Is it worth it to add a second story?

For many homeowners, building up is worth the expense because it provides the extra bedrooms or living areas that can’t be accommodated within the existing footprint. A larger, updated home often commands a higher resale price, recouping a sizable share of the project cost while allowing you to stay in the neighborhood you love. Run the numbers with a real estate agent and contractor to ensure the expected return and day-to-day benefits align with your goals.

Is it better to build up or out?

Whether it makes more sense to build up or out depends on your lot, budget, and local code. Building up preserves yard space and involves less foundation work, but you may need to vacate the home during construction. Building out avoids staircases and can proceed while you stay put; however, it encroaches on the yard and may face setback limits. Compare both options with your contractor before making a decision.

How can my home’s foundation be reinforced to support a second story?

A structural engineer will first inspect the existing foundation for cracks, footings, and load capacity. Depending on the findings, the crew may pour new concrete footings, install steel or concrete piers, add reinforced beams, or tie additional rebar into the slab. These upgrades redistribute the weight of the new floor and bring the structure up to code. Your contractor will outline the specific reinforcement plan and timeline once the engineering report is complete.

Top-Rated Second Story Addition Building Services Experts in Milton, MA

Alexis Home Remodeling

98 Rossmore Rd

4.86(

116

)

•Approved Pro

Alexis Home Remodeling

98 Rossmore Rd

4.86(

116

)

•Approved Pro

Customers say: Quality work

Recommended by 96% of Angi customers

Recommended by 96% of HomeAdvisor customers

347 local quotes requested

617-719-4200 Alexis Home Remodeling started few years after the purchase of my first home in Boston back in 1992. This triple decker built in 1906 needed more than just a paint job, it needed reliable, honest and motivated professionals. Many hours of waiting for call backs made me think I could do a better job at it. That's why I treat everyone of my customers as I would have want these no show contractors treat me with the respect and professionalism I deserved. Since 1996, Alexis Home Remodeling has walked home owners from the remodeling concept to the finish product. We are fully licensed and insured.

"! EXCEPTIONAL ! Starting with great listening to the attention to details that I was most excited about, to Edian’s / Alexis superior preparation & commitment to on time start & completion, Edian’s professionalism yielded 2 huge projects that are an absolute joy to behold. Edian’s extraordinary attention to details is so far beyond my expectations, that he actually improved upon my architect / engineer’s structural design. I will admit that I expect much much more than most & Edian truly exceeded my standard of ‘triple redundancy’ when it comes to structural strength, safety & my ‘100 year goal’ for major ‘capital’ level projects. His work is so above and beyond, that several tradespeople have commented on the extraordinary level of workmanship! I have had the pleasure of working with Edian on 2 huge reconstructions of porches. For both, he scheduled well in advance and then he & crew showed up a few days early, completing these massive projects on time. Yes, you read that correctly, ON TIME. He & his crew have an exceptional ‘culture!’ They were here everyday, without exception, always cheerful & laser focused on their dedication to getting the job done according to Edian’s strict codes of on time progress. I wish I had space to say more! In short, I cannot wait until I have more work for Edian / Alexis!"

Richard P on June 2025

617-719-4200 Alexis Home Remodeling started few years after the purchase of my first home in Boston back in 1992. This triple decker built in 1906 needed more than just a paint job, it needed reliable, honest and motivated professionals. Many hours of waiting for call backs made me think I could do a better job at it. That's why I treat everyone of my customers as I would have want these no show contractors treat me with the respect and professionalism I deserved. Since 1996, Alexis Home Remodeling has walked home owners from the remodeling concept to the finish product. We are fully licensed and insured.

"! EXCEPTIONAL ! Starting with great listening to the attention to details that I was most excited about, to Edian’s / Alexis superior preparation & commitment to on time start & completion, Edian’s professionalism yielded 2 huge projects that are an absolute joy to behold. Edian’s extraordinary attention to details is so far beyond my expectations, that he actually improved upon my architect / engineer’s structural design. I will admit that I expect much much more than most & Edian truly exceeded my standard of ‘triple redundancy’ when it comes to structural strength, safety & my ‘100 year goal’ for major ‘capital’ level projects. His work is so above and beyond, that several tradespeople have commented on the extraordinary level of workmanship! I have had the pleasure of working with Edian on 2 huge reconstructions of porches. For both, he scheduled well in advance and then he & crew showed up a few days early, completing these massive projects on time. Yes, you read that correctly, ON TIME. He & his crew have an exceptional ‘culture!’ They were here everyday, without exception, always cheerful & laser focused on their dedication to getting the job done according to Edian’s strict codes of on time progress. I wish I had space to say more! In short, I cannot wait until I have more work for Edian / Alexis!"

Richard P on June 2025

The Narrow Lane Landscape Company

PO Box 600809

4.53(

156

)

•Approved Pro

The Narrow Lane Landscape Company

PO Box 600809

4.53(

156

)

•Approved Pro

Customers say: Quality work

201 local quotes requested

16 years of experience

The Narrow Lane Company is a full service landscape company dedicated to creating and maintaining beautiful outdoor spaces you'll absolutely love! All work is done in a timely, professional manner and 100% guaranteed.

"Worst experience working with a contractor we have ever had. Lack of communication was astounding. Reached out to start the project on our tiny front lawn in June/July. Didn't start planting until mid October. Was told there were 5 jobs in front of ours. Ignored photos of exactly what we wanted. Finish product is passable at best. Would not recommend."

Julie C on October 2023

The Narrow Lane Company is a full service landscape company dedicated to creating and maintaining beautiful outdoor spaces you'll absolutely love! All work is done in a timely, professional manner and 100% guaranteed.

"Worst experience working with a contractor we have ever had. Lack of communication was astounding. Reached out to start the project on our tiny front lawn in June/July. Didn't start planting until mid October. Was told there were 5 jobs in front of ours. Ignored photos of exactly what we wanted. Finish product is passable at best. Would not recommend."

Julie C on October 2023

Roberto's Affordable Landscaping

109 Nichols Ave Apt #2

3.98(

764

)

•Approved Pro

Roberto's Affordable Landscaping

109 Nichols Ave Apt #2

3.98(

764

)

•Approved Pro

Customers say: Super punctual

1581 local quotes requested

18 years of experience

Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!

"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"

James L on September 2025

Roberto Affordable Landscaping proudly serves Waltham, MA. Are you tired of spending time and money trying to keep your grass green to no avail? Let us give it a try! We specialize in providing quality, beautiful landscapes for your home or business. In every job, we strive for 100% customer satisfaction. Our staff will take the time to listen to you and then create a landscape that is designed to meet your individual needs and desires. Meeting and exceeding customer expectations is how “Roberto Affordable Landscaping” has grown to one of the region’s most respected landscaping service firms. Our focus on customer service gives you confidence that your property will be designed, installed, and maintained to industry standards and beyond. With 12 years of experience we know how to get it done right. Please Email or Text us today to schedule an appointment!

"Roberto and his crew did an outstanding job! We usually do all of our hedge abs shrub trimming ourselves, but with a few other projects going on we hadn’t gotten them all season long and they were seriously overgrown. Since we COULD do it ourselves, we had a limit on what we were willing to pay, so we were getting several quotes … most of which were higher than we had hoped. Roberto worked with us on the pricing, which was good news because now it was off of our plate! His crew was there the early next day … fast, friendly, courteous, conscientious and neat! We are now looking to have Roberto and his crew back to take a few more projects off of our plate too! If you want a great job, at great price, by a great crew … we highly recommend Roberto’s Affordable Lands aping!"

James L on September 2025

Bauman Remodeling

80 Emmett Ave

4.60(

201

)

•Approved Pro

Bauman Remodeling

80 Emmett Ave

4.60(

201

)

•Approved Pro

Customers say: Quality work

207 local quotes requested

32 years of experience

Bauman Remodeling has consistently proven over the years to have one of the most trusted, talented teams around. Super Service award winners every year from 2008 up to 2021, Family owned & operated. We offer all types of remodeling large and small, from new construction to complicated interior or exterior remodeling. Cost is determined by the job. No travel charges. No service fee. May contact by website, phone or email.

"Very easy to work with in terms of responsiveness. Reasonable pricing but the craftmanship itself is phenomenal. This is my second project with him and I will definitely be using him for any projects in my house moving forward. He is really good at what he does. By moving the laundry from the basement to the second floor was not easy because I didn't have a lot of space to do it and several people said that we can't do it but he's the only person who made it work and it's beautiful. It's perfect. It's exactly what I was looking for. His knowledge and his craftmanship is phenomenal."

Carmen O on September 2025

Bauman Remodeling has consistently proven over the years to have one of the most trusted, talented teams around. Super Service award winners every year from 2008 up to 2021, Family owned & operated. We offer all types of remodeling large and small, from new construction to complicated interior or exterior remodeling. Cost is determined by the job. No travel charges. No service fee. May contact by website, phone or email.

"Very easy to work with in terms of responsiveness. Reasonable pricing but the craftmanship itself is phenomenal. This is my second project with him and I will definitely be using him for any projects in my house moving forward. He is really good at what he does. By moving the laundry from the basement to the second floor was not easy because I didn't have a lot of space to do it and several people said that we can't do it but he's the only person who made it work and it's beautiful. It's perfect. It's exactly what I was looking for. His knowledge and his craftmanship is phenomenal."

Carmen O on September 2025

MasonWorks LLC

83 Altamont Ave

4.74(

591

)

•Approved Pro

MasonWorks LLC

83 Altamont Ave

4.74(

591

)

•Approved Pro

Customers say: Quality work

Recommended by 92% of Angi customers

Recommended by 92% of HomeAdvisor customers

761 local quotes requested

MasonWorks specializes in design and construction of all types of stone and brick patios, walls and walkways, steps, decks and porches, outdoor kitchens and water falls, garden and retaining walls. From the first consultation to the final touches of each job, you will be in excellent hands. With more than three decades of experience, MasonWorks will assist you in every stage of the project, from materials choice to furniture selection. Your dream of owning an elegant and relaxing backyard retreat can become a reality. Family owned. Additional contact name - Jeff Souza. Additional e-mail - jeff@masonworks.me. Angie's List Award winning since 2009. Additional area served- Boston Metro, North sure and West

"We hired Jeff and MasonWorks to replace a backyard patio and deck, as well as to replace our front steps and walkway. The end result of both projects exceeded our expectations. Jeff provided extremely helpful design ideas and recommendations for both projects, and the mason and carpentry teams executed the plans in impressive fashion. Both teams worked extremely hard, efficiently, paid attention to detail, and cleaned up at the end of each day. In short, we had an excellent experience with Jeff and his teams, are thrilled with the final result of our projects, and will not hesitate to work them again on future projects."

Michael W on September 2020

MasonWorks specializes in design and construction of all types of stone and brick patios, walls and walkways, steps, decks and porches, outdoor kitchens and water falls, garden and retaining walls. From the first consultation to the final touches of each job, you will be in excellent hands. With more than three decades of experience, MasonWorks will assist you in every stage of the project, from materials choice to furniture selection. Your dream of owning an elegant and relaxing backyard retreat can become a reality. Family owned. Additional contact name - Jeff Souza. Additional e-mail - jeff@masonworks.me. Angie's List Award winning since 2009. Additional area served- Boston Metro, North sure and West

"We hired Jeff and MasonWorks to replace a backyard patio and deck, as well as to replace our front steps and walkway. The end result of both projects exceeded our expectations. Jeff provided extremely helpful design ideas and recommendations for both projects, and the mason and carpentry teams executed the plans in impressive fashion. Both teams worked extremely hard, efficiently, paid attention to detail, and cleaned up at the end of each day. In short, we had an excellent experience with Jeff and his teams, are thrilled with the final result of our projects, and will not hesitate to work them again on future projects."

Michael W on September 2020

DeJesus Industries

22 Boston Wharf Road

New on HomeAdvisorNew on HomeAdvisor

•Approved Pro

DeJesus Industries

22 Boston Wharf Road

New on HomeAdvisorNew on HomeAdvisor

•Approved Pro

1380 local quotes requested

Free onsite estimate

DeJesus Industries is a full-service construction company based out of Brookline, MA. We offer comprehensive pre-construction and construction services. As a professional MBE, EPA/HUD, and OSHA-certified company, we bring a wealth of expertise and credentials that ensure compliance, safety, and quality in every project. Customers should hire DeJesus Industries for our unwavering commitment to delivering excellence. Our team has years of experience in construction, ranging from residential remodeling to large-scale commercial projects. We pride ourselves on our meticulous attention to detail, innovative solutions, and personalized service. Our local expertise, combined with a deep understanding of the latest industry standards, ensures that your project will be completed on time, within budget, and to the highest quality. At DeJesus Industries, we don't just repurpose spaces and build structures; we build lasting relationships with our clients by consistently exceeding expectations. We service MA & RI!

RC Works

52 Metcalf St

4.94(

16

)

•Approved Pro

RC Works

52 Metcalf St

4.94(

16

)

•Approved Pro

Customers say: Quick response

Recommended by 100% of Angi customers

Recommended by 100% of HomeAdvisor customers

426 local quotes requested

Craftsmanship. It's not about making something that meets expectations. It's about creating something that changes them. RC WORKS offers over Five years of experience in the home building and remodeling industry in the Greater Boston area. We take pride in delivering a product that reflects our high standards for craftsmanship and our dedication to the work that we do. Our approach is a personal one, involving the client in every phase of the project down to the smallest detail, and our list of repeat clientele reflects the trust we build with each project. We work on all aspect of repairs from basement to the roof.

"RC Works did our bathroom renovation. We are happy with the process and the beautiful results! Andrey, Mariano and the team are professional, kind and easy to work with. Andrey is a wonderful listener and communicator. He responded to us promptly, managed the project efficiently and transparently, and kept us updated on the work and timeline. Big praises also to Mariano and Neto, who did the carpentry work, glass shower installation, among other tasks. They went above and beyond to deliver high-quality work, arriving on site with bright smiles and hard-working attitudes. We are also happy with the other team members, who are friendly and competent: tile installer for beautiful tiling, plumbers, electrician, painters and cleaners. Overall, we would highly recommend RC works."

Annie H on May 2025

Craftsmanship. It's not about making something that meets expectations. It's about creating something that changes them. RC WORKS offers over Five years of experience in the home building and remodeling industry in the Greater Boston area. We take pride in delivering a product that reflects our high standards for craftsmanship and our dedication to the work that we do. Our approach is a personal one, involving the client in every phase of the project down to the smallest detail, and our list of repeat clientele reflects the trust we build with each project. We work on all aspect of repairs from basement to the roof.

"RC Works did our bathroom renovation. We are happy with the process and the beautiful results! Andrey, Mariano and the team are professional, kind and easy to work with. Andrey is a wonderful listener and communicator. He responded to us promptly, managed the project efficiently and transparently, and kept us updated on the work and timeline. Big praises also to Mariano and Neto, who did the carpentry work, glass shower installation, among other tasks. They went above and beyond to deliver high-quality work, arriving on site with bright smiles and hard-working attitudes. We are also happy with the other team members, who are friendly and competent: tile installer for beautiful tiling, plumbers, electrician, painters and cleaners. Overall, we would highly recommend RC works."

Annie H on May 2025

M&L Landscaping Construction

118 Adams St

4.87(

87

)

•Approved Pro

M&L Landscaping Construction

118 Adams St

4.87(

87

)

•Approved Pro

Customers say: Super punctual

Recommended by 96% of Angi customers

Recommended by 96% of HomeAdvisor customers

3415 local quotes requested

Locally owned business with over 12 years of experience. Custom Paver Patios, walkways, retaining walls, and driveways. We also offer full clean up landscaping, hardscaping, and stone work. Passionate about serving our local community and continuing to deliver great customer service. Feel free to call or text with questions regarding your projects. Look forward to working with you on all your home endeavors.

"Great everything was perfect"

Roberto J F on August 2025

Locally owned business with over 12 years of experience. Custom Paver Patios, walkways, retaining walls, and driveways. We also offer full clean up landscaping, hardscaping, and stone work. Passionate about serving our local community and continuing to deliver great customer service. Feel free to call or text with questions regarding your projects. Look forward to working with you on all your home endeavors.

"Great everything was perfect"

Roberto J F on August 2025

Maize Remodeling Group

199 Central Street

5.00(

4

)

•Approved Pro

Maize Remodeling Group

199 Central Street

5.00(

4

)

•Approved Pro

Customers say: Quick response

Recommended by 100% of Angi customers

Recommended by 100% of HomeAdvisor customers

756 local quotes requested

Maize Remodeling Group is a specialized construction group with 20 years of knowledge and experience, all based on hundreds of projects. Our goal is to exceed our customers' dreams for their construction projects and turn them into reality. Maize Group involves experts from various sectors, including designers, architects, engineers, and project managers, who are involved in every step of the project. Additionally, please note that Maize's minimum project amount would be $3,500.00.

"Went very well. On time, very professional. Very clean, finished the job on time and surprisingly under original budget."

Thomas M on September 2025

Maize Remodeling Group is a specialized construction group with 20 years of knowledge and experience, all based on hundreds of projects. Our goal is to exceed our customers' dreams for their construction projects and turn them into reality. Maize Group involves experts from various sectors, including designers, architects, engineers, and project managers, who are involved in every step of the project. Additionally, please note that Maize's minimum project amount would be $3,500.00.

"Went very well. On time, very professional. Very clean, finished the job on time and surprisingly under original budget."

Thomas M on September 2025

Long Home Products

300 Myles Standish Blvd

2.68(

22

)

•Approved Pro

Long Home Products

300 Myles Standish Blvd

2.68(

22

)

•Approved Pro

4659 local quotes requested

80 years of experience

With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing, bathroom, window and door projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"I hired Long Roofing Products to replace my roof. From the beginning the sales man lied to me, telling me that they could take off my Gutter Helmets and put them back on correctly. This was lie #1. They have null and voided the warranty of my gutter helmets, because they were not supposed to touch them and according to Gutter Helmets all the roofers know this. lie #2 there were missing pieces on the ends of my gutter helmets to prevent the birds from getting into the gutters. The salesman told me they would order the piece from Gutter Helmets and replace it. This was never done. I have contacted them several times and they continue to tell me they will fix it and they never do. I would NEVER recommend them, I would only tell you NOT to use them. They talk a big game but never follow thru with their promise's."

Debbie B on August 2025

With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing, bathroom, window and door projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"I hired Long Roofing Products to replace my roof. From the beginning the sales man lied to me, telling me that they could take off my Gutter Helmets and put them back on correctly. This was lie #1. They have null and voided the warranty of my gutter helmets, because they were not supposed to touch them and according to Gutter Helmets all the roofers know this. lie #2 there were missing pieces on the ends of my gutter helmets to prevent the birds from getting into the gutters. The salesman told me they would order the piece from Gutter Helmets and replace it. This was never done. I have contacted them several times and they continue to tell me they will fix it and they never do. I would NEVER recommend them, I would only tell you NOT to use them. They talk a big game but never follow thru with their promise's."

Debbie B on August 2025

Get matched with top second story addition builders in Milton, MA

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Alexis Home Remodeling

Alexis Home Remodeling

The Narrow Lane Landscape Company

The Narrow Lane Landscape Company

Roberto's Affordable Landscaping

Roberto's Affordable Landscaping

Bauman Remodeling

Bauman Remodeling

MasonWorks LLC

MasonWorks LLC

DeJesus Industries

DeJesus Industries

RC Works

RC Works

M&L Landscaping Construction

M&L Landscaping Construction

Maize Remodeling Group

Maize Remodeling Group

Long Home Products

Long Home Products

The Milton, MA homeowners’ guide to second story addition building services

How Much Does a Bus Conversion Cost in 2025?

DIY Kitchen Remodel

Build a Dining Room

Build a Secret Room

Build an A-Frame House

Build a Bar

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Get matched with top second story addition builders in Milton, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Find Second story addition builders in Milton

Alexis Home Remodeling

Alexis Home Remodeling

The Narrow Lane Landscape Company

The Narrow Lane Landscape Company

Roberto's Affordable Landscaping

Roberto's Affordable Landscaping

Bauman Remodeling

Bauman Remodeling

MasonWorks LLC

MasonWorks LLC

DeJesus Industries

DeJesus Industries

RC Works

RC Works

M&L Landscaping Construction

M&L Landscaping Construction

Maize Remodeling Group

Maize Remodeling Group

Long Home Products

Long Home Products

The Milton, MA homeowners’ guide to second story addition building services

How Much Does a Bus Conversion Cost in 2025?

DIY Kitchen Remodel

Build a Dining Room

Build a Secret Room

Build an A-Frame House

Build a Bar

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