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Exceptional Downtown Springfield Mixed-Use Investment Opportunity. 181–187 Chestnut Street is a well-maintained 11-unit mixed-use asset consisting of three street-level commercial spaces and eight one-bedroom apartments in the heart of Springfield’s downtown Business Improvement District. The property offers approximately $183,000 in gross annual rental income at full occupancy, reflecting substantial rent growth and improved income performance. The approximately 11,628-square-foot historic brick building has undergone significant renovation and offers an attractive combination of residential and commercial income. The building is fully sprinklered, with separate utilities, beautifully maintained common areas, high ceilings, oversized windows and excellent Chestnut Street visibility. The location continues to strengthen. The Commonwealth has selected nearby 125 Liberty Street for the new Roderick L. Ireland Regional Justice Center, a major long-term investment in this section of downtown Springfield. The courthouse site is only several blocks from the property and is visible from the building, creating a compelling opportunity for an investor to own income-producing real estate in the path of significant public investment. The property is also convenient to Union Station, downtown employers, restaurants, entertainment and major regional transportation routes. With a diversified rent roll consisting of eight residential units and three established commercial tenants, 181–187 Chestnut offers investors an opportunity to acquire a stabilized mixed-use asset with strong current income and a location positioned to benefit from continued downtown investment.11 Units | 3 Commercial + 8 Residential | $183,000 Gross Annual Rent | 11,628 SF | $1,988,000 Asking Price | Downtown Springfield | New Regional Justice Center Nearby.

8 Beds ⋅ 11 Baths ⋅ 73578799 MLS

Exceptional Downtown Springfield Mixed-Use Investment Opportunity. 181–187 Chestnut Street is a well-maintained 11-unit mixed-use asset consisting of three street-level commercial spaces and eight one-bedroom apartments in the heart of Springfield’s downtown Business Improvement District. The property offers approximately $183,000 in gross annual rental income at full occupancy, reflecting substantial rent growth and improved income performance. The approximately 11,628-square-foot historic brick building has undergone significant renovation and offers an attractive combination of residential and commercial income. The building is fully sprinklered, with separate utilities, beautifully maintained common areas, high ceilings, oversized windows and excellent Chestnut Street visibility. The location continues to strengthen. The Commonwealth has selected nearby 125 Liberty Street for the new Roderick L. Ireland Regional Justice Center, a major long-term investment in this section of downtown Springfield. The courthouse site is only several blocks from the property and is visible from the building, creating a compelling opportunity for an investor to own income-producing real estate in the path of significant public investment. The property is also convenient to Union Station, downtown employers, restaurants, entertainment and major regional transportation routes. With a diversified rent roll consisting of eight residential units and three established commercial tenants, 181–187 Chestnut offers investors an opportunity to acquire a stabilized mixed-use asset with strong current income and a location positioned to benefit from continued downtown investment.11 Units | 3 Commercial + 8 Residential | $183,000 Gross Annual Rent | 11,628 SF | $1,988,000 Asking Price | Downtown Springfield | New Regional Justice Center Nearby.

181-187 Chestnut St, Springfield

$1,880,000

Exceptional Downtown Springfield Mixed-Use Investment Opportunity. 181–187 Chestnut Street is a well-maintained 11-unit mixed-use asset consisting of three street-level commercial spaces and eight one-bedroom apartments in the heart of Springfield’s downtown Business Improvement District. The property offers approximately $183,000 in gross annual rental income at full occupancy, reflecting substantial rent growth and improved income performance. The approximately 11,628-square-foot historic brick building has undergone significant renovation and offers an attractive combination of residential and commercial income. The building is fully sprinklered, with separate utilities, beautifully maintained common areas, high ceilings, oversized windows and excellent Chestnut Street visibility. The location continues to strengthen. The Commonwealth has selected nearby 125 Liberty Street for the new Roderick L. Ireland Regional Justice Center, a major long-term investment in this section of downtown Springfield. The courthouse site is only several blocks from the property and is visible from the building, creating a compelling opportunity for an investor to own income-producing real estate in the path of significant public investment. The property is also convenient to Union Station, downtown employers, restaurants, entertainment and major regional transportation routes. With a diversified rent roll consisting of eight residential units and three established commercial tenants, 181–187 Chestnut offers investors an opportunity to acquire a stabilized mixed-use asset with strong current income and a location positioned to benefit from continued downtown investment.11 Units | 3 Commercial + 8 Residential | $183,000 Gross Annual Rent | 11,628 SF | $1,988,000 Asking Price | Downtown Springfield | New Regional Justice Center Nearby.

73578807 MLS

Exceptional Downtown Springfield Mixed-Use Investment Opportunity. 181–187 Chestnut Street is a well-maintained 11-unit mixed-use asset consisting of three street-level commercial spaces and eight one-bedroom apartments in the heart of Springfield’s downtown Business Improvement District. The property offers approximately $183,000 in gross annual rental income at full occupancy, reflecting substantial rent growth and improved income performance. The approximately 11,628-square-foot historic brick building has undergone significant renovation and offers an attractive combination of residential and commercial income. The building is fully sprinklered, with separate utilities, beautifully maintained common areas, high ceilings, oversized windows and excellent Chestnut Street visibility. The location continues to strengthen. The Commonwealth has selected nearby 125 Liberty Street for the new Roderick L. Ireland Regional Justice Center, a major long-term investment in this section of downtown Springfield. The courthouse site is only several blocks from the property and is visible from the building, creating a compelling opportunity for an investor to own income-producing real estate in the path of significant public investment. The property is also convenient to Union Station, downtown employers, restaurants, entertainment and major regional transportation routes. With a diversified rent roll consisting of eight residential units and three established commercial tenants, 181–187 Chestnut offers investors an opportunity to acquire a stabilized mixed-use asset with strong current income and a location positioned to benefit from continued downtown investment.11 Units | 3 Commercial + 8 Residential | $183,000 Gross Annual Rent | 11,628 SF | $1,988,000 Asking Price | Downtown Springfield | New Regional Justice Center Nearby.

181-187 Chestnut St, Springfield

$2,200,000

NAI Plotkin is pleased to offer for sale 1389-1402 Main Street, which includes a 65,000 square foot, 5-story professional office and retail building located on .48 acres in the Central Business District of downtown Springfield. This building offers a unique combination of office, retail, and restaurant space, plus a full basement area. The property is located adjacent to Monarch Place and the MassLive Building and within close proximity to Tower Square, Mass Mutual Center, MGM Entertainment Center, Springfield Symphony, TD Bank Building, Museums, and City Hall. The property has easy access to I-91 and minutes to all major highways (I-291, I-391 & I-90–Mass Pike). There is access to several nearby Public Parking Garages, City run Valet Parking and On-Street Parking options all within easy walking distance

73578172 MLS

NAI Plotkin is pleased to offer for sale 1389-1402 Main Street, which includes a 65,000 square foot, 5-story professional office and retail building located on .48 acres in the Central Business District of downtown Springfield. This building offers a unique combination of office, retail, and restaurant space, plus a full basement area. The property is located adjacent to Monarch Place and the MassLive Building and within close proximity to Tower Square, Mass Mutual Center, MGM Entertainment Center, Springfield Symphony, TD Bank Building, Museums, and City Hall. The property has easy access to I-91 and minutes to all major highways (I-291, I-391 & I-90–Mass Pike). There is access to several nearby Public Parking Garages, City run Valet Parking and On-Street Parking options all within easy walking distance

1380-1402 Main Street, Springfield

$2,700,000

Two 8 unit income producing buildings sold as a package.

46 Beds ⋅ 16 Baths ⋅ 73577705 MLS

Two 8 unit income producing buildings sold as a package.

70-74 Grenada, Springfield

$1,650,000

INVESTMENT OPPORTUNITY WITH ADDITIONAL DEVELOPMENT POTENTIAL! This 12-unit multifamily property offers strong income potential in a convenient Springfield location. Major improvements completed in 2025 and 2026 include a NEW ROOF and NEW HEATING SYSTEM. Excellent opportunity at 40 Warriner Ave in Springfield! This property is being offered together with the adjacent lot, creating exciting possibilities for investors and developers. Per a recent conversation with the City of Springfield Zoning Department, the adjacent lot may have the potential to accommodate a new three-family residential building. Zoning also indicated that the existing parking arrangement for 40 Warriner Ave is grandfathered and that the adjacent lot is not required to serve as parking for the existing building. This presents a unique opportunity to own an existing property along with additional land that may offer future development potential.Buyer and buyer's agent to perform their own due diligence and verify all zoning, building requirements, permitting, and development possibilities with the City of Springfield.

12 Beds ⋅ 12 Baths ⋅ 73571198 MLS

INVESTMENT OPPORTUNITY WITH ADDITIONAL DEVELOPMENT POTENTIAL! This 12-unit multifamily property offers strong income potential in a convenient Springfield location. Major improvements completed in 2025 and 2026 include a NEW ROOF and NEW HEATING SYSTEM. Excellent opportunity at 40 Warriner Ave in Springfield! This property is being offered together with the adjacent lot, creating exciting possibilities for investors and developers. Per a recent conversation with the City of Springfield Zoning Department, the adjacent lot may have the potential to accommodate a new three-family residential building. Zoning also indicated that the existing parking arrangement for 40 Warriner Ave is grandfathered and that the adjacent lot is not required to serve as parking for the existing building. This presents a unique opportunity to own an existing property along with additional land that may offer future development potential.Buyer and buyer's agent to perform their own due diligence and verify all zoning, building requirements, permitting, and development possibilities with the City of Springfield.

40 Warriner Ave, Springfield

$1,075,000

The subject property consists of a total of approximately 1.26 acres (54,771 square feet) of land and is improved by a one (1) story commercial building that contains a total of approximately 4,326 square feet. The building consists of a number of privates office and large open work area. The property is located on a heavily traveled artery with good visibility and a large, paved parking area. Potential development opportunity.

2 Baths ⋅ 73547299 MLS

The subject property consists of a total of approximately 1.26 acres (54,771 square feet) of land and is improved by a one (1) story commercial building that contains a total of approximately 4,326 square feet. The building consists of a number of privates office and large open work area. The property is located on a heavily traveled artery with good visibility and a large, paved parking area. Potential development opportunity.

1205-1211 Boston Road, Springfield

$1,650,000

Exceptional investment opportunity in Springfield,MA! 683-687 State Street features 17 units, including 15 residential apartments and 2 commercial spaces. The unit mix consists of (9) one-bedroom, (2) two-bedroom, and (4) three-bedroom apartments, with all but two units updated within the past 24 months. The property currently has one vacant 3-bedroom unit and two vacant commercial spaces, creating immediate upside potential. One commercial space offers over 2,600 sq. ft. and is ideal for a laundromat, retail, office, or other business use. Ownership pays heat and hot water, while tenants pay their own electric (separately metered). Ten of the 15 residential units are subsidized, providing stable rental income.The property currently generates approximately $19,000 per month in gross rental income, with upside still available. Excellent cash flow and value-add opportunity. Don't miss out!

25 Beds ⋅ 17 Baths ⋅ 73538738 MLS

Exceptional investment opportunity in Springfield,MA! 683-687 State Street features 17 units, including 15 residential apartments and 2 commercial spaces. The unit mix consists of (9) one-bedroom, (2) two-bedroom, and (4) three-bedroom apartments, with all but two units updated within the past 24 months. The property currently has one vacant 3-bedroom unit and two vacant commercial spaces, creating immediate upside potential. One commercial space offers over 2,600 sq. ft. and is ideal for a laundromat, retail, office, or other business use. Ownership pays heat and hot water, while tenants pay their own electric (separately metered). Ten of the 15 residential units are subsidized, providing stable rental income.The property currently generates approximately $19,000 per month in gross rental income, with upside still available. Excellent cash flow and value-add opportunity. Don't miss out!

683-687 State St, Springfield

$1,389,000

High traffic location on Boston Road this corridor sees over 23,000 vehicle trips per day. The property sits on roughly 0.7 acres, at Boston Road and Temby Street, and features ample surface parking spots. The three units include a restaurant, and two other units would be ideal for local businesses or commercial office uses. The Boston Road area is demographically very strong, and regional/national retailers can be found in close proximity. The owner is open to build to suit or ground lease opportunities as well.

73533394 MLS

High traffic location on Boston Road this corridor sees over 23,000 vehicle trips per day. The property sits on roughly 0.7 acres, at Boston Road and Temby Street, and features ample surface parking spots. The three units include a restaurant, and two other units would be ideal for local businesses or commercial office uses. The Boston Road area is demographically very strong, and regional/national retailers can be found in close proximity. The owner is open to build to suit or ground lease opportunities as well.

1168 Boston Road, Springfield

$1,250,000

Built in 1879, 270 Maple Street—historically known as the Frederick Harris House and more recently as Valentine Mansion—is a remarkable 30-room historic estate spanning 11,102 square feet. The largest single-family home in Springfield’s “City of Homes,” it features a 40-foot grand ballroom, ornate floor-to-ceiling hand-carved fireplaces, 12 bedrooms, 6.5 bathrooms, and what may be the city’s finest residential view. Set on 2.93 acres, with an additional 0.99-acre lot available, the property currently operates as an owner-occupied short-term rental B&B. Built for banker Frederick Harris and social activist Emily Osborne, the home offers multiple primary suites—including a rare adjoining his-and-hers suite—coffered ceilings, six sets of pocket doors on the first floor alone, and exquisite original woodwork, tile, brass hardware, and metalwork. Energy-efficient mini-splits, stainless steel appliances, a nine-zone sprinkler system, ample parking—this property has it all.

65 Baths ⋅ 73498157 MLS

Built in 1879, 270 Maple Street—historically known as the Frederick Harris House and more recently as Valentine Mansion—is a remarkable 30-room historic estate spanning 11,102 square feet. The largest single-family home in Springfield’s “City of Homes,” it features a 40-foot grand ballroom, ornate floor-to-ceiling hand-carved fireplaces, 12 bedrooms, 6.5 bathrooms, and what may be the city’s finest residential view. Set on 2.93 acres, with an additional 0.99-acre lot available, the property currently operates as an owner-occupied short-term rental B&B. Built for banker Frederick Harris and social activist Emily Osborne, the home offers multiple primary suites—including a rare adjoining his-and-hers suite—coffered ceilings, six sets of pocket doors on the first floor alone, and exquisite original woodwork, tile, brass hardware, and metalwork. Energy-efficient mini-splits, stainless steel appliances, a nine-zone sprinkler system, ample parking—this property has it all.

270 Maple St, Springfield

$1,800,000

289–307 Bridge St is one of the two multi-use income-generating properties offered together as an investment portfolio on Springfield’s high-traffic Bridge Street. 289–307 Bridge St is offered for $1.8M – approx. 38,000 SF net rentable / 57,919 SF gross, 6 above-ground floors. Features retail, office, bar/lounge, and restaurant space, plus sub-grade support area. The building has long-standing tenants generating stable income, with some vacancies offering value-add opportunities. 315–333 Bridge St price upon request – 26,700 SF net rentable / 26,700 SF gross, 2 above-ground floors. Includes retail and office space, plus support area. The second floor is currently vacant, providing potential for additional income or redevelopment.Portfolio Totals:• Net Rentable SF: 65,003• Gross Building Area: 84,619

73486366 MLS

289–307 Bridge St is one of the two multi-use income-generating properties offered together as an investment portfolio on Springfield’s high-traffic Bridge Street. 289–307 Bridge St is offered for $1.8M – approx. 38,000 SF net rentable / 57,919 SF gross, 6 above-ground floors. Features retail, office, bar/lounge, and restaurant space, plus sub-grade support area. The building has long-standing tenants generating stable income, with some vacancies offering value-add opportunities. 315–333 Bridge St price upon request – 26,700 SF net rentable / 26,700 SF gross, 2 above-ground floors. Includes retail and office space, plus support area. The second floor is currently vacant, providing potential for additional income or redevelopment.Portfolio Totals:• Net Rentable SF: 65,003• Gross Building Area: 84,619

289-307 Bridge St, Springfield

$1,074,999

Built in 1879, 270 Maple Street—historically known as the Frederick Harris House and more recently as Valentine Mansion—is a remarkable 30-room historic estate spanning 11,102 square feet. The largest single-family home in Springfield’s “City of Homes,” it features a 40-foot grand ballroom, ornate floor-to-ceiling hand-carved fireplaces, 12 bedrooms, 6.5 bathrooms, and what may be the city’s finest residential view. Set on 1.6 acres, with two additional lots available, the property was built for banker Frederick Harris and social activist Emily Osborne, the home offers multiple primary suites—including a rare adjoining his-and-hers suite—coffered ceilings, six sets of pocket doors on the first floor alone, and exquisite original woodwork, tile, brass hardware, and metalwork. Energy-efficient mini-splits, stainless steel appliances, a nine-zone sprinkler system, ample parking—this property has it all.

12 Beds ⋅ 7 Baths ⋅ 73484553 MLS

Built in 1879, 270 Maple Street—historically known as the Frederick Harris House and more recently as Valentine Mansion—is a remarkable 30-room historic estate spanning 11,102 square feet. The largest single-family home in Springfield’s “City of Homes,” it features a 40-foot grand ballroom, ornate floor-to-ceiling hand-carved fireplaces, 12 bedrooms, 6.5 bathrooms, and what may be the city’s finest residential view. Set on 1.6 acres, with two additional lots available, the property was built for banker Frederick Harris and social activist Emily Osborne, the home offers multiple primary suites—including a rare adjoining his-and-hers suite—coffered ceilings, six sets of pocket doors on the first floor alone, and exquisite original woodwork, tile, brass hardware, and metalwork. Energy-efficient mini-splits, stainless steel appliances, a nine-zone sprinkler system, ample parking—this property has it all.

270 Maple St, Springfield

$11,900,000

Actual 7.8% CAP RATE with annual in-place rent increases. Rare portfolio of 3 stabilized, cash-flowing, professionally managed brick properties in Springfield’s strong rental market, totaling 127 units: 120 1-bed/1-bath, 7 studios, 3 commercial. 96% REAC score, upgraded mechanicals, on-site laundry, security systems. $270K recently invested in energy-efficiency upgrades (attic insulation, low-flow fixtures, door sealing), boosting NOI. Upside via repurposing underused commercial/office space. Two assets on the National Register of Historic Places (potential tax credits—buyer to verify).64 Myrtle: 39-unit school conversion (5 lofts), roof <7 yrs, Grundfos pumps, 2022 ACV Prestige 6 system w/ dual tanks.11 Acushnet: 24-unit school conversion, roof <10 yrs, 2015 Prestige Triangle Tube system, 100-gal indirect heater.519 Main: 64 units, new water heaters (’22/’23), RUUD AC for commercial, roof <10 yrs.All 3 sold as a portfolio.

73353622 MLS

Actual 7.8% CAP RATE with annual in-place rent increases. Rare portfolio of 3 stabilized, cash-flowing, professionally managed brick properties in Springfield’s strong rental market, totaling 127 units: 120 1-bed/1-bath, 7 studios, 3 commercial. 96% REAC score, upgraded mechanicals, on-site laundry, security systems. $270K recently invested in energy-efficiency upgrades (attic insulation, low-flow fixtures, door sealing), boosting NOI. Upside via repurposing underused commercial/office space. Two assets on the National Register of Historic Places (potential tax credits—buyer to verify).64 Myrtle: 39-unit school conversion (5 lofts), roof <7 yrs, Grundfos pumps, 2022 ACV Prestige 6 system w/ dual tanks.11 Acushnet: 24-unit school conversion, roof <10 yrs, 2015 Prestige Triangle Tube system, 100-gal indirect heater.519 Main: 64 units, new water heaters (’22/’23), RUUD AC for commercial, roof <10 yrs.All 3 sold as a portfolio.

64 Myrtle Street, Springfield

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