San Mateo, CA 55+ active adult communities & homes for sale

37 communities near San Mateo

Sort by:

Relevance

4.3 rating (10 reviews)

Rossmoor

$200Ks - $2Ms

Rossmoor, Walnut Creek, CA

Resale Only | 55+ age-restricted | Built 1963 - 1995 | 6,678 homes

3.8 rating (9 reviews)

Trilogy® at Rio Vista

$200Ks - $500Ks

Trilogy® at Rio Vista, Rio Vista, CA

Resale Only | 55+ age-restricted | Built 1996 - 2020 | 3,000 homes

Liberty

$300Ks - $600Ks

Liberty, Rio Vista, CA

New and Resale | 55+ age-restricted | Built 2019 - present | 443 homes

5 rating (2 reviews)

The Villages Golf & C...

$400Ks - $1Ms

The Villages Golf & C..., San Jose, CA

Resale Only | 55+ age-restricted | Built 1967 - 2000 | 2,536 homes

5 rating (1 reviews)

Summerset

$400Ks - $800Ks

Summerset, Brentwood, CA

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 2,013 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Want to learn more about 55+ rental communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

4.3 rating (4 reviews)

Trilogy® at the Vineyards

$700Ks - $1Ms

Trilogy® at the Vineyards, Brentwood, CA

Resale Only | 55+ age-restricted | Built 2006 - 2024 | 1,100 homes

5 rating (3 reviews)

Oakmont Village

$500Ks - $1Ms

Oakmont Village, Santa Rosa, CA

Resale Only | 55+ age-restricted | Built 1964 - 2016 | 3,300 homes

5 rating (1 reviews)

Leisure Town

$200Ks - $500Ks

Leisure Town, Vacaville, CA

Resale Only | 55+ age-restricted | Built 1964 - present | 1,150 homes

Smith Ranch Homes

$300Ks - $700Ks

Smith Ranch Homes, San Rafael, CA

Resale Only | 55+ age-restricted | Built 1989 - 1996 | 224 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

Woodland Estates

$300Ks - $400Ks

Woodland Estates, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1976 - 1986 | 285 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Bay Village

$500Ks - $600Ks

Bay Village, Watsonville, CA

Resale Only | 55+ age-restricted | Built 1969 - 2006 | 378 homes

Kindred & Balfour

$600Ks - $800Ks

Kindred & Balfour, Brentwood, CA

New Construction | 55+ age-restricted | Built 2020 - present | 86 homes

Foster Square

$1Ms

Foster Square, Foster City, CA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 200 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

5 rating (1 reviews)

Willowbrook

$700Ks

Willowbrook, Napa, CA

Resale Only | 55+ age-restricted | Built 1987 - 1989 | 80 homes

Los Gatos Commons

$600Ks - $800Ks

Los Gatos Commons, Los Gatos, CA

Resale Only | 55+ age-restricted | Built 1978 - 1980 | 110 homes

Want to learn more about 55+ rental communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Pajaro Village

$600Ks - $700Ks

Pajaro Village, Watsonville, CA

Resale Only | 55+ age-restricted | Built 1974 - 2006 | 369 homes

Rancho de Napa

$100Ks - $300Ks

Rancho de Napa, Yountville, CA

Resale Only | 55+ age-restricted | Built 1971 - 2004 | 235 homes

Sunny Glen

$300Ks - $400Ks

Sunny Glen, San Ramon, CA

Resale Only | 55+ age-restricted | Built 1963 - 1963 | 44 homes

Chantarelle

$700Ks - $900Ks

Chantarelle, Sonoma, CA

Resale Only | 55+ age-restricted | Built 1988 - 1990 | 120 homes

Parc Regent Condominium

$1Ms

Parc Regent Condominium, Los Altos, CA

Resale Only | 55+ age-restricted | Built 1996 - 1997 | 57 homes

Diamond Grove

$400Ks - $500Ks

Diamond Grove, Vacaville, CA

Resale Only | 55+ age-restricted | Built 1997 - 2000 | 220 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Four Seasons at Homestead

$600Ks - $800Ks

Four Seasons at Homestead, Dixon, CA

New Construction | 55+ age-restricted | Built 2022 - present | 302 homes

3 rating (1 reviews)

Bella Vista Park

<$100k - $500Ks

Bella Vista Park, Yountville, CA

Resale Only | 55+ age-restricted | Built 1967 - present | 83 homes

Pine Tree Villas

$700Ks - $800Ks

Pine Tree Villas, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1991 - 1991 | 42 homes

The Peninsula Regent

$200Ks - $800Ks

The Peninsula Regent, San Mateo, CA

Resale Only | 55+ age-restricted | Built 1988 - 1988 | 207 homes

Want to learn more about 55+ rental communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Menlo Commons

$600Ks

Menlo Commons, Menlo Park, CA

Resale Only | 55+ age-restricted | Built 1978 - 1978 | 122 homes

5 rating (1 reviews)

Creekside Village

$900Ks

Creekside Village, Sonoma, CA

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 313 homes

Villa Capri

$500Ks - $700Ks

Villa Capri, Los Gatos, CA

Resale Only | 55+ age-restricted | Built 1987 - 1987 | 35 homes

Enclave at Mission Falls

$900Ks - $1Ms

Enclave at Mission Falls, Fremont, CA

New Construction | 55+ age-restricted | Built 2019 - 2022 | 231 homes

5 rating (1 reviews)

Barcelona

$500Ks - $700Ks

Barcelona, Brentwood, CA

Resale Only | 55+ age-restricted | Built 2018 - 2021 | 72 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

5 rating (1 reviews)

The Village at Ironwood

$1Ms

The Village at Ironwood, Pleasanton, CA

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 112 homes

Valley Oaks

$700Ks - $800Ks

Valley Oaks, Gilroy, CA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 24 homes

Buena Vista

$600Ks - $700Ks

Buena Vista, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1994 - 1998 | 32 homes

The Cottages at Village G...

$400Ks - $600Ks

The Cottages at Village G..., Gilroy, CA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 77 homes

Cottage Green

$600Ks

Cottage Green, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1990 - 1998 | 117 homes

Want to learn more about 55+ rental communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Connemara

$1Ms

Connemara, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 2014 - 2018 | 36 homes

5 rating (1 reviews)

Temelec

$500Ks - $600Ks

Temelec, Sonoma, CA

Resale Only | 55+ age-restricted | Built 1964 - 1974 | 325 homes

New The Villages Golf & Country Club

2096 MATARO WAY, SAN JOSE, CA, 95135, San Jose, CA 95135

$925,000

3 beds

2 baths

1,746 sq ft

Condo

2096 MATARO WAY, SAN JOSE, CA, 95135

Community: The Villages Golf & Country Club

New The Villages Golf & Country Club

5092 CRIBARI PL, SAN JOSE, CA, 95135, San Jose, CA 95135

$422,500

1 beds

1 baths

947 sq ft

Condo

5092 CRIBARI PL, SAN JOSE, CA, 95135

Community: The Villages Golf & Country Club

New The Villages Golf & Country Club

8845 WINE VALLEY CIR, SAN JOSE, CA, 9513..., San Jose, CA 95135

$1,498,888

3 beds

2 baths

2,096 sq ft

House

8845 WINE VALLEY CIR, SAN JOSE, CA, 9513...

Community: The Villages Golf & Country Club

New Rossmoor

1525 CANYONWOOD CT 4, WALNUT CREEK, CA, ..., Walnut Creek, CA 94595

$585,000

2 beds

3 baths

1,739 sq ft

Condo

1525 CANYONWOOD CT 4, WALNUT CREEK, CA, ...

Community: Rossmoor

New Trilogy® at Rio Vista

292 HARVEST HILLS LN, RIO VISTA, CA, 945..., Rio Vista, CA 94571

$499,000

2 beds

2 baths

1,837 sq ft

House

292 HARVEST HILLS LN, RIO VISTA, CA, 945...

Community: Trilogy® at Rio Vista

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Want to learn more about 55+ rental communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

New Trilogy® at Rio Vista

633 DEERFIELD WAY, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$400,000

3 beds

2 baths

1,382 sq ft

House

633 DEERFIELD WAY, RIO VISTA, CA, 94571

Community: Trilogy® at Rio Vista

New Trilogy® at Rio Vista

336 DESERT FOREST CT, RIO VISTA, CA, 945..., Rio Vista, CA 94571

$559,000

2 beds

2 baths

2,031 sq ft

House

336 DESERT FOREST CT, RIO VISTA, CA, 945...

Community: Trilogy® at Rio Vista

New The Villages Golf & Country Club

7577 PORTREE DR, SAN JOSE, CA, 95135, San Jose, CA 95135

$725,000

2 beds

2 baths

1,509 sq ft

Condo

7577 PORTREE DR, SAN JOSE, CA, 95135

Community: The Villages Golf & Country Club

New Trilogy® at Rio Vista

138 CEDAR RIDGE CT, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$475,000

3 beds

3 baths

1,894 sq ft

House

138 CEDAR RIDGE CT, RIO VISTA, CA, 94571

Community: Trilogy® at Rio Vista

New Trilogy® at Rio Vista

307 CRYSTAL DOWNS DR, RIO VISTA, CA, 945..., Rio Vista, CA 94571

$312,000

2 beds

2 baths

1,439 sq ft

House

307 CRYSTAL DOWNS DR, RIO VISTA, CA, 945...

Community: Trilogy® at Rio Vista

New Rossmoor

1738 STANLEY DOLLAR DR 4A, WALNUT CREEK,..., Walnut Creek, CA 94595

$925,000

2 beds

2 baths

1,521 sq ft

Condo

1738 STANLEY DOLLAR DR 4A, WALNUT CREEK,...

Community: Rossmoor

New Diamond Grove

161 CURRANT LN, VACAVILLE, CA, 95687, Vacaville, CA 95687

$545,000

2 beds

2 baths

1,520 sq ft

House

161 CURRANT LN, VACAVILLE, CA, 95687

Community: Diamond Grove

New Oakmont Village

8902 OAK TRAIL DR, SANTA ROSA, CA, 95409, Santa Rosa, CA 95409

$875,000

3 beds

2 baths

1,818 sq ft

House

8902 OAK TRAIL DR, SANTA ROSA, CA, 95409

Community: Oakmont Village

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

New Rossmoor

2605 SAKLAN INDIAN DR 6, WALNUT CREEK, C..., Walnut Creek, CA 94595

$2,100,000

2 beds

2 baths

2,006 sq ft

Condo

2605 SAKLAN INDIAN DR 6, WALNUT CREEK, C...

Community: Rossmoor

The Villages Golf & Country Club

5155 CRIBARI KNLS, SAN JOSE, CA, 95135, San Jose, CA 95135

$575,000

2 beds

2 baths

1,240 sq ft

Condo

5155 CRIBARI KNLS, SAN JOSE, CA, 95135

House

2274 STARS DR, RIO VISTA, CA, 94571

House

410 ATLANTIC DR, RIO VISTA, CA, 94571

Condo

1058 FOSTER SQUARE LN 204, FOSTER CITY, ...

Community: Foster Square

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Willowbrook

77 FOUNTAIN GROVE CIR, NAPA, CA, 94558, Napa, CA 94558

$799,000

2 beds

2 baths

1,481 sq ft

Townhouse

77 FOUNTAIN GROVE CIR, NAPA, CA, 94558

Community: Willowbrook

Chantarelle

172 S TEMELEC CIR, SONOMA, CA, 95476, Sonoma, CA 95476

$995,000

3 beds

3 baths

1,932 sq ft

House

172 S TEMELEC CIR, SONOMA, CA, 95476

Community: Chantarelle

Rossmoor

2641 GOLDEN RAIN RD 4, WALNUT CREEK, CA,..., Walnut Creek, CA 94595

$888,000

2 beds

2 baths

1,058 sq ft

Condo

2641 GOLDEN RAIN RD 4, WALNUT CREEK, CA,...

Community: Rossmoor

Rossmoor

5913 HORSEMANS CANYON DR 4C, WALNUT CREE..., Walnut Creek, CA 94595

$749,500

2 beds

2 baths

1,272 sq ft

Condo

5913 HORSEMANS CANYON DR 4C, WALNUT CREE...

Community: Rossmoor

Rossmoor

2209 PTARMIGAN DR 2, WALNUT CREEK, CA, 9..., Walnut Creek, CA 94595

$750,000

3 beds

2 baths

1,212 sq ft

Condo

2209 PTARMIGAN DR 2, WALNUT CREEK, CA, 9...

House

255 RIVERCLIFF DR, RIO VISTA, CA, 94571

Community: Trilogy® at Rio Vista

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Summerset

1036 BISMARCK TER, BRENTWOOD (CC), CA, 9..., Brentwood (cc), CA 94513

$667,999

2 beds

3 baths

2,032 sq ft

House

1036 BISMARCK TER, BRENTWOOD (CC), CA, 9...

Community: Summerset

Oakmont Village

7153 OAK LEAF DR, SANTA ROSA, CA, 95409, Santa Rosa, CA 95409

$579,900

2 beds

2 baths

1,211 sq ft

House

7153 OAK LEAF DR, SANTA ROSA, CA, 95409

Community: Oakmont Village

Frequently Asked Questions

What size 55+ communities are there in San Mateo?

In San Mateo, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in San Mateo?

The smallest 55+ community in San Mateo has 207 homes, the largest has 207 homes, and the average community consists of 207 homes.

Are there gated 55+ communities in San Mateo?

No, there are no gated 55+ communities in San Mateo.

How long do listings in 55+ communities in San Mateo typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in San Mateo stay on the market for around 381 days. The average price of homes for sale in this community is approximately $286,742, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Peninsula Regent average around $286,742.

Bay Area 55+ Housing Market Trends

Trend Shown:

Number of Listings

Want more information about active adult communities around San Mateo?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in San Mateo?

Call us: (650) 200-1838

37 communities

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Feb 11, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

San Mateo, CA 55+ active adult communities & homes for sale

37 communities near San Mateo

301 homes near San Mateo

3 beds

2 baths

1,746 sq ft

Condo

1 beds

1 baths

947 sq ft

Condo

3 beds

2 baths

2,096 sq ft

House

2 beds

3 baths

1,739 sq ft

Condo

2 beds

2 baths

1,837 sq ft

House

3 beds

2 baths

1,382 sq ft

House

2 beds

2 baths

2,031 sq ft

House

2 beds

2 baths

1,509 sq ft

Condo

3 beds

3 baths

1,894 sq ft

House

2 beds

2 baths

1,439 sq ft

House

2 beds

2 baths

1,521 sq ft

Condo

2 beds

2 baths

1,520 sq ft

House

3 beds

2 baths

1,818 sq ft

House

2 beds

2 baths

2,006 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Condo

2 beds

2 baths

1,160 sq ft

House

2 beds

2 baths

1,223 sq ft

Condo

2 beds

2 baths

1,804 sq ft

Condo

2 beds

2 baths

1,364 sq ft

Condo

2 beds