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San Mateo, CA 55+ active adult communities & homes for sale - Page 2

344 homes near San Mateo

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4.3 rating (10 reviews) Rossmoor
$300ks - $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
$400ks - $700ks
Trilogy® at Rio Vista, Rio Vista, CA
Resale Only | 55+ age-restricted | Built 1996 - 2020 | 3,000 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
Liberty
$400ks - $500ks
Liberty, Rio Vista, CA
New and Resale | 55+ age-restricted | Built 2019 - present | 443 homes
5 rating (1 reviews) Summerset
$400ks - $900ks
Summerset, Brentwood, CA
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 2,013 homes
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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
$400ks - $1Ms
Oakmont Village, Santa Rosa, CA
Resale Only | 55+ age-restricted | Built 1964 - 2016 | 3,300 homes
5 rating (1 reviews) Leisure Town
$300ks - $600ks
Leisure Town, Vacaville, CA
Resale Only | 55+ age-restricted | Built 1964 - present | 1,150 homes
Bay Village
$400ks - $700ks
Bay Village, Watsonville, CA
Resale Only | 55+ age-restricted | Built 1969 - 2006 | 378 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.
Smith Ranch Homes
$300ks - $3Ms
Smith Ranch Homes, San Rafael, CA
Resale Only | 55+ age-restricted | Built 1989 - 1996 | 224 homes
Woodland Estates
$300ks - $500ks
Woodland Estates, Morgan Hill, CA
Resale Only | 55+ age-restricted | Built 1976 - 1986 | 285 homes
Foster Square
$1Ms
Foster Square, Foster City, CA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 200 homes
Kindred & Balfour
$800ks - $1Ms
Kindred & Balfour, Brentwood, CA
New Construction | 55+ age-restricted | Built 2020 - present | 86 homes
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Questions? Call us: (650) 200-1838
Chantarelle
$600ks - $800ks
Chantarelle, Sonoma, CA
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 120 homes
5 rating (1 reviews) Willowbrook
$600ks - $700ks
Willowbrook, Napa, CA
Resale Only | 55+ age-restricted | Built 1987 - 1989 | 80 homes
Parc Regent Condominium
$1Ms - $2Ms
Parc Regent Condominium, Los Altos, CA
Resale Only | 55+ age-restricted | Built 1996 - 1997 | 57 homes
Menlo Commons
$700ks - $1Ms
Menlo Commons, Menlo Park, CA
Resale Only | 55+ age-restricted | Built 1978 - 1978 | 122 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.
Sunny Glen
$400ks - $700ks
Sunny Glen, San Ramon, CA
Resale Only | 55+ age-restricted | Built 1963 - 1963 | 44 homes
Four Seasons at Homestead
Four Seasons at Homestead, Dixon, CA
New Construction | 55+ age-restricted | Built 2022 - present | 302 homes
Rancho de Napa
$100ks - $500ks
Rancho de Napa, Yountville, CA
Resale Only | 55+ age-restricted | Built 1971 - 2004 | 235 homes
Pajaro Village
$400ks - $700ks
Pajaro Village, Watsonville, CA
Resale Only | 55+ age-restricted | Built 1974 - 2006 | 369 homes
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
Diamond Grove
$400ks - $600ks
Diamond Grove, Vacaville, CA
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 220 homes
Los Gatos Commons
$500ks - $700ks
Los Gatos Commons, Los Gatos, CA
Resale Only | 55+ age-restricted | Built 1978 - 1980 | 110 homes
3 rating (1 reviews) Bella Vista Park
$100ks - $300ks
Bella Vista Park, Yountville, CA
Resale Only | 55+ age-restricted | Built 1967 - present | 83 homes
The Peninsula Regent
$100ks - $1Ms
The Peninsula Regent, San Mateo, CA
Resale Only | 55+ age-restricted | Built 1988 - 1988 | 207 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.
5 rating (1 reviews) Barcelona
$600ks - $800ks
Barcelona, Brentwood, CA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 72 homes
5 rating (1 reviews) Temelec
$400ks - $800ks
Temelec, Sonoma, CA
Resale Only | 55+ age-restricted | Built 1964 - 1974 | 325 homes
Enclave at Mission Falls
$900ks - $2Ms
Enclave at Mission Falls, Fremont, CA
New Construction | 55+ age-restricted | Built 2019 - 2022 | 231 homes
5 rating (1 reviews) Creekside Village
$600ks - $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
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
Valley Oaks
$600ks - $800ks
Valley Oaks, Gilroy, CA
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 24 homes
The Cottages at Village G...
$500ks - $600ks
The Cottages at Village G..., Gilroy, CA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 77 homes
Buena Vista
$600ks - $700ks
Buena Vista, Morgan Hill, CA
Resale Only | 55+ age-restricted | Built 1994 - 1998 | 32 homes
Cottage Green
$400ks - $600ks
Cottage Green, Morgan Hill, CA
Resale Only | 55+ age-restricted | Built 1990 - 1998 | 117 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.
Connemara
$1Ms
Connemara, Morgan Hill, CA
Resale Only | 55+ age-restricted | Built 2014 - 2018 | 36 homes
Pine Tree Villas
$600ks - $700ks
Pine Tree Villas, Morgan Hill, CA
Resale Only | 55+ age-restricted | Built 1991 - 1991 | 42 homes
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
Trilogy® at Rio Vista 48 AUGUSTA CT, RIO VISTA, CA, 94571, Rio Vista, CA 94571
$524,900

2 beds

|

2 baths

|

1,657 sq ft

|

House

48 AUGUSTA CT, RIO VISTA, CA, 94571
Rossmoor 5920 HORSEMANS CYN 1B, WALNUT CREEK, CA,..., Walnut Creek, CA 94595
$775,000

2 beds

|

2 baths

|

1,415 sq ft

|

Condo

5920 HORSEMANS CYN 1B, WALNUT CREEK, CA,...
Community: Rossmoor
Summerset 308 UPTON PYNE DR, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$460,000

2 beds

|

2 baths

|

984 sq ft

308 UPTON PYNE DR, BRENTWOOD, CA, 94513
Community: Summerset
Trilogy® at Rio Vista 309 SOUTHERN HILLS DR, RIO VISTA, CA, 94..., Rio Vista, CA 94571
$479,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

309 SOUTHERN HILLS DR, RIO VISTA, CA, 94...
Trilogy® at Rio Vista 101 DAVID LAMOREE WAY, RIO VISTA, CA, 94..., Rio Vista, CA 94571
$399,990

2 beds

|

2 baths

|

1,837 sq ft

|

House

101 DAVID LAMOREE WAY, RIO VISTA, CA, 94...
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
Rossmoor 1332 RUNNING SPRINGS RD 1, WALNUT CREEK,..., Walnut Creek, CA 94595
$725,000

2 beds

|

2 baths

|

1,095 sq ft

|

Condo

1332 RUNNING SPRINGS RD 1, WALNUT CREEK,...
Community: Rossmoor
Summerset 1007 CENTENNIAL DR, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$659,000

2 beds

|

3 baths

|

1,905 sq ft

|

House

1007 CENTENNIAL DR, BRENTWOOD, CA, 94513
Community: Summerset
Rossmoor 649 TERRA CALIFORNIA DR 6, WALNUT CREEK,..., Walnut Creek, CA 94595
$2,000,000

2 beds

|

2 baths

|

1,782 sq ft

|

Condo

649 TERRA CALIFORNIA DR 6, WALNUT CREEK,...
Community: Rossmoor
The Villages Golf & Country Club 8816 WINE VALLEY CIR, SAN JOSE, CA, 9513..., San Jose, CA 95135
$1,598,000

2 beds

|

3 baths

|

2,256 sq ft

|

House

8816 WINE VALLEY CIR, SAN JOSE, CA, 9513...
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.
Summerset 100 LIBERTY LN, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$469,000

2 beds

|

2 baths

|

1,048 sq ft

|

House

100 LIBERTY LN, BRENTWOOD, CA, 94513
Community: Summerset
Trilogy® at the Vineyards 2090 RIOJA WAY, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$1,199,000

4 beds

|

4 baths

|

2,977 sq ft

|

House

2090 RIOJA WAY, BRENTWOOD, CA, 94513
Liberty 2231 ESPANA LN, RIO VISTA, CA, 94571, Rio Vista, CA 94571
$409,900

2 beds

|

2 baths

|

1,255 sq ft

|

House

2231 ESPANA LN, RIO VISTA, CA, 94571
Community: Liberty
Rossmoor 1109 ROCKLEDGE LN 10, WALNUT CREEK, CA, ..., Walnut Creek, CA 94595
$449,000

2 beds

|

1 baths

|

1,054 sq ft

|

Condo

1109 ROCKLEDGE LN 10, WALNUT CREEK, CA, ...
Community: Rossmoor
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
Four Seasons at Homestead 315 WHITE OWL ST, DIXON, CA, 95620, Dixon, CA 95620
$595,000

2 beds

|

2 baths

|

1,460 sq ft

|

House

315 WHITE OWL ST, DIXON, CA, 95620
Trilogy® at the Vineyards 1643 CHIANTI LN, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$1,075,000

2 beds

|

3 baths

|

2,054 sq ft

|

House

1643 CHIANTI LN, BRENTWOOD, CA, 94513
Menlo Commons 2140 SANTA CRUZ AVE E102, MENLO PARK, CA..., Menlo Park, CA 94025
$899,000

2 beds

|

2 baths

|

1,203 sq ft

|

Condo

2140 SANTA CRUZ AVE E102, MENLO PARK, CA...
Community: Menlo Commons
Bay Village 535 JOYCE DR, WATSONVILLE, CA, 95076, Watsonville, CA 95076
$679,000

2 beds

|

2 baths

|

1,337 sq ft

|

House

535 JOYCE DR, WATSONVILLE, CA, 95076
Community: Bay Village
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.
Summerset 595 POMONA DR, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$649,000

3 beds

|

2 baths

|

1,793 sq ft

|

House

595 POMONA DR, BRENTWOOD, CA, 94513
Community: Summerset
Foster Square 729 EPPLETON LN 303, FOSTER CITY, CA, 94..., Foster City, CA 94404
$1,388,888

2 beds

|

2 baths

|

1,721 sq ft

|

Condo

729 EPPLETON LN 303, FOSTER CITY, CA, 94...
Community: Foster Square
Rossmoor 4412 TERRA GRANADA DR 1B, WALNUT CREEK, ..., Walnut Creek, CA 94595
$1,010,000

2 beds

|

2 baths

|

1,540 sq ft

|

Condo

4412 TERRA GRANADA DR 1B, WALNUT CREEK, ...
Community: Rossmoor
The Villages Golf & Country Club 8718 MCCARTY RANCH DR, SAN JOSE, CA, 951..., San Jose, CA 95135
$1,399,999

2 beds

|

3 baths

|

2,043 sq ft

|

Condo

8718 MCCARTY RANCH DR, SAN JOSE, CA, 951...
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
Menlo Commons 2140 SANTA CRUZ AVE, MENLO PARK, CA, 940..., Menlo Park, CA 94025
$899,000

2 beds

|

2 baths

|

1,203 sq ft

|

Condo

2140 SANTA CRUZ AVE, MENLO PARK, CA, 940...
Community: Menlo Commons
The Villages Golf & Country Club 6250 BLAUER LN, SAN JOSE, CA, 95135, San Jose, CA 95135
$725,000

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

6250 BLAUER LN, SAN JOSE, CA, 95135
Leisure Town 128 LASSEN CIR, VACAVILLE, CA, 95687, Vacaville, CA 95687
$429,000

2 beds

|

2 baths

|

1,152 sq ft

|

House

128 LASSEN CIR, VACAVILLE, CA, 95687
Community: Leisure Town
Oakmont Village 1011 OAK MESA DR, SANTA ROSA, CA, 95409, Santa Rosa, CA 95409
$649,000

2 beds

|

2 baths

|

1,541 sq ft

|

House

1011 OAK MESA DR, SANTA ROSA, CA, 95409
Community: Oakmont Village
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.
Oakmont Village 27 WOODGREEN ST, SANTA ROSA, CA, 95409, Santa Rosa, CA 95409
$449,000

1 beds

|

1 baths

|

1,043 sq ft

|

House

27 WOODGREEN ST, SANTA ROSA, CA, 95409
Community: Oakmont Village
Trilogy® at the Vineyards 1577 CHIANTI LN, BRENTWOOD, CA, 94513, Brentwood, CA 94513
$855,000

2 beds

|

2 baths

|

1,842 sq ft

|

House

1577 CHIANTI LN, BRENTWOOD, CA, 94513
Rossmoor 1348 ROCKLEDGE LN 4, WALNUT CREEK, CA, 9..., Walnut Creek, CA 94595
$397,000

2 beds

|

1 baths

|

1,048 sq ft

|

Condo

1348 ROCKLEDGE LN 4, WALNUT CREEK, CA, 9...
Community: Rossmoor
Trilogy® at the Vineyards 1155 SAINT JULIEN ST, BRENTWOOD, CA, 945..., Brentwood, CA 94513
$1,279,888

2 beds

|

3 baths

|

2,751 sq ft

|

House

1155 SAINT JULIEN ST, BRENTWOOD, CA, 945...
Rossmoor 4259 TERRA GRANADA DR 1A, WALNUT CREEK, ..., Walnut Creek, CA 94595
$799,000

2 beds

|

2 baths

|

1,383 sq ft

|

Condo

4259 TERRA GRANADA DR 1A, WALNUT CREEK, ...
Community: Rossmoor
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
Leisure Town 450 NUT TREE RD, VACAVILLE, CA, 95687, Vacaville, CA 95687
$576,000

4 beds

|

3 baths

|

1,818 sq ft

|

House

450 NUT TREE RD, VACAVILLE, CA, 95687
Community: Leisure Town
The Villages Golf & Country Club 7530 MOREVERN CIR, SAN JOSE, CA, 95135, San Jose, CA 95135
$988,000

2 beds

|

3 baths

|

1,751 sq ft

|

Condo

7530 MOREVERN CIR, SAN JOSE, CA, 95135
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
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
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.
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...
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
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
Rossmoor 1525 CANYONWOOD CT 4, WALNUT CREEK, CA, ..., Walnut Creek, CA 94595
$585,000

3 beds

|

3 baths

|

1,739 sq ft

|

Condo

1525 CANYONWOOD CT 4, WALNUT CREEK, CA, ...
Community: Rossmoor
Want to learn more about 55+ communities in San Mateo? 55places can help!
Questions? Call us: (650) 200-1838
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...
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

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