OFF MARKET

Off market jan 2014 for $1.1M

$2,051,924

Est. refi paymentEst. refi $2,224/mo

•

3,929

sq ft

59 Outlook Dr, Lexington, MA 02421

About this home

Welcome to this tastefully expanded Contemporary Colonial surrounded by colorful perennials and stone walls in a peaceful, bucolic setting on desirable Prospect Hill. The appealing open floor plan, numerous windows and vaulted ceilings perfectly enhance the first floor bump outs and second floor addition. There are numerous options for entertaining or quiet spaces that include a 1st floor home office with separate entrance, library and 1st floor bedroom with private entrance. The roomy master suite with vaulted ceiling includes a master bath with new tile shower. This pretty home has been improved by several recent updates that include: recently stained exterior, refurbished mahogany deck, several painted interior rooms, new master shower, new carpet and heating in lower level playroom and so much more. Located in a wonderful neighborhood within walking distance of the elementary, middle and high schools, this is a home to cherish and enjoy!

Single-familyProperty Type

1955Year Built

0.47 acresLot Size

$522Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Judith Moore • The Higgins Group REALTORS®

Bought with Edie Ruquist • The Higgins Group REALTORS®

Redfin checked: a minute ago

•Source:MLS PIN #71613992

Redfin Estimate

$2,051,924

$889K since sold in January 2014$0 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.9% lower than the average sale price ($2.25M) of 6 comparable homes.

SOLD JUN 29, 2026
$2,705,000
A
5 beds4.5 baths4,559 sq ft
16 Hastings Rd, Lexington, MA 02421
SOLD JUL 28, 2026
$1,860,000
B
4 beds3 baths3,528 sq ft
32 Baskin Rd, Lexington, MA 02421
SOLD OCT 19, 2026
$2,300,000
C
4 beds4.5 baths4,376 sq ft
171 Lincoln St, Lexington, MA 02421
SOLD JUN 23, 2026
$1,750,000
D
5 beds3 baths3,100 sq ft
58 Hill St, Lexington, MA 02421
SOLD OCT 15, 2026
$2,675,000
E
5 beds4 baths5,024 sq ft
209 Waltham St, Lexington, MA 02421
SOLD AUG 21, 2026
$2,221,000
F
4 beds3.5 baths4,262 sq ft
1 Munroe Rd, Lexington, MA 02421

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Sell

$1,287,231

Est. take-home

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Rent

$7,474/mo

Redfin rental estimate

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Market trends in 02421, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.9%

0.3% MoM

Median sale price

$1.7M

$31K MoM

Avg. days on market

33d

8 days MoM

Recently sold homes

22 MoM

New listings for sale

NEW 35 HRS AGO
$1,099,800
3 beds2 baths1,830 sq ft
18 Middle, Lexington, MA 02421
COMING SOON
$2,850,000
7 beds6.5 baths6,800 sq ft
26 Webster Rd, Lexington, MA 02421
EARLY ACCESS
$1,979,000
4 beds4 baths4,548 sq ft
6 Lake St, Lexington, MA 02421
$1,248,000
3 beds2 baths2,034 sq ft
9 Sutherland Rd, Lexington, MA 02421
EARLY ACCESS
$1,450,000
4 beds2 baths2,060 sq ft
20 Taft Ave, Lexington, MA 02421
$3,288,000
5 beds6 baths4,935 sq ft
10 Willard Cir, Lexington, MA 02421
$1,995,000
5 beds2.5 baths4,023 sq ft
17 Sutherland Rd, Lexington, MA 02421
OPEN SUN, 12PM TO 1:30PM
$3,195,000
6 beds6.5 baths7,583 sq ft
5 Sunset Rdg, Lexington, MA 02421
COMING SOON
$1,889,000
4 beds3.5 baths2,779 sq ft
19 Vine Brook Rd, Lexington, MA 02421
OPEN WED, 4:30PM TO 6PM
$2,500,000
4 beds3.5 baths3,000 sq ft
2 Pleasant St #2, Lexington, MA 02421
See all

Provided by Redfin

Sale history for 59 Outlook Dr

Year

Property tax

Land + Additions

Assessment*

2026

$20,656 (−2.5%)

$937,000 + $741,000

$1,678,000

2025

$21,195 (+2.3%)

$892,000 + $841,000

$1,733,000

2024

$20,715 (+1.5%)

$850,000 + $841,000

$1,691,000

2023

$20,410 (+6.4%)

$773,000 + $797,000

$1,570,000

2022

$19,182 (+6.1%)

$702,000 + $688,000

$1,390,000

2021

$18,074 (+3.5%)

$640,000 + $616,000

$1,256,000

2020

$17,464 (+4.2%)

$640,000 + $603,000

$1,243,000

2019

$16,760 (+2.1%)

$610,000 + $577,000

$1,187,000

2018

$16,416 (−4.0%)

$581,000 + $567,000

$1,148,000

2017

$17,098 (+3.9%)

$568,000 + $612,000

$1,180,000

2016

$16,454 (+13.0%)

$517,000 + $610,000

$1,127,000

2014

$14,564 (+3.9%)

$428,000 + $511,000

$939,000

2013

$14,014 (+2.8%)

$428,000 + $494,000

$922,000

2012

$13,638 (+3.2%)

$428,000 + $483,000

$911,000

2011

$13,219 (+3.9%)

$421,000 + $497,000

$918,000

2010

$12,723 (+4.4%)

$421,000 + $497,000

$918,000

2009

$12,192

$443,000 + $497,000

$940,000

Tax history for 59 Outlook Dr

Year

Property tax

Land + Additions

Assessment*

2026

$20,656 (−2.5%)

$937,000 + $741,000

$1,678,000

2025

$21,195 (+2.3%)

$892,000 + $841,000

$1,733,000

2024

$20,715 (+1.5%)

$850,000 + $841,000

$1,691,000

2023

$20,410 (+6.4%)

$773,000 + $797,000

$1,570,000

2022

$19,182 (+6.1%)

$702,000 + $688,000

$1,390,000

2021

$18,074 (+3.5%)

$640,000 + $616,000

$1,256,000

2020

$17,464 (+4.2%)

$640,000 + $603,000

$1,243,000

2019

$16,760 (+2.1%)

$610,000 + $577,000

$1,187,000

2018

$16,416 (−4.0%)

$581,000 + $567,000

$1,148,000

2017

$17,098 (+3.9%)

$568,000 + $612,000

$1,180,000

2016

$16,454 (+13.0%)

$517,000 + $610,000

$1,127,000

2014

$14,564 (+3.9%)

$428,000 + $511,000

$939,000

2013

$14,014 (+2.8%)

$428,000 + $494,000

$922,000

2012

$13,638 (+3.2%)

$428,000 + $483,000

$911,000

2011

$13,219 (+3.9%)

$421,000 + $497,000

$918,000

2010

$12,723 (+4.4%)

$421,000 + $497,000

$918,000

2009

$12,192

$443,000 + $497,000

$940,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.47 Acres

Year renovated

—

Sq. Ft.

3,135

Year built

1955

Style

Multi-Family (2-4 Unit)

County

Middlesex County

APN

1906281S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 11, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Paved Drive, Paved

Interior

Master Bedroom Information
Area: 299
Length: 23
Width: 13
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Cathedral Ceiling(s),Ceiling Fan(s),Closet,Flooring - Wall to Wall Carpet,Recessed Lighting

Bedroom #2 Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Cathedral Ceiling(s),Ceiling Fan(s),Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 210
Length: 15
Width: 14
Level: Second
Features: Bathroom - Full,Cathedral Ceiling(s),Ceiling Fan(s),Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 156
Length: 13
Width: 12
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 192
Length: 16
Width: 12
Level: First
Features: Cathedral Ceiling(s),Closet,Flooring - Wall to Wall Carpet,Exterior Access,Slider

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 72
Length: 12
Width: 6
Level: First
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 56
Length: 8
Width: 7
Level: First
Features: Bathroom - Full,Flooring - Hardwood

Bathroom #3 Information
Area: 207
Length: 23
Width: 9
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting

Living Room Information
Area: 286
Length: 22
Width: 13
Level: First
Features: Wood / Coal / Pellet Stove,Flooring - Hardwood,Window(s) - Bay/Bow/Box,French Doors,Deck - Exterior,Exterior Access

Family Room Information
Area: 208
Length: 16
Width: 13
Level: First
Features: Cathedral Ceiling(s),Flooring - Hardwood,Balcony / Deck,French Doors

Dining Room Information
Area: 176
Length: 16
Width: 11
Level: First
Features: Flooring - Hardwood,Recessed Lighting

Kitchen Information
Area: 168
Length: 14
Width: 12
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Stainless Steel Appliances

Office Room Information
Area: 238
Length: 17
Width: 14
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,French Doors,Deck - Exterior,Exterior Access,Recessed Lighting

Basement Information
Basement: Full, Partially Finished, Garage Access, Sump Pump

Laundry Information
Laundry Dimen: 12X6
Laundry Features: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Second Floor, Gas Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 14
Door Features: French Doors, Insulated Doors
Window Features: Window(s) - Bay/Bow/Box, Insulated Windows, Screens
Flooring: Wood, Tile, Carpet, Flooring - Wall to Wall Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Closet, Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Bathroom - Half, Home Office, Library, Foyer, Bathroom, Play Room

Exterior

Building Information
Building Area (Total): 3,929
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Grey

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Exterior, Deck
Exterior Features: Deck, Professional Landscaping, Screens, Stone Wall

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat

Lot Information
Lot Size (Acres): 0.47
Lot Features: Wooded
Frontage Length: 76
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $14,189
Tax Year: 2013

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Natural Gas, Hydro Air
Cooling: Central Air

Location

Location Information
Directions: Marrett Road to Prospect Hill Road to Outlook Drive
UnparsedAddress: 59 Outlook Drive, Lexington MA 02421

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, House of Worship, Public School

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 3,135
Stories: 2.0
Lot Size: 0.47 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1955
Year Renovated: —
County: Middlesex County
APN: 1906281S

Home facts updated by county records on Sep 11, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: Some Peonys Near The Mailbox.
StandardStatus: Closed

Around this home

Schools

Bridge Elementary School

Public K-5 • Assigned • 0.2mi

10/10

Jonas Clarke Middle School

Public 6-8 • Assigned • 0.8mi

10/10

Lexington High School

Public 9-12 • Assigned • 0.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Lexington continues to be a competitive Seller's market driven by its historic appeal & location. With buildable land exhausted, true inventory growth is very constrained; development mostly replaces existing homes. New zoning laws will eventually...
1 month ago • Lexington
Benjamin Ginsburg
Redfin Premier agent
155 deals
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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, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Lexington, MA • 02421

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.95M – $2.36M

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Home values near 59 Outlook Dr

Data from public records.

Address	Redfin Estimate
49 Outlook Drive, Lexington, MA 4 Beds \| 3 Baths \| 2100 Sq. Ft.	$1,408,247
67 Outlook Drive, Lexington, MA 7 Beds \| 7 Baths \| 6433 Sq. Ft.	$2,879,281

Address	Redfin Estimate
65 Outlook Drive, Lexington, MA 5 Beds \| 3 Baths \| 2696 Sq. Ft.	$1,938,575
60 Outlook Drive, Lexington, MA 3 Beds \| 2.5 Baths \| 2770 Sq. Ft.	$1,718,716

Address	Redfin Estimate
54 Outlook Drive, Lexington, MA 4 Beds \| 3 Baths \| 2336 Sq. Ft.	$1,612,397
66 Outlook Drive, Lexington, MA 5 Beds \| 3.5 Baths \| 2938 Sq. Ft.	$1,735,326

Property information provided by MLS PIN when last listed in 2013. This data may not match . Learn more.

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