Jennifer Playdon

Jennifer Playdon

Jen Playdon brings a unique blend of professional experience and hometown heart to DiPietro Group Real Estate. After a successful career in the pharmaceutical industry and several years practicing real estate in Ohio, Jen returned to New Hampshire to be closer to her roots in Salem. Now raising her family in Derry, she is dedicated to guiding clients through every step of the home buying and selling process.

“The whole process can be overwhelming if clients don’t have a trusted guide,” Jen says. “I’m ready to be with them every step of the way.”

Jen is especially passionate about assisting military buyers and sellers—an area close to her heart and one that aligns closely with DGRE’s values. She was drawn to the firm’s culture of collaboration, community involvement, and commitment to client success.

When she’s not serving her clients, you’ll likely find Jen exploring New Hampshire’s lakes and trails or discovering new spots for family fun.

Browse Our

Featured Properties

Active Under Contract
$3,295,000

39 Overton Road, Windham, NH 03087
- 5 Beds
- 7 Baths
- 7,803 Sq.Ft.
For Sale

$2,700,000

Lots 1-12 Christian Hill Dev, Lowell, MA 01850
Coming Soon
$1,495,000

24 Settlers Ridge, Windham, NH 03087
- 5 Beds
- 4 Baths
- 4,169 Sq.Ft.
For Sale
$1,475,000

8 Arcadia Lane, Salem, NH 03079
- 5 Beds
- 5 Baths
- 5,700 Sq.Ft.
Active Under Contract
$1,350,000

6 Westchester Road, Windham, NH 03087
- 4 Beds
- 4 Baths
- 4,188 Sq.Ft.
For Sale

$1,250,000

341 S. Broadway, Parcel I, Lawrence, MA 01843
Active Under Contract
$1,199,000

Lot 4 Canterbury Road Unit: 4, Pelham, NH 03076
- 4 Beds
- 4 Baths
- 3,176 Sq.Ft.
Pending
$899,000

42 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$899,000

52 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$894,900

82 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
Active Under Contract
$859,900

125 Phoebe Street # 125, Methuen, MA 01844
- 3 Beds
- 3 Baths
- 2,319 Sq.Ft.
For Sale
$850,000

3-5 Cross Street, Windham, NH 03087
- 3 Beds
- 2 Baths
- 952 Sq.Ft.
For Sale
$829,000

81 Reservoir Street, Lowell, MA 01850
- 3 Beds
- 3 Baths
- 2,500 Sq.Ft.
Active Under Contract
$799,900

17 Kent Street, Windham, NH 03087
- 4 Beds
- 3 Baths
- 2,917 Sq.Ft.
For Sale
$785,000

7 Rellas Ridge, Kingston, NH 03848
- 3 Beds
- 3 Baths
- 3,237 Sq.Ft.
Active Under Contract
$704,900

12 Shelly Drive, Pelham, NH 03076
- 3 Beds
- 4 Baths
- 2,484 Sq.Ft.
Active Under Contract
$699,999

35 Stanley Brook Drive, Salem, NH 03079
- 3 Beds
- 2 Baths
- 3,297 Sq.Ft.
For Sale
$690,000

171 Crawley Falls Road, Brentwood, NH 03833
- 3 Beds
- 2 Baths
- 1,728 Sq.Ft.
Active Under Contract
$679,900

20 Hood Road, Tewksbury, MA 01876
- 3 Beds
- 2 Baths
- 2,128 Sq.Ft.
Coming Soon
$657,000

9 Redwood Road, Pelham, NH 03076
- 2 Beds
- 3 Baths
- 2,169 Sq.Ft.
For Sale
$649,900

335 Raymond Road, Chester, NH 03036
- 3 Beds
- 3 Baths
- 2,160 Sq.Ft.
For Sale
$625,000

9 Springfield Drive, Hampstead, NH 03826
- 2 Beds
- 3 Baths
- 2,466 Sq.Ft.
Pending
$605,900

4 Francis Dr # 312, Andover, MA 01810
- 2 Beds
- 2 Baths
- 1,500 Sq.Ft.
Active Under Contract
$575,900

17 Ventura Drive, Raymond, NH 03077
- 3 Beds
- 2 Baths
- 3,006 Sq.Ft.
Active Under Contract
$575,000

92 Main Street, Atkinson, NH 03811
- 3 Beds
- 2 Baths
- 1,882 Sq.Ft.
Active Under Contract
$489,900

437 High Street, Boscawen, NH 03303
- 3 Beds
- 1 Bath
- 1,452 Sq.Ft.
For Sale
$435,500

5 Old Turnpike Road, Epsom, NH 03234
- 3 Beds
- 2 Baths
- 2,314 Sq.Ft.
Pending
$424,999

500 Colonial Dr # 5, Ipswich, MA 01938
- 2 Beds
- 2 Baths
- 1,113 Sq.Ft.
For Sale

$289,000

Lot 10 Christian Street, Lowell, MA 01850
For Sale

$289,000

Lot 11 Christian Street, Lowell, MA 01850
For Sale

$289,000

Lot 12 Christian Street, Lowell, MA 01850
For Sale

$289,000

Lot 9 Christian Street, Lowell, MA 01850
For Sale
$275,000

126 Lafayette Street, Claremont, NH 03743
- 4 Beds
- 2 Baths
- 1,845 Sq.Ft.
For Lease
$3,300/mo

1111 Riverside Dr # 8 Unit: 7-8, Methuen, MA 01844
- 1 Bath
- 3,300 Sq.Ft.
For Lease
$3,000/mo

131 Franklin Street, Seabrook, NH 03874
- 3 Beds
- 1 Bath
- 1,200 Sq.Ft.