5005 Winter St, Carrabassett Valley, ME For Sale $2,195,000 - listed by Jeffrey Kennedy — For Sale $2,195,000

Jeffrey Kennedy listing agent for 6005 Sandy River Cir, Carrabassett Valley, ME - sold for $1,260,000 — Sold $1,260,000

444 Snowflower Ct Unit 444, Carrabassett Valley, ME For Sale $759,000 - listed by Jeffrey Kennedy — For Sale $759,000

Jeffrey Kennedy buyer's agent for 429 Snowflower Ct Unit 429, Carrabassett Valley, ME - sold for $690,000 — Sold $690,000

1201 Valley Crossing Unit 1201, Kingfield, ME For Sale $149,000 - listed by Jeffrey Kennedy — For Sale $149,000

Jeffrey Kennedy listing agent for 382 Birchwood Ln Unit 382, Carrabassett Valley, ME - sold for $563,800 — Sold $563,800

2007 Pond Rd, Carrabassett Valley, ME For Sale $525,000 - listed by Jeffrey Kennedy — For Sale $525,000

Jeffrey Kennedy

Carrabassett Valley ME

Mountainside Real Estate

82 Closed Sales

$52.7M Total Value

$249K - $2.8M Price Range

$643.2K Average Price

Prior 5 years

About Jeffrey

Home Types: Townhouse, House, Condo, Lot/Land, Commercial

Years of Experience: 15

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	6
Total Value	$4,623,800
Average Sale Price	$770,633
Price Range	$295K - $1.3M

Buyer Deals
Total Deals	4
Total Value	$2,061,000
Average Sale Price	$515,250
Price Range	$72K - $690K

1 Year View by Quarter

Seller Deals
Total Deals	18
Total Value	$14,054,300
Average Sale Price	$780,794
Price Range	$273K - $2.8M

Buyer Deals
Total Deals	8
Total Value	$5,045,000
Average Sale Price	$630,625
Price Range	$72K - $895K

2 Year View by Quarter

Seller Deals
Total Deals	54
Total Value	$36,659,800
Average Sale Price	$678,885
Price Range	$95K - $2.8M

Buyer Deals
Total Deals	28
Total Value	$16,079,850
Average Sale Price	$574,280
Price Range	$68K - $1.2M

5 Year View

Jeffrey's Listings and Deals

Jeffrey's Recent Active Listings

$2,195,000
- 5 Beds
- 7 Baths
- 4,297 Sq Ft
5005 Winter St

Carrabassett Valley, ME
The lodge on Winter Street is a one-of-a-kind Adirondack-style home designed with the extended skiing family in mind. The main floor boasts 10-foot ceilings with exposed peeled logs and a fieldstone fireplace with gas logs fitted for convenience, offering ample seating and full sun, plus a large sunny deck with a hot tub. The recently renovated gourmet kitchen features new cabinets, leathered

Jeffrey Kennedy Mountainside Real Estate

$759,000
- 3 Beds
- 3 Baths
- 1,360 Sq Ft
444 Snowflower Ct

Unit 444

Carrabassett Valley, ME
Location says it all! Located directly on the Snubber ski trail, this 3 bedroom 3 bath with loft offers the best in skier convenience. Walk out your door and step into your skis and you're off! Many recent improvements, new roof and skylight in 2025. Two community hot tub gazebos to relax in after a day on the slopes. Bright and sunny with wonderful mountain views.

Jeffrey Kennedy Mountainside Real Estate

$149,000
- 1 Bed
- 1 Bath
- 225 Sq Ft
1201 Valley Crossing

Unit 1201

Kingfield, ME
Studio condominium in Valley Crossing. Updated and in excellent condition. Walk to the town park and community pool. Recreation awaits just out your door.

Jeffrey Kennedy Mountainside Real Estate

$525,000
- 3 Beds
- 2 Baths
- 1,211 Sq Ft
2007 Pond Rd

Carrabassett Valley, ME
Comfy ski chalet with full sun and mountain views. 3 bedroom and 2 bath with full basement. Sunken living room with fabulous views and woodstove.

Jeffrey Kennedy Mountainside Real Estate

$1,750,000
- 5 Beds
- 4.5 Baths
- 2,924 Sq Ft
7004 Timbers Dr

Unit 7004

Carrabassett Valley, ME
Timber end unit with stunning mountain views and true ski in/ski out location. With 5 bedrooms and 4 baths, there is room for everyone. Enjoy the hot tub on your deck after a long day on the slopes. Spacious family room on lower level and mudroom with ski bench, built in cubbies, and ski storage. Two primary bedrooms with bath en suite. Main level suite has custom shower, double sinks and in

Jeffrey Kennedy Mountainside Real Estate

$509,000
- 2 Beds
- 2 Baths
- 792 Sq Ft
2549 Trout Brook Ln

Unit 2549

Carrabassett Valley, ME
Walk into the front door and immerse yourself in a custom designed kitchen with KraftMaid cabinets, corian counters and sink, a small eating bar, and an expandable table that seats 4 or 6 when the leaf is opened. The kitchen provides the standard stove, microwave, garbage disposal, refrigerator and full sized family dishwasher. The primary bedroom is painted with a woodsy theme, including photos

Jeffrey Kennedy Mountainside Real Estate

$800,000
- Land
- 1.06 Acres
- $754,717 per Acre
8116 Sawtooth Rd

Carrabassett Valley, ME
Gently sloping lot located conveniently off Sawtooth Mountain Road. Ski right from your lot onto West Mountain trail, and enjoy easy access to the newly expanded trails on West Mountain. Featuring northern exposure and significant trail frontage, this lot will allow you western light and unparalleled views.

Jeffrey Kennedy Mountainside Real Estate

$499,000
- 2 Beds
- 2 Baths
- 792 Sq Ft
2560 Beaver Brook Ln

Unit 2560

Carrabassett Valley, ME
Two bedroom end unit directly next to the shuttle stop. Two bath (1 En-suite). Many recent improvements, including: new flooring, Rinai heater in bedroom, bedroom window and backdoor, oven/range, dishwasher, range vent, and hot water tank.

Jeffrey Kennedy Mountainside Real Estate

Co-Listing Agent

$675,000
- Land
- 1.01 Acres
- $668,317 per Acre
R-51 Dutchman Woods

Unit 51

Carrabassett Valley, ME
Offered for the first time ever, Lot 51 in Dutchman Woods presents a rare opportunity to secure one of Sugarloaf's most coveted trailside parcels. With over 200 feet of direct frontage on the Twitcher Trail and existing snowmaking infrastructure already in place, this is true ski-in/ski-out access. Step from your future home directly onto the trail and return the same way -- an increasingly rare

Jeffrey Kennedy Mountainside Real Estate

Recently Sold

$1,260,000

Sold Aug 7, 2026
- 5 Beds
- 4.5 Baths
- 3,200 Sq Ft
6005 Sandy River Cir

Carrabassett Valley, ME
- 3% Below List
- 11 Days On Market
- $394/SF
- Current Est. Value $1M
Jeffrey Kennedy Mountainside Real Estate

$563,800

Sold Jun 24, 2026
- 2 Beds
- 2 Baths
- 970 Sq Ft
382 Birchwood Ln

Unit 382

Carrabassett Valley, ME
- 1% Above List
- 8 Days On Market
- $581/SF
Jeffrey Kennedy Mountainside Real Estate

$1,255,000

Sold Feb 13, 2026
- 6 Beds
- 4 Baths
- 3,750 Sq Ft
5010 Twin Brook Rd

Carrabassett Valley, ME
- 1% Above List
- 2 Days On Market
- $335/SF
- Current Est. Value $1M
Jeffrey Kennedy Mountainside Real Estate

$510,000

Sold Oct 10, 2025
- 2 Beds
- 2 Baths
- 792 Sq Ft
2680 Winterbrook Ln

Unit 2680

Carrabassett Valley, ME
- 7% Below List
- 158 Days On Market
- $644/SF
Jeffrey Kennedy Mountainside Real Estate

$740,000

Sold Oct 3, 2025
- 4 Beds
- 3 Baths
- 1,600 Sq Ft
2396 Hemlock Rd

Unit 2396

Carrabassett Valley, ME
- 7% Below List
- 70 Days On Market
- $462/SF
Jeffrey Kennedy Mountainside Real Estate

$295,000

Sold Jul 10, 2025
- 1 Bed
- 1 Bath
- 456 Sq Ft
165 Sugartree One

Unit 165

Carrabassett Valley, ME
- 10 Days On Market
- $647/SF
Jeffrey Kennedy Mountainside Real Estate

$480,000

Sold May 15, 2025
- 3 Beds
- 2 Baths
- 1,207 Sq Ft
2001 Brook Falls Rd

Carrabassett Valley, ME
- 9% Below List
- 104 Days On Market
- $398/SF
- Current Est. Value $511K
Jeffrey Kennedy Mountainside Real Estate

$800,000

Sold Apr 16, 2025
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
2455 Wangan Rd

Unit 2455

Carrabassett Valley, ME
- 9% Below List
- 238 Days On Market
- $400/SF
Jeffrey Kennedy Mountainside Real Estate

$545,000

Sold Apr 9, 2025
- 2 Beds
- 2 Baths
- 792 Sq Ft
2661 Alder Brook Ln

Unit 2661

Carrabassett Valley, ME
- 2 Days On Market
- $688/SF
- Current Est. Value $545K
Jeffrey Kennedy Mountainside Real Estate

Jeffrey Kennedy

(207) 203-6788

Mountainside Real Estate

(207) 203-6788

Nearby Homes

Jeffrey Kennedy

About Jeffrey

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Jeffrey's Listings and Deals

Jeffrey's Recent Active Listings

Recently Sold