Caitlin Guptill Real Estate Agent - Better Homes & Gardens Real Estate/The Masiello Group

457 Main St, East Machias, ME For Sale $70,000 - listed by Caitlin Guptill — For Sale $70,000

Caitlin Guptill listing agent for Lot #3-3 Indian Heights, Whiting, ME - sold for $50,000 — Sold $50,000

63 N Duck Cove Rd, Roque Bluffs, ME For Sale $100,000 - listed by Caitlin Guptill — For Sale $100,000

Caitlin Guptill buyer's agent for 24 Deer Point W, Robbinston, ME - sold for $430,000 — Sold $430,000

8 Paddy Ln, Cherryfield, ME For Sale $395,000 - listed by Caitlin Guptill — For Sale $395,000

Caitlin Guptill

Machias ME

Better Homes & Gardens Real Estate/The Masiello Group

20 Closed Sales

$3.3M Total Value

$50K - $430K Price Range

$165.5K Average Price

Prior 5 years

About Caitlin

Caitlin is a native of coastal Washington County having been raised in the Jonesport-Beals area. She graduated from Jonesport-Beals High School in 2020, and currently resides in Jonesport. Prior to Real Estate she had worked as a lobster fisherman since the age of eight and attended Eastern Maine Community College for nursing. Having a strong work ethic, Caitlin now works as a full-time Sales Agent who would love to make your dreams a reality. She is ambitious, thorough and will go above and beyond for your buying and selling needs.
When Caitlin is not in the office she enjoys being with friends and family, spending time at her family camp and relaxing with her dog.

Home Types: Lot/Land, House, Multifamily, Mobile Homes

Years of Experience: 3

Transaction History

1 Year
2 Year

Seller Deals
Total Deals	4
Total Value	$393,000
Average Sale Price	$98,250
Price Range	$50K - $140K

Buyer Deals
Total Deals	2
Total Value	$675,000
Average Sale Price	$337,500
Price Range	$245K - $430K

Seller Deals
Total Deals	11
Total Value	$1,397,500
Average Sale Price	$127,045
Price Range	$22K - $305K

Buyer Deals
Total Deals	6
Total Value	$1,677,000
Average Sale Price	$279,500
Price Range	$56K - $430K

Caitlin's Listings and Deals

Caitlin's Active Listings

$70,000
- 4 Beds
- 1 Bath
- 2,500 Sq Ft
457 Main St

East Machias, ME
Step into this 1900s home, thoughtfully expanded with an addition built in the early 2000s. Offering 2,500 square feet of living space, this home features new windows, solid bones, four bedrooms, one full bathroom, and sits on a 0.25 acre lot.Located just 10 minutes away from the hospital, all local amenities, in walking distance to Washington Academy, and beside Gaddis Pool Park with access

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$100,000
- Land
- 1.6 Acres
- $62,500 per Acre
63 N Duck Cove Rd

Roque Bluffs, ME
Located just 10 minutes or less from all the necessities the town of Machias has to offer, this 1.60-acre property combines convenience with coastal charm. A well, septic system, and installed driveway are already in place, making it ready for your plans. An outbuilding is included, along with building materials currently on site to help jump-start your project. Enjoy easy access to the beautiful

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$395,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
8 Paddy Ln

Cherryfield, ME
Tucked away in the peaceful beauty of Downeast Maine, this stunning property offers the perfect balance of privacy, craftsmanship, and modern comfort. Overlooking the river with breathtaking natural scenery, you can spend your mornings enjoying coffee on the patio while watching bald eagles glide overhead and fish along the shoreline. The setting is beautiful, relaxing, and surrounded by the kind

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$149,000
- Land
- 3.67 Acres
- $40,599 per Acre
3 Middle Ground View

Jonesport, ME
Build your dream home, summer retreat, or private coastal getaway on this stunning oceanfront property in Downeast Maine. Offering approximately 730 feet of shore frontage along Maine's rugged and beautiful coastline, this rare parcel provides endless possibilities for your forever home, seasonal escape, or peaceful camp.Tucked away in a secluded wooded setting and surrounded by scenic

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$112,000
- Land
- 3.4 Acres
- $32,941 per Acre
Lot #14 Pidgeon Point Rd

Whiting, ME
This 3.4-acre lot is ready for its next owner to bring their vision to life! With an existing well, septic system, heated slab foundation, and building permit already in place, much of the groundwork has been completed--saving you time and expense.Ideally located just down the road from Orange Lake's public boat launch, this property is perfect for outdoor enthusiasts and nature lovers. Enjoy

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$65,000
- Land
- 11 Acres
- $6,109 per Acre
Map 06 Lots #16 16-2 16-3 Cutler Rd

Cutler, ME
Don't miss this opportunity to own a beautiful and expansive 10.64-acre parcel on Cutler Road, already cleared and ready to build. Located just 6 minutes from Cutler Harbor, this property is perfect for a dream home, vacation getaway, or investment. Enjoy close access to the scenic Bold Coast Trails for some of Maine's best hiking and outdoor recreation. Conveniently situated just 20 minutes from

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$217,500

Under Contract
- 2 Beds
- 1.5 Baths
- 644 Sq Ft
10 Wharf St

Jonesport, ME
Welcome to your slice of Downeast paradise! This beautifully renovated 2-bedroom, 1.5-bath saltbox home offers 644 sq ft of low-maintenance living just steps from a working lobster harbor.Wake up to the sights of boats drifting in and out, spend your afternoons enjoying fresh local seafood, and unwind in the peaceful rhythm of a true fishing village. Rebuilt from the studs up, new 4-bedroom

Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

Recently Sold

$50,000

Sold Jul 2, 2026
- Land
- 2.18 Acres Lot
Lot #3-3 Indian Heights

Whiting, ME
- 32% Below List
- 80 Days On Market
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$107,000

Sold Dec 22, 2025
- Land
- 81.50 Acres Lot
Map 04 Lots #2-15 2-16 Yellow Birch Rd

Whiting, ME
- 21% Below List
- 12 Days On Market
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$140,000

Sold Dec 5, 2025
- Land
- 3.60 Acres Lot
Lot#1 Sunrise Way

Whiting, ME
- 3% Below List
- 27 Days On Market
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$96,000

Sold Jul 10, 2025
- Land
- 5.90 Acres Lot
Lot #14 Pidgeon Point Rd

Whiting, ME
- 20% Below List
- 20 Days On Market
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$305,000

Sold May 1, 2025
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
1214 Cutler Rd

Whiting, ME
- 20% Below List
- 191 Days On Market
- $235/SF
- Current Est. Value $301K
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$105,000

Sold May 1, 2025
- Land
- 1.15 Acres Lot
Lot #70 Chambers Point Rd

Roque Bluffs, ME
- 38% Below List
- 229 Days On Market
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$70,000

Sold Apr 18, 2025
- 4 Beds
- 2 Baths
- 1,664 Sq Ft
2 Bruce St

Machias, ME
- 30% Below List
- 16 Days On Market
- $42/SF
- Current Est. Value $160K
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$22,000

Sold Feb 10, 2025
- Land
- 0.50 Acres Lot
290 Cutler Rd

East MacHias, ME
- 12% Below List
- 80 Days On Market
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

$125,000

Sold Oct 31, 2024
- 3 Beds
- 1.5 Baths
- 2,100 Sq Ft
8 View St

Jonesport, ME
- 38% Below List
- 225 Days On Market
- $60/SF
- Current Est. Value $145K
Caitlin Guptill Better Homes & Gardens Real Estate/The Masiello Group

Other Experience

First Time Homebuyers, Investments

Caitlin Guptill

(207) 813-2352

Nearby Homes

Caitlin Guptill

About Caitlin

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Caitlin's Listings and Deals

Caitlin's Active Listings

Recently Sold

Other Experience