5597 Enterprise Rd, Glen Ellen, CA 95442

Off market may 2021 for $3.1M

$2,727,829

Est. refi paymentEst. refi $21,237/mo

•

2,821

sq ft

5597 Enterprise Rd, Glen Ellen, CA 95442

About this home

Resting gently on the flanks of Sonoma Mountain sits Orchard Hill, your Wine Country getaway. Surrounded by vineyards, rolling fields & heritage Oak trees, this 4 bdr., 3 ba. classic home offers breathtaking views of the Mayacamas & Bennett Valley from every window. An open & flexible floor plan blends seamlessly into multiple outdoor living spaces, all sited to best take advantage of the beautiful views. The property includes a large barn w/ space for 3 cars, a wine cellar, & home office space w/ its own deck for taking in the sunsets over the vineyards. At a manageable size of 2 acres, the property boasts multiple mature perennial plantings including a spectacular rose garden & highly productive orchard, producing delicious fruit from May through November. Rounding out these offerings is a sparkling pool & spa, including an adjacent fire pit, all surrounded by a lovely flat usable lawn. A 30kw generator, & solar for the pool & well complete the package.

Single-familyProperty Type

1978Year Built

2 acresLot Size

$967Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Holly Bennett •DRE #00973279 • Sotheby's International Realty

•707-484-4747 (agent)

•holly.bennett@sothebys.realty (agent)

Bought with Evan Shone •DRE #01967200 • Sotheby's International Realty

Redfin checked: 2 minutes ago

•Source:BAREIS #321024542

Redfin Estimate

$2,727,829

$462K since sold in May 2021$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.2% higher than the average sale price ($2.29M) of 5 comparable homes.

SOLD OCT 7, 2026
$3,575,000
A
3 beds4.5 baths3,400 sq ft
13230 Arnold Dr, Glen Ellen, CA 95442
SOLD SEP 1, 2026
$1,849,000
B
5 beds3 baths2,325 sq ft
8854 Egg Farm Ln, Kenwood, CA 95452
SOLD APR 30, 2026
$2,300,000
C
4 beds2.5 baths2,597 sq ft
2575 Bennett Ridge Rd, Santa Rosa, CA 95404
SOLD JUN 1, 2026
$2,370,000
D
3 beds4.5 baths2,601 sq ft
2680 Lawndale Rd, Kenwood, CA 95452
SOLD JUN 15, 2026
$1,350,000
E
3 beds2.5 baths2,553 sq ft
401 Oak Brook Pl, Santa Rosa, CA 95409

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Earn from this home

Sell

$302,618

Est. take-home

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Est. cash available

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Rent

$5,089/mo

Redfin rental estimate

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Market trends in 95442, CA

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

95.3%

0.5% MoM

Median sale price

$1.8M

$254K MoM

Avg. days on market

106d

22 days MoM

Recently sold homes

2 MoM

New listings for sale

FOR SALE BY OWNER
$449,000
2 beds1 bath384 sq ft
4615 Warm Springs Rd, Glen Ellen, CA 95442
$7,000,000
3 beds5 baths4,010 sq ft
12320 Manzanita Ln, Glen Ellen, CA 95442
$1,990,000
10 beds6 baths— sq ft
1365 Dawn Hill Rd, Glen Ellen, CA 95442
See all

Provided by Redfin

Sale history for 5597 Enterprise Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,389 (+1.9%)

$422,643 + $653,369

$1,076,012

2024

$12,161 (+1.9%)

$414,356 + $640,558

$1,054,914

2023

$11,933 (−68.1%)

$406,232 + $627,999

$1,034,231

2022

$37,436 (+16.2%)

$398,267 + $615,686

$1,013,953

2021

$32,229 (+0.1%)

$2,295,000 + $958,800

$3,253,800

2020

$32,186 (+2.2%)

$1,998,582 + $794,569

$2,793,151

2019

$31,504 (+1.7%)

$1,978,089 + $786,422

$2,764,511

2018

$30,976 (+2.2%)

$1,939,303 + $771,002

$2,710,305

2017

$30,296 (+8.8%)

$1,863,999 + $724,888

$2,588,887

2015

$27,838 (+134.9%)

$1,827,450 + $710,675

$2,538,125

2014

$11,851 (+0.5%)

$735,000 + $320,000

$1,055,000

2013

$11,792 (−0.3%)

$735,000 + $320,000

$1,055,000

2012

$11,832 (+0.5%)

$735,000 + $320,000

$1,055,000

2011

$11,772 (−1.0%)

$735,000 + $320,000

$1,055,000

2010

$11,895 (+0.9%)

$735,000 + $320,000

$1,055,000

2009

$11,789 (+2.8%)

$742,788 + $323,508

$1,066,296

2007

$11,473

$729,954 + $317,919

$1,047,873

Tax history for 5597 Enterprise Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,389 (+1.9%)

$422,643 + $653,369

$1,076,012

2024

$12,161 (+1.9%)

$414,356 + $640,558

$1,054,914

2023

$11,933 (−68.1%)

$406,232 + $627,999

$1,034,231

2022

$37,436 (+16.2%)

$398,267 + $615,686

$1,013,953

2021

$32,229 (+0.1%)

$2,295,000 + $958,800

$3,253,800

2020

$32,186 (+2.2%)

$1,998,582 + $794,569

$2,793,151

2019

$31,504 (+1.7%)

$1,978,089 + $786,422

$2,764,511

2018

$30,976 (+2.2%)

$1,939,303 + $771,002

$2,710,305

2017

$30,296 (+8.8%)

$1,863,999 + $724,888

$2,588,887

2015

$27,838 (+134.9%)

$1,827,450 + $710,675

$2,538,125

2014

$11,851 (+0.5%)

$735,000 + $320,000

$1,055,000

2013

$11,792 (−0.3%)

$735,000 + $320,000

$1,055,000

2012

$11,832 (+0.5%)

$735,000 + $320,000

$1,055,000

2011

$11,772 (−1.0%)

$735,000 + $320,000

$1,055,000

2010

$11,895 (+0.9%)

$735,000 + $320,000

$1,055,000

2009

$11,789 (+2.8%)

$742,788 + $323,508

$1,066,296

2007

$11,473

$729,954 + $317,919

$1,047,873

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

1995

Sq. Ft.

2,812

Year built

1978

Style

Single Family Residential

County

Sonoma County

APN

055040045000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

DA B6 20

Diverse Agriculture B6 Combining District 20 Acres

DA: Enhances and protects land where soil, climate, and water conditions support farming but where small acreage intensive farming and part-time farming activities are predominant, and where farming may not be the principal occupation of the farmer; Implement the diverse agriculture land use category of the general plan and the policies of the Agricultural Resource Element.; B6: To specify residential density and/or minimum parcel or lot size for a particular parcel, lot or area.

Zone overlays

Scenic Resources Combining District

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Greenhouse / nursery
Day care facility
Housing-Group
Housing-Single unit
Theater / performing arts facility
Agriculture-Cropland
Park & open space
Timberland

Nov 20, 2024 • Final

Building permit no plan check

Remodel a kitchen by installing new cabinetry and countertops. Relocate electrical outlets and replace a peninsula with a kitchen island connected to existing floor electrical service.

Electrical

Kitchen

Plumbing

Remodel

Dec 6, 2023 • Final

Building permit with plan check

Battery

Electrical

Solar

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking & Garage Information
Parking Total: 10
Parking Features: Detached, RV Possible
Garage Spaces: 3
Driveway Sidewalks: Gated, Gravel

Interior

Bathroom Information
# of Bathrooms (Total): 4
# of Bathrooms (Full): 3
# of Bathrooms (Partial): 1

Bedroom Information
# of Bedrooms (Total): 4

Heating & Cooling
Cooling: None
Heating: Central

Interior Features
Appliances: Dishwasher
Fireplaces Total: 1
Fireplace Features: Living Room
Laundry Features: Inside Room
# of Stories: 2

Room Information
# of Rooms (Total): 10
Room Types: Storage, Wine Cellar
Kitchen Features: Pantry Closet
Levels: Two
Main Level: Bedroom(s), Dining Room, Family Room, Full Bath(s), Kitchen, Living Room, Partial Bath(s)
Upper Level: Bedroom(s), Family Room, Full Bath(s)

Exterior

Exterior Features
Patio And Porch Features: Uncovered Deck
Allows Horses: No
Exterior Features: Entry Gate, Fire Pit
Roof: Composition

Pool Information
Pool Features: Solar Heat
Has Private Pool: Yes
Has Spa: Yes
Spa Features: Spa/Hot Tub Personal

Property Information
ADU 2nd Unit: No
Property Type: Residential
Property Sub Type: Single Family Residence

Lot Information
Lot Size Square Feet: 87,120
Lot Size Acres: 2
Lot Size Source: Assessor Agent-Fill
Lot Features: Landscape Back, Landscape Front, Private

Utilities

Utilities Information
Utilities: Generator
Sewer: Septic System

Location

HOA Information
Association YN: No

Community Information
Senior Community: No

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,812
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1978
Year Renovated: 1995
County: Sonoma County
APN: 055040045000

Home facts updated by county records on Aug 13, 2026

Around this home

Schools

Altimira Middle School

Public 6-8 • Assigned • 6.1mi

2/10

Sonoma Valley High School

Public 9-12 • Assigned • 9.1mi

7/10

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

4/10 Fire Factor

0.93% chance of being in a wildfire in next 30 years

3/10 Heat Factor

8 days above 95° expected this year, 17 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

9/10 Air Factor

19 unhealthy days expected this year, 20 days in 30 years

Provided by First Street

Historical weather

Glen Ellen, CA • 95442

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 11.2 hours in June and 4.9 hours in December, placing it above the U.S. average for solar exposure.

11.2 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.59M – $3.14M

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New listings for sale in 95442

FOR SALE BY OWNER

$449,000

2 beds1 bath384 sq ft

4615 Warm Springs Rd, Glen Ellen, CA 95442

$7,000,000

3 beds5 baths4,010 sq ft

12320 Manzanita Ln, Glen Ellen, CA 95442

$1,990,000

10 beds6 baths— sq ft

1365 Dawn Hill Rd, Glen Ellen, CA 95442

Home values near 5597 Enterprise Rd

Data from public records.

Address	Redfin Estimate
5254 Enterprise Road, Glen Ellen, CA 2 Beds \| 1 Baths \| 1242 Sq. Ft.	$983,697
5249 Enterprise Road, Glen Ellen, CA 3 Beds \| 3 Baths \| 2039 Sq. Ft.	$1,580,008

Address	Redfin Estimate
5174 Enterprise Road, Glen Ellen, CA 2 Beds \| 2 Baths \| 1152 Sq. Ft.	$825,469
5427 Enterprise Road, Glen Ellen, CA 3 Beds \| 2 Baths \| 1850 Sq. Ft.	$1,334,198

Address	Redfin Estimate
5130 Enterprise Road, Glen Ellen, CA 3 Beds \| 2.5 Baths \| 3157 Sq. Ft.	$2,259,022
6413 Enterprise Road, Glen Ellen, CA 1 Beds \| 1 Baths \| 672 Sq. Ft.	$922,154

Property information provided by BAREIS when last listed in 2021. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 95442, CA

Sale history for 5597 Enterprise Rd

Tax history for 5597 Enterprise Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 95442

Home values near 5597 Enterprise Rd

More real estate resources