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
$2,197,000

5 Ryan Farm Road, Windham, NH 03087
- 5 Beds
- 6 Baths
- 4,804 Sq.Ft.
For Sale
$1,997,000

117 Castle Hill Road, Windham, NH 03087
- 6 Beds
- 5 Baths
- 8,504 Sq.Ft.
Active Under Contract
$1,650,000

36 Northland Road, Windham, NH 03087
- 4 Beds
- 4 Baths
- 4,248 Sq.Ft.
For Sale
$1,599,000

5 Sherwood Road, Windham, NH 03087
- 4 Beds
- 4 Baths
- 5,112 Sq.Ft.
For Sale
$1,599,000

64 Turtle Rock Road, Windham, NH 03087
- 4 Beds
- 2 Baths
- 2,417 Sq.Ft.
Pending
$1,399,999

10 Cristy Road, Windham, NH 03087
- 4 Beds
- 4 Baths
- 5,092 Sq.Ft.
For Sale
$1,399,000

8 Arcadia Lane, Salem, NH 03079
- 5 Beds
- 5 Baths
- 5,700 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
$1,199,000

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

$1,150,000

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

158 Pinecrest Rd, Litchfield, NH 03052
- 4 Beds
- 4 Baths
- 3,016 Sq.Ft.
Active Under Contract
$1,035,000

12 Haskell Road, Windham, NH 03087
- 4 Beds
- 3 Baths
- 3,702 Sq.Ft.
For Sale
$997,000

44 Sheffield Street, Windham, NH 03087
- 4 Beds
- 4 Baths
- 2,810 Sq.Ft.
For Sale
$964,000

270 Northern Blvd, Newburyport, MA 01950
- 3 Beds
- 2 Baths
- 1,488 Sq.Ft.
Coming Soon
$889,000

467 Blane Circle, Pembroke, NH 03275
- 3 Beds
- 3 Baths
- 2,224 Sq.Ft.
For Sale
$879,900

108 Sky View Drive, Pelham, NH 03076
- 4 Beds
- 3 Baths
- 2,921 Sq.Ft.
For Sale
$874,000

52 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
For Sale
$869,000

82 Christian Street, Lowell, MA 01850
- 4 Beds
- 4 Baths
- 2,800 Sq.Ft.
Active Under Contract
$850,000

16 Locke Mill Drive, Litchfield, NH 03052
- 4 Beds
- 3 Baths
- 3,720 Sq.Ft.
For Sale
$829,000

81 Reservoir Street, Lowell, MA 01850
- 3 Beds
- 3 Baths
- 2,500 Sq.Ft.
For Sale
$749,000

13 Edson St, Stow, MA 01775
- 4 Beds
- 2 Baths
- 1,900 Sq.Ft.
Active Under Contract
$749,000

26 Severance Drive, Londonderry, NH 03053
- 4 Beds
- 3 Baths
- 2,095 Sq.Ft.
Pending
$735,000

23 Middle Dunstable Road, Nashua, NH 03062
- 4 Beds
- 3 Baths
- 2,768 Sq.Ft.
For Sale
$699,900

477-479 Kenoza St, Haverhill, MA 01830
- 4 Beds
- 4 Baths
- 3,355 Sq.Ft.
Active Under Contract
$534,800

175 Pennsylvania Avenue, Manchester, NH 03104
- 3 Beds
- 2 Baths
- 1,944 Sq.Ft.
Pending
$524,900

20 Conomo Ave, Lynn, MA 01904
- 3 Beds
- 1 Bath
- 1,381 Sq.Ft.
Pending
$524,900

9 River Park Terrace, Andover, MA 01810
- 2 Beds
- 1 Bath
- 956 Sq.Ft.
Active Under Contract
$489,900

10 Flash Road, North Reading, MA 01864
- 2 Beds
- 1 Bath
- 935 Sq.Ft.
Active Under Contract
$447,900

15 Hayes Avenue, Manchester, NH 03103
- 3 Beds
- 2 Baths
- 1,568 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.
Active Under Contract
$409,900

736 Columbus Avenue, Rochester, NH 03867
- 3 Beds
- 2 Baths
- 1,298 Sq.Ft.
For Sale
$384,000

15 Culver Street Unit: 8, Plaistow, NH 03865
- 2 Beds
- 2 Baths
- 1,896 Sq.Ft.
For Sale
$364,900

13 Batchelder Avenue Unit: 2, Manchester, NH 03103
- 1 Bed
- 1 Bath
- 1,098 Sq.Ft.
Active Under Contract
$325,000

9 Midridge Circle, Londonderry, NH 03053
- 2 Beds
- 2 Baths
- 1,490 Sq.Ft.
Pending
$299,999

8 Strawberry Bank Road Unit: 9, Nashua, NH 03062
- 2 Beds
- 1 Bath
- 809 Sq.Ft.
For Sale
$265,000

5 Lancelot Court Unit: 2, Salem, NH 03079
- 2 Beds
- 1 Bath
- 720 Sq.Ft.
For Sale

$239,000

Lot 11 Christian Street, Lowell, MA 01850
For Sale

$239,000

Lot 12 Christian Street, Lowell, MA 01850
For Sale
$125,000

451 Andover St # 150, North Andover, MA 01845
- 295 Sq.Ft.
For Sale
$90,000

451 Andover St # 160, North Andover, MA 01845
- 203 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.
For Lease
$2,900/mo

81 N Lowell Road Unit: 2, Windham, NH 03087
- 2 Beds
- 1 Bath
- 1,052 Sq.Ft.