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
Active Under Contract
$1,375,000

7 Buckhide Road, Windham, NH 03087
- 4 Beds
- 4 Baths
- 4,022 Sq.Ft.
Pending
$1,299,000

26 Canterbury Road Unit: 6, Pelham, NH 03076
- 4 Beds
- 4 Baths
- 3,530 Sq.Ft.
Active Under Contract
$1,199,000

Lot 4 Canterbury Road Unit: 4, Pelham, NH 03076
- 4 Beds
- 4 Baths
- 3,176 Sq.Ft.
Active Under Contract
$1,150,000

26 Partridge Road, Windham, NH 03087
- 4 Beds
- 3 Baths
- 4,069 Sq.Ft.
For Sale
$899,000

42 Christian Street Lot 17, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$850,000

3-5 Cross Street, Windham, NH 03087
- 3 Beds
- 2 Baths
- 952 Sq.Ft.
Pending
$842,599

14 Ferndale Road, Natick, MA 01760
- 3 Beds
- 2 Baths
- 1,260 Sq.Ft.
For Sale
$829,000

81 Reservoir Street, Lowell, MA 01850
- 3 Beds
- 3 Baths
- 2,500 Sq.Ft.
Pending
$775,000

18 Heather Lee Lane, Pelham, NH 03076
- 3 Beds
- 3 Baths
- 2,392 Sq.Ft.
For Sale
$729,900

335 Raymond Road, Chester, NH 03036
- 3 Beds
- 3 Baths
- 2,160 Sq.Ft.
For Sale
$699,999

3 Abbey Road, Bow, NH 03304
- 3 Beds
- 3 Baths
- 3,136 Sq.Ft.
For Sale
$619,900

4 Francis Dr # 312, Andover, MA 01810
- 2 Beds
- 2 Baths
- 1,500 Sq.Ft.
Active Under Contract
$599,000

220 Mast Road, Manchester, NH 03102
- 3 Beds
- 3 Baths
- 1,764 Sq.Ft.
Pending
$599,000

32 Staaf Road, Saugus, MA 01906
- 3 Beds
- 1 Bath
- 984 Sq.Ft.
For Sale
$489,900

437 High Street, Boscawen, NH 03303
- 3 Beds
- 1 Bath
- 1,452 Sq.Ft.
Pending
$475,000

11 Sullivan Court, Salem, NH 03079
- 2 Beds
- 2 Baths
- 1,664 Sq.Ft.
For Sale
$475,000

2 Natick Street, Nashua, NH 03063
- 3 Beds
- 1 Bath
- 1,704 Sq.Ft.
Pending
$409,999

4 Chase Street, Nashua, NH 03060
- 4 Beds
- 2 Baths
- 1,498 Sq.Ft.
For Sale
$295,000

23-33 Middle Street # 11, Lowell, MA 01852
- 2 Beds
- 1 Bath
- 1,076 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
Pending

$250,000

341 South Broadway- Parcel Ii, Lawrence, MA 01843
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.