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

For Sale

$2,700,000

Lots 1-12 Christian Hill Dev, Lowell, MA 01850
For Sale
$2,275,000

117 Castle Hill Road, Windham, NH 03087
- 6 Beds
- 5 Baths
- 8,504 Sq.Ft.
Active Under Contract
$2,197,000

5 Ryan Farm Road, Windham, NH 03087
- 5 Beds
- 6 Baths
- 4,804 Sq.Ft.
Active Under Contract
$1,850,000

54 Sharon Road, Windham, NH 03087
- 5 Beds
- 6 Baths
- 6,807 Sq.Ft.
For Sale
$1,475,000

8 Arcadia Lane, Salem, NH 03079
- 5 Beds
- 5 Baths
- 5,700 Sq.Ft.
For Sale
$1,450,000

42 Canterbury Road, Pelham, NH 03076
- 4 Beds
- 4 Baths
- 3,452 Sq.Ft.
For Sale
$1,360,000

23 Cove Road, Salem, NH 03079
- 4 Beds
- 3 Baths
- 2,905 Sq.Ft.
For Sale
$1,350,000

64 Bremen St, Boston, MA 02128
- 6 Beds
- 3 Baths
- 2,907 Sq.Ft.
For Sale
$1,350,000

64 Bremen Street, Boston, MA 02128
- 6 Beds
- 3 Baths
- 3,707 Sq.Ft.
Active Under Contract
$1,275,000

5 Duston Road, Windham, NH 03087
- 4 Beds
- 3 Baths
- 3,444 Sq.Ft.
Active Under Contract
$1,225,000

55 Lazarus Way, Salem, NH 03079
- 5 Beds
- 5 Baths
- 4,270 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.
For Sale
$1,174,000

158 Pinecrest Rd, Litchfield, NH 03052
- 4 Beds
- 4 Baths
- 3,016 Sq.Ft.
For Sale
$1,174,000

158 Pinecrest Road, Litchfield, NH 03052
- 4 Beds
- 4 Baths
- 3,016 Sq.Ft.
Active Under Contract

$1,150,000

341 S. Broadway, Parcel I, Lawrence, MA 01843
For Sale
$1,100,000

166 Londonderry Road, Windham, NH 03087
- 3 Beds
- 3 Baths
- 2,235 Sq.Ft.
For Sale
$1,049,000

44 Sheffield St, Windham, NH 03087
- 4 Beds
- 4 Baths
- 2,810 Sq.Ft.
For Sale
$1,049,000

44 Sheffield Street, Windham, NH 03087
- 4 Beds
- 4 Baths
- 2,810 Sq.Ft.
For Sale
$1,010,000

6 Klara Drive, Merrimack, NH 03054
- 4 Beds
- 4 Baths
- 4,476 Sq.Ft.
For Sale
$964,000

270 Northern Blvd, Newburyport, MA 01950
- 3 Beds
- 2 Baths
- 1,488 Sq.Ft.
For Sale
$874,000

52 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
Active Under Contract
$874,000

6 Bancroft Street, Windham, NH 03087
- 3 Beds
- 3 Baths
- 2,962 Sq.Ft.
For Sale
$869,000

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

125 Phoebe Street # 125, Methuen, MA 01844
- 3 Beds
- 3 Baths
- 2,319 Sq.Ft.
For Sale
$849,900

16 Locke Mill Drive, Litchfield, NH 03052
- 4 Beds
- 3 Baths
- 3,720 Sq.Ft.
Active Under Contract
$839,900

24 Hampstead Street, Methuen, MA 01844
- 4 Beds
- 3 Baths
- 3,480 Sq.Ft.
For Sale
$829,000

81 Reservoir Street, Lowell, MA 01850
- 3 Beds
- 3 Baths
- 2,500 Sq.Ft.
Active Under Contract
$790,000

6 Misty Meadow Road, Windham, NH 03087
- 2 Beds
- 3 Baths
- 3,528 Sq.Ft.
Active Under Contract
$785,000

7 Rellas Ridge, Kingston, NH 03848
- 3 Beds
- 3 Baths
- 3,237 Sq.Ft.
Pending
$725,000

50 Webster Avenue, Pelham, NH 03076
- 3 Beds
- 2 Baths
- 2,400 Sq.Ft.
For Sale
$699,900

477-479 Kenoza St, Haverhill, MA 01830
- 4 Beds
- 4 Baths
- 3,355 Sq.Ft.
Pending
$689,900

36 Fanning Ave, Dracut, MA 01826
- 4 Beds
- 3 Baths
- 3,141 Sq.Ft.
Pending
$680,000

56 Gordon Mountain Road, Windham, NH 03087
- 2 Beds
- 3 Baths
- 2,551 Sq.Ft.
Active Under Contract
$639,900

67 Cherry Hollow Road, Nashua, NH 03062
- 2 Beds
- 3 Baths
- 2,382 Sq.Ft.
Pending
$625,000

5 Van Buren Circle, Goffstown, NH 03045
- 3 Beds
- 3 Baths
- 2,100 Sq.Ft.
Active Under Contract
$625,000

73 Saint Moritz Street, Moultonborough, NH 03254
- 3 Beds
- 2 Baths
- 1,515 Sq.Ft.
Active Under Contract
$620,000

171 Crawley Falls Road, Brentwood, NH 03833
- 3 Beds
- 2 Baths
- 1,728 Sq.Ft.
Active Under Contract
$599,000

7 Hampshire Drive, Derry, NH 03038
- 3 Beds
- 3 Baths
- 1,865 Sq.Ft.
Active Under Contract
$575,000

92 Main Street, Atkinson, NH 03811
- 3 Beds
- 2 Baths
- 1,882 Sq.Ft.
Active Under Contract
$447,900

15 Hayes Avenue, Manchester, NH 03103
- 3 Beds
- 2 Baths
- 1,568 Sq.Ft.
Active Under Contract
$439,000

81 Theophile Street, Manchester, NH 03102
- 3 Beds
- 2 Baths
- 1,646 Sq.Ft.
Active Under Contract
$438,000

10 Cote Circle, Raymond, NH 03077
- 3 Beds
- 1 Bath
- 1,116 Sq.Ft.
For Sale
$430,500

5 Old Turnpike Road, Epsom, NH 03234
- 3 Beds
- 2 Baths
- 2,314 Sq.Ft.
For Sale
$409,900

736 Columbus Avenue, Rochester, NH 03867
- 3 Beds
- 2 Baths
- 1,298 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
$260,000

126 Lafayette Street, Claremont, NH 03743
- 4 Beds
- 2 Baths
- 1,845 Sq.Ft.
Active Under Contract
$236,900

200 Market St # 3101, Lowell, MA 01852
- 1 Bed
- 1 Bath
- 596 Sq.Ft.