Off Market Sep 2025 for $1.2M

$2,284,868

Est. refi paymentEst. refi $5,614/mo

•

4,529

sq ft

305 Thayer Pond Rd, Wilton, CT 06897

About this home

Stunning 2 acre property features both a main house and separate cottage. Situated on the New Canaan line on one of Wilton's most sought-after streets & steps to The Lake Club, this elegant and sophisticated, impeccably maintained Colonial has over $350k in renovations and upgrades! Approached by stately stone pillars & walls w/a NEW paved driveway, 3-car garage w/NEW EV wall charge & boasting 4/5 beds, 5 full baths w/a finished lower level, this home is incomparable. Featuring a NEW Generac whole house generator, NEW whole house water filtration system, NEW A/C, NEW Furnace, NEW well pump & well tank, NEW Walpole perimeter deer fence in backyard, gleaming hardwood flooring throughout & so much more-ask4list! Spacious bright & elegant marble foyer w/radiant heated flooring opens to Lg living room w/fireplace & cathedral ceiling, Lg formal dining rm w/fireplace, EIK w/radiant heated flooring, granite counters, NEW stainless appliances & eating area w/banquet seating. Step into the huge, freshly painted & carpeted family rm & sliders to NEW 3-season Sun room/patio enclosure overlooking the manicured backyard w/terraced stone walkway to bocce court and playground! The perfect venue for family living & entertaining. The primary bedroom has been completely renovated! Boasting a NEW custom walk-in closet, NEW primary spa bath w/soaking tub, separate shower & radiant heated flooring.

The finished lower level has a bedroom, playroom, wet bar w/granite counters, bar seating & full bath. The Interior/exterior surround sound w/campfire circle by the pond adds to the amenities of this treasured gem. Separate from the Main house, the Cottage is incredible w/bedroom, living/dining rm, full kitchen, full bath, washer/dryer and fireplace. Professionally landscaped w/specimen trees, mature planting & gorgeous gardens with amazing entertainment areas, this fabulous home has it all!

Single-familyProperty Type

1971Year Built

2 acresLot Size

$504Est. Price/Sq.Ft.

3 car garageParking

Listed by Gaynor Brennan • BHHS Darien/New Canaan

Bought with Tyler Toren • Compass Connecticut, LLC

Source:Smart MLS #24101895

Redfin Estimate

$2,284,868

$1.1M since sold in September 2025$19K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.7% higher than the average sale price ($2.10M) of 6 comparable homes.

SOLD AUG 18, 2026
$2,750,000
A
4 beds4.5 baths4,399 sq ft
85 Bittersweet Ln, New Canaan, CT 06840
SOLD MAR 31, 2026
$1,850,000
B
5 beds4.5 baths4,434 sq ft
30 Wild Duck Rd, Wilton, CT 06897
SOLD SEP 24, 2025
$1,615,000
C
4 beds4 baths4,780 sq ft
12 Walnut Pl, Wilton, CT 06897
SOLD AUG 13, 2026
$3,475,000
D
4 beds4.5 baths5,902 sq ft
99 Hickok Rd, New Canaan, CT 06840
SOLD OCT 30, 2025
$1,575,000
E
4 beds4 baths4,436 sq ft
232 Sleepy Hollow Rd, New Canaan, CT 06840
SOLD JUL 31, 2026
$1,350,000
F
4 beds2.5 baths3,817 sq ft
2 Pheasant Run Rd, Wilton, CT 06897

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,187,632

Est. take-home

List your home with Redfin and save $22,849

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$9,313/mo

Redfin rental estimate

List your home for rent

Market trends in 06897, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

+0.1% MoM

Median sale price

$1.4M

$106K MoM

Avg. days on market

27d

1 days MoM

Recently sold homes

29 MoM

New listings for sale

NEW 18 HRS AGO
$3,250,000
4 beds4 baths6,518 sq ft
347 Nod Hill Rd, Wilton, CT 06897
$3,850,000
5 beds5.5 baths5,034 sq ft
430 Nod Hill Rd, Wilton, CT 06897
$539,900
1 bed1.5 baths1,129 sq ft
35 Glen Rdg #35, Wilton, CT 06897
OPEN SUN, 1PM TO 4PM
$2,499,000
5 beds6 baths5,471 sq ft
77 Old Boston Rd, Wilton, CT 06897
COMING SOON
$3,800,000
3 beds3.5 baths4,386 sq ft
24 Graenest Ridge Rd, Wilton, CT 06897
$799,000
2 beds2.5 baths1,781 sq ft
39 Lambert Cmn #39, Wilton, CT 06897
See all

Provided by Redfin

Redfin agents who toured

This property sits far back from the road on a quiet street. The additional cottage is in front and blends well. The back yard is set on a hill with beautiful landscaping all around.
1 year ago• May not reflect the current state of the home
Jennifer Isfahani
Redfin Associate agent

Sale history for 305 Thayer Pond Rd

Date

Event

Price

Smart MLS #24101895

Sep 9, 2025

Sold

$1,225,000

$270/sq ft

Sep 4, 2025

Pending

—

Aug 14, 2025

Contingent

—

Jun 6, 2025

Listed

$1,295,000

$286/sq ft

Public Records

May 20, 2015

Sold

$950,100

$210/sq ft

Smart MLS #99091646

May 19, 2015

Sold

$950,000

$210/sq ft

May 1, 2015

Listing Removed

—

Feb 6, 2015

Listed

$950,000

$210/sq ft

Rare,beautiful property features both a main house and guest house/legal rental. Situated on the New Canaan line on one of Wilton's most sought-after streets, this elegant and sophisticated impeccably-maintained Colonial has over $200K invested in renovations and exquisite custom-design landscaping/entertainment areas. New roofs, chimney, fireplaces, lower level with poss. 5th bdrm, LR, granite bth,kit. area, cozy theater rm, and more! High-end throughout, the stunning cathedral ceiling dining rm opens to the screened porch, large deck, new hot tub, cascading stone staircase with 2 terraces, bocce court and playground. Interior/exterior surround sound w/campfire circle by the pond adds to the amenities of this rare Wilton gem. A must see!

Public Records

Jan 31, 2006

Sold

$1,200,000

$265/sq ft

Smart MLS #98254672

Sep 26, 2005

Listed

$1,239,000

$274/sq ft

Public Records

Oct 21, 1996

Sold

$536,250

$118/sq ft

Smart MLS #96005021

Feb 18, 1996

Listed

$575,000

$127/sq ft

Public Records

Apr 9, 1984

Sold

$271,000

$60/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$25,762 (+43.6%)

$292,740 + $587,720

$880,460

2022

$17,945 (+1.3%)

$292,740 + $342,930

$635,670

2021

$17,716 (+1.5%)

$292,740 + $342,930

$635,670

2020

$17,455 (−3.8%)

$292,740 + $342,930

$635,670

2019

$18,142 (+5.0%)

$292,740 + $342,930

$635,670

2018

$17,270 (+4.8%)

$308,000 + $304,640

$612,640

2017

$16,473 (+1.6%)

$308,000 + $285,180

$593,180

2016

$16,218 (+5.2%)

$308,000 + $285,180

$593,180

2014

$15,417

$308,000 + $273,560

$581,560

Tax history for 305 Thayer Pond Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,762 (+43.6%)

$292,740 + $587,720

$880,460

2022

$17,945 (+1.3%)

$292,740 + $342,930

$635,670

2021

$17,716 (+1.5%)

$292,740 + $342,930

$635,670

2020

$17,455 (−3.8%)

$292,740 + $342,930

$635,670

2019

$18,142 (+5.0%)

$292,740 + $342,930

$635,670

2018

$17,270 (+4.8%)

$308,000 + $304,640

$612,640

2017

$16,473 (+1.6%)

$308,000 + $285,180

$593,180

2016

$16,218 (+5.2%)

$308,000 + $285,180

$593,180

2014

$15,417

$308,000 + $273,560

$581,560

*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

2 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

1929084

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: 12
Laundry Room Info: Lower Level, Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
In-Law Apartment: Yes
In-Law Access: Detached
Built In Audio
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Cook Top, Oven/Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 5

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer
Basement Description: Full, Sump Pump, Storage, Fully Finished, Interior Access, Full With Hatchway
Has Attic
Attic Description: Storage Space, Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Shed, Deck, Gutters, Garden Area, Lighting, Guest House, Hot Tub, Patio

Lot Information
Lot Description: Fence - Wood, Fence - Partial, Professionally Landscaped

Building Information
Foundation Type: Block, Concrete
Construction Description: Frame, Block, Concrete
Color: Gray

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

Financial

Assessments Information
Assessed Value: $840,980

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 65 Gallon Tank
Heat Type: Baseboard, Radiant, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Middlebrook
Intermediate School: Cider Mill
High School: Wilton
Elementary School: Miller-Driscoll

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Playground/Tot Lot, Public Transportation, Shopping/Mall, Tennis Courts
Directions: Mariomi or Cheese Spring to Thayer Pond
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 1929084

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Miller-Driscoll School

Public PreK-2 • Assigned • 2.0mi

Middlebrook School

Public 6-8 • Assigned • 2.0mi

10/10

Wilton High School

Public 9-12 • Assigned • 2.6mi

10/10

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

4/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Wilton, CT • 06897

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

$2.17M – $2.63M

Reach more buyers when you sell with Redfin. Save up to $22,849 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

NEW 20 HRS AGO

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

NEW CONSTRUCTION

$8,250,000

6 beds7 baths10,495 sq ft

190 Brookwood Ln, New Canaan, CT 06840

$949,000

4 beds2 baths2,240 sq ft

22 Bittersweet Trl, Wilton, CT 06897

OPEN SAT, 2PM TO 4PM3D WALKTHROUGH

$1,795,000

3 beds2.5 baths3,688 sq ft

76 Comstock Hill Rd, New Canaan, CT 06840

NEW CONSTRUCTION

$7,499,000

6 beds9 baths9,429 sq ft

46 Norholt Dr, New Canaan, CT 06840

$3,900,000

6 beds5.5 baths25,115 sq ft

80-90 Comstock Hill Rd, Norwalk, CT 06850

New listings for sale in 06897

NEW 18 HRS AGO

$3,250,000

4 beds4 baths6,518 sq ft

347 Nod Hill Rd, Wilton, CT 06897

$3,850,000

5 beds5.5 baths5,034 sq ft

430 Nod Hill Rd, Wilton, CT 06897

$539,900

1 bed1.5 baths1,129 sq ft

35 Glen Rdg #35, Wilton, CT 06897

OPEN SUN, 1PM TO 4PM

$2,499,000

5 beds6 baths5,471 sq ft

77 Old Boston Rd, Wilton, CT 06897

COMING SOON

$3,800,000

3 beds3.5 baths4,386 sq ft

24 Graenest Ridge Rd, Wilton, CT 06897

$799,000

2 beds2.5 baths1,781 sq ft

39 Lambert Cmn #39, Wilton, CT 06897

Home values near 305 Thayer Pond Rd

Data from public records.

Address	Redfin Estimate
262 Thayer Pond Road, Wilton, CT 4 Beds \| 3.5 Baths \| 3317 Sq. Ft.	$1,615,460
250 Thayer Pond Road, Wilton, CT 4 Beds \| 3 Baths \| 3371 Sq. Ft.	$1,718,422

Address	Redfin Estimate
275 Thayer Pond Road, Wilton, CT 5 Beds \| 6 Baths \| 6168 Sq. Ft.	$2,887,654
321 Thayer Pond Road, Wilton, CT 4 Beds \| 3.5 Baths \| 4471 Sq. Ft.	$1,878,622

Address	Redfin Estimate
270 Thayer Pond Road, Wilton, CT 5 Beds \| 3.5 Baths \| 1592 Sq. Ft.	—
267 Thayer Pond Road, Wilton, CT 4 Beds \| 3.5 Baths \| 2252 Sq. Ft.	$1,603,742

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

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Weston homes for sale
Monroe homes for sale
Fairfield homes for sale
New Canaan homes for sale

Houses for rent in Wilton Center	Agents near me	Westport, CT homes for sale	Wilton Center Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Wilton Center Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Greenwich homes for sale
White Plains homes for sale
Stamford homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06897, CT

Redfin agents who toured

Sale history for 305 Thayer Pond Rd

Tax history for 305 Thayer Pond Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06897

Home values near 305 Thayer Pond Rd

More real estate resources