27 Pinecliff Dr, Marblehead, MA 01945
Property image
Property image
OFF MARKET

$2,844,000

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,984 sqft (on 0.65 acres)

27 Pinecliff Dr, Marblehead, MA 01945

Est. Refi. Payment $18,416/mo*
Refinance Your Home
Currently Off Market - Sold Feb 27, 2019 for $965,000

Home Value

Trulia Estimate
$2.84M
Since last month
$1K (0%)
Since last year
Decreased$24K (-0.8%)
Since last sale
Increased$2M (+194.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +46% in the last 10 years
MonthEstimated value
2026
October 2026$2.84M
September 2026$2.83M
August 2026$2.85M
July 2026$2.83M
June 2026$2.91M
May 2026$2.83M
April 2026$2.8M
March 2026$2.77M
February 2026$2.64M
January 2026$2.58M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Pinecliff Dr, Marblehead, MA
0.01
Single-Family Home
$4,250,000
10/20/25
5
4.5
5,725
436 Lafayette St, Salem, MA
0.41
Single-Family Home
$1,450,000
12/01/25
4
2.5
5,109
11 Arrowhead Rd, Marblehead, MA
0.23
Single-Family Home
$1,500,000
07/06/26
4
3
3,526
126 Lafayette St, Marblehead, MA
0.49
Single-Family Home
$1,247,500
06/15/26
4
2.5
2,952
30 Amherst Rd, Marblehead, MA
0.51
Single-Family Home
$815,000
01/30/26
4
3
2,484
155 Village St, Marblehead, MA
0.63
Single-Family Home
$1,800,000
02/20/26
6
3.5
4,060
16 Hemenway Rd, Salem, MA
0.40
Single-Family Home
$1,461,000
06/30/26
4
2.5
3,231
11 Hillcrest Rd, Marblehead, MA
0.68
Single-Family Home
$1,800,000
10/09/26
4
3.5
3,567
6 Desmond Ter, Salem, MA
0.52
Single-Family Home
$914,000
05/21/26
4
3
3,025
15 Westport Ln, Marblehead, MA
0.59
Single-Family Home
$2,250,000
07/01/26
5
3.5
4,184

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
29 Pinecliff Dr, Marblehead, MA 01945
0.01
-
5
4.5
5,725
Off Market
25 Pinecliff Dr, Marblehead, MA 01945
0.03
$2,928,200
3
3
2,735
Off Market
50 Pinecliff Dr, Marblehead, MA 01945
0.04
$2,372,800
3
2.5
3,142
Off Market
49 Pinecliff Dr, Marblehead, MA 01945
0.04
$1,417,300
3
4
2,824
Off Market
28 Pinecliff Dr, Marblehead, MA 01945
0.05
$1,515,600
4
3
2,128
Off Market
26 Pinecliff Dr, Marblehead, MA 01945
0.05
$1,487,000
3
3
2,525
Off Market
23 Pinecliff Dr, Marblehead, MA 01945
0.06
$3,794,600
5
3.5
3,576
Off Market
47 Pinecliff Dr, Marblehead, MA 01945
0.06
$1,099,300
3
3
2,202
Off Market
32 Pinecliff Dr, Marblehead, MA 01945
0.06
$1,428,700
4
3
2,631
Off Market
33 Pinecliff Dr, Marblehead, MA 01945
0.06
$1,623,300
3
4
4,146
Off Market
22 Pinecliff Dr, Marblehead, MA 01945
0.07
$1,457,300
4
3
2,173
Off Market
48 Pinecliff Dr, Marblehead, MA 01945
0.07
$2,802,100
4
4.5
4,502
Off Market
15 Driftwood Rd, Marblehead, MA 01945
0.07
$1,236,700
3
2
2,116
Off Market
27-29 Pinecliff Dr, Marblehead, MA 01945
0.07
-
-
-
-
Off Market
34 Pinecliff Dr, Marblehead, MA 01945
0.08
$1,586,300
4
3
3,999
Off Market
11 Driftwood Rd, Marblehead, MA 01945
0.08
$1,189,200
4
3
1,606
Off Market
21 Pinecliff Dr, Marblehead, MA 01945
0.08
$1,543,000
3
3
3,677
Off Market
39 Pinecliff Dr, Marblehead, MA 01945
0.08
$1,650,500
5
3.5
3,660
Off Market
41 Pinecliff Dr, Marblehead, MA 01945
0.08
$1,314,500
3
3
2,540
Off Market
17 Driftwood Rd, Marblehead, MA 01945
0.08
$1,139,800
3
4
1,908
Off Market

Local Information

  • Map ViewExplore the area around 27 Pinecliff Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1974
0.65 acre lot
3,984 sqft
$714/sqft
Garage

About this House

Direct and private HARBOR FRONT views abound in this one of a kind home in the Cliffs neighborhood. Smell the ocean and listen to the sea gulls while enjoying a glass of wine, pool side and gazing out over the harbor. Cozy up near one of the many picture windows to enjoy the views inside and the warmth of one of the 3 fire places that are laid with the original bricks from the Beacon Hill sidewalks. The first floor master wing provides stunning views, full master bath, office and first floor laundry. An upgraded and open concept kitchen provides the perfect spot for entertaining with beamed ceiling, breakfast nook and views into the dining room overlooking the water. Upstairs boasts an additional 4 bedrooms and 2 full baths while the lower level offers an additional 1500 square feet of partially finished pool level living space. House can be purchased with an additional half acre of buildable harbor front land MLS #72449646.
27 Pinecliff Dr, Marblehead, MA 01945 is a 5 bedroom, 4 bathroom, 3,984 sqft single-family home built in 1974. It last sold for $965,000 on Feb 27, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,844,000, with a rent estimate of $7,103/month.

Home Details for 27 Pinecliff Dr

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Baseboard, Radiant, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.65 acres

Price and Tax history

DateEventPrice
Feb 27, 2019
Source: N/A
Sold
$965,000
Feb 27, 2019
Source: Agent Provided
PriceChange
$2,190,000
Price increased by 83%
Feb 11, 2019
Source: Agent Provided
Pending
$1,195,000
Feb 5, 2019
Source: Agent Provided
PriceChange
$1,195,000
Price decreased by 45%
Jan 9, 2019
Source: Agent Provided
PriceChange
$2,190,000
Price increased by 33%

Market trends in Marblehead

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
46
4MoM

Around this home

What Locals Say about Marblehead

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 77% say there's holiday spirit
  • 72% say there are sidewalks
  • 70% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
At least 107 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 80 % Say yards are well-kept

  • 78 % Say kids play outside

  • 78 % Say parking is easy

  • 78 % Say car is needed

  • 77 % Say there's holiday spirit

  • 72 % Say there are sidewalks

  • 70 % Say it's walkable to restaurants

  • 70 % Say neighbors are friendly

  • 69 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say it's walkable to grocery stores

  • 64 % Say there's wildlife

  • 64 % Say streets are well-lit

  • 47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There are lots of community events and one of the best July 4th celebrations. Lots of church groups, Council on aging, etc"
    0
    Flag
  • 9vpwcs25jb
    "Everyone is friendly towards dogs. The dogs love every person who comes close to them. It’s a pleasure to see. "
    0
    Flag
  • 9vpwcs25jb
    "I work from home so I don’t commute. I have the best of both worlds and I’m totally appreciative. Out of the worst pandemic comes the best commute ever! How lucky we are!! "
    0
    Flag
  • Lytania Jason Knowles
    "I work ten minutes away so it’s great. 7:45-8:15 in town is a mess because all the schools are doing drop off. "
    0
    Flag
  • MARC MELTZER
    "Aside from the morning & afternoon traffic the commute is okay but to & from work can be very stressful "
    0
    Flag
  • Bdmn63
    "This is an absolutely fantastic community with parents who are actively involved with their families in the community great schools and great lifestyle with the beaches in waterfronts"
    3
    Flag
  • Tpnohelty
    "Great area to walk with dogs. Safe neighborhood and everyone keeps their dogs leashed when out and about."
    2
    Flag
  • Cassandra
    "Christmas walk every year Santa comes in a lobster boat and they have a parade and all the local stores have specials "
    1
    Flag
  • Cassandra
    "Art festival in the summer. Sidewalk sales for all the local shops. Crocker park has fireworks on holidays and beautiful view of the ocean. Outdoor dining on the water "
    4
    Flag
  • R E. M.
    "this is a one of a kind community. it is very historic, going back to the 1600's. it is very safe and family friendly. it is a bit hard to commute to, but totally worth it."
    5
    Flag
  • Chalvinleo
    "Marblehead is truly something else. I have lived here for the past 10 years and I am sad to leave. This town will always feel like home. "
    0
    Flag
  • Msherman48
    "It’s Marblehead, an almost 400 year old fishing village on Massachusetts Bay. We have a small town but urban “walking” downtown on a spectacularly beautiful natural harbor. This is the real thing! And, it’s only a short hop to Boston, America’s intellectual capital city. If it didn’t have a cold winter, the whole world would want to live here!"
    1
    Flag
  • Cynshor
    "Takes a little while to get out of Marblehead and through surrounding Salem and Swampscott. Worth every minute on the ride home when you hit the water views."
    3
    Flag
  • dbrownbos
    "My neighborhood is in a great location close to schools and old town section of town. You can walk to shopping and the harbor. Lots of attractions nearby. "
    2
    Flag
  • Frank K.
    "I’ve lived in this neighborhood for fourteen years and have nice neighbors. It is safe and people watch out for each other."
    2
    Flag
  • Rhonda
    "Stunning ocean and harbor views. Beach and water sports. Walking running and biking on the Neck. Eastern and Corinthian yacht clubs among others. "
    1
    Flag
  • richard n. a.
    "Fabulous and unique seaside community. History is everywhere. 16 miles from Boston. No place to build so housing is always in demand and home values do not get hit hard in economic downturns. Great town to protect your real estate investment. "
    1
    Flag
  • Sean
    "A corner lot in the desirable family neighborhood. Kids all abound. Ice Cream Trucks and good people."
    0
    Flag
  • Alicia H.
    "I live here and this town is fantastic - it's beautiful and friendly and full of things to do! "
    0
    Flag
  • Arian S.
    "Excellent location, wonderful views, quite. I love to live and work here."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Pinecliff Dr

  • What is 27 Pinecliff Dr estimated to be worth?
    Trulia's estimated value for 27 Pinecliff Dr in Marblehead, MA is $2,844,000.
  • What is the price history for 27 Pinecliff Dr?
    27 Pinecliff Dr in Marblehead, MA last sold for $965,000 in February 2019.
  • Is Marblehead a buyer's or seller's market?
    Marblehead is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Marblehead?
    Residents describe Marblehead, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Marblehead, MA.
  • Does 27 Pinecliff Dr have air conditioning?
    Yes, 27 Pinecliff Dr in Marblehead, MA has air conditioning.
  • Does 27 Pinecliff Dr have a pool?
    Yes, 27 Pinecliff Dr in Marblehead, MA has a pool.

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