29 Circle Dr W, Milton, DE 19968
Property image
Property image
OFF MARKET

29 Circle Dr W
Milton, DE 19968

  • 3 Beds
  • 2 Baths
  • 1,344 sqft (on 0.69 acres)

$355,300

Trulia Estimate
as of Aug 22, 2026

$355,300

Trulia Estimate
as of Aug 22, 2026
3 Beds
2 Baths
1,344 sqft
(on 0.69 acres)

Home Value

Trulia Estimate
$355K
Since last month
$100 (0%)
Since last year
Decreased$3K (-0.8%)
Since last sale
Increased$47K (+15%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$357K
July 2026$357K
June 2026$356K
May 2026$355K
April 2026$355K
March 2026$358K
February 2026$359K
January 2026$355K
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
21 Hunters Mill Rd, Milton, DE
0.12
Single-Family Home
$410,000
06/29/26
3
2
1,812
22 Circle Dr W, Milton, DE
0.18
Single-Family Home
$419,000
08/18/26
3
2
1,480
22 Circle Dr E, Milton, DE
0.25
Single-Family Home
$419,000
08/18/26
3
2
1,480
1 Hunters Mill Rd, Milton, DE
0.34
Single-Family Home
$385,000
08/13/26
3
2
1,960
18398 Hudson Rd, Milton, DE
0.53
Single-Family Home
$445,000
05/04/26
3
2
1,592
27211 Buckskin Trl, Harbeson, DE
0.22
Single-Family Home
$600,000
11/12/25
3
3
3,028
27450 Covered Bridge Trl, Harbeson, DE
0.56
Single-Family Home
$500,000
01/14/26
3
2
2,322
209 N Lake Dr, Milton, DE
0.59
Single-Family Home
$209,900
05/18/26
3
2
1,296
18853 Riverwalk Dr, Milton, DE
0.59
Single-Family Home
$435,000
03/03/26
3
2
1,597
27155 Buckskin Trl, Harbeson, DE
0.49
Single-Family Home
$580,000
08/20/26
3
3
2,627

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
21 Hunters Mill Rd, Milton, DE 19968
0.12
$410,000
3
2
1,812
Recently Sold
6 Circle Dr E, Milton, DE 19968
0.15
$361,300
3
2
1,434
Off Market
28 Circle Dr W, Milton, DE 19968
0.13
$394,900
3
2
1,822
For Sale
10 Circle Dr W, Milton, DE 19968
0.19
$424,900
3
2
1,456
For Sale
14 Circle Dr E, Milton, DE 19968
0.19
$283,100
3
2
1,232
Off Market
22 Circle Dr W, Milton, DE 19968
0.18
$419,000
3
2
1,480
Recently Sold
2 Bass Dr, Milton, DE 19968
0.22
$417,800
3
2.5
2,229
Off Market
22 Circle Dr E, Milton, DE 19968
0.25
$419,000
3
2
1,480
Recently Sold
27211 Buckskin Trl, Harbeson, DE 19951
0.22
$600,000
3
3
3,028
Recently Sold
41 Sawgrass Rd, Milton, DE 19968
0.30
$338,600
3
2
1,404
Off Market
28 Circle Dr E, Milton, DE 19968
0.28
$314,900
3
2
1,792
Off Market
30 Circle Dr E, Milton, DE 19968
0.29
$348,100
3
2
2,180
Off Market

Local Information

  • Map ViewExplore the area around 29 Circle Dr W.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
0.69 acres
Living Area
1,344 sqft
Price/Sqft
$264

About this House

Wood floors,new carpet in bedrooms, freshly painted interior, and there is room to add an attached garage. Electrical recently checked and upgraded to today's code. Attic is floored with higher ceilings, possibly for future 2nd floor living space. Quiet community in location off Rt. Easy access.
29 Circle Dr W, Milton, DE 19968 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1995. It last sold for $310,000 on May 9, 2022. It is currently off market. The Trulia Estimate is $355,300, with a rent estimate of $2,140/month.

Home Details for 29 Circle Dr W

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Dining Room, Laundry Room
Heating & Cooling
Heating: Forced Air, Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Other, Carpet, Hardwood
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: OtherExterior: VinylFoundation Type: Masonry
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Price and Tax history

DateEventPrice
May 9, 2022
Source: Bright MLS #DESU2019560
Sold
$310,000
Apr 8, 2022
Source: Bright MLS #DESU2019560
Pending
$299,450
Apr 8, 2022
Source: Bright MLS #DESU2019560
Listed For Sale
$299,450
Feb 10, 2015
Source: Agent Provided
ListingRemoved
$195,000
Sep 19, 2014
Source: Agent Provided
PriceChange
$195,000
Price decreased by 2%

Market trends in Milton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$472K
$23.33KMoM
Sale-to-List Price
98.3%
0.1%MoM
Price per sq ft
$240
$4MoM
Available listings
126
1MoM

Around this home

What Locals Say about Milton

At least 58 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

  • 67 % Say kids play outside

  • 64 % Say neighbors are friendly

  • 64 % 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

  • 42 % 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
    Flag
  • 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
    Flag
  • 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. "
    7
    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
    Flag
  • Trulia User
    "Well kept sidewalks and parks. Easy walking to stores, Milton Theatre, parks, gas station and library. "
    0
    Flag
  • 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"
    0
    Flag
  • 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.. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Circle Dr W

  • What is 29 Circle Dr W estimated to be worth?
    Trulia's estimated value for 29 Circle Dr W in Milton, DE is $355,300.
  • What is the price history for 29 Circle Dr W?
    29 Circle Dr W in Milton, DE last sold for $310,000 in May 2022.
  • Is Milton a buyer's or seller's market?
    Milton is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Milton?
    The median sale price in Milton is $472K. That is up $23.33K from the prior month.
  • Does 29 Circle Dr W have air conditioning?
    Yes, 29 Circle Dr W in Milton, DE has air conditioning.
  • Does 29 Circle Dr W have laundry facilities?
    Yes, 29 Circle Dr W in Milton, DE has laundry facilities.

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