308 Chestnut St, Milton, DE 19968
Property image
Property image
OFF MARKET

308 Chestnut St
Milton, DE 19968

  • 5 Beds
  • 3 Baths
  • 3,200 sqft

$508,100

Trulia Estimate
as of Jul 7, 2026

$508,100

Trulia Estimate
as of Jul 7, 2026
5 Beds
3 Baths
3,200 sqft

Local Information

  • Map ViewExplore the area around 308 Chestnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Great investment property(income producing) or live in one side and rent the other to offset your mortgage. Beautiful historical colonial home in the historical section of Milton. Two units, downstairs is two bedrooms one bath, upstairs three bedrooms two bathrooms with bonus room.
308 Chestnut St, Milton, DE 19968 is a 5 bedroom, 3 bathroom, 3,200 sqft multi-family built in 1900. It last sold for $440,000 on Nov 18, 2022. It is currently off market. The Trulia Estimate is $508,100, with a rent estimate of $1,569/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 308 Chestnut St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Ceiling Fan
Heating & Cooling
Heating: Forced Air, Heat PumpAir ConditioningCooling System: Central, OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
RefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Multi FamilyArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3484 sqft

Price History for 308 Chestnut St

DatePriceEventSource
11/18/2022$440,000Sold
Bright MLS #DESU2030168
10/04/2022$429,900ContingentBright MLS #DESU2030168
09/30/2022$429,900Listed For SaleBright MLS #DESU2030168
12/16/2014$239,000Sold
N/A
11/15/2014$239,000PriceChange
Agent Provided
09/19/2014$229,000Listed For SaleAgent Provided
04/24/2014$275,000ListingRemovedAgent Provided
05/14/2013$275,000Listed For SaleAgent Provided
01/25/2013$275,000ListingRemovedAgent Provided
06/26/2012$275,000PriceChange
Agent Provided
04/28/2012$279,900Listed For SaleAgent Provided

Market trends in Milton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$461K
Sale-to-List Price
—
Price per sq ft
—
Available listings
132
14MoM
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Property Tax and Assessment

Year2025
Tax$892
Assessment$422,500
Home facts updated by county records

Comparable Sales for 308 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
118 Village Center Blvd, Milton, DE
0.29
Multi-Family Home
$455,000
07/18/25
3
2.5
1,827
203 Hay St, Milton, DE
0.78
Multi-Family Home
$410,000
05/21/26
3
2.5
1,712
105 E Adams St, Georgetown, DE
7.06
Multi-Family Home
$471,000
12/04/25
5
-
2,890

Nearby homes

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Assigned Schools

These are the assigned schools for 308 Chestnut St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milton

At least 57 Trulia users voted on each feature.

  • 97 % Say parking is easy

  • 92 % Say car is needed

  • 92 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 84 % Say people would walk alone at night

  • 81 % Say there's holiday spirit

  • 70 % Say they plan to stay for at least 5 years

  • 68 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 65 % Say it's quiet

  • 62 % Say streets are well-lit

  • 61 % Say there's wildlife

  • 57 % Say there are sidewalks

  • 56 % Say there are community events

  • 43 % Say it's walkable to restaurants

  • 39 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Cris2461.cm
    "Going to Wilmington is over an hour and half. Better shopping choices are approximately 45 minutes away. Long. No public transportation "
    0
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  • Ashtat09
    "My neighbors are my friends I like to be around. We play pickleball together 3 to 5 days a week. We do aerobics together and still enjoy bbq parties on the weekends together. "
    0
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  • Ashtat09
    "I have lived in this neighborhood almost 2 years. Since it is a new development, most everyone wants make new friends and enjoy their new beach home."
    1
    Flag
  • Tj L.
    "My kids live in this area and I’m here multiple times a week. It’s very quiet and has a nice homely feel to it "
    6
    Flag
  • Evritt3
    "Everyone is friendly and picks up after their dogs. No one discriminates against breeds. Anyone and everyone is welcome. "
    6
    Flag
  • Quinese W.
    "I have lived in this neighborhood for eleven years. It's a quiet well maintained street with plenty of on and off street parking, as well as public transportation and friendly neighbors. There are several Elementary, Middle and High Schools in the area. Milton is nearby to many towns/cities that offer fun-filled entertainment for the entire family! This a wonderful place to raise a family, or start out on your own. Very close to Beaches and Resort Areas."
    6
    Flag
  • Gtdonze
    "No public trans. Need a car to go to stores post office dr office just about anywhere. Country living is the trade off. I love it"
    0
    Flag
  • Jessica D.
    "I’ve lived in Milton for almost 20 years. It’s a family town with friendly neighbors and a lot of charm. "
    0
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  • Trulia User
    "Well kept sidewalks and parks. Easy walking to stores, Milton Theatre, parks, gas station and library. "
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  • Joepickleball
    "It's got flare with eclectic people. There are a variety of outdoor events for a varied palate. The staples are close by. Name brand and one-of-a-kind stores share the town's boundaries."
    6
    Flag
  • jdoherty24
    "A few miles to the beach so it is quiet. Close enough to enjoy the beach, nightlife and shopping but far enough away so that it is quiet at night"
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  • Johnanicosia
    "Great place to retire or as a weekend retreat. Prime Hook offers very safe, clean beaches for kids and dogs. Miles of beaches to walk, exploring for wildlife and shells. Excellent place to sail and kayak. Sand bars offer fun for kids. Community backs up to Prime Hook Wildlife refuge teaming with wildlife with nesting ospreys, eagles and other waterfowl. Quiet and peaceful and a perfect all year round destination. It is one of the closest Delaware Bay beaches to Philly, DC, MD and VA.. "
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 308 Chestnut St

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Off Market Homes Near 308 Chestnut St

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