Wenham MA Real Estate

The small town of Wenham, Massachusetts is located about 20 miles north of Boston and about three miles from the coast. Wenham is known for its classic colonial style, rural landscape and great school system, the Hamilton-Wenham Regional School District, which it shares with neighboring Hamilton, MA.

Driving through the treelined, rolling roads of Wenham, it's easy to understand why this quiet, lovely town is cherished by its residents. The real estate in Wenham primarily consists of large, beautiful colonial and contemporary homes.

Scroll down and discover a variety of listings in this North Shore towns. For more information or any questions on a specific property, please feel free to contact us. You can also create an account to save your favorite listings and custom searches!

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234 Larch Row, Wenham, MA

Price$2,498,000

Est. Mortgage: $/month

MLS Number 72346412

  • Single Family
  • Parking Spaces 20
  • Year Built 1969
  • Full Bath 5
  • Bathroom 7

11+ acre private estate in the heart of Wenham. Stunning 5-bedroom expanded Cape with 2 approved building lots. This peaceful retreat offers professional landscaping, ponds, patios, pool, pool house, and tennis court plus a heated cabana with bath. Equestrian potential as the property abuts bridle path. Architect-designed and designer-directed renovations showcase the highest quality craftsmanship throughout. Elegant spaces for formal entertaining and informal living with picturesque vistas of the grounds. Magnificent French country kitchen with meticulous attention to detail. First-floor master suite with luxurious dressing room and spa-like bath plus 4 large bedrooms, 4 baths and a stately office upstairs. Heated Gunite pool, spa and pool house complete with kitchen, bath and screen room with a stone fireplace. Minutes to Myopia, town, train and highways. Beautiful views and tranquility are the essence of this remarkable oasis for gracious living. A hidden gem and rare opportunity.

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Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Laurel Drive, Wenham, MA

Price$1,274,000

Est. Mortgage: $/month

MLS Number 72344733

  • Single Family
  • Parking Spaces 6
  • Village Lord's Hill
  • Year Built 1984
  • Full Bath 3

"A home for all seasons,” this Nantucket shingle style residence was completely re-imagined inside by acclaimed architects Carpenter & MacNeille and outside by Michael McCloskey in 2006. On nearly 3 serene & private acres the property is ideally located near beaches, state parks, and commuter routes. It features a dramatic mahogany deck, gunite pool & separate hot tub. The heart of the home is an entertainer’s dream kitchen w/ handsome custom cabinets, high-end appliances, bar style island, gas log fireplace and informal dining and sitting areas. Leading to the garage is an expansive mud room and pantry. A cozy home office, gorgeous formal dining room and oversized fireplaced living room complete the first floor. Upstairs, the master suite is a true retreat featuring a spa quality master bath and fireplace. Second floor has 3 nicely sized bedrooms along with the “tower” library and sitting room. The 3rd floor is the “owl’s nest”, a larger in-home office. The LL is partially finished.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29 Monument Street, Wenham, MA

Price$1,175,000

Est. Mortgage: $/month

MLS Number 72345374

  • Single Family
  • Parking Spaces 6
  • Year Built 1900
  • Full Bath 3
  • Bathroom 4

Located in downtown Wenham, this Colonial-style home features extensive renovations and updates (completed in June 2018) yet retains its unique character and charm. This five bedroom home sits on a flat lot on Monument Street and is convenient to shops, restaurants, tennis courts and playgrounds. The many updates include a new roof plus electrical and plumbing upgrades. Windows and siding have also been replaced. The modern open kitchen flows into the light-filled dining room. The sitting room features new built ins and French doors lead out to the sunroom. The replaced addition comprises a mudroom, laundry room, half bathroom and is accessed by double sliders from the mahogany deck. There are five bedrooms and three bathrooms on the second and third floors, including a spacious master suite. The basement is partially finished. A new oversized two car garage has been added as well as improved driveway parking.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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57 Walnut Road, Wenham, MA

Price$4,995,000

Est. Mortgage: $/month

MLS Number 72344188

  • Single Family
  • Parking Spaces 6
  • Year Built 2004
  • Full Bath 5
  • Bathroom 8

This authentic Royal Barry Wills statuesque 14 room French Country Manor showcases timeless design and incredible craftmanship. Sited on over 17 sweeping acres in the heart of Equestrian Country, this 14 year old residence offers an expansive double-tiered foyer, first floor en suite master bedroom with entry to private stone terrace, a home office, billiard room plus formal dining room to host the holiday gatherings. A sunken living room complete with wet bar set against a wall of windows showcasing rolling lawns and countryside allowing light to dance in this gracious space. The open-concept gourmet kitchen with the finest of appliances flows into the family room complete with fireplace. On main level, two additional bedrooms with bath. Complementing this residence we have a total of 7 bedrooms ,6 wood burning fireplaces and a media room. Included in the almost 9,000' of living space is an in-law suite, tennis court, 8 car garage (2 bays easily converted to horse stalls.)

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 CHARLES DAVIS Drive, Wenham, MA

Price$919,000

Est. Mortgage: $/month

MLS Number 72342926

  • Single Family
  • Parking Spaces 6
  • Year Built 1993
  • Full Bath 4
  • Bathroom 4

It’s not easy to find a larger home on land that has a manageable yard. Sitting on 1.14 acres up on a sunny knoll overlooking shady natural woodlands in the back. Great property to enjoy a private setting in a neighborhood and a lower maintenance yard. There is a small beautifully manicured garden in the front with the lawn in the side yard positioned away from the street. This home has been updated and the many features include the contemporary kitchen with windowed dining area, breakfast bar and granite counters. There are five bedrooms and four full baths. The comfortable master bedroom suite has a cathedral ceiling, fireplace, private bath and balcony that looks out to the trees in the back. Second en suite bedroom with recently updated bathroom. Finished lower level with fireplace and a walk out to a private red brick patio. There is a deck with a screened porch and an attached three car garage. This colonial is in a sought after location in Wenham. Easy access to Route 128.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

28 Batchelder Park, Wenham, MA

Price$379,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72340850

  • Single Family
  • Year Built 1966
  • Full Bath 1
  • Bathroom 1
  • Bedrooms 2

Imagine starting and ending your days gazing out across Pleasant Pond...This cozy WATERFRONT retreat has inviting charm and big views! Options and opportunities await - Either move right in or renovate and build your dream home. Eat-in kitchen overlooks enchanting blue-stone patio surrounded by a climbing rock-garden. Open concept living room flows onto sunroom with panoramic pond views, propane stove and access to deck, perfect for lounging and entertaining! What a spot for memories to be made... Wind up the bookcase-staircase to a good sized bedroom with attached bonus room. Screened-in porch below the deck and tiered seating areas to gather around a firepit with stairs descending to the waters edge. Detached one car garage has bonus room perfect for an office or studio, with ample storage space. MBTA train to Boston, easy access to major highways, great restaurants, stores and services all near by and just north of Boston. A MUST SEE! Don't miss this special and rare opportunity

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

10 Foster Street, Wenham, MA

Price$657,000

Est. Mortgage: $/month

Open House

MLS Number 72340472

  • Single Family
  • Next Open House: Sun 24th 11:30 am - 1:00 pm
  • Parking Spaces 2
  • Year Built 1953
  • Full Bath 2

This sunny three bedroom cape-style home with curb appeal to spare is located on a quiet and desirable side street in Wenham only a short distance to town, the Library and parks. You'll be delighted by the well maintained interior of this home with its cozy kitchen with abundant cabinetry, separate dining room area and lovely living room with a wood-burning fireplace plus a light-filled family room/den with custom built-ins. A first-floor master suite is an option. Beautifully landscaped grounds include a spacious patio ideal for your morning coffee. Central air conditioning and two-car garage.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

1 Sias Lane, Wenham, MA

Price$1,100,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72338920

  • Single Family
  • Parking Spaces 6
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4

Only once in a great while does a home of this caliber and special private estate setting become available. And this is the first time ever for this custom-designed home. Make no mistake, this home has everything you have not been able to find elsewhere. Nestled on over two acres in the heart of the famed Ledyard Farm area of open fields, paddocks and horse trails. The setting is idyllic. A short walk along Walnut Road takes you to Hamilton's shops, restaurants, parks and commuter rail station, yet the home is one of only four on a private way. Inside you will discover a light and bright kitchen, informal family room with fireplace overlooking the patio and paddocks beyond, formal living room, formal dining room, a first floor master bedroom suite with two walk-in closets and bath, an office, a screened porch and another full and one half bath and 3-car garage. The second level features three more bedrooms and two full baths. And there's much more, like the heated pool.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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137 Cherry Street, Wenham, MA

Price$869,000

Est. Mortgage: $/month

MLS Number 72338898

  • Single Family
  • Parking Spaces 8
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4

The essence of town and country, this classic New England farmhouse has been beautifully restored to enable carefree enjoyment of the property’s rambling 1+ acre lot and gloriously private setting abutting 75-acre wildlife sanctuary and across from Mass Audubon-owned fields. The open and bright interior, with hardwood floors, high ceilings, custom built-in bookcases and pantry, invites intimate family gathering or elegant entertaining. The kitchen sparkles with pressed tin tile backsplash, exposed brick and flat panel radiator, while an adjoining sunny dining area opens to expansive deck with turnbuckle cable railing. Upstairs, four generous bedrooms offer respite and inspiration, one with a private deck with lovely wrought iron railing that is perfect for reading, birdwatching or listening to peepers. The professionally landscaped grounds provide a wealth of places for rest or recreation, including an iconic hanging swing and graveled clearing for gathering around the fire pit.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

35 Arbor Street, Wenham, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 72337992

  • Single Family
  • Parking Spaces 10
  • Bathroom 5
  • Full Bath 5
  • Bedrooms 5

Welcome to Wenham and Welcome to 35 Arbor Street, a 5.5 acre Multi-Family home & Horse Farm. A diverse 239,580 Sq. Ft. property with over 4,400 sq. feet of living space. This home is a side by side two family. Front main home is a charming 1880's 3 story, 3 bedroom, 2 full bath with updated kitchen, pellet stove, gas fireplace with 3 zone gas heat and CA. The rear unit second home, is a 3 bedroom, 1 full & 1 half baths newer home with gas heat & CA. Both homes have separate utilities, front sitting porches, private patios & or decks & more. A third building is a newer, modern, large & spacious heated garage; room for two plus vehicles. Bonus modern space with private entrance and full bath above garage with heat & CA. A modern 3 stall horse barn with in & outs, electricity, water & paddock. City water with full filtration system, 7 bedroom septic. 10 plus vehicle parking. Please allow 48 hour notice for all showings.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

4 Porter Street, Wenham, MA

Price$849,000

Est. Mortgage: $/month

MLS Number 72337893

  • Single Family
  • Parking Spaces 6
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4

Elegant home is desirable location in the Heart of Wenham. Granite and Stainless Steel kitchen with sub zero refrigerator, dacor oven and updated appliances. Master Bath has heated floor, Jacuzzi tub and shower, steam room with dual shower heads. Living room has gas fireplace Gas Generator that's hard wired to run entire home if power goes out. Master Bedroom has lots of custom built ins, walk in California closet and central air. Basement is finished with large big screen TV and surround sound. Also has stadium seating and game room with storage closet. Heating coils on roof on south side for winter snow. Advanced system that automatically turns on. Oversized garage with work area and room for refrigerator, freezer and you can store your boat. This home is truly a gem.

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

308 Old Country, Wenham, MA 01984

Price$285,000

Est. Mortgage: $/month

MLS Number 72336812

  • Condo or Co-op
  • Half Bath 1
  • Bathroom 2
  • Year Built 1991
  • Full Bath 1

Don't miss this opportunity to own at the sought after over 55 independent living community, THE MAPLES. This beautiful, spacious, sunny 2 bedroom, 1-1/2 bath unit located on the second floor with walk-in closet and laundry in unit is a great opportunity for those looking to downsize and live maintenance free. The property is situated adjacent to the Wenham Country Club golf course. This well-maintained unit is convenient to shopping, restaurants, medical services, MBTA commuter rail and Routes 128 and 95. On-site clubhouse, library, pool and community activities make living at The Maples carefree. The building has a common area dumbwaiter so no need to carry groceries upstairs or items to basement storage. The chairlift is located on the back interior stairway (there are steps to access chairlift). This unit has a private garage space. Real estate taxes are $385/month and are INCLUDED in HOA total fee of $986/month. Affordable living in beautiful North Shore community

{$office->Name}

Windhill Realty
16 Market Street
Ipswich MA, 01938
Office: 978.356.8922

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.62% last updated on Jun 14, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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