Google street view image for 5 Trailside Way Unit D, Ashland, MA 01721

Off market sep 2001 for $289K

$523,787

Est. refi paymentEst. refi $1,877/mo

•

2.5 ba

•

1,624

sq ft

5 Trailside Way Unit D, Ashland, MA 01721

About this home

5 Trailside Way Unit D is a 1,624 square foot condo with 2 bedrooms and 2.5 bathrooms. - it last sold on September 28, 2001 for $289,900. Based on Redfin's Ashland data, we estimate the home's value is $523,787.

CondoProperty Type

1984Year Built

$323Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$523,787

$234K since sold in September 2001$13K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.1% higher than the average sale price ($476K) of 6 comparable homes.

BOUGHT WITH REDFIN MAY 7, 2026
$496,000
A
2 beds2 baths1,499 sq ft
86 E Bluff Rd #86, Ashland, MA 01721
SOLD JUL 23, 2026
$493,000
B
2 beds1.5 baths1,602 sq ft
89 Leland Farm Rd #89, Ashland, MA 01721
SOLD APR 30, 2026
$510,000
C
2 beds2.5 baths1,967 sq ft
102 Captain Eames Cir #102, Ashland, MA 01721
SOLD MAR 18, 2026
$450,000
D
2 beds2 baths1,296 sq ft
241 Trailside Way #241, Ashland, MA 01721
SOLD APR 2, 2026
$425,000
E
2 beds2 baths1,224 sq ft
306 Trailside Way #306, Ashland, MA 01721
SOLD JUN 30, 2026
$480,000
F
2 beds1.5 baths1,472 sq ft
77 Leland Farm #77, Ashland, MA 01721

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$437,828

Est. take-home

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Est. cash available

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$2,945/mo

Redfin rental estimate

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Market trends in 01721, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.5%

0.7% MoM

Median sale price

$680K

$35K MoM

Avg. days on market

19d

1 days MoM

Recently sold homes

2 MoM

New listings for sale

$729,000
4 beds1.5 baths1,632 sq ft
21 Cutler Dr, Ashland, MA 01721
$539,900
3 beds1 bath1,483 sq ft
192 Prospect St, Ashland, MA 01721
3D & VIDEO TOUR
$629,000
2 beds2.5 baths2,218 sq ft
133 America Blvd #133, Ashland, MA 01721
$549,000
3 beds2 baths1,568 sq ft
62 W Union St, Ashland, MA 01721
$640,000
2 beds2.5 baths1,920 sq ft
245 America Unit 21d, Ashland, MA 01721
3D WALKTHROUGH
$458,000
3 beds1.5 baths1,292 sq ft
266 Front St #266, Ashland, MA 01721
$539,900
2 beds2.5 baths1,814 sq ft
16 Treasure Way #16, Ashland, MA 01721
$469,900
3 beds2.5 baths1,456 sq ft
93 Meeting House Path #93, Ashland, MA 01721
See all

Provided by Redfin

Sale history for 5 Trailside Way Unit D

Tax history for 5 Trailside Way Unit D

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

Property details

Interior

Basement Information
Basement Sq. Ft: 168
Basement Type: Full

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 5

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Townhouse

Property Information
Subdivision Name: SPYGLASS HILL
Living Sq. Ft: 1,624
Gross Sq. Ft: 2,004
Ground Floor Sq. Ft: 1,624
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 430,424
Municipality Name: ASHLAND
Acres: 9.8812
State Use Description: CONDOMINIUM

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 1,624
Stories: 2.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1984
Year Renovated: 1987
County: Middlesex County
APN: 1780590S

Home facts updated by county records on Sep 11, 2026

Around this home

Schools

K - 12
Preschool & daycare

Henry E Warren Elementary School

Public K-2 • Assigned • 0.8mi

Ashland Middle School

Public 6-8 • Assigned • 2.5mi

9/10

Ashland High School

Public 9-12 • Assigned • 1.7mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Ashland, MA • 01721

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$498,000 – $603,000

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Nearby similar homes

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Four-season sunroom • Spacious deck • 0.34 acre lot

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Hardwood floors • 0.47 acre lot • Garage

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Largest floor plan • Natural light • Pristine hardwoods

3D WALKTHROUGH

$458,000

3 beds1.5 baths1,292 sq ft

266 Front St #266, Ashland, MA 01721

No condo fees • Ample cabinet space • Wet bar

$539,900

2 beds2.5 baths1,814 sq ft

16 Treasure Way #16, Ashland, MA 01721

Eat-in kitchen • Private deck • Gas fireplace

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Updated kitchen • First floor bedroom • Washer and dryer

Home values near 5 Trailside Way Unit D

Data from public records.

Address	Redfin Estimate
63 Trailside Way Unit 12B, Ashland, MA 3 Beds \| 2.5 Baths \| 1448 Sq. Ft.	$469,018
7 Trailside Way, Ashland, MA 2 Beds \| 2.5 Baths \| 1624 Sq. Ft.	$527,930
93 Trailside Way Unit 93, Ashland, MA 2 Beds \| 2.5 Baths \| 1805 Sq. Ft.	$514,429
77 Trailside Way Unit 77, Ashland, MA 2 Beds \| 2 Baths \| 1316 Sq. Ft.	$471,223
35 Trailside Way Unit 35, Ashland, MA 2 Beds \| 2.5 Baths \| 1339 Sq. Ft.	$468,265
71 Trailside Way Unit 71, Ashland, MA 2 Beds \| 2.5 Baths \| 1339 Sq. Ft.	$452,203
11 Trailside Way Unit C, Ashland, MA 2 Beds \| 2.5 Baths \| 1631 Sq. Ft.	$472,901

Address	Redfin Estimate
5 Trailside Way, Ashland, MA 2 Beds \| 2.5 Baths \| 1631 Sq. Ft.	$526,798
65 Trailside Way Unit 65, Ashland, MA 3 Beds \| 2.5 Baths \| 1452 Sq. Ft.	$489,008
35 Trailside Way, Ashland, MA 2 Beds \| 2.5 Baths \| 1363 Sq. Ft.	$456,101
119 Trailside Way Unit 119, Ashland, MA 2 Beds \| 1.5 Baths \| 1316 Sq. Ft.	$458,411
3 Trailside Way Unit 3, Ashland, MA 2 Beds \| 1.5 Baths \| 1316 Sq. Ft.	$441,633
31 Trailside Way Unit 31, Ashland, MA 2 Beds \| 1.5 Baths \| 1517 Sq. Ft.	$445,573
53 Trailside Way Unit 53, Ashland, MA 2 Beds \| 1.5 Baths \| 1300 Sq. Ft.	$417,711

Address	Redfin Estimate
15 Trailside Way, Ashland, MA 2 Beds \| 2.5 Baths \| 1624 Sq. Ft.	$529,831
33 Trailside Way, Ashland, MA 2 Beds \| 1.5 Baths \| 1316 Sq. Ft.	$443,707
75 Trailside Way Unit 75, Ashland, MA 2 Beds \| 1.5 Baths \| 1316 Sq. Ft.	$474,911
37 Trailside Way Unit 37, Ashland, MA 2 Beds \| 2.5 Baths \| 1363 Sq. Ft.	$467,298
11 Trailside Way Unit 11, Ashland, MA 2 Beds \| 2.5 Baths \| 1631 Sq. Ft.	$496,496
67 Trailside Way Unit 12 D, Ashland, MA 3 Beds \| 2.5 Baths \| 1490 Sq. Ft.	$493,746
117 Trailside Way Unit 117, Ashland, MA 2 Beds \| 1.5 Baths \| 1316 Sq. Ft.	$432,701

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