony
  • Room Length: 22.6
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.1
Room 6
  • Room Entry Order: 4
  • Room Features: Fireplace,Vaulted Ceiling
  • Room Length: 25.1
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 15.8
Room 7
  • Room Entry Order: 5
  • Room Features: Dressing Room,Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 16.4
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.9
Room 8
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 13.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.7
Room 9
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Length: 13.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.1
Room 10
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.3
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 11
  • Room Entry Order: 9
  • Room Features: Double-Sink,Granite Counters,Remodeled,Tile Floor,Tub w/Shower
  • Room Level: Upper
  • Room Type: Full Bath
Property
Property and Assessments
  • Construction Description: Frame, Brick
  • Driveway Type: Private, Asphalt
  • Exterior Siding: Brick, Wood, Stucco
  • Foundation Type: Concrete
  • Fuel Tank Location: Non Applicable
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1979
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3018
Lot Information
  • Lot Description: Open Lot, In Subdivision, Level Lot, Treed, Professionally Landscaped
  • Parcel Number: 694725
  • Sq Ft Est Heated Above Grade: 3018.0
  • Sq Ft Total: 3018.0
  • Zoning: R-40
Utilities
  • Energy Features: Programmable Thermostat, Storm Doors, Thermopane Windows
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 27 Castlewood Road

DateEvent & SourcePriceAppreciation
Jan 15, 2021

Closed (Public Record)

Public Record #1437543284

$472,000—
Jan 15, 2021

Closed (Public Record)

Public Record #688743536

$472,000

+2.5% / yr

Dec 15, 1997

Closed (Public Record)

Public Record #91647613

$268,000—
DateEvent & SourcePrice
01/15/2021

Closed (Public Record)

Public Record #1437543284

$472,000
01/15/2021

Closed (Public Record)

Public Record #688743536

$472,000

+2.5% / yr

12/15/1997

Closed (Public Record)

Public Record #91647613

$268,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 27 Castlewood Road

Taxable ValueLand$92,750Additions$289,240Total$381,990
Tax Record2025$13,049 ($1,087 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,003 SqFtAbove Grade Finished SqFt3,003 SqFtUnfinished Basement SqFt1,625 SqFtStories2Lot Size45,302 SqFtStyleSingle Family ResidenceYear Built1979Year Renovated2002ZoningR-40CountyCAPITOLAPNSIMS M:D20 B:222 L:16

Schools near 27 Castlewood Road

This home is within Simsbury School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Latimer Lane School
PublicPK to 6

Henry James Memorial School
Public7 to 8

Simsbury High School
Public9 to 12

Farmington Valley Academy Montessori
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 06089

$624,900 | 24 Valley View Drive, Simsbury, CT 06089
1/40
Coming Soon

$624,900

4
Bedrooms
2,596
Square Feet
0.96
Acres
a front view of a house with garden
1/40

$379,000

2
Bedrooms
2,153
Square Feet
a front view of a house with a yard
1/25
Under Contract - Continue To Show

$350,000

2
Bedrooms
1,563
Square Feet
0.38
Acres
a front view of a house with a garden and yard
1/28

$200,000

1
Bedrooms
726
Square Feet
a front view of a house with a yard
1/40

$951,000

8
Bedrooms
4,883
Square Feet
0.92
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 27 Castlewood Road, Simsbury, CT 06089
$472,000
4
3,018
45,302
$435,000
3
2,711
44,431
$426,725
3
2.5
2,580
40,946
$1
4
2,106
45,302
$328,000
4
3
1,706
48,787
$282,000
3
1,592
42,253

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Margo A Ross

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.