NEW 2 HRS AGO

For sale

$1,050,000

Est. $6,917/mo —

•

2,811

sq ft

20 Outlook Rd, Swampscott, MA 01907

About this home

Welcome to 20 Outlook Road, where life feels just a little easier. Set in one of Swampscott’s beloved neighborhoods, this inviting home offers the space and flexibility to grow, gather and enjoy everything that makes living on the North Shore so special. Spend mornings walking the neighborhood, afternoons by the water, and evenings enjoying all that Swampscott has to offer, with beaches, schools, shops, restaurants and the commuter rail all within easy reach. Inside, the home is warm, comfortable and designed for real life, with generous living spaces and room for everyone to spread out. Upstairs, the recently remodeled full bath features double sinks and a fresh, updated feel. But what truly sets this home apart is its flexible in-law apartment—an incredibly valuable space offering privacy for extended family, guests, an au pair, adult children, or potential rental income. It’s the kind of versatility that is increasingly difficult to find and allows the home to adapt as life changes. With a wonderful neighborhood setting, flexible living options and the coastal lifestyle that draws so many people to Swampscott, 20 Outlook Road isn't just a place to live—it's a home designed for all the different ways life can unfold.

Single-familyProperty Type

1890Year Built

4,212 sq ftLot Size

$374Price/Sq.Ft.

3 spacesParking

Listed by Melissa Weinand • The Proper Nest Real Estate

Listed by • The Proper Nest Real Estate

Listing updated: Oct 27, 2026 at 05:43pm

Redfin checked: 2 minutes ago

•Source:MLS PIN #73595654

Payment calculator

$6,917 per month

Principal and interest$5,802

Property taxes

$950

HOA dues

Home insurance

$166

Utilities

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This home is unavailable to tour on this day.

Next available date: Wednesday, October 28

Open houses

No upcoming open houses.

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Around this home

Schools

K - 12
Preschool & daycare

Swampscott Middle School

Public PreK-8 • Assigned • 0.7mi

6/10

Swampscott High School

Public 9-12 • Assigned • 0.6mi

8/10

Provided by GreatSchools

About Frederick Law Olmstead Historic

District

Frederick Law Olmstead Historic District, located between Humphrey Street and the Atlantic shoreline, is a historic and residential Swampscott neighborhood with curving, park-like streetscapes and shingle-style architecture. The district reads like a designed landscape, with stone walls, mature trees, and generous setbacks shaping a calm coastal rhythm. Character concentrates around the Humphrey Street corridor near Phillips Beach, where coffee stops, small eateries, and seaside foot traffic set the daily tempo. Community touchstones include the historic Hadley School, the Swampscott Public Library, and the Little Theatre of Swampscott for local performances. Side streets lead to pocket greens and ocean views, while beach paths and sidewalks support a walk-and-roll lifestyle. The atmosphere feels curated and coastal, with Olmsted-era planning still visible in every bend of the road.

Provided by Walk Score and Local Logic

Market insights

20 Outlook Rd · $1,050,000

DAYS ON MARKET

The average home goes pending in 23 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $755,937. (28% lower than this home)

PRICE DROP

21% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Open floor plan
Fireplace
Storm doors
Insulated windows
In-law floor plan

Bedrooms
4 bedrooms: 3 on the second floor and 1 in the basement

Bathrooms
3 full bathrooms, including 1 on the main level
Main-level bathroom with tiled shower, stone or ceramic tile flooring, double vanity, and remodeled finishes
Second-floor bathroom with tub and shower, linen closet, and double vanity
Basement bathroom with tub and shower

Kitchen
Remodeled kitchen with upgraded countertops, recessed lighting, and stainless steel appliances
Dishwasher, disposal, microwave, refrigerator, and freezer
Pot-filler faucet

Laundry & utility
Washer and dryer
Laundry in the basement
Washer and electric dryer hookups

Flooring
Hardwood and tile

Heating & cooling
Natural gas baseboard heating
Central air conditioning

Sale and tax history for 20 Outlook Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73595654

Oct 27, 2026

Listed

$1,050,000

$374/sq ft

MLS PIN #72227011

Nov 13, 2017

Sold

$645,000

$229/sq ft

Sep 26, 2017

Pending

—

Sep 12, 2017

Listed

$639,000

$227/sq ft

+25

Located on one of the best streets in the heart of the Olmsted District this stunning home is walking distance to fantastic beaches, restaurants, the commuter rail and schools. Perched on a hill in a quiet cul-de-sac this property seamlessly blends old world charm with modern amenities. The charming front porch with the original door opens up to a grand foyer with gleaming hardwood floors and intricate moldings. The open concept living and dining space is sun filled, spacious and provides a fantastic place for entertaining, while the family room adds a casual space for a playroom or watching TV.The newly renovated kitchen has stainless steal appliances a built in wine rack, pot filler, and plenty of storage. All 3 full bathrooms have been recently renovated with 2 of them featuring heated floors and double sinks. An In-law apartment with separate entrance and a walk up attic that could be used to create a master retreat round out this home. New plumbing, heating, HVAC and water heater.

MLS PIN #71765227

Jan 16, 2015

Sold

$315,000

$112/sq ft

Nov 24, 2014

Contingent

—

Nov 21, 2014

Relisted

—

Nov 13, 2014

Contingent

—

Nov 4, 2014

Listed

$349,900

$124/sq ft

+11

One of the Olmsted District’s premier streets! Outlook Road is a cul-de-sac of many beautiful, period homes. Here is your opportunity to improve this circa 1890s Seven+ room, 3 bedroom home to your desires! The property has high ceilings, wonderful light from oversized windows, and large rooms. There is lower level, above grade finished living space. Don't stress finding parking at the train station--it's a short walk from here! Walk-up attic with bonus room.

Year

Property tax

Land + Additions

Assessment*

2023

$9,392 (+7.0%)

$279,100 + $520,900

$800,000

2022

$8,777 (−3.7%)

$239,200 + $444,900

$684,100

2021

$9,112 (−0.3%)

$223,300 + $437,000

$660,300

2020

$9,139 (−3.5%)

$207,300 + $431,800

$639,100

2019

$9,473 (+44.4%)

$191,400 + $431,800

$623,200

2018

$6,560 (+4.5%)

$179,400 + $230,600

$410,000

2017

$6,275 (+0.7%)

$167,500 + $192,100

$359,600

2016

$6,232 (+6.2%)

$167,500 + $192,100

$359,600

2015

$5,870 (−11.8%)

$167,500 + $174,800

$342,300

2014

$6,657 (+3.6%)

$143,500 + $212,500

$356,000

2013

$6,423 (+3.5%)

$143,500 + $197,400

$340,900

2012

$6,205 (+1.0%)

$147,500 + $197,400

$344,900

2011

$6,145 (−3.3%)

$155,500 + $214,700

$370,200

2010

$6,353 (−3.0%)

$163,500 + $222,000

$385,500

2009

$6,551

$215,300 + $241,500

$456,800

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4,356 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

2,623

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,623

Year built

1890

Style

Single Family Residential

County

Essex County

APN

2165724

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Swampscott, MA • 01907

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

73/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.5 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 20 Outlook Rd

$1,053,261

$3,261 over list price of $1.05M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $875K to $1.1M.

SOLD JUN 17, 2026
$975,900 Last sold price
6 beds1.5 baths2,084 sq ft
63 Walker Rd, Swampscott, MA 01907
$94/sq ft
larger lot
35 years newer
SOLD OCT 7, 2026
$975,000 Last sold price
3 beds1.5 baths1,779 sq ft
115 Aspen Rd, Swampscott, MA 01907
$174/sq ft
larger lot
35 years newer
SOLD SEP 24, 2026
$875,000 Last sold price
4 beds2 baths2,000 sq ft
5 Macarthur Cir, Swampscott, MA 01907
$64/sq ft
larger lot
66 years newer
SOLD OCT 19, 2026
$970,000 Last sold price
4 beds2.5 baths2,914 sq ft
25 Edgehill Rd, Swampscott, MA 01907
$41/sq ft
larger lot
112 years newer
SOLD JUL 31, 2026
$935,000 Last sold price
4 beds2 baths2,534 sq ft
9 Sheridan Rd, Swampscott, MA 01907
$5/sq ft
10 years older
SOLD AUG 10, 2026
$1,105,000 Last sold price
3 beds2.5 baths2,170 sq ft
67 Millett Rd, Swampscott, MA 01907
$135/sq ft
larger lot
30 years newer

Rental earnings

Est. $3,916 per month, based on comparable rentals

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(617) 764-9118

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Spacious kitchen • Bright family room • Large windows

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22 Claremont Ter, Swampscott, MA 01907

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NEW 2 HRS AGO

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20 Outlook Rd, Swampscott, MA 01907

In-law apartment • Remodeled full bath • Double sinks

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Details provided by MLS PIN and may not match the public record. Learn more.

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