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$79,000
3 Beds ⋅ 1 Baths
Come check out this Diamond in the Rough, Great investment Opportunity! This 3-bedroom, 1-bathroom end-of-row town house has so much potential!! New roof installed in 2025!! With 1,114 sq. ft. of space, this property is ready for a major rehab, allowing you to customize it to your vision and maximize returns. The enclosed patio will offer a cozy outdoor retreat, perfect for relaxation or entertaining. The unfinished basement provides additional storage or the opportunity to create a functional living space. With on-street parking and a solid brick structure, the foundation is set for a lucrative investment. It's Priced right and ready to go! Don't miss your chance to transform this property and capitalize on your investment!! *All Measurements are Approximate and Not Guaranteed.

1228 Clover Ln, Chester

Listing courtesy of United Real Estate. Contact: (484) 367-7727
$115,000
3 Beds ⋅ 1 Baths
Newly Updated for your approval! 1220 W 9th st Is ready for its new owner, come see what Chester has to offer, Move In Ready!

1220 W 9th St, Chester

Listing courtesy of JMG Pennsylvania. Contact: 8334263567
$149,000
3 Beds ⋅ 2 Baths
Come and get it! Fixer-upper opportunity in Chester featuring 3 bedrooms and 1 full bathroom. Great opportunity for an investor looking for their next project. Property needs extensive renovations and is being sold 100% as-is. Buyer is responsible for all inspections, due diligence, and any required township and/or state inspections, certifications, or repairs. Seller will make no repairs or concessions. Schedule your showing today!

316 E 24th St, Chester

Listing courtesy of Prime Realty Partners. Contact: 8569065885
$899,000
3 Beds ⋅ 3 Baths
Welcome to 148 Elinor Street, where timeless coastal style meets a beautifully reimagined interior in the sought-after waterfront community of Gibson’s Grant. This 3-bedroom, 2.5-bath Hartley model by Koch Homes underwent an extensive renovation in 2025, creating a truly turnkey home filled with thoughtful upgrades, designer finishes, and exceptional attention to detail. Step inside to refinished and newly stained hardwood floors, fresh designer paint, upgraded lighting, new interior doors with Emtek hardware, and a beautifully updated staircase. The dining room was opened to create a more connected, airy flow, while upgraded recessed lighting and Lutron Caséta switches add modern convenience throughout. The kitchen has been refreshed with new KitchenAid appliances, backsplash, under-cabinet lighting, updated fixtures and hardware, a new exhaust fan and disposal, instant hot water, and an enhanced pantry with pull-out storage. Just beyond, the mudroom adds both charm and function with brick flooring and Pottery Barn built-ins. The primary suite feels like a private retreat, featuring a completely renovated bath with a custom vanity, Kohler fixtures, and a luxurious BainUltra spa tub with chromatherapy lighting, along with added built-in closet storage. The guest bath and powder room have also been beautifully updated, while the laundry room features new cabinetry, luxury vinyl flooring, and a new GE washer and dryer. Outside, enjoy a private setting backing to trees and a quiet rear alley. Extensive professional landscaping, a drip irrigation system, landscape lighting, new pergola, and added deck railing create an inviting outdoor space for relaxing or entertaining. Even the garage has been thoughtfully upgraded with an EV charger, Elfa shelving, motion-detected lighting, fresh paint, and a GE refrigerator. Located in Gibson’s Grant, one of Kent Island’s most desirable waterfront communities, residents enjoy picturesque streets, walking trails, a community pool and clubhouse, waterfront pavilion, fishing pier, kayak launch, and beautiful views of Macum Creek and the Chester River. With its extensive 2025 renovation, private setting, and coveted Gibson’s Grant location, 148 Elinor Street offers the rare opportunity to enjoy an established coastal community with the feel and finish of a newly designed home.

148 Elinor St, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$219,900
4 Beds ⋅ 1 Baths
Welcome to 1408 Siegel St, a well maintained 4-bedroom, 1-bathroom townhome in the desirable Sun Hill area of Chester, steps away from Widener University. Step inside to the living room with hardwood flooring, which opens into the dining room. One bedroom is located on this level with access from the living room. The interior boasts hardwood flooring throughout, enhancing its aesthetic and potential rental value. The kitchen includes stainless steel appliances, including a gas oven and a refrigerator, with direct access to the back yard. Upstairs, you'll find 3 additional bedrooms, all with hardwood flooring and a full hall bathroom. The unfinished basement provides additional space for storage. Located by Widener University, this property is well-positioned for rental demand. This property is currently tenant-occupied and is being offered as an income-producing rental investment. Don’t miss the chance to secure a strong addition to your investment portfolio.

1408 Siegel St, Chester

Listing courtesy of RE/MAX Main Line-West Chester. Contact: 6106922228
$595,000
27 East 7th Street is a fully occupied, 6-unit multifamily property in Chester, Pennsylvania. Built in 1920 and renovated in 2023, the property consists of five two-bedroom units and one studio unit across 4,617 square feet. The updated unit interiors feature renovated kitchens and baths, vinyl plank flooring, and fresh finishes throughout, positioning the asset for minimal near-term capital requirements. The property offers embedded rental upside: current in-place rent totals $76,500 annually against a market potential of $87,600 - a gap of $11,100 (14.5%). Bringing rents to market would raise NOI to approximately $49,461, improving the cap rate to approximately 8.3%.

27 E 7th St, Chester

Listing courtesy of VRA Realty. Contact: 4848001777
$259,000
3 Beds ⋅ 2 Baths
Welcome to Welcome to 726 E 18th st, a charming 3-bedroom, 1.5-bathroom townhouse by Widener University. This home is an outstanding opportunity for landlords looking to capitalize on the student rental market. Just steps from main campus. Recently updated, newer kitchen, newer baths, central AC and Heat and a lot more. Detached one car garage with nice size back yard for Entertainment. I-95 and transportation nearby. Need to see it to appreciate. Call today.

726 E 18th St, Chester

Listing courtesy of Century 21 Preferred. Contact: (610) 565-8990
$819,900
3 Beds ⋅ 3 Baths
Located in the sought-after waterfront community of Gibson’s Grant, this beautiful Koch Homes property features the popular Ashford model, with a first-floor Primary Bedroom enhanced by a three-foot extension. A first-floor study offers flexible space for a home office, den, or possible fourth bedroom. Thoughtfully designed and exceptionally well-maintained, the home offers numerous updates and features, including a new roof installed in 2026 with a transferable manufacturer’s warranty and a new kitchen completed in 2022 featuring GE Café appliances, including a professional 36” six-burner range with convection oven, an additional oven in the island, and an Advantium speed-cook microwave. The kitchen appliances are under warranty through February 2028. The Primary Bathroom was renovated in 2019 and features heated floors, an oversized shower, and a customized makeup vanity. A Rinnai tankless hot water system provides efficient, on-demand hot water. The main level features beautiful hardwood floors, a convenient half bath, motorized window blinds in the Family Room, and a Ring security system. The home also offers a spacious basement crawl space with convenient interior access, providing valuable additional storage for seasonal items and household belongings, as well as a water-powered backup sump pump for added peace of mind. Outdoor spaces are equally inviting, with a welcoming front porch, spacious rear deck, rear patio, fenced yard, and a propane quick-connect hookup on the deck for a grill, making outdoor cooking and entertaining easy and convenient. A rear-entry two-car garage with a three-car parking pad provides ample parking. The garage includes a refrigerator, a freezer with a warranty through October 2027, a storage system, and electric bike lift with an HDTV antenna mounted on the garage roof. Upstairs are two additional bedrooms and a full bathroom, while the finished room above the garage offers flexible living, office, hobby, or recreation space and features a split-system HVAC for year-round comfort. Enjoy all that Gibson’s Grant has to offer, including water access to Macum Creek and the Chester River, a community pool, clubhouse, fitness center, kayak launch, walking trails, playgrounds, and scenic open spaces. Ideally located just minutes from the Bay Bridge, shopping, dining, and everything Kent Island has to offer, this exceptional home provides the perfect combination of quality construction, thoughtful updates, flexible living spaces, and a wonderful waterfront community lifestyle.

207 Thomas White Blvd, Chester

Listing courtesy of RE/MAX Components. Contact: 4433535281
$17,500
Discover a prime investment opportunity with this strategically located 0.04-acre parcel of land. This property presents a blank canvas for visionary investors seeking to capitalize on the growing demand for residential development in the area. The parcel's compact size allows for efficient construction and lower initial investment costs, while its location ensures accessibility to essential amenities and services. Investors can benefit from the potential appreciation in property value as the surrounding neighborhood continues to evolve. This land is not subject to any association fees, providing a straightforward investment without ongoing costs. Seize this opportunity to diversify your portfolio and tap into the lucrative real estate market. Act now to secure this valuable asset and unlock its full potential for future returns. This lot is being sold by itself and as a package along side 1118 Potter st. Both can be acquired for 30K!!

1120 Potter St, Chester

Listing courtesy of United Real Estate. Contact: (484) 367-7727
$17,500
Discover a prime investment opportunity with this strategically located 0.04-acre parcel of land. This property presents a blank canvas for visionary investors seeking to capitalize on the growing demand for residential development in the area. The parcel's compact size allows for efficient construction and lower initial investment costs, while its location ensures accessibility to essential amenities and services. Investors can benefit from the potential appreciation in property value as the surrounding neighborhood continues to evolve. This land is not subject to any association fees, providing a straightforward investment without ongoing costs. Seize this opportunity to diversify your portfolio and tap into the lucrative real estate market. Act now to secure this valuable asset and unlock its full potential for future returns. This lot is being sold by itself and as a package along side 1120 Potter st. Both can be acquired for 30K!!

1118 Potter St, Chester

Listing courtesy of United Real Estate. Contact: (484) 367-7727
$749,990
2 Beds ⋅ 3 Baths
Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. 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.

536 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$109,900
4 Beds ⋅ 1 Baths
This fully upgraded single family home features 4 bedrooms and 1 bathroom. The property is currently owner occupied and will be delivered vacant at closing. A great opportunity for homeowners or investors looking for a move in ready property in Chester. NOTE (please include this on your offer): -The property will be sold in AS-IS condition. -The buyer is responsible for U&O.

915 Pennell St, Chester

Listing courtesy of Prosperity Real Estate & Investment Services. Contact: 8663277673
$199,900
2 Beds ⋅ 2 Baths
newly renovated a few years ago with central air and wood flooring.new kitchen with ganite counter,1.5 bath,all newer appliances,big rear yard. first fl: open floor plan, living room, half bath ,dining area and newer kitchen. 2 nd fl: 2 good sized bedrooms with hall way jack and jill full bathroom. basement: newer heater and hot water tank,new electrical panel and all newer plumbing. great starter home.tenants occupied.

2726 W 2nd St Unit #107-B, Chester

Listing courtesy of GE21 Realty. Contact: (267) 534-4515
$125,000
3 Beds ⋅ 1 Baths
n/a

807 W 7th St, Chester

Listing courtesy of KW Empower. Contact: vicki@kwempower.com
$449,900
4 Beds ⋅ 3 Baths
Beautifully Colonial freshly painted two-car garage home in the heart of Chester! The main level showcases refinished hardwood floors throughout. Elegant columns connect the crown-molded living room to the formal dining room, featuring a tray ceiling and additional crown molding. The eat-in kitchen offers granite countertops, a subway tile backsplash, pantry, new fixtures, gas cooking, stainless-steel appliances, and sliding doors leading to an expansive 24-by-10-foot, two-tier deck. The adjoining family room features a gas fireplace and crown molding, creating a comfortable, open-concept gathering space. A convenient half bath completes the first floor. Upstairs, carpeting extends throughout the hallway and bedrooms. The spacious primary suite features a tray ceiling, walk-in closet, and spa-inspired bathroom with tile flooring, a double vanity with granite countertops, a Jacuzzi tub, and a walk-in shower with tile surround. Bedroom two includes three windows, a sitting area, and a ceiling fan. Bedroom three also offers a ceiling fan, while the generously sized fourth bedroom features two closets, a ceiling fan, and its own sitting area. The hall bathroom includes a double vanity with granite countertops, tile flooring, and a tiled tub surround. A large laundry room with tile flooring and abundant shelving adds convenience. SCHEDULE SHOWINGS THROUGH SHOWINGTIME APP ON YOUR PHONE

3455 Ivyridge Dr, Chester

Listing courtesy of Move4Free Realty, LLC. Contact: 2023691460
$700,000
304 East 9th Street is a fully occupied, 7-unit multifamily property in Chester, Pennsylvania. This income-producing property consists of six (6) one-bedroom/one-bath units and one (1) studio unit. The entire building was fully gut-renovated in 2014 with new electrical, plumbing, HVAC, and major capital improvements, and there have been many additional minor updates since 2021. The property features four off-street parking spaces along with abundant non-metered street parking. The property also offers embedded rental upside: increasing in-place rents to the proforma levels reflected in the rent roll would raise gross potential rent from $72,840 to $78,000 annually, increasing NOI to approximately $46,009 and increasing the overall ROI.

304 E 9th St, Chester

Listing courtesy of VRA Realty. Contact: 4848001777
$409,900
3 Beds ⋅ 3 Baths
Welcome to this beautiful Higgins-built home, ideally situated on one of the largest and most picturesque lots in the Thornhill subdivision of Southbend. Set on an impressive 1.18-acre landscaped lot, this one-owner home offers a spacious party deck and a double-width paved driveway. Inside, the home’s pride of ownership is immediately apparent. The inviting living room features hardwood flooring, a vaulted ceiling, and a striking arched window. The formal dining room is enhanced by hardwood floors, crown molding, and a beautiful bay window. The spacious kitchen offers abundant cabinetry, ceramic tile flooring, and a coordinating tile backsplash. The family room includes hardwood floors, a built-in television niche, and a cozy gas fireplace. The generously sized primary suite features a recently renovated private bathroom, while the two additional bedrooms offer comfortable proportions, carpeting, and ceiling fans. Upstairs, a large hardwood-floored loft overlooks the living room and provides flexible space for a home office, media room, or sitting area. Lovingly maintained by its original owner, this exceptional home is conveniently located just minutes from Fort Lee, Richmond International Airport, shopping, and neighborhood schools around the corner SCHEDULE SHOWINGS THROUGH SHOWINGTIME APP ON YOUR PHONE.

304 Thornhill Dr, Chester

Listing courtesy of Move4Free Realty, LLC. Contact: 2023691460
$78,900
3 Beds ⋅ 2 Baths
Investor Alert!! Newly cleaned out! 3 bedroom brick with covered front porch, large eat in kitchen, handicap accessible shower/ bath, fenced rear yard. Ready for you to come in, renovate and live or rent. Being sold in as-is condition.

1037 Mcdowell Ave, Chester

Listing courtesy of Quality Real Estate-Broad St. Contact: 2154572600
$389,900
3 Beds ⋅ 3 Baths
Bayside In Kent Island Located in the Popular Community of Bayside just minutes from the Bay Bridge and all Kent Island has to offer! This lovely End Unit Townhome with Garage is very well maintained and in move in condition. It features 3 levels above ground. Enter at ground level which includes Garage, Foyer, Laundry and a bright and sunny 1st floor Family Room with Sliding Glass Doors to a Concrete Patio. The next level up opens to an Expansive Living Room/Dining Room combo with gleaming hardwood floors, propane gas Fireplace w mantle and sliding glass doors to a rear facing Deck. The Half Bath & L-Shaped Kitchen with pass thru are located in the front of the home, and the Kitchen is nicely updated to include stainless steel appliances, white cabinets, quartz counters, modern oversized sink with single lever faucet and wonderful wall of built-in storage/pantry space.

108 Blenny Ln, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$159,900
Welcome to 18 E 21st Street, a great opportunity to own a duplex in Chester with built-in income potential. Whether you’re a first-time investor or looking for the perfect house hack, this property offers flexibility and an opportunity to offset your monthly housing expenses. Each unit features 2 bedrooms and 1 full bathroom, along with its own living space and kitchen. Live in one unit while collecting rental income from the other to help cover your mortgage, or rent both units and add another income-producing property to your portfolio. The property also features a full basement and convenient access to shopping, public transportation, Widener University, and major roadways. With easy access to I-95, commuting to Philadelphia, Wilmington, and surrounding areas is convenient. For an owner-occupant looking to reduce monthly housing costs or an investor looking for a duplex with strong potential, 18 E 21st Street is worth a look. Schedule your showing today!

18 E 21st St, Chester

Listing courtesy of Realty ONE Group Focus. Contact: 4845001681
$199,900
3 Beds ⋅ 1 Baths
Welcome to 1505 Ridley Ave, a 3-bedroom, 1-bathroom townhome in the desirable Sun Hill area of Chester, steps away from Widener University. Step inside through the enclosed front porch to the main door into the living room. The interior boasts hardwood flooring throughout, enhancing its aesthetic and potential rental value. The kitchen includes stainless steel appliances, including a gas oven, dishwasher and a refrigerator, with direct access to the back yard. Upstairs, you'll find 3 bedrooms, all with hardwood flooring and a full hall bathroom. The unfinished basement provides additional space for storage. Located by Widener University, this property is well-positioned for rental demand. This property is currently tenant-occupied and is being offered as an income-producing rental investment.

1505 Ridley Ave, Chester

Listing courtesy of RE/MAX Main Line-West Chester. Contact: 6106922228
$924,000
3 Beds ⋅ 3 Baths
Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors in a den setting. The Gourmet Kitchen is special, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining. Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers an and additional bedroom, and a second family room. Don't miss the full walk in storage area above the garage that is partially finished. More storage is available in the oversized fully finished two car garage with room for a third car or golf cart. Off the dining area is a screened-in porch and paver patio with a fire pit and out door built in grilling area. Backing to the pond, no houses behind you and views of the fountain is what makes this truly an exceptional lot and setting. The community run irrigation system Is an added bonus to this community. You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience.

214 Bayberry Dr, Chester

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$115,000
2 Beds ⋅ 1 Baths
Welcome to 718 Upland Street in Chester, PA 19013—a well-maintained semi-detached twin offering comfortable living with two bedrooms and one full bathroom. The front porch provides a pleasant outdoor space to relax and enjoy the surroundings. The main level features a spacious living room and dining room with carpeted flooring over original wood floors. The eat-in kitchen includes durable waterproof laminate flooring, while the main-floor washer and dryer provide added convenience. Upstairs, you’ll find two bedrooms with beautiful wood floors and a full bathroom with a shower stall. The property also includes a fenced-in yard, offering privacy and additional outdoor space. This fully functional home has been maintained and is ready for comfortable living. Home eligible for $10,000 grant.

718 Upland St, Chester

Listing courtesy of New Republic Realty. Contact: 6109770200
$120,000
2 Beds ⋅ 1 Baths
Move-in ready 2-bedroom home in Chester, offering comfort, convenience, and value! Features include a spacious living room, eat-in kitchen with ample cabinet space, full basement for storage or future finishing, and a private rear yard. Conveniently located near schools, shopping, public transportation, and major highways with easy access to Philadelphia. Perfect for a first-time home buyer or investor. Schedule your showing today!

245 W 21st St, Chester

Listing courtesy of Keller Williams Main Line. Contact: 6105200100
$835,000
3 Beds ⋅ 3 Baths
Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for entertaining or relaxing. The kitchen features stainless steel appliances, a gas cooktop, white cabinetry, generous countertop space, and an inviting layout that keeps everyone connected. Just beyond the living area, step onto the expansive waterside balcony and enjoy panoramic river views, morning coffee, spectacular sunsets, and endless opportunities to watch boats glide by. The luxurious primary suite is a private waterfront retreat, complete with direct balcony access, a spacious sitting area, two walk-in closets, and an elegant ensuite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms provide comfortable accommodations for guests, a home office, or hobbies. Additional highlights include a beautifully crafted built-in bar, electric blinds, a large laundry room, a dedicated storage room, and an attached one-car garage with new epoxy speckled floor. Residents enjoy an exceptional resort-style lifestyle with amenities that include indoor and outdoor swimming pools, a fitness center, clubhouse, library, billiards room, hot tub, Bocce Ball, pickleball and tennis courts, picnic areas, tot lots, and a community pier overlooking the Chester River. Ideally located just minutes from shopping, dining, golf, marinas, and the Chesapeake Bay Bridge, this exceptional waterfront residence offers the perfect blend of luxury, convenience, and carefree Eastern Shore living.

201 Switchgrass Way Unit #34, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$862,750
3 Beds ⋅ 2 Baths
THE SELLER WILL ACCEPT OFFERS WITH MOST FURNITURE INCLUDED. SOME SMALL DECORATIONS AND A FEW PICTURES ARE RESERVED. THE MOVING VAN IS ALREADY SCHEDULED. Be part of the fastest growing 55+ community on Maryland's Eastern Shore. Bayberry was the first street in Four Seasons Kent Island where construction in 2021 was superior to those today. 320 Bayberry Drive sits on a Premium Lot which abuts lands owned and maintained by the HOA. The developer is charging a Lot Premium of up to $400,000 for the extra space on remaining lots. The seller just completed $80,000 in renovations. Most of the Furniture can be purchased for below half of what it’s value. The optional sunroom area was completely finished as additional living space. There is a massive 256 square foot rear patio with low V lighting and two raised garden beds. Another HOA area is the rear buffer and beautifully landscaped. If they have a dog, the common area next to the home is almost the size of a building lot offering exceptional privacy. FSKI club house offers resort quality from the indoor pool and gym or the outside pool in summer months. FSKI also allows you golf carts! Don’t miss this opportunity to experience resort style living at Four Seasons Kent Island.

320 Bayberry Dr, Chester

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478
$139,900
Lot 2 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value)! The site work has been done. Right around the corner from the Goodhand's Creek Landing to launch your boat or go fishing. Close to Rt 50/301 & Main Street for convenient commuting and shopping!

Harley Ln Unit #LOT 2, Chester

Listing courtesy of Kevin Dey Realty. Contact:

$149,900
Lot 1 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value!) and this lot has a working well! The site work has been done. Right around the corner from the Goodhands Creek Landing to launch your boat. Close to Rt 50/301 & Main Street for convenient commuting and shopping!

Harley Ln Unit #LOT 1, Chester

Listing courtesy of Kevin Dey Realty. Contact:

$1,200,000
3 Beds ⋅ 4 Baths
The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The beautifully appointed kitchen features a range, single oven, microwave, range hood, dishwasher, French door refrigerator, stylish pendant lighting, and a coordinating tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a fresh, integrated design. LVP flooring extends across the main level for durability and style, with tile in all full baths and carpet in Bedrooms 2 and 3 for added comfort. The owner’s bath offers a spa-inspired shower with a built-in seat, handheld shower wand, and double sinks—creating a relaxing and functional daily retreat. For a full list of included features, please contact our sales representatives. 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.

117 Flycatcher Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$799,900
4 Beds ⋅ 3 Baths
Welcome to 313 Thomas White Boulevard in the sought-after waterfront community of Gibson's Grant on Kent Island. This beautifully maintained Koch-built home offers more than 3,200 square feet of thoughtfully designed living space with four bedrooms, two-and-a-half baths, and a flexible floor plan tailored to today's lifestyle. The main level features hardwood flooring,crown molding and refined architectural details throughout, a main-level home office, and a spacious family room anchored by a cozy gas fireplace. The gourmet kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich mahogany cabinetry, stainless steel appliances, double wall ovens, a center island, pantry, and a sunny breakfast area. Upstairs, the spacious primary suite offers a walk-in closet and a luxurious en-suite bath with a soaking tub and separate shower, while three additional bedrooms provide plenty of room for family and guests. Above the garage, an expansive bonus room offers endless possibilities for recreation, work, fitness, or guest accommodations, making it one of the home's most versatile spaces. Relax on the welcoming front porch where you can enjoy the neighborhood's charming streetscape and peaceful surroundings, or unwind in the screened porch overlooking the fenced backyard, an inviting space for morning coffee, outdoor dining, or relaxing. A rear-entry two-car garage adds everyday convenience while preserving the home's classic curb appeal. Located in one of Kent Island's premier waterfront neighborhoods, Gibson's Grant offers exceptional resort-style amenities, including a community pool, clubhouse, fitness center, walking trails, kayak launch, fishing pier, pavilion, playgrounds, picnic areas, and water access to Macum Creek and the Chester River. Just minutes from Route 50 and the Chesapeake Bay Bridge, this home provides an easy commute to Annapolis, Baltimore, Washington, D.C., and Maryland's Eastern Shore while offering the relaxed coastal lifestyle that makes Kent Island so desirable.

313 Thomas White Blvd, Chester

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848