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Explore Our Properties
Jennifer Playdon smiling in a black top with sheer embroidered sleeves against a rustic wood wall.
Modern living room with a beige sectional, open kitchen, and floor-to-ceiling glass doors.

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.

Contact Details

Email address [email protected]
Primary phone (401) 660-5984
Address 1B Wall St Ste 206 Windham NH, 03087
License #082222

Browse Our

Featured Properties

  • 20 Bennington Road Pending

    $2,750,000

    20 Bennington Road, Windham, NH 03087

    • 4 Beds
    • 6 Baths
    • 7,205 Sq.Ft.
  • 17 Bennington Rd Active Under Contract

    $2,700,000

    17 Bennington Rd, Windham, NH 03087

    • 4 Beds
    • 6 Baths
    • 6,511 Sq.Ft.
  • Large white two-story house with dark trim and multiple gables behind a broad green lawn. Pending

    $1,399,000

    42 Canterbury Road, Pelham, NH 03076

    • 4 Beds
    • 4 Baths
    • 3,452 Sq.Ft.
  • Blue Cape-style home with a brick chimney, covered entry, and landscaped front yard. Active Under Contract

    $1,280,000

    15 Alden Circle, Reading, MA 01867

    • 5 Beds
    • 3 Baths
    • 3,640 Sq.Ft.
  • Two-story gray-sided house with a covered porch, photographed at dusk against a pink sky. Pending

    $1,000,000

    33 Daniel Road, Derry, NH 03038

    • 4 Beds
    • 3 Baths
    • 2,704 Sq.Ft.
  • Two-story white house with a bright blue front door, arched windows, and a broad green lawn. Pending

    $1,000,000

    7 Porcupine Road, Windham, NH 03087

    • 4 Beds
    • 4 Baths
    • 2,838 Sq.Ft.
  • White two-story home with blue shutters and front door, landscaped lawn, and mature trees. Pending

    $900,000

    9 Alexandra Drive, Pelham, NH 03076

    • 3 Beds
    • 4 Baths
    • 3,066 Sq.Ft.
  • Aerial view of a sandy coastal peninsula with homes, beaches, and waterways. Pending

    $875,000

    270 Northern Blvd, Newburyport, MA 01950

    • 3 Beds
    • 2 Baths
    • 1,488 Sq.Ft.
  • Rendered gray-green home with a covered porch, two dormers, and an attached garage. For Sale

    $869,000

    106 Christian Street, Lowell, MA 01850

    • 4 Beds
    • 4 Baths
    • 2,800 Sq.Ft.
  • Gray two-story home with a covered porch, two dormers, and an attached two-car garage. For Sale

    $869,000

    80 Christian Street, Lowell, MA 01850

    • 4 Beds
    • 4 Baths
    • 2,800 Sq.Ft.
  • Gray two-story house with a double garage, blue shutters, and a brick walkway, surrounded by trees. For Sale

    $850,000

    23 Bradford Street, North Andover, MA 01835

    • 4 Beds
    • 2 Baths
    • 2,566 Sq.Ft.
  • Gray-sided home with blue shutters, two-car garage, and brick walkway, surrounded by mature trees. For Sale

    $850,000

    23 Bradford Street, North Andover, MA 01845

    • 4 Beds
    • 2 Baths
    • 2,566 Sq.Ft.
  • Gray two-story home with a large attached garage, covered porch, and landscaped front lawn. For Sale

    $829,000

    81 Reservoir Street, Lowell, MA 01850

    • 3 Beds
    • 3 Baths
    • 2,500 Sq.Ft.
  • 19 Fordway Extension Active Under Contract

    $750,000

    19 Fordway Extension, Windham, NH 03087

    • 4 Beds
    • 2 Baths
    • 2,616 Sq.Ft.
  • 24 Wilson Rd Pending

    $749,900

    24 Wilson Rd, Londonderry, NH 03053

    • 4 Beds
    • 3 Baths
    • 2,224 Sq.Ft.
  • Two-story light-sided home with separate entrances, front steps, and a ramp, surrounded by trees. Active Under Contract

    $655,000

    37-39 Intervale Street, Nashua, NH 03064

    • 4 Beds
    • 4 Baths
    • 2,080 Sq.Ft.
  • Green split-level house with white trim and a brick chimney, surrounded by mature trees and a broad driveway. Pending

    $639,900

    129 Hobbs Road, Pelham, NH 03076

    • 4 Beds
    • 2 Baths
    • 2,188 Sq.Ft.
  • White two-story house with gray shutters, brick chimney, attached garage, and landscaped front lawn. Active Under Contract

    $635,000

    15 Warton Road, Nashua, NH 03062

    • 4 Beds
    • 3 Baths
    • 2,409 Sq.Ft.
  • 29 Shadow Lake Road Active Under Contract

    $599,900

    29 Shadow Lake Road, Salem, NH 03079

    • 4 Beds
    • 2 Baths
    • 1,864 Sq.Ft.
  • 334 Rimmon Street For Sale

    $599,900

    334 Rimmon Street, Manchester, NH 03102

    • 4 Beds
    • 3 Baths
    • 2,594 Sq.Ft.
  • Aerial view of a wooded parcel outlined in white, bordering a road and neighboring homes. Active Under Contract

    $550,000

    00 Mammoth Road, Pelham, NH 03076

  • 10 Nicolls Circle Circle Active Under Contract

    $550,000

    10 Nicolls Circle, Hudson, NH 03051

    • 2 Beds
    • 3 Baths
    • 1,685 Sq.Ft.
  • 138 Centre St # 6 For Sale

    $425,000

    138 Centre St # 6, Boston, MA 02124

    • 2 Beds
    • 1 Bath
    • 590 Sq.Ft.
  • Aerial neighborhood map with a red location pin and a numbered residential lot plan. For Sale

    $239,000

    Lot 11 Christian Street, Lowell, MA 01850

  • Red-brick building with white dormers and a cupola, seen across a parking lot. For Sale

    $125,000

    451 Andover St # 150, North Andover, MA 01845

    • 295 Sq.Ft.
  • Red-brick building with white dormers and a central cupola, viewed from its parking lot. For Sale

    $90,000

    451 Andover St # 160, North Andover, MA 01845

    • 203 Sq.Ft.
  • 467 Blane Circle For Lease

    $5,500/mo

    467 Blane Circle, Pembroke, NH 03275

    • 3 Beds
    • 3 Baths
    • 2,224 Sq.Ft.
  • 1111 Riverside Plaza roadside sign beside an empty parking lot and tall evergreen shrubs. For Lease

    $3,300/mo

    1111 Riverside Dr # 8 Unit: 7-8, Methuen, MA 01844

    • 1 Bath
    • 3,300 Sq.Ft.
  • Gray beach house with two levels of white-railed porches and an American flag. For Lease

    $3,000/mo

    131 Franklin Street, Seabrook, NH 03874

    • 3 Beds
    • 1 Bath
    • 1,200 Sq.Ft.
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