8 Chestnut Hill Road

Closed 11/8/18
Closed 11/8/18
Gallery Image 1
Sold
Last Sold Price
$645,000
3 beds2,460 sqft$262/sqft
8 Chestnut Hill Rd, Sherman, CT 06784
Single FamilyProperty Type
2.39 acresLot Size
1984Year Built
$262/sq ftPrice per sq ft
$580/yrHOA Fees
2 carsParking Spaces

Description

Stunning 3BR Custom designed Contemporary on 2.4 landscaped acres with Candlewood Lake views and deeded boat slip. Soaring vaulted ceilings with wall of windows and loads of natural light will charm and delight you! Relax on the wrap-around deck and enjoy the koi pond, trees, bird life, and vistas of breathtaking Candlewood Lake. This home has year-round lake views from most rooms. Downstairs the sunken great room has a warm fireplace, wet bar, and a slider to the deck. The sunny kitchen also has...Stunning 3BR Custom designed Contemporary on 2.4 landscaped acres with Candlewood Lake views and deeded boat slip. Soaring vaulted ceilings with wall of windows and loads of natural light will charm and delight you! Relax on the wrap-around deck and enjoy the koi pond, trees, bird life, and vistas of breathtaking Candlewood Lake. This home has year-round lake views from most rooms. Downstairs the sunken great room has a warm fireplace, wet bar, and a slider to the deck. The sunny kitchen also has a slider to the deck, stainless appliances, a granite center island and a breakfast area with lake views. The main level has 2 large bedrooms, one with amazing lake views, the other overlooks a beautiful garden. Upstairs you'll find the master bedroom suite with walk in closet, fireplace, full bath with double vanities. A slider opens to a lakeside balcony with spectacular lake views over mature trees, providing a sanctuary from the rest of the world. A large, open plan, sitting area outside the master suite provides another entertainment option. There is lots of storage in the finished walk out basement/game billiard room with yet more lake views. Finally, the home includes a deeded boat dock. This beautiful home is located just 90 minutes from Manhattan and 10 minutes from NYC trains, and is in the Orchard Rest Candlewood Lake community. It would be perfect as a full-time home or as a country weekender.
  • Listed by: Kim Gifford 203.770.6038 kimgifford12@gmail.com • Coldwell Banker Realty
Listing closed: 11/08/2018 12:00 AM • Source: SMARTMLS, MLS#: 170120277

Recent comparable sales

Median sold price

$630,000

Avg days on market

63

Sale-to-list ratio

97.0%

Sherman, CT

9 comparable properties found

$529,000 | 103 Highway 39, Sherman, CT 06784
1

$529,000

Sold 06/17/25

3
Bedrooms
2,068
Square Feet
1.01
Acres

103 Highway 39, Sherman, CT 06784

$720,000 | 17 Holiday Point Road, Sherman, CT 06784
2

$720,000

Sold 01/15/25

3
Bedrooms
2,668
Square Feet
3.28
Acres

17 Holiday Point Road, Sherman, CT 06784

$700,000 | 3 Mauweehoo Hill, Sherman, CT 06784
3

$700,000

Sold 06/02/25

3
Bedrooms
2,641
Square Feet
7.85
Acres

3 Mauweehoo Hill, Sherman, CT 06784

$700,000 | 15 Holiday Point Road, Sherman, CT 06784
4

$700,000

Sold 03/27/25

3
Bedrooms
1,995
Square Feet
2.73
Acres

15 Holiday Point Road, Sherman, CT 06784

$640,000 | 4 Wanzer Hill Road, Sherman, CT 06784
5

$640,000

Sold 10/01/25

3
Bedrooms
1,896
Square Feet
1
Acres

4 Wanzer Hill Road, Sherman, CT 06784

a front view of a house with garden
6

$630,000

Sold 06/29/26

3
Bedrooms
2,942
Square Feet
0.7
Acres

47 Rt 39 So, Sherman, CT 06784

$584,000 | 6 Candleview Drive, Sherman, CT 06784
7

$584,000

Sold 04/25/25

3
Bedrooms
1,344
Square Feet
0.54
Acres

6 Candleview Drive, Sherman, CT 06784

8

$630,000

Sold 06/22/26

3
Bedrooms
2.5
Bathrooms
1,724
Square Feet
0.7
Acres

47 Highway 39, Sherman, CT 06784

$560,000 | 4 Deer Run Trail, Sherman, CT 06784
9

$560,000

Sold 12/10/25

3
Bedrooms
1,758
Square Feet
1.82
Acres

4 Deer Run Trail, Sherman, CT 06784

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Coldwell Banker Realty, Kim Gifford

Sold By Independent Realty Group, Ellen Cavallo Buccitti

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$4,065 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,278

Property Taxes

$738

HOA Dues

$48

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 8 Chestnut Hill Road

Property Details
  • Taxes: $8,854 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full With Walk-Out, Partially Finished, Interior Access, Walk-out, Storage
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Contemporary
  • Subdivision: Orchard Rest
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1984
  • Lot Size: 2.39 AC / 104,108 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 39 South to Orchard Rest right on Chestnut Hill house on right, cul de sac
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.548927
  • Longitude: -73.4795
  • Neighborhood Amenities: Golf Course, Lake, Library, Medical Facilities
  • State: Connecticut
  • Subd Complex: Orchard Rest
HOA and Fees
  • HOA Fee Amount: 580
  • HOA Fee Frequency: Annually
  • Home Owner's Assocation: Yes
  • Tax Year: July 2018-June 2019
  • Property Tax: $8,854
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Deck, Patio, Porch, Wrap Around Deck
  • Waterfront Description: Lake, Dock or Mooring, Water Community
Interior Features
  • Appliances Included: Gas Range, Counter Grill, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Central Vacuum, Open Floor Plan
  • Laundry Room Info: Main Level
  • Rooms Additional: Breezeway, Foyer, Laundry Room
  • Room Count: 9
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 20.0
Room 2
  • Room Entry Order: 2
  • Room Features: Balcony/Deck,Fireplace,Hardwood Floor,Sliders,Vaulted Ceiling,Wet Bar
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 3
  • Room Entry Order: 3
  • Room Features: Ceiling Fan,Hardwood Floor,Vaulted Ceiling
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 15.0
Room 4
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Breakfast Bar,Granite Counters,Sliders,Tile Floor,Vaulted Ceiling
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 13.0
Room 5
  • Room Entry Order: 5
  • Room Features: Balcony/Deck,Sliders,Wall/Wall Carpet
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 11.0
Room 6
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 7
  • Room Entry Order: 7
  • Room Features: Balcony/Deck,Fireplace,Full Bath,Sliders,Vaulted Ceiling,Wall/Wall Carpet
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 19.0
Room 8
  • Room Entry Order: 8
  • Room Features: Vaulted Ceiling,Wall/Wall Carpet
  • Room Length: 40.0
  • Room Level: Upper
  • Room Type: Loft
  • Room Width: 10.0
Room 9
  • Room Entry Order: 9
  • Room Features: Sliders,Wall/Wall Carpet
  • Room Length: 34.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 28.0
Property
Property and Assessments
  • Color: Sand
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exterior Siding: Cedar, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1984
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2460
Lot Information
  • Lot Description: On Cul-De-Sac, Water View
  • Parcel Number: 310376
  • Sq Ft Est Heated Above Grade: 2460.0
  • Sq Ft Total: 2460.0
  • Zoning: Res
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Other
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 8 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Nov 9, 2018

Closed (Public Record)

Public Record #636086355

$645,000—
Nov 9, 2018

Closed (Public Record)

Public Record #1304388392

$645,000

+1.1% / yr

Jul 21, 2015

Closed (Public Record)

Public Record #553906141

$623,000

-2.4% / yr

DateEvent & SourcePrice
11/09/2018

Closed (Public Record)

Public Record #636086355

$645,000
11/09/2018

Closed (Public Record)

Public Record #1304388392

$645,000

+1.1% / yr

07/21/2015

Closed (Public Record)

Public Record #553906141

$623,000

-2.4% / yr

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

Public Records for 8 Chestnut Hill Road

Taxable ValueLand$97,300Additions$323,500Total$420,800
Tax Record2024$7,015 ($585 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,901 SqFtAbove Grade Finished SqFt2,901 SqFtUnfinished Basement SqFt910 SqFtStories2Lot Size104,108 SqFtStyleSingle Family ResidenceYear Built1984Year Renovated1984CountyWESTERN CONNECTICUTAPNSHMN M:63 B:1

Schools near 8 Chestnut Hill Road

This home is within Sherman School District.
Rating
School
Type
Grades
Distance
Sherman School
Public - PK to 8
Rating
School
Distance
Sherman School
PublicPK 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 06784

$440,000 | 33 Highway 55, Sherman, CT 06784
1/37
Listed By Coldwell Banker RealtyOpen: 9/12 12:00PM - 02:00PM

$440,000

3
Bedrooms
1,125
Square Feet
3.16
Acres

33 Highway 55, Sherman, CT 06784

$998,000 | 2 Anderson Road West, Sherman, CT 06784
1/39

$998,000

4
Bedrooms
3,900
Square Feet
2.2
Acres

2 Anderson Road West, Sherman, CT 06784

$1,295,000 | 201 Highway 37, Sherman, CT 06784
1/40

$1,295,000

6
Bedrooms
4,258
Square Feet
1.42
Acres

201 Highway 37, Sherman, CT 06784

a house with trees in the background
1/25
Listed By Coldwell Banker Realty

$599,900

3
Bedrooms
2,724
Square Feet
1.84
Acres

158 Highway 39, Sherman, CT 06784

a view of a lake
1/19

$1,200,000

3
Bedrooms
800
Square Feet
0.43
Acres

18 Orchard Beach Road, Sherman, CT 06784

an sign broad from a bench
1/38
Listed By Coldwell Banker RealtyUnder Contract - Continue To Show

$599,000

3
Bedrooms
1,456
Square Feet
0.62
Acres

8 Pinewood Shores, Sherman, CT 06784

$599,000 | 8 Pine Hill Trail, Sherman, CT 06784
1/38
Listed By Coldwell Banker Realty

$599,000

3
Bedrooms
1,896
Square Feet
0.62
Acres

8 Pine Hill Trail, Sherman, CT 06784

a view of a house with a backyard and a tree
1/21

$450,000

3
Bedrooms
1,496
Square Feet
0.46
Acres

8 Terrace Drive, Sherman, CT 06784

a view of a house with potted plants
1/27

$975,000

3
Bedrooms
2,562
Square Feet
4.92
Acres

6 Fox Run, Sherman, CT 06784

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 8 Chestnut Hill Road, Sherman, CT 06784
$645,000
3
2,460
104,108
6 Chestnut Hill Road, Sherman, CT 06784
–
2
2
1,248
37,026
10 Chestnut Hill Road, Sherman, CT 06784
$435,000
3
4,260
57,499
0 Sherwood Hill Road, Sherman, CT 06784
$126,000
–
–
–
131,986
5 Chestnut Hill Road, Sherman, CT 06784
–
3
2
2,594
85,813
8 Orchard Rest Road, Sherman, CT 06784
–
3
2
103,860
85,813

Explore Nearby Homes

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 Coldwell Banker Realty, Kim Gifford

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.