259 Redstart Dr, Chester, MD 21619
SOLD
MAY 12, 2026

259 Redstart Dr
Chester, MD 21619

  • 4 Beds
  • 3 Baths
  • 2,791 sqft

$799,990

Last Sold: May 12, 2026
$287/sqft
Est. Refi. Payment $4,563/mo*
Refinance Your Home

$799,990

Last Sold: May 12, 2026
$287/sqft
Est. Refi. Payment $4,563/mo*
Refinance Your Home
4 Beds
3 Baths
2,791 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

The Simone at Lot 547 features a well-balanced open-concept floorplan with a projected settlement date of March 2026, offering both style and functionality for modern living. This home includes 4 bedrooms, 3 baths, and a 2-car garage, with flexible spaces designed to adapt to everyday needs. Notable highlights include a dedicated home office and a welcoming shiplap-accented fireplace that anchors the main living area. Luxury vinyl plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, Bedroom 2, the owner’s suite, and the HovHall, while tile finishes enhance all full baths and the laundry room. Plush carpet adds comfort to the loft, second floor, and Bedrooms 3 and 4. The kitchen is thoughtfully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all paired with quartz countertops that continue into the owner’s bath. The owner’s bath is designed for comfort with a shower featuring a built-in seat, handheld shower wand, and double sinks. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 13, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$315/Monthly
Price/Sqft
$287/sqft
Listed
156 days ago

Home Details for 259 Redstart Dr

Interior Features

Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2791 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: None
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleOther Structures: Above GradeFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage Faces Front,Attached,Driveway
Pool
Pool: Community
Frontage
Waterfront: RiverNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Chester River
Finished Area
Finished Area (above surface): 2791 Square Feet

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Raised Ranch/Rambler
Building
Construction Materials: Advanced FramingIs a New Construction
Property Information
Condition: ExcellentParcel Number: 1804126587

Price & Status

Price
List Price: $799,990Price Per Sqft: $287/sqft
Status Change & Dates
Off Market Date: Wed May 13 2026Possession Timing: 120-180 Days

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: CHESTERCommunity: Four Seasons At Kent Island
School Information
Elementary School District: Queen Anne's County Public SchoolsJr High / Middle School District: Queen Anne's County Public SchoolsHigh School District: Queen Anne's County Public Schools

Building

Building Details
Builder Model: SimoneBuilder Name: K. Hovnanian Homes
Building Area
Building Area: 2791 Square Feet

Community

Is a Senior Community

HOA

Has an HOAHOA Fee: $315/Monthly

Lot Information

Lot Area: 7000 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDQA2015878Above Grade Unfinished Area: 2791

Additional Information

HOA Amenities: Billiard Room,Clubhouse,Fitness Center,Game Room,PoolSource Internet Entire Listing Display: Y
Last check for updates: about 12 hours ago
Listed by Mary Anne Kowalewski, (240) 375-5074
KOVO Realty
Bought with: Trent Gladstone, (410) 456-9466, The KW Collective
Source: Bright MLS, MLS#MDQA2015878

Price History for 259 Redstart Dr

DatePriceEventSource
05/12/2026$799,990Sold
Bright MLS #MDQA2015878
02/23/2026$799,990PendingBright MLS #MDQA2015878
02/18/2026$799,990PriceChange
Bright MLS #MDQA2015878
02/13/2026$814,990PriceChange
Bright MLS #MDQA2015878
01/30/2026$824,990PriceChange
Bright MLS #MDQA2015878
01/12/2026$829,990Listed For SaleBright MLS #MDQA2015878

Market trends in Chester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
6MoM
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Homeowner tools

Estimated monthly rent$4,219/mo
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Homes for rent near 259 Redstart Dr

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Comparable Sales for 259 Redstart Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
255 Redstart Dr, Chester, MD
0.01
Single-Family Home
$780,000
05/29/26
4
3
2,791
629 Warbler Way, Chester, MD
0.06
Single-Family Home
$694,900
12/10/25
4
3
2,791
539 Warbler Way, Chester, MD
0.15
Single-Family Home
$769,990
05/15/26
3
3
2,789
528 Warbler Way, Chester, MD
0.19
Single-Family Home
$799,500
06/05/26
4
3
2,791
527 Warbler Way, Chester, MD
0.17
Single-Family Home
$784,990
01/27/26
3
3
2,789
519 Warbler Way, Chester, MD
0.19
Single-Family Home
$799,990
01/29/26
3
3
2,789
141 Redstart Dr, Chester, MD
0.19
Single-Family Home
$879,990
03/31/26
3
3
2,789
164 Redstart Dr, Chester, MD
0.21
Single-Family Home
$844,900
10/28/25
3
3
2,789
510 Warbler Way, Chester, MD
0.41
Single-Family Home
$719,900
07/22/25
4
3
2,791

Nearby homes

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Assigned Schools

These are the assigned schools for 259 Redstart Dr.
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 Chester

At least 36 Trulia users voted on each feature.

  • 88 % Say parking is easy

  • 88 % Say car is needed

  • 86 % Say people would walk alone at night

  • 83 % Say it's dog friendly

  • 83 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 65 % Say neighbors are friendly

  • 64 % Say kids play outside

  • 64 % Say there's wildlife

  • 57 % Say yards are well-kept

  • 53 % Say there are sidewalks

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say there are community events

  • 44 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Dlmaheux
    "I’ve been here 20 years and don’t even lock my doors the majority of the time. Super safe. Wonderful sense of community all around "
    0
    Flag
  • Colinjgallagher525
    "Tucked away million dollar homes with great down-to-earth people living in them. It’s a warm community and bay living at its finest. "
    0
    Flag
  • Peggy Young
    "Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
    0
    Flag
  • Trulia User
    "Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
    0
    Flag
  • Peggy.young
    "Lots of spaces to walk dogs, lots of people who love dogs. Great way to meet neighbors. Just about everyone on the shore has a dog. Also a number of good kennels for when you travel. "
    3
    Flag
  • Taylor T.
    "Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
    0
    Flag
  • kara
    "I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
    0
    Flag
  • Robert M Heyn
    "Its always so pleasant here in Chester. Its like Everyone says HI and knows one another. The school systems are great and Chester is central located to all surrounding areas of shopping, dining, water, Annapolis and Easton. Some of tue most beautiful views in the MD pertaining to water and nature."
    1
    Flag
  • J0J0s4X4
    "They are required to clean up after them. The HOA used to pay a pooper scooper company which provided pooper containers, scoops, and bags after used to be deposited in the container. The Board decided that the dog owners should pick up the cost of picking up after their dogs and quit paying the $26,000 per year for the company."
    0
    Flag
  • Wilson
    "Not very many families, but within a great school district. Good community for people who don’t really have children. "
    0
    Flag
  • J0J0s4X4
    "it is a child friendly development and very safe. also, most homeowners have video security systems."
    0
    Flag
  • Peggy y.
    "Chester is a real community, where you know just about everyone. I live in a condo, so life is as easy as it gets. There are lots of walking trails, and you are always a stone’s throw from the Chesapeake Bay or the Chester River."
    3
    Flag
  • Eric D.
    "I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."
    0
    Flag

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Apartments for Rent

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Homes for sale near 259 Redstart Dr

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Off Market Homes Near 259 Redstart Dr

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information
259 Redstart Dr, Chester, MD 21619 is a 4 bedroom, 3 bathroom, 2,791 sqft single-family home built in 2026. This property is not currently available for sale. 259 Redstart Dr was last sold on May 12, 2026 for $799,990 (0% higher than the asking price of $799,990). The current Trulia Estimate for 259 Redstart Dr is $800,800.