Ashford Homes under $400,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Ashford and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Ashford Homes under $400,000

$149,900

4 Beds ⋅ 1 Baths ⋅ 24212591 MLS

Attention Contractors and Investors: Opportunity awaits with this 1840 Cape Cod set on a full acre in Ashford's West Ashford area. This four-bedroom, one-bath home offers 1,666 square feet. A shed on the property adds extra storage for tools and equipment. The level, lightly wooded lot offers privacy and room to garden, build, or expand. Oil hot air heat keeps the home warm through the colder months. Ready for its next chapter - whether that's a renovation project, an investment property, or a labor of love for a buyer looking to bring historic charm back to life. Ideally located near Ashford Elementary and Smith Middle/High School, in a quiet, car-dependent setting that offers a true country feel. BARNS are not on this property. Make sure to look at the map and Grant of Easements attached to the listing. The driveway easement does not convey to the next owner. A new driveway will need to be added for access. Estate sale-AS IS, WHERE IS.

292 Zaicek Rd, Ashford

$399,000

3 Beds ⋅ 2 Baths ⋅ 24211443 MLS

Numerous improvements have been completed since 2024 at this 3-bedroom, 1.5-bath ranch set on 5.14 acres in Ashford. Updates include a new septic system with basement plumbing, new oil tank, new attic insulation, furnace service, chimney repointing and new chimney cap, tree removal, and professional survey. Inside, the home offers refinished hardwood floors, a bay window, and a beautiful fieldstone fireplace in the living room. The eat-in kitchen features knotty pine cabinetry and a cozy breakfast nook. An enclosed breezeway connects the main house to the one-car garage, providing convenient access and additional storage. Each bedroom offers built-in storage, while the walk-out lower level provides excellent potential for a family room, home office, workshop, or additional living space. The home is also generator-ready with a transfer switch. The property offers privacy, outdoor space, and room to enjoy the peaceful Ashford setting while remaining conveniently located to area amenities and UConn.

108 Krapf Rd, Ashford

$385,000

4 Beds ⋅ 4 Baths ⋅ 24198024 MLS

One-of-a-kind Ashford home in an extraordinary country setting! Offering approximately 2,866 sq. ft., 4 bedrooms and 3.5 baths, this distinctive home has evolved over the years into a wonderfully flexible floor plan well suited to multigenerational living, working from home or simply spreading out. Character is everywhere, from wide-board wood floors and exposed beams to two fireplaces and a terrific library with extensive built-ins. The spacious kitchen, multiple living areas and combination of first- and second-floor spaces offer possibilities rarely found in a conventional home. Set on 1.71 acres with garage, outbuildings, open yard and wooded surroundings, the setting is equally special. Immediately beyond the property is Joshua's Trust's 60+ acre Josias Byles Sanctuary, with extensive Boy Scouts of America land farther beyond, creating an exceptional backdrop of woods, wildlife and open space. The home is livable now while offering plenty of opportunity for its next owner to make it their own. Refinishing the wood floors, exterior painting and other thoughtful improvements could make a remarkable difference. A truly unusual property for buyers who value space, character, flexibility and nature.

111 Ashford Center Rd, Ashford

$310,000

2 Beds ⋅ 2 Baths ⋅ 24208659 MLS

Situated on a tranquil lot in a quiet Ashford neighborhood, this inviting 2-bedroom, 2-bathroom ranch offers an open floor plan and versatile living spaces across two levels. Step inside to a light-filled main level where the spacious living room features low-maintenance vinyl flooring and glass sliders opening directly onto the back deck. The remodeled eat-in kitchen (2023) boasts sleek granite countertops, generous cabinet storage, and a dedicated eating area for daily meals. Two well-proportioned bedrooms with vinyl flooring and ample closet storage complete the main level, along with a full bath. Downstairs, the partially finished lower level expands your options with vinyl flooring and flexible additional rooms, ideal for a home office, recreation room, and/or gym. Sliders lead out to a private patio overlooking a peaceful, wooded backyard, creating a wonderful setup for outdoor relaxation and quiet mornings. Major recent improvements include a new hot water heater (2024) and a new roof (2025) for added peace of mind. Enjoy the serene setting while staying conveniently connected. The property offers easy access to major highways and state roads, as well as excellent proximity to UConn Storrs, local dining, and surrounding state parks. Schedule your private showing today!

31 Chetelat Dr, Ashford

$219,000

3 Beds ⋅ 2 Baths ⋅ 24208211 MLS

20 minutes from UCONN! Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and local approvals. Ideal opportunity for investors, developers, contractors, or those seeking a long-term development play with substantial upside potential. Conveniently located with ample possibilities for repositioning and future use. Property to be sold strictly as-is. Buyer to perform all due diligence regarding zoning, approvals, permitted uses, subdivision potential, and development possibilities. AGENT/OWNER

259 Ference Rd, Ashford

$379,900

4 Beds ⋅ 1 Baths ⋅ 24207835 MLS

Welcome to the Benjamin Clarke House - a grand 1700s center entrance colonial located on a 2-acre country lot - complete with rolling lawn, gardens, restored shed and a pond. Spacious house with much restoration complete - 2 upstairs rooms and a bathroom still to be completed by the new owners. Charm and warmth prevail in this beautiful home, including wide board floors, fabulous stone fireplaces, 1st floor laundry and a woodstove. Poured concrete and stone foundation. A 1-car garage completes this lovely property.

19 North Rd, Ashford

$345,000

3 Beds ⋅ 1 Baths ⋅ 24203312 MLS

Welcome to 40 Fitts Road, where country living meets a bright, comfortable and move-in ready home! This charming 3-bedroom Cape offers an inviting open-concept living and dining area with laminate flooring and abundant windows that fill the space with natural light. The adjoining kitchen features ample natural wood cabinetry and a breakfast bar peninsula, creating an easy flow for everyday living and entertaining. A spacious first-floor primary bedroom offers a walk-in closet, while the main-level full bath features a tub/shower combination and convenient first-floor laundry. Upstairs are two additional bedrooms, providing plenty of flexibility for guests, home office space or hobbies. Recent improvements include a heating system and baseboards replaced within the last five years, along with mini-splits added in 2023 and 2025 for efficient heating and cooling. Solar panels help provide electric savings. Outside, the rear deck overlooks an expansive, flat backyard with plenty of room to enjoy the outdoors and beautiful sunrise views. An attached two-car garage completes the package. Conveniently located just off Route 44 with easy access to Route 74 and I-84.

40 Fitts Rd, Ashford

$319,900

3 Beds ⋅ 2 Baths ⋅ 24206405 MLS

Tucked well back from the road, this private property offers room to relax, garden, and make the most of the outdoors. Inside, a great room with soaring cathedral ceilings anchors the open floor plan, while abundant kitchen cabinetry provides plenty of storage. The living area opens to a private deck, and three generously sized bedrooms offer comfortable space for everyday living. The walkout basement is partially finished, with plumbing in place for an additional bathroom in the laundry area. Outside, mature fruit trees and stone walls add character to the grounds, and a farmer's well supplies water for gardening. A spacious workshop 20x30 garage with extensive shelving and storage and Car lift. Comes with a lift to fit up to 3/4 cars

85 Mansfield Rd, Ashford

$399,900

4 Beds ⋅ 2 Baths ⋅ 24203208 MLS

Agricultural animal zoned property tucked privately back from the road on 6.76 secluded acres. This truly unique reproduction Antique Saltbox evokes the feeling of stepping back into an earlier New England era. Built in 1994 with remarkable rustic character, the home features wide-plank wood flooring, exposed beams and materials sourced from the property itself. The spacious interior offers an open floor plan on the first floor with lots of windows and natural light and includes an office and 4th bedroom. On the second floor are 3 bedrooms including a fireplaced primary bedroom with walk-in closet. The main second floor full bath was designed with walk in shower and oversized jetted tub. A walk-out basement provides a workshop and additional storage space.For those dreaming of a horse property, hobby farm or a quieter way of life connected to the land, the impressive 28' x 32' barn offers 2 stalls and space for substantial vehicle/equipment storage. A full second-floor loft has potential for finishing. Stone walls adorn private wooded land and an electric fence further enhance the quintessential farm style country setting.The home requires some restoration to return it to its original beauty, and has been priced accordingly. For the buyer who appreciates authenticity, craftsmanship and the timeless appeal of rural New England, this is a property unlike most others. Buyer to perform due diligence regarding their intended animal or agricultural use.To convey as seen and as-is.

138 Krapf Rd, Ashford

$385,000

2 Beds ⋅ 1 Baths ⋅ 24196755 MLS

Experience a secluded Ranch in the pretty-as-picture setting of a Rural Community of Ashford, CT. Enjoy 2 acres of Private Country living. Property includes a small Horse stall and a newly built enormous 24' X 30' garage for all sorts of hobbies or mechanical recreation. The home boasts a spacious Master Bedroom with a walk-in closet. A second bedroom on the main floor and one on the lower level, which can be used for a third bedroom or office. The comfortable eat-in kitchen has a corner built-in, not far from the generous Sun-filled Living room. This home has been in the family for many years. It is updated and well taken care of. This Rustic location will serve your family for many years to come. Plenty of space for a pool, vegetable garden, flower garden, and your FOREVER DREAMS!

Ashford

$240,000

2 Beds ⋅ 1 Baths ⋅ 24184150 MLS

Lake Life in this small home offering lake views and 2 level living space with large bedroom with storage on upper level. First floor offers a large living room, a bedroom and sitting area with a propane heater stove. The kitchen has space for the laundry equipment, and all amenities and sky lights. The large lot 0.24 acre, 2 sheds, grape vine and expansion possibilities. Selling " AS IS " condition. MOTIVATED SELLER. Closing is subject to seller find suitable housing.

59 Lake View Dr, Ashford

Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS 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 SmartMLS, Inc.

Ashford Homes under $400,000

Newest Ashford Homes under $400,000

How much is your home worth?

How much is your home worth?