Cheap homes for sale & real estate in Winchester, NH

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ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
YOUR SCENIC LAKE-VIEW HOME AWAITS WITH EXPANDABLE VALUE! Wake up every day to beautiful water views! This 3-bedroom ranch sits just across the street from Forest Lake and perfectly blends effortless single-level living with an extraordinary equity-building opportunity. Step outside your front door to views of Forest Lake, or look inside to discover the home’s hidden gem: a sunlit 500 SF dry-walled garage boasting high vaulted ceilings and windows with lake views. While it functions beautifully as a clean oversized 1 car garage, this architectural canvas is a buyer’s dream, offering an established foundation and roof-line with the possibility of transforming into a massive heated

$329,900

3 beds1 bath1,008 sq ft

481 Forest Lake Rd, Winchester, NH 03470

Lake views • Town beach • Dry-walled garage

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Nestled in a picturesque setting directly across from the scenic Coombs Covered Bridge, this antique farmhouse offers a blend of rustic charm and practical living space. Situated on over two sloping acres, the property features two bedrooms and a country kitchen with a cozy fireplace perfect for gathering after a long day. Livingroom features wide wood flooring and small first-floor office with a half bath provides flexible functionality, making it ideal for a home office, studio space, or bedroom. BBHW heat with large supplemental wood stove in the basement. Though the home could use some updates, its layout and charm make it a fantastic choice for a personalized renovation and the Seller

$269,900

3 beds2 baths1,420 sq ft

976 Old Westport Rd, Winchester, NH 03470

Country kitchen • Half bath • Wide wood flooring

OPEN SUN, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Price improvement!! Step inside this comfortable updated ranch. With 3 bedrooms, including the primary with en suite, this home is designed for easy, enjoyable living with space for all. Enjoy the outdoors from the huge screened-in porch, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. An additional enclosed porch provides even more flexible living space. The home has been modified for added accessibility, features newer flooring throughout, and central A/C for year-round comfort. Peace of mind comes easy with an automatic standby generator, while the vinyl siding and metal roof provide durable, low-maintenance exterior protection. The fenced-in backyard o

$350,000

3 beds2 baths1,956 sq ft

10 Burt Hill Rd, Winchester, NH 03470

Screened-in porch • Newer flooring • Central a/c

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Discover the possibilities at this inviting property set on 1.23 private acres in Winchester, New Hampshire! Offering 4 bedrooms, 1 full bath, and a versatile bonus room, this home provides plenty of space to make it your own. Whether you're looking for room to spread out, space for hobbies, or an opportunity to create a home that reflects your personal style, there's plenty of potential here. The bonus room offers flexibility for a home office, hobby space, playroom, or additional living area, depending on your needs. A 2-car garage provides valuable space for vehicles, storage, tools, or recreational equipment. Enjoy the privacy and breathing room of a generous lot while taking advantage

$299,999

4 beds1 bath1,731 sq ft

156 Forest Lake Rd, Winchester, NH 03470

Private acres • Generous lot • Versatile bonus room

FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Sellers are motivated and ready to make a move! Quick and flexible closing available!!! Welcome home to this stunning, three-year-old Colonial featuring 3 bedrooms and 2 bathrooms. Perfectly blending classic architectural charm with modern design, this home offers bright, spacious rooms and an open floor plan designed for effortless everyday living and entertaining. At the heart of the home is a chef-inspired kitchen equipped with a large center island, premium granite countertops, sleek cabinetry, and stainless steel appliances. The main level flows seamlessly from the kitchen into the inviting living and dining areas, creating a warm and connected atmosphere. Upstairs, you will find a gen

$399,900

3 beds2 baths2,016 sq ft

366 Keene Rd, Winchester, NH 03470

Large kitchen island • Open concept kitchen • Farmer's porch

Property at 166 Keene Rd, Winchester, NH 03470, 3 beds, 1.5 baths

$419,900

3 beds1.5 baths1,808 sq ft

166 Keene Rd, Winchester, NH 03470

Property at 40 Mill Rd, Richmond, NH 03470-4804, 4 beds, 2 baths

$449,000

4 beds2 baths2,542 sq ft

40 Mill Rd, Richmond, NH 03470-4804

Property at 71 Headlands Rd, Winchester, NH 03470, 3 beds, 2 baths

$445,000

3 beds2 baths1,066 sq ft

71 Headlands Rd, Winchester, NH 03470

Property at 42 Parker St, Winchester, NH 03470, 5 beds, 2 baths

$425,000

5 beds2 baths3,967 sq ft

42 Parker St, Winchester, NH 03470

Property at 292 Richmond Rd, Winchester, NH 03470, 9 beds, 4 baths

$290,000

9 beds4 baths4,739 sq ft

292 Richmond Rd, Winchester, NH 03470

Property at Old Swanzey Rd Unit 21-1, Winchester, NH 03470

$65,000

Land2.64 acres (lot)

Old Swanzey Rd Unit 21-1, Winchester, NH 03470

Property at Manning Hill Rd #17, Winchester, NH 03470

$59,000

Land1.00 acre (lot)

Manning Hill Rd #17, Winchester, NH 03470

Property at 000 Burt Hill Rd, Winchester, NH 03455

$310,000

Land118.60 acres (lot)

000 Burt Hill Rd, Winchester, NH 03455

Property at 04 Fay Martin Rd, Richmond, NH 03470

$199,000

Land40.45 acres (lot)

04 Fay Martin Rd, Richmond, NH 03470

Property at 03 Fay Martin Rd, Richmond, NH 03470

$179,500

Land40.29 acres (lot)

03 Fay Martin Rd, Richmond, NH 03470

Property at 48 Activity R, Winchester, NH 03470

$10,900

Land0.38 acre (lot)

48 Activity R, Winchester, NH 03470

Property at 90 Old Swanzey Rd, Winchester, NH 03470

$90,000

Land4.98 acres (lot)

90 Old Swanzey Rd, Winchester, NH 03470

Property at Map 6 Off Opportunity Dr Lot 15-5, Richmond, NH 03470, 3 beds, 2 baths

$109,500

Land6.98 acres (lot)

Map 6 Off Opportunity Dr Lot 15-5, Richmond, NH 03470

Property at 0 Old Rixford Rd #15, Winchester, NH 03441

$48,000

Land2.00 acres (lot)

0 Old Rixford Rd #15, Winchester, NH 03441

Property at Map 6 Off Opportunity Dr Lot 15-1, Winchester, NH 03470

$89,900

Land3.00 acres (lot)

Map 6 Off Opportunity Dr Lot 15-1, Winchester, NH 03470

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OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Beat the rates on this stunning home! Seller is offering up to 3% of the sales price towards a rate buy-down which will SUBSTANTIALLY lower your monthly payment or you can use the funds to cover your closing costs to keep thousands in your pocket for upgrades or your emergency fund! Welcome to 51 Bigelow Hill Road, a charming 2-bedroom, 1-bath home set on an expansive 15 acres in the peaceful town of Troy. This property offers the perfect combination of privacy, space, and potential, with plenty of room to enjoy the outdoors and make the property your own. Inside, you'll find comfortable living space along with a partially finished basement that offers the opportunity to expand your usabl

$360,000

2 beds1 bath2,100 sq ft

51 Bigelow Hill Rd, Troy, NH 03465

15 acres • Two-car garage • Accessible entry

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
* * Investor Opportunity in Hinsdale, NH – Rehab with ADU Potential * * Bring your vision to life with this property at 31 Plain Road in Hinsdale, NH. This property presents an opportunity for investors, contractors, or buyers looking for their next renovation project. This home is being sold * * AS IS * * . An additional dwelling unit (ADU), built in 1987, offers a separate full living space with potential for additional use. Depending on applicable zoning regulations, permits, and occupancy requirements, the ADU may offer an opportunity for rental income or just multigenerational living. Whether you're looking for your next investment project or a property with potential for

$115,000

4 beds2 baths1,842 sq ft

31 Plain Rd, Hinsdale, NH 03451

Adu potential • 1.05 acre lot • Built 1987

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully situated on a beautiful 1-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a full bath nearby perfect for flexible living arrangements. The open-concept kitchen and living area create a bright, welcoming space ideal for both everyday living and entertaining. The kitchen will feature granite countertops, a center island, abundant cabinetry, and a sliding glass door leading to the back deck a perfect spot to relax and take in the surrounding landscape. Upstairs, you’ll find two generously sized bedrooms, and a second full bath, providing comfortabl

$394,000

3 beds2 baths1,408 sq ft

15 Asheley Ave #8, Hinsdale, NH 03451

Open concept kitchen • Full bath • Walk in closet

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
MOVE RIGHT IN TO THIS SPACIOUS EXPANDED RANCH! Located in a nice neighborhood, just a short walk from the common, it’s 1,466 square feet provides a flexible floor plan for your family. When you step into the kitchen/dining area, take note of the shiny hardwood floors. There’s a handy den or computer room just off the dining area. The cabinet kitchen, which needs cosmetic finishing, offers a fairly new stainless steel refrigerator. Next is the huge sunny, front-facing family room with convenient access to the full bath and laundry. You’ll find two stoves in the front to back living room, one is propane, the second is pellet. A door leads to the deck (needs repair) overlooki

$249,900

2 beds1 bath1,466 sq ft

12 Russell Ave, Troy, NH 03465

Den or computer room • Cabinet kitchen • Sunny family room

FLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
NEW SEPTIC, NEW ROOF, NEW KITCHEN, NEW BATHS! Major updates already completed! Set on 1.5 acres in Hinsdale, this beautifully renovated 3-bedroom, 2-bath home combines classic character with fresh, modern finishes. The bright kitchen features new cabinetry, quartz countertops, stainless steel appliances, and a breakfast bar connecting to the inviting living area. Updated flooring, recessed lighting, and two renovated bathrooms add to the home’s appeal. A first-floor bedroom and laundry hookups offer everyday convenience, while a bonus room provides flexible space for a home office or hobbies. Outside, enjoy a wooded backdrop, a paved driveway, and additional covered parking beneath th

$374,900

3 beds2 baths1,630 sq ft

521 Northfield Rd, Hinsdale, NH 03451

New kitchen • New baths • New septic

ABOUT THIS HOME
Cheap Home for sale in Winchester, NH:
Welcome home with 5 Highland Avenue! This spacious Hinsdale home offers plenty of room to spread out, featuring 4 bedrooms, 2 bathrooms, and ample living space throughout. Set on a large corner lot with convenient access to Hinsdale schools, walk to downtown, this property offers a great combination of space, location, and functionality. Inside, you'll find a large dining room perfect for family gatherings, entertaining, or everyday meals, with a large three-season porch just off the dining room providing a wonderful additional space to relax, enjoy your morning coffee, or gather with friends and family. Generously sized living areas throughout the home offer plenty of flexibility for famil

$343,000

4 beds2 baths2,300 sq ft

5 Highland Ave, Hinsdale, NH 03451

Full workshop • Large corner lot • Three-season porch

Property at 612 Royalston Rd, Fitzwilliam, NH 03447, 4 beds, 2 baths

$340,000

4 beds2 baths1,296 sq ft

612 Royalston Rd, Fitzwilliam, NH 03447

Property at 18 Granite St, Troy, NH 03465, 3 beds, 2 baths

$320,000

3 beds2 baths1,525 sq ft

18 Granite St, Troy, NH 03465

Property at 26 Brattleboro Rd, Hinsdale, NH 03451, 4 beds, 1.5 baths

$224,000

4 beds1.5 baths1,591 sq ft

26 Brattleboro Rd, Hinsdale, NH 03451

Property at 65 Old Chesterfield Rd, Hinsdale, NH 03451, 3 beds, 2 baths

$329,900

3 beds2 baths1,296 sq ft

65 Old Chesterfield Rd, Hinsdale, NH 03451

Property at 73 Ashuelot Main St, Ashuelot, NH 03441, 3 beds, 1 bath

$299,000

3 beds1 bath1,548 sq ft

73 Ashuelot Main St, Ashuelot, NH 03441

Property at 109 Northfield Rd, Hinsdale, NH 03451, 3 beds, 2 baths

$230,000

3 beds2 baths1,615 sq ft

109 Northfield Rd, Hinsdale, NH 03451

Property at 13 Asheley Ave #7, Hinsdale, NH 03451, 3 beds, 2 baths

$429,900

3 beds2 baths1,408 sq ft

13 Asheley Ave #7, Hinsdale, NH 03451

Property at 00 South Rd, Swanzey, NH 03446

$199,900

Land20.00 acres (lot)

00 South Rd, Swanzey, NH 03446

Property at 21 C Deacons Ln, Troy, NH 03465

$200,000

Land3.71 acres (lot)

21 C Deacons Ln, Troy, NH 03465

Property at 21 Deacon Ln Unit F, Troy, NH 03465

$250,000

Land2.96 acres (lot)

21 Deacon Ln Unit F, Troy, NH 03465

Property at 21 Deacon Ln Unit E, Troy, NH 03465

$250,000

Land6.44 acres (lot)

21 Deacon Ln Unit E, Troy, NH 03465

Property at 21 Deacon Ln Unit C, Troy, NH 03465

$200,000

Land3.71 acres (lot)

21 Deacon Ln Unit C, Troy, NH 03465

Property at 21 Deacons Ln Unit D, Troy, NH 03465

$250,000

Land9.48 acres (lot)

21 Deacons Ln Unit D, Troy, NH 03465

Property at 00 Monadnock St, Troy, NH 03465

$105,000

Land2.00 acres (lot)

00 Monadnock St, Troy, NH 03465

Cheap Homes for Sale in Winchester

There are currently 20 cheap homes for sale in Winchester at a median listing price of $425K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winchester stay on the market for 111 days. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 3 homes have been sold in Winchester. In addition to houses in Winchester, there were also 0 condos, 0 townhouses, and 2 multi-family units for sale in Winchester last month. Find your dream home in Winchester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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