Sold
Last Sold Price
4 beds5,413 sqft$245/sqft
29 Olmstead Hill Rd, Wilton, CT 06897
Single FamilyProperty Type
2.2 acresLot Size
1973Year Built
$245/sq ftPrice per sq ft
3 carsParking Spaces

Description

Wilton, CT's pristine waterfront, “Serenity Springs,” offers a unique & sheltered oasis, affording the ultimate well-connected & well-balanced lifestyle. Circular drive in 2 park-like acres, meticulously maintained by LaurelRock. Reimagined by architect Leigh Overland, 2-year renovation showcases well-appointed spaces, abundant light, exceptional millwork, 9' ceilings, grand hallways, hardwood floors, & continuous outdoor access. Signature architectural foyer gracefully opens to 2nd floor w/ impressive...Wilton, CT's pristine waterfront, “Serenity Springs,” offers a unique & sheltered oasis, affording the ultimate well-connected & well-balanced lifestyle. Circular drive in 2 park-like acres, meticulously maintained by LaurelRock. Reimagined by architect Leigh Overland, 2-year renovation showcases well-appointed spaces, abundant light, exceptional millwork, 9' ceilings, grand hallways, hardwood floors, & continuous outdoor access. Signature architectural foyer gracefully opens to 2nd floor w/ impressive windowed staircase. Walk-thru closet connects refined mudroom & 2nd front entry. Extended executive library/office-wing w/ fireplace exemplifies telecommuting in style. Gourmet kitchen w/ Wolf/SubZero, double ovens, pantry, center island, dual sinks, dining area, & office nook. Adjoining family room w/ fireplace & access to expansive deck & dock on private spring-fed pond. French doors to striking living room, soaring ceilings, curved balcony, & double-sided fireplace adjoining bar room w/ sink & formal dining room. Pond views from 2nd-story master en-suite w/ luxurious bath, walk-in closet, & private balcony. 3 additional bedrooms & 3 full baths complete this level. Semi-finished lower-level has ample storage, humidistat wine room, rec room, & 3-car garage w/ charging station. Whole-house generator, security system, invisible fence, RO water purification, solar water system, hydro-air HVAC, & vegetable garden. Close to town & convenient NYC transportation. Available furnished.
  • Listed by: Carissa McMahon 203.442.4159 carissa.mcmahon@cbmoves.com • Coldwell Banker Realty
  • Listed by: Douglas Jones 808.652.6453 douglas.jones@cbmoves.com • Coldwell Banker Realty
Listing closed: 02/25/2021 12:00 AM • Source: SMARTMLS, MLS#: 170306484

Recent comparable sales

Median sold price

$1,512,500

Avg days on market

62

Sale-to-list ratio

97.2%

Wilton, CT

9 comparable properties found

$1,337,500 | 331 Sturges Ridge Road, Wilton, CT 06897
1

$1,337,500

Sold 01/23/25

4
Bedrooms
5,783
Square Feet
2.01
Acres
a front view of a house with a garden
2

$1,600,000

Sold 06/04/26

4
Bedrooms
4,386
Square Feet
2
Acres
$1,615,000 | 12 Walnut Place, Wilton, CT 06897
3

$1,615,000

Sold 09/24/25

4
Bedrooms
4,780
Square Feet
2
Acres
$1,512,500 | 23 Wild Duck Road, Wilton, CT 06897
4

$1,512,500

Sold 11/18/24

4
Bedrooms
5,422
Square Feet
2.13
Acres
$1,694,750 | 301 Sturges Ridge Road, Wilton, CT 06897
5

$1,694,750

Sold 07/24/25

4
Bedrooms
5,368
Square Feet
2.01
Acres
$1,315,000 | 481 Ridgefield Road, Wilton, CT 06897
6

$1,315,000

Sold 10/29/25

4
Bedrooms
4,778
Square Feet
2
Acres
$2,150,000 | 109 Signal Hill Road, Wilton, CT 06897
7

$2,150,000

Sold 06/23/26

4
Bedrooms
4,800
Square Feet
2
Acres
$1,225,000 | 305 Thayer Pond Road, Wilton, CT 06897
8

$1,225,000

Sold 09/09/25

4
Bedrooms
4,529
Square Feet
2
Acres
$1,507,000 | 40 Sharp Hill Road, Wilton, CT 06897
9

$1,507,000

Sold 11/19/24

4
Bedrooms
4,888
Square Feet
1
Acres

Location

Listing Courtesy of Coldwell Banker Realty, Carissa McMahon; Coldwell Banker Realty, Douglas Jones

Sold By Berkshire Hathaway NE Prop., Kim Burke

Add your commute

Virtual Tour

Payment Calculator

$8,421 per month

30 year fixed, 6.55% Interest

Principal and Interest

$6,735

Property Taxes

$1,686

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 29 Olmstead Hill Road

Property Details
  • Taxes: $20,237 / year
  • MLS Type: Residential
  • Basement Description: Full, Partially Finished, Heated, Interior Access, Garage Access, Sump Pump
  • Direct Waterfront: Yes
  • Garages Number: 3
  • Style: Colonial, Contemporary
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1973
  • Lot Size: 2.20 AC / 95,832 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Ridgefield Road to Nod Hill Road to Olmstead Hill Road #29 on right, private driveway.
  • Elementary School: Miller-Driscoll
  • High School: Wilton
  • Latitude: 41.21286
  • Longitude: -73.45542
  • Middle Jr High School: Middlebrook
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Public Transportation, Shopping/Mall, Stables/Riding
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2020-June 2021
  • Property Tax: $20,237
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Deck, French Doors, Garden Area, Grill, Gutters, Lighting, Stone Wall, Underground Utilities
  • Waterfront Description: Direct Waterfront, Frontage, Pond, Dock or Mooring
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Washer, Electric Dryer
  • Attic Description: Access Via Hatch, Floored
  • Cooling System: Central Air, Zoned
  • Heat Type: Heat Pump, Hydro Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Home Automation: Entertainment System, Security System, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Cable - Pre-wired, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: with storage and sink
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room, Wine Cellar, Workshop
  • Room Count: 13
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: 2 Story Window(s),9 ft+ Ceilings,Balcony/Deck,French Doors,Gas Log Fireplace,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.0
Room 2
  • Room Entry Order: 10
  • Room Features: 9 ft+ Ceilings,Full Bath,Hardwood Floor,Tub w/Shower
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 3
  • Room Entry Order: 11
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 4
  • Room Entry Order: 12
  • Room Features: Wall/Wall Carpet
  • Room Length: 22.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 22.0
Room 5
  • Room Entry Order: 13
  • Room Features: Concrete Floor
  • Room Length: 20.0
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 12.0
Room 6
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Gas Log Fireplace,Hardwood Floor,Wet Bar
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 16.0
Room 7
  • Room Entry Order: 3
  • Room Features: Balcony/Deck,Dining Area,Granite Counters,Hardwood Floor,Island,Pantry
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 20.0
Room 8
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Fireplace,Gas Log Fireplace,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 16.0
Room 9
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,French Doors,Gas Log Fireplace,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Library
  • Room Width: 19.0
Room 10
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 7.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 11.0
Room 11
  • Room Entry Order: 7
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 8.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 19.0
Room 12
  • Room Entry Order: 8
  • Room Features: 9 ft+ Ceilings,Balcony/Deck,Double-Sink,Full Bath,Hardwood Floor,Walk-In Closet
  • Room Length: 25.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 16.0
Room 13
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Double-Sink,Full Bath,Hardwood Floor,Tub w/Shower
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Property
Property and Assessments
  • Color: Cedar
  • Construction Description: Frame
  • Driveway Type: Private, Circular, Paved, Gravel
  • Exterior Siding: Shingle, Vertical Siding, Stone
  • Foundation Type: Block, Concrete
  • Fuel Tank Location: In Basement
  • Gross SQFT Per Public Records: 8506
  • Handicap Features: Hallways 36+ Inches Wide
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Other
  • Year Built: 1973
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 420
  • Living Area SQFT Per Public Records: 4993
Lot Information
  • Lot Description: Secluded, Water View, Level Lot, Professionally Landscaped
  • Parcel Number: 1927090
  • Sq Ft Est Heated Above Grade: 4993.0
  • Sq Ft Total: 5413.0
  • Zoning: R-2
Utilities
  • Energy Features: Home Energy Rating, Generator, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: 80 Gallon Tank, Solar Assisted
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 29 Olmstead Hill Road

DateEvent & SourcePriceAppreciation
Feb 12, 2021

Closed (Public Record)

Public Record #1452418589

$1,325,000

+1.7% / yr

Aug 21, 2001

Closed (Public Record)

Public Record #91334335

$962,500

+21.0% / yr

Sep 26, 1994

Closed (Public Record)

Public Record #91322867

$258,000
DateEvent & SourcePrice
02/12/2021

Closed (Public Record)

Public Record #1452418589

$1,325,000

+1.7% / yr

08/21/2001

Closed (Public Record)

Public Record #91334335

$962,500

+21.0% / yr

09/26/1994

Closed (Public Record)

Public Record #91322867

$258,000

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

Public Records for 29 Olmstead Hill Road

Taxable ValueLand$342,650Additions$736,680Total$1,079,330
Tax Record2025$26,346 ($2,196 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt4,994 SqFtAbove Grade Finished SqFt4,994 SqFtUnfinished Basement SqFt1,733 SqFtStories3Lot Size95,832 SqFtStyleSingle Family ResidenceYear Built1973Year Renovated1973ZoningR-2CountyWESTERN CONNECTICUTAPNWILT M:0090 B:011 L:01

Schools near 29 Olmstead Hill Road

This home is within Wilton School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Miller-Driscoll School
PublicPK to 2

Cider Mill School
Public3 to 5

Middlebrook School
Public6 to 8

Wilton High School
Public9 to 12

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.

Wilton
Wilton
Indulge in away-from-it-all serenity. Once a small farming town, today's Wilton is a charming residential community spanning 27 square miles in Fairfield County, north of Merritt Parkway. Here, 18,500 residents enjoy a peaceful, community-focused lifestyle alongside bountiful outdoor space and the...

Similar Homes

New listings in 06897

$1,310,000 | 13 Wilton Hills, Unit 13, Wilton, CT 06897
1/36

$1,310,000

3
Bedrooms
3,971
Square Feet
$3,800,000 | 24 Graenest Ridge Road, Wilton, CT 06897
1/18
Compass Coming Soon

$3,800,000

3
Bedrooms
4,386
Square Feet
2.32
Acres
$2,499,000 | 77 Old Boston Road, Wilton, CT 06897
1/40

$2,499,000

5
Bedrooms
5,471
Square Feet
2.2
Acres
$799,000 | 39 Lambert Common, Unit 39, Wilton, CT 06897
1/35
Listed By Coldwell Banker Realty

$799,000

2
Bedrooms
1,781
Square Feet
a view of house with yard and green space
1/40
Under Contract - Continue To Show

$2,099,000

6
Bedrooms
5,847
Square Feet
2.27
Acres
$999,000 | 26 Village Court, Unit 26, Wilton, CT 06897
1/39
Listed By CompassUnder Contract - Continue To Show

$999,000

3
Bedrooms
1,984
Square Feet
$1,099,000 | 241 Mountain Road, Wilton, CT 06897
1/31

$1,099,000

4
Bedrooms
2,844
Square Feet
2.14
Acres
$699,000 | 13 Glen Ridge, Unit 13, Wilton, CT 06897
1/36
Open: 9/2 12:00PM - 01:30PMVirtual Tour

$699,000

2
Bedrooms
1,255
Square Feet
$979,000 | 512 Belden Hill Road, Wilton, CT 06897
1/27
Under Contract - Continue To Show

$979,000

3
Bedrooms
2,738
Square Feet
2.26
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 29 Olmstead Hill Road, Wilton, CT 06897
$1,325,000
4
5,413
95,832
$910,000
3
3,461
175,111
5
2.5
3,295
92,783
4
2.5
2,780
68,825
$795,000
3
3,300
87,555
$390,000
68,824

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, Carissa McMahon; Coldwell Banker Realty, Douglas Jones

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.