This home's estimate is 0.9% higher than the average sale price ($2.24M) of 5 comparable homes.
Search- Overview
- Sale & tax history
- Property details
- Neighborhood
- Climate
29 Olmstead Hill Rd, Wilton, CT 06897
About this home
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.
Redfin Estimate
Earn from this home
List your home with Redfin and save $22,622
Get cash now or lower your monthly rate
List your home for rent
Market trends in 06897, CT
Last updated August 2026
Buyer's Market
Seller's Market
Seller's market
See all
Provided by Redfin
Sale history for 29 Olmstead Hill Rd
$245/sq ft
$258/sq ft
$263/sq ft
$277/sq ft
$178/sq ft
$203/sq ft
$203/sq ft
$184/sq ft
$48/sq ft
$101/sq ft
$74/sq ft
Tax history for 29 Olmstead Hill Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Attached Garage
- Garages Number: 3
Interior
- Virtual Tour Information
- Has Virtual Tour
- Interior Information
- Total Rooms: 11
- Laundry Room Location: with storage and sink
- Laundry Room Info: Main Level
- Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Cable - Pre-wired, Security System
- In-Law Apartment: No
- Entertainment System, Security System, Thermostat(s)
- Handicap Features: Hallways 36+ Inches Wide
- Fireplaces Total: 3
- Cooling System: Central Air, Zoned
- Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Washer, Electric Dryer
- Bathroom Information
- # of Baths (Full): 4
- # of Baths (Half): 1
- Bedroom Information
- Beds Total: 4
- Room Information
- Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room, Wine Cellar, Workshop
- Room Count: 13
- Basement Description: Full, Partially Finished, Heated, Interior Access, Garage Access, Sump Pump
- Has Attic
- Attic Description: Access Via Hatch, Floored
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle
- Exterior Siding: Shingle, Vertical Siding, Stone
- Exterior Features: Balcony, Deck, French Doors, Garden Area, Grill, Gutters, Lighting, Stone Wall, Underground Utilities
- Lot Information
- Lot Description: Secluded, Water View, Level Lot, Professionally Landscaped
- Building Information
- Foundation Type: Block, Concrete
- Construction Description: Frame
- Color: Cedar
- Property Information
- Waterfront Description: Direct Waterfront, Frontage, Pond, Dock or Mooring
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 4993
- Driveway Type: Private, Circular, Paved, Gravel
Financial
- Assessments Information
- Assessed Value: $736,960
Utilities
- Utility Information
- Water Source: Private Well
- Sewage System: Septic
- Hot Water Description: 80 Gallon Tank, Solar Assisted
- Heat Type: Heat Pump, Hydro Air
- Heat Fuel Type: Oil
- Fuel Tank Location: In Basement
- Energy Features: Home Energy Rating, Generator, Programmable Thermostat, Thermopane Windows
Location
- School Information
- Middle Jr High School: Middlebrook
- High School: Wilton
- Elementary School: Miller-Driscoll
- Location Information
- State: Connecticut
- Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Public Transportation, Shopping/Mall, Stables/Riding
- Directions: Ridgefield Road to Nod Hill Road to Olmstead Hill Road #29 on right, private driveway.
- Direct Waterfront
- County: Fairfield
Public facts
- Beds: 4
- Baths: 4.5
- Sq. Ft.: 4,994
- Stories: 3.0
- Lot Size: 2.2 acres
- Style: Single Family Residential
- Year Built: 1973
- Year Renovated: —
- County: Fairfield County
- APN: 1927090
Around this home
Schools
Public 3-5 • Assigned • 1.3mi
Public 6-8 • Assigned • 1.1mi
Public 9-12 • Assigned • 1.1mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Estimated 11-17% chance of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 99° expected this year, 16 days in 30 years
27% chance of strong winds in next 30 years
3 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06897
Home values near 29 Olmstead Hill Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 3.5 Baths | 3300 Sq. Ft. | $1,519,786 |
4 Beds | 5 Baths | 2968 Sq. Ft. | $1,510,711 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 2842 Sq. Ft. | $1,552,667 |
5 Beds | 5.5 Baths | 4895 Sq. Ft. | $2,475,402 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 3.5 Baths | 3461 Sq. Ft. | $1,649,993 |
4 Beds | 3.5 Baths | 3836 Sq. Ft. | $1,749,796 |
More real estate resources
- Zip Codes
- Neighborhoods
- Minor Civil Divisions
- Cities
- Popular Searches
| 06883 homes for sale | |||
| 06897 homes for sale |
| Long Island homes for sale |
| Wilton homes for sale | |||
| Weston homes for sale | |||
| Monroe homes for sale | |||
| Fairfield homes for sale | |||
| New Canaan homes for sale |
| Greenwich homes for sale | |||
| White Plains homes for sale | |||
| Stamford homes for sale |
Find us
Subsidiaries
Affiliated Business
Copyright: © 2026 Redfin. All rights reserved.
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.






































United States
Canada